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Pre-Construction. To be built. This grand canal-front estate in one of North Siesta Key’s most exclusive neighborhoods is expected to be complete in a few months. Designed and built by Pham Development on a 17,842-square-foot (0.41-acre) lot, the traditional-style home will provide 4,769 square feet, 6 bedrooms, 6 full baths, and 1 powder bath. There are two separate guest suites above the two-car garages providing 4 garage spaces in total, with elevator access to each suite. Enjoy water views throughout the home, with the opportunity to create an office, a fitness room, or both. At the heart of the home, a gourmet chef’s kitchen will feature a striking quartz waterfall island, elegant pendant lighting, and custom cabinetry. The premium appliance suite includes a 72-inch Sub-Zero refrigerator, a Cove dishwasher, and a Wolf range, coffee maker, and microwave. The adjoining living and dining areas will flow seamlessly outdoors to a Wolf-equipped outdoor kitchen, private pool and hot tub spa, spacious backyard, and lush new landscaping. The deep-water Grand Canal offers direct, bridge-free boating access to the Gulf and can accommodate vessels with drafts of up to 13 feet. A new dock and boat lift are planned, completing this waterfront setting for boating, entertaining, and time with family. Images contain virtual staging.

6 Beds ⋅ 7 Baths ⋅ Gulfmead Estates SubDv. ⋅ 34242 Zip Code

Pre-Construction. To be built. This grand canal-front estate in one of North Siesta Key’s most exclusive neighborhoods is expected to be complete in a few months. Designed and built by Pham Development on a 17,842-square-foot (0.41-acre) lot, the traditional-style home will provide 4,769 square feet, 6 bedrooms, 6 full baths, and 1 powder bath. There are two separate guest suites above the two-car garages providing 4 garage spaces in total, with elevator access to each suite. Enjoy water views throughout the home, with the opportunity to create an office, a fitness room, or both. At the heart of the home, a gourmet chef’s kitchen will feature a striking quartz waterfall island, elegant pendant lighting, and custom cabinetry. The premium appliance suite includes a 72-inch Sub-Zero refrigerator, a Cove dishwasher, and a Wolf range, coffee maker, and microwave. The adjoining living and dining areas will flow seamlessly outdoors to a Wolf-equipped outdoor kitchen, private pool and hot tub spa, spacious backyard, and lush new landscaping. The deep-water Grand Canal offers direct, bridge-free boating access to the Gulf and can accommodate vessels with drafts of up to 13 feet. A new dock and boat lift are planned, completing this waterfront setting for boating, entertaining, and time with family. Images contain virtual staging.

3441 Gulfmead Drive, Sarasota

$4,500,000

For the first time since 1925, the same Sarasota family is bringing 7535 and 7539 Midnight Pass Road to market, offered together as nearly one acre on Siesta Key. The two parcels total 0.95 acres, with 7535 offering over 100 feet of direct waterfrontage on Little Sarasota Bay, a reinforced concrete seawall, and access to the Intracoastal Waterway. The main home was designed by Jack West, a celebrated architect of the Sarasota School of Architecture. The charming second home on the adjoining parcel was designed by his onetime partner, Elizabeth Boylston, the first woman in Florida elected to the American Institute of Architects. This second residence offers two bedrooms, one bathroom, and 1,016 square feet, in addition to the MLS-listed totals. A detached two-car garage provides additional parking and storage. Walls of sliding glass and graceful midcentury lines open the main house to the garden and the water. Framed by lush tropical greenery, the combined site presents a rare opportunity to create a waterfront compound with a main residence, guest house and gardens. An additional adjacent 0.53-acre lot may also be available for purchase at an additional price, offering an opportunity to expand the property even further. A 2016 dock with a 13,000 lb boat lift provides access to the Intracoastal Waterway, where mornings begin with soft golden light over Little Sarasota Bay. Turtle Beach, Crescent Beach, and the powder-soft white sand of Siesta Beach are minutes away, with Siesta Key Village, downtown Sarasota, and Sarasota Bradenton International Airport all within easy reach. For the buyer who has been waiting for the right piece of Siesta Key, this is it: nearly an acre of land with direct bayfrontage, a seawall, dock and lift already in place, complemented by an architectural legacy and history that cannot be replicated. Create the waterfront home you have always imagined on land that has been cherished by the same family for over a century and is now ready for its next chapter.

5 Beds ⋅ 2 Baths ⋅ Sub Of Us Lt 7 Of 20-37-18 SubDv. ⋅ 34242 Zip Code

For the first time since 1925, the same Sarasota family is bringing 7535 and 7539 Midnight Pass Road to market, offered together as nearly one acre on Siesta Key. The two parcels total 0.95 acres, with 7535 offering over 100 feet of direct waterfrontage on Little Sarasota Bay, a reinforced concrete seawall, and access to the Intracoastal Waterway. The main home was designed by Jack West, a celebrated architect of the Sarasota School of Architecture. The charming second home on the adjoining parcel was designed by his onetime partner, Elizabeth Boylston, the first woman in Florida elected to the American Institute of Architects. This second residence offers two bedrooms, one bathroom, and 1,016 square feet, in addition to the MLS-listed totals. A detached two-car garage provides additional parking and storage. Walls of sliding glass and graceful midcentury lines open the main house to the garden and the water. Framed by lush tropical greenery, the combined site presents a rare opportunity to create a waterfront compound with a main residence, guest house and gardens. An additional adjacent 0.53-acre lot may also be available for purchase at an additional price, offering an opportunity to expand the property even further. A 2016 dock with a 13,000 lb boat lift provides access to the Intracoastal Waterway, where mornings begin with soft golden light over Little Sarasota Bay. Turtle Beach, Crescent Beach, and the powder-soft white sand of Siesta Beach are minutes away, with Siesta Key Village, downtown Sarasota, and Sarasota Bradenton International Airport all within easy reach. For the buyer who has been waiting for the right piece of Siesta Key, this is it: nearly an acre of land with direct bayfrontage, a seawall, dock and lift already in place, complemented by an architectural legacy and history that cannot be replicated. Create the waterfront home you have always imagined on land that has been cherished by the same family for over a century and is now ready for its next chapter.

7535 Midnight Pass Road, Sarasota

$2,900,000

**Unparalleled 270° Wraparound Views — Superior to Costlier New Construction** Look no further. This is the definitive corner penthouse in downtown Sarasota, delivering unobstructed wraparound views that simply outperform the pricier new-construction condominiums currently on the market. From this rare elevated perch you command a true 270-degree panorama: Longboat Key, the John Ringling Causeway, Sarasota Bay, Siesta Key, and the glittering downtown skyline stretching all the way to Venice. No other residence at any price offers this continuous, unblocked spectacle. Wake each morning in the exquisitely appointed primary suite, where floor-to-ceiling glass frames the sunrise and custom built-ins provide refined storage. The spa-inspired primary bath continues the luxury with mother-of-pearl accent tile, a Kohler VibrAcoustic soaking tub, an Italian vanity, built-in mirrored storage, and generous closet systems. The heart of the home is a showpiece Cucine Ricci custom kitchen finished with Miele appliances, an integrated coffee station and wine cooler, abundant storage, and a motorized pop-up television that rises from the island on a swivel. Floating Carrara marble floors flow throughout, creating an atmosphere of effortless elegance. Embassy House itself elevates daily living with 24-hour concierge service, a newly renovated lobby and recreation area, a bay-view fitness center, a conference room with kitchenette, and a recently refurbished heated pool. Your private garage parking space includes owner storage beneath the building. Positioned on “Marina Row” along Palm Avenue, you step outside into Sarasota’s best restaurants, shops, the marina, and cultural attractions. Evenings end on the expansive wraparound covered balcony—glass of wine in hand—watching the sun set over water and sky that newer, more expensive towers can only envy from obstructed angles. This is not merely a residence. It is a singular lifestyle opportunity: superior views, superior finishes, and a location that cannot be replicated—at a value that surpasses far costlier new construction. One-of-a-kind. Ready for immediate enjoyment.

2 Beds ⋅ 2 Baths ⋅ Embassy House SubDv. ⋅ 34236 Zip Code

**Unparalleled 270° Wraparound Views — Superior to Costlier New Construction** Look no further. This is the definitive corner penthouse in downtown Sarasota, delivering unobstructed wraparound views that simply outperform the pricier new-construction condominiums currently on the market. From this rare elevated perch you command a true 270-degree panorama: Longboat Key, the John Ringling Causeway, Sarasota Bay, Siesta Key, and the glittering downtown skyline stretching all the way to Venice. No other residence at any price offers this continuous, unblocked spectacle. Wake each morning in the exquisitely appointed primary suite, where floor-to-ceiling glass frames the sunrise and custom built-ins provide refined storage. The spa-inspired primary bath continues the luxury with mother-of-pearl accent tile, a Kohler VibrAcoustic soaking tub, an Italian vanity, built-in mirrored storage, and generous closet systems. The heart of the home is a showpiece Cucine Ricci custom kitchen finished with Miele appliances, an integrated coffee station and wine cooler, abundant storage, and a motorized pop-up television that rises from the island on a swivel. Floating Carrara marble floors flow throughout, creating an atmosphere of effortless elegance. Embassy House itself elevates daily living with 24-hour concierge service, a newly renovated lobby and recreation area, a bay-view fitness center, a conference room with kitchenette, and a recently refurbished heated pool. Your private garage parking space includes owner storage beneath the building. Positioned on “Marina Row” along Palm Avenue, you step outside into Sarasota’s best restaurants, shops, the marina, and cultural attractions. Evenings end on the expansive wraparound covered balcony—glass of wine in hand—watching the sun set over water and sky that newer, more expensive towers can only envy from obstructed angles. This is not merely a residence. It is a singular lifestyle opportunity: superior views, superior finishes, and a location that cannot be replicated—at a value that surpasses far costlier new construction. One-of-a-kind. Ready for immediate enjoyment.

770 S Palm Avenue Unit PH-1, Sarasota

$4,975,000

An exceptionally rare opportunity on the coveted north end of Siesta Key, 3740 Bayou Louise Lane is set in a remarkable waterfront location at the tip of a protected peninsula, surrounded by the beauty of the Gulf and Bay. Enjoy extraordinary water views, spectacular sunsets, and exceptional boating access to the Gulf and Intracoastal Waterway all from one of Sarasota's most desirable and distinctive settings. Built in 1995, this three-bedroom residence offers approximately 2,330 square feet of living area, three full baths, and a powder room. Inside, a gourmet kitchen with high-end appliances is complemented by custom wood flooring, extensive crown molding, and refined architectural millwork. The home's special location offers easy access to the mainland, downtown Sarasota, and Siesta Key's beaches.

3 Beds ⋅ 4 Baths ⋅ Siesta Rev SubDv. ⋅ 34242 Zip Code

An exceptionally rare opportunity on the coveted north end of Siesta Key, 3740 Bayou Louise Lane is set in a remarkable waterfront location at the tip of a protected peninsula, surrounded by the beauty of the Gulf and Bay. Enjoy extraordinary water views, spectacular sunsets, and exceptional boating access to the Gulf and Intracoastal Waterway all from one of Sarasota's most desirable and distinctive settings. Built in 1995, this three-bedroom residence offers approximately 2,330 square feet of living area, three full baths, and a powder room. Inside, a gourmet kitchen with high-end appliances is complemented by custom wood flooring, extensive crown molding, and refined architectural millwork. The home's special location offers easy access to the mainland, downtown Sarasota, and Siesta Key's beaches.

3740 Bayou Louise Lane, Sarasota

$4,500,000

An exceptional opportunity to own a rare waterfront homesite in Cherokee Park, one of Sarasota’s most established neighborhoods. Encompassing an expansive 20,215 square feet, this remarkable property offers the perfect canvas to create a custom estate tailored to your vision. Surrounded by magnificent residences, mature trees, and lush tropical landscaping, this nearly half-acre parcel provides a beautiful setting for an extraordinary home. With tranquil canal views and generous space for expansive indoor-outdoor living, a resort-style pool, lush gardens, and elegant entertaining areas, the possibilities are truly exceptional. Cherokee Park is celebrated for its timeless character, beautiful tree-lined streets, and prime location west of the Trail. Enjoy convenient access to Southside Village, downtown Sarasota, fine dining, boutique shopping, Sarasota Memorial Hospital, and the world-renowned beaches of Siesta Key. Whether envisioning a contemporary residence or a timeless coastal estate, this exceptional property presents a rare opportunity to build in one of Sarasota’s most sought-after neighborhoods. Secure your place in Cherokee Park and bring your architectural vision to life.

Cherokee Park SubDv. ⋅ 34239 Zip Code

An exceptional opportunity to own a rare waterfront homesite in Cherokee Park, one of Sarasota’s most established neighborhoods. Encompassing an expansive 20,215 square feet, this remarkable property offers the perfect canvas to create a custom estate tailored to your vision. Surrounded by magnificent residences, mature trees, and lush tropical landscaping, this nearly half-acre parcel provides a beautiful setting for an extraordinary home. With tranquil canal views and generous space for expansive indoor-outdoor living, a resort-style pool, lush gardens, and elegant entertaining areas, the possibilities are truly exceptional. Cherokee Park is celebrated for its timeless character, beautiful tree-lined streets, and prime location west of the Trail. Enjoy convenient access to Southside Village, downtown Sarasota, fine dining, boutique shopping, Sarasota Memorial Hospital, and the world-renowned beaches of Siesta Key. Whether envisioning a contemporary residence or a timeless coastal estate, this exceptional property presents a rare opportunity to build in one of Sarasota’s most sought-after neighborhoods. Secure your place in Cherokee Park and bring your architectural vision to life.

1620 N Lodge Drive, Sarasota

$1,359,000

Virtually Staged - Perfectly positioned to capture the ever-changing beauty of the Gulf, this northwest-facing residence offers a front-row seat to nature’s daily masterpiece. From the lush green lawn and swaying palm fronds to the Gulf’s ever-changing shades of turquoise, blue, and emerald, the views unfold in layers of coastal color. As the day draws to a close, the western sky ignites in brilliant sunset hues, transforming the landscape into a breathtaking panorama that never looks quite the same twice. Here, the view isn’t just something you see—it’s an experience to savor. Welcome to Windward Passage, where the beauty of Siesta Key meets the comfort of an exceptionally spacious coastal retreat. Offering 1,626 square feet of living space, this two-bedroom, two-bath residence blends timeless Gulf views with thoughtful modern updates. Renovated kitchen and bathrooms, luxury vinyl plank flooring throughout, impact-resistant windows on the waterfront facing side, and a newer air-conditioner provide the perfect balance of style, comfort, and peace of mind. Situated on the third floor, the home enjoys an ideal elevation—high enough to embrace sweeping coastal scenery while maintaining a wonderful connection to the tropical landscape below. An oversized private garage adds a level of convenience and storage rarely found in condominium living. Beyond the residence, the best of Siesta Key is practically at your doorstep. Just a leisurely 10-minute stroll brings you to the heart of Siesta Key Village, where lively tiki bars, exceptional dining, boutique shops, and live music create an atmosphere that’s distinctly island. And when the beach calls, the nearest public beach access lies just beyond "The Village" or an even easier 5-minute bike ride away. Whether you’re seeking a full-time residence or a cherished coastal getaway, this is a place to slow down, settle in, and appreciate the extraordinary beauty of everyday life on Siesta Key. Some properties are defined by their features. Others are remembered for how they make you feel. This one offers both.

2 Beds ⋅ 2 Baths ⋅ Windward Passage SubDv. ⋅ 34242 Zip Code

Virtually Staged - Perfectly positioned to capture the ever-changing beauty of the Gulf, this northwest-facing residence offers a front-row seat to nature’s daily masterpiece. From the lush green lawn and swaying palm fronds to the Gulf’s ever-changing shades of turquoise, blue, and emerald, the views unfold in layers of coastal color. As the day draws to a close, the western sky ignites in brilliant sunset hues, transforming the landscape into a breathtaking panorama that never looks quite the same twice. Here, the view isn’t just something you see—it’s an experience to savor. Welcome to Windward Passage, where the beauty of Siesta Key meets the comfort of an exceptionally spacious coastal retreat. Offering 1,626 square feet of living space, this two-bedroom, two-bath residence blends timeless Gulf views with thoughtful modern updates. Renovated kitchen and bathrooms, luxury vinyl plank flooring throughout, impact-resistant windows on the waterfront facing side, and a newer air-conditioner provide the perfect balance of style, comfort, and peace of mind. Situated on the third floor, the home enjoys an ideal elevation—high enough to embrace sweeping coastal scenery while maintaining a wonderful connection to the tropical landscape below. An oversized private garage adds a level of convenience and storage rarely found in condominium living. Beyond the residence, the best of Siesta Key is practically at your doorstep. Just a leisurely 10-minute stroll brings you to the heart of Siesta Key Village, where lively tiki bars, exceptional dining, boutique shops, and live music create an atmosphere that’s distinctly island. And when the beach calls, the nearest public beach access lies just beyond "The Village" or an even easier 5-minute bike ride away. Whether you’re seeking a full-time residence or a cherished coastal getaway, this is a place to slow down, settle in, and appreciate the extraordinary beauty of everyday life on Siesta Key. Some properties are defined by their features. Others are remembered for how they make you feel. This one offers both.

4712 Ocean Boulevard Unit W5, Sarasota

$1,650,000

An exceptional opportunity for waterfront living. Discover a private waterfront retreat where boating, tropical gardens, and relaxed island living come together in one of Siesta Key's desirable residential neighborhoods. Set behind a gated entrance and surrounded by lush landscaping, this beautifully refreshed three-bedroom, two-and-a-half-bath residence offers an inviting blend of coastal comfort, privacy, and exceptional outdoor living. Designed to embrace the Florida lifestyle, the spacious, open living and dining areas feature easy-care tile flooring, abundant natural light, and effortless connections to the outdoors. The updated kitchen offers granite countertops, white cabinetry, stainless steel appliances, and a welcoming dining area overlooking the pool and gardens. The comfortable primary suite and two additional bedrooms provide flexibility for family, guests, or a home office. A distinctive Bali-inspired bath with an indoor-outdoor shower adds an unexpected touch of tropical character. The heart of this property is its extraordinary screened outdoor living area. An expansive swimming pool and elevated spa are surrounded by generous paver decking, multiple lounging and dining spaces, and a covered lanai, creating a wonderful setting for entertaining or simply enjoying the island breezes. Beyond the pool, a beautifully landscaped backyard unfolds toward the waterfront, offering a peaceful garden setting with mature palms, tropical foliage, and room to relax. For boating enthusiasts, the private dock and 7,000 lb. boat lift provide convenient access to Sarasota Bay, the Intracoastal Waterway, and the Gulf beyond. Spend the morning cruising the waterways, enjoy an afternoon on the water, or launch a kayak or paddleboard right from your backyard. A welcoming covered entry, gated paver driveway, and attached two-car garage with additional storage complete this distinctive island property. Just minutes from Siesta Beach's renowned quartz-white sands, Siesta Village's restaurants and boutiques, and the cultural attractions of downtown Sarasota, this residence delivers the best of coastal living in a wonderfully private setting. Whether entertaining around the pool, exploring Sarasota's waterways, or simply enjoying the tranquility of your own tropical gardens, this is an opportunity to embrace the Siesta Key lifestyle

3 Beds ⋅ 3 Baths ⋅ Sara Sands SubDv. ⋅ 34242 Zip Code

An exceptional opportunity for waterfront living. Discover a private waterfront retreat where boating, tropical gardens, and relaxed island living come together in one of Siesta Key's desirable residential neighborhoods. Set behind a gated entrance and surrounded by lush landscaping, this beautifully refreshed three-bedroom, two-and-a-half-bath residence offers an inviting blend of coastal comfort, privacy, and exceptional outdoor living. Designed to embrace the Florida lifestyle, the spacious, open living and dining areas feature easy-care tile flooring, abundant natural light, and effortless connections to the outdoors. The updated kitchen offers granite countertops, white cabinetry, stainless steel appliances, and a welcoming dining area overlooking the pool and gardens. The comfortable primary suite and two additional bedrooms provide flexibility for family, guests, or a home office. A distinctive Bali-inspired bath with an indoor-outdoor shower adds an unexpected touch of tropical character. The heart of this property is its extraordinary screened outdoor living area. An expansive swimming pool and elevated spa are surrounded by generous paver decking, multiple lounging and dining spaces, and a covered lanai, creating a wonderful setting for entertaining or simply enjoying the island breezes. Beyond the pool, a beautifully landscaped backyard unfolds toward the waterfront, offering a peaceful garden setting with mature palms, tropical foliage, and room to relax. For boating enthusiasts, the private dock and 7,000 lb. boat lift provide convenient access to Sarasota Bay, the Intracoastal Waterway, and the Gulf beyond. Spend the morning cruising the waterways, enjoy an afternoon on the water, or launch a kayak or paddleboard right from your backyard. A welcoming covered entry, gated paver driveway, and attached two-car garage with additional storage complete this distinctive island property. Just minutes from Siesta Beach's renowned quartz-white sands, Siesta Village's restaurants and boutiques, and the cultural attractions of downtown Sarasota, this residence delivers the best of coastal living in a wonderfully private setting. Whether entertaining around the pool, exploring Sarasota's waterways, or simply enjoying the tranquility of your own tropical gardens, this is an opportunity to embrace the Siesta Key lifestyle

5140 Windward Avenue, Sarasota

$7,450,000

This private waterfront estate on Siesta Key combines modern Mediterranean architecture, beautifully updated interiors, and sweeping views of Little Sarasota Bay to create an exceptional coastal retreat. Set on over an acre of lush property behind a gated entrance and winding pavered driveway, this custom residence offers more than 100 feet of direct bay frontage, exceptional privacy, and unobstructed boating access to Sarasota Bay and the Intracoastal Waterway. Built in 2012 and extensively refreshed, the home encompasses more than 6,000 square feet of living space, four en-suite bedrooms, a four-car split garage, and an impressive collection of indoor and outdoor entertaining spaces. Offered fully furnished with contemporary pieces throughout, this remarkable home is ready for immediate enjoyment. A dramatic entry introduces soaring cathedral ceilings, a neutral color palette, and walls of floor-to-ceiling glass framing the waterfront. The grand living room features a fireplace and spectacular two-story windows, while the adjoining formal dining room provides an elegant setting for entertaining. Tile flooring complements the main living level, with beautiful hardwood flooring upstairs. The light-filled gourmet kitchen features quartz countertops, custom cabinetry, all-white appliances, gold fixtures, oversized center island, separate breakfast bar, dual built-in ovens, six-burner gas cooktop, and concealed 6-by-10-foot walk-in pantry. The adjoining informal dining area and spacious family room create an inviting gathering space overlooking the bay. Walls of pocketing glass sliders open completely to the covered outdoor cabana and fully equipped summer kitchen, seamlessly connecting indoor and outdoor living. Privately positioned on the main level, the beautiful primary suite features peaceful water views, an oversized dual walk-in closet, and a luxurious marble-appointed bathroom. A nearby office/den offers a quiet retreat, while private access to the pool deck enhances the suite's connection to the outdoors. A secluded second en-suite bedroom with its own exterior entrance provides an ideal arrangement for guests or extended family. The first-floor laundry room offers generous built-in storage. Upstairs, two spacious bedroom suites feature hardwood flooring, walk-in closets, updated en-suite bathrooms, and private balconies overlooking Little Sarasota Bay. An additional bonus room with dual closets and a wet bar overlooks the dramatic living room below and offers flexibility as a fifth bedroom, media room, or additional office. Outside, lush tropical landscaping surrounds an expansive pavered pool deck with a heated swimming pool, raised spa, and covered outdoor living area. A waterfront firepit, private basketball court, and extended dock with a 20,000-lbs. lift complete this exceptional setting. Boaters will appreciate the property's 103 feet of shoreline and direct access to the open waters of Sarasota Bay. Recent improvements include a new roof in 2025, three updated bathrooms, and HVAC replacements in 2024 and 2022. Ideally situated on Siesta Key, this private bayfront estate offers convenient access to Siesta Key Beach, Turtle Beach, Siesta Key Village, and the island's waterfront restaurants and recreational opportunities, just minutes away. Nearby mainland destinations include Downtown Sarasota, Marina Jack, Selby Botanical Gardens, renowned theaters, galleries, and cultural attractions.

4 Beds ⋅ 5 Baths ⋅ Saah Sub SubDv. ⋅ 34242 Zip Code

This private waterfront estate on Siesta Key combines modern Mediterranean architecture, beautifully updated interiors, and sweeping views of Little Sarasota Bay to create an exceptional coastal retreat. Set on over an acre of lush property behind a gated entrance and winding pavered driveway, this custom residence offers more than 100 feet of direct bay frontage, exceptional privacy, and unobstructed boating access to Sarasota Bay and the Intracoastal Waterway. Built in 2012 and extensively refreshed, the home encompasses more than 6,000 square feet of living space, four en-suite bedrooms, a four-car split garage, and an impressive collection of indoor and outdoor entertaining spaces. Offered fully furnished with contemporary pieces throughout, this remarkable home is ready for immediate enjoyment. A dramatic entry introduces soaring cathedral ceilings, a neutral color palette, and walls of floor-to-ceiling glass framing the waterfront. The grand living room features a fireplace and spectacular two-story windows, while the adjoining formal dining room provides an elegant setting for entertaining. Tile flooring complements the main living level, with beautiful hardwood flooring upstairs. The light-filled gourmet kitchen features quartz countertops, custom cabinetry, all-white appliances, gold fixtures, oversized center island, separate breakfast bar, dual built-in ovens, six-burner gas cooktop, and concealed 6-by-10-foot walk-in pantry. The adjoining informal dining area and spacious family room create an inviting gathering space overlooking the bay. Walls of pocketing glass sliders open completely to the covered outdoor cabana and fully equipped summer kitchen, seamlessly connecting indoor and outdoor living. Privately positioned on the main level, the beautiful primary suite features peaceful water views, an oversized dual walk-in closet, and a luxurious marble-appointed bathroom. A nearby office/den offers a quiet retreat, while private access to the pool deck enhances the suite's connection to the outdoors. A secluded second en-suite bedroom with its own exterior entrance provides an ideal arrangement for guests or extended family. The first-floor laundry room offers generous built-in storage. Upstairs, two spacious bedroom suites feature hardwood flooring, walk-in closets, updated en-suite bathrooms, and private balconies overlooking Little Sarasota Bay. An additional bonus room with dual closets and a wet bar overlooks the dramatic living room below and offers flexibility as a fifth bedroom, media room, or additional office. Outside, lush tropical landscaping surrounds an expansive pavered pool deck with a heated swimming pool, raised spa, and covered outdoor living area. A waterfront firepit, private basketball court, and extended dock with a 20,000-lbs. lift complete this exceptional setting. Boaters will appreciate the property's 103 feet of shoreline and direct access to the open waters of Sarasota Bay. Recent improvements include a new roof in 2025, three updated bathrooms, and HVAC replacements in 2024 and 2022. Ideally situated on Siesta Key, this private bayfront estate offers convenient access to Siesta Key Beach, Turtle Beach, Siesta Key Village, and the island's waterfront restaurants and recreational opportunities, just minutes away. Nearby mainland destinations include Downtown Sarasota, Marina Jack, Selby Botanical Gardens, renowned theaters, galleries, and cultural attractions.

8569 Midnight Pass Road, Sarasota

464 Golden Gate Point Unit 304, Sarasota

$3,850,000

Beautifully renovated, freshly furnished, and ready for immediate enjoyment, this exceptional direct-bayfront residence at La Bellasara offers the perfect combination of luxury, comfort, and convenience on coveted Golden Gate Point. Positioned on the third floor, Residence #304 captures panoramic views of Sarasota Bay, the marina, and downtown skyline. Offering nearly 3,300 square feet of interior living space plus generous private terraces, this expansive residence has been freshly painted in neutral tones and beautifully appointed with brand-new contemporary furnishings throughout, boat dock, and two-car garage, all included in the sale. A private elevator opens directly into the gracious foyer leading to the impressive Grand Salon, where soaring 11-foot tray ceilings, marble flooring, crown molding, and walls of floor-to-ceiling glass create an elegant setting for waterfront living. A gas fireplace and wet bar with wine refrigeration enhance the entertaining space, while expansive sliding glass doors open to the generous bayfront terrace overlooking the marina and open water. The newly refreshed kitchen is light, bright, and beautifully updated with new quartz countertops complementing custom cabinetry. A spacious center island with breakfast bar seating, premium appliances including a gas cooktop and built-in ovens, and abundant pantry storage complete this inviting space. The adjoining dining area enjoys beautiful water views, creating a seamless connection between cooking, dining, and entertaining. The spacious primary suite is a private waterfront retreat featuring its own bayfront terrace, dual walk-in closets, and separate marble-appointed his-and-her bathrooms. Two additional bedroom suites are thoughtfully positioned for privacy, each with a walk-in closet, en-suite bath, and private balcony. A separate study/library with closet provides flexibility for a home office, den, or fourth bedroom. Additional conveniences include a private two-car garage, secure storage, and a private dock with the potential to add a boat lift. The current owner has also paid the community's upgrade investment in full for the brand-new lobby renovation currently underway, providing an added benefit to the next owner. La Bellasara is an exclusive gated waterfront community offering on-site management, a resort-style swimming pool and spa, fitness center, and beautifully maintained grounds. Its desirable Golden Gate Point location places Downtown Sarasota's restaurants, boutiques, galleries, theaters, and waterfront attractions within easy reach. Enjoy nearby Marina Jack, Marie Selby Botanical Gardens, Burns Court, and The Bay Park, while St. Armands Circle, Lido Beach, and Longboat Key are just a short drive away. With its recent renovations, brand-new furnishings, private dock, expansive bayfront terraces, and exceptional downtown location, La Bellasara #304 offers a truly move-in-ready Sarasota waterfront lifestyle. Simply arrive, settle in, and enjoy.

4 Beds ⋅ 5 Baths ⋅ La Bellasara SubDv. ⋅ 34236 Zip Code

Beautifully renovated, freshly furnished, and ready for immediate enjoyment, this exceptional direct-bayfront residence at La Bellasara offers the perfect combination of luxury, comfort, and convenience on coveted Golden Gate Point. Positioned on the third floor, Residence #304 captures panoramic views of Sarasota Bay, the marina, and downtown skyline. Offering nearly 3,300 square feet of interior living space plus generous private terraces, this expansive residence has been freshly painted in neutral tones and beautifully appointed with brand-new contemporary furnishings throughout, boat dock, and two-car garage, all included in the sale. A private elevator opens directly into the gracious foyer leading to the impressive Grand Salon, where soaring 11-foot tray ceilings, marble flooring, crown molding, and walls of floor-to-ceiling glass create an elegant setting for waterfront living. A gas fireplace and wet bar with wine refrigeration enhance the entertaining space, while expansive sliding glass doors open to the generous bayfront terrace overlooking the marina and open water. The newly refreshed kitchen is light, bright, and beautifully updated with new quartz countertops complementing custom cabinetry. A spacious center island with breakfast bar seating, premium appliances including a gas cooktop and built-in ovens, and abundant pantry storage complete this inviting space. The adjoining dining area enjoys beautiful water views, creating a seamless connection between cooking, dining, and entertaining. The spacious primary suite is a private waterfront retreat featuring its own bayfront terrace, dual walk-in closets, and separate marble-appointed his-and-her bathrooms. Two additional bedroom suites are thoughtfully positioned for privacy, each with a walk-in closet, en-suite bath, and private balcony. A separate study/library with closet provides flexibility for a home office, den, or fourth bedroom. Additional conveniences include a private two-car garage, secure storage, and a private dock with the potential to add a boat lift. The current owner has also paid the community's upgrade investment in full for the brand-new lobby renovation currently underway, providing an added benefit to the next owner. La Bellasara is an exclusive gated waterfront community offering on-site management, a resort-style swimming pool and spa, fitness center, and beautifully maintained grounds. Its desirable Golden Gate Point location places Downtown Sarasota's restaurants, boutiques, galleries, theaters, and waterfront attractions within easy reach. Enjoy nearby Marina Jack, Marie Selby Botanical Gardens, Burns Court, and The Bay Park, while St. Armands Circle, Lido Beach, and Longboat Key are just a short drive away. With its recent renovations, brand-new furnishings, private dock, expansive bayfront terraces, and exceptional downtown location, La Bellasara #304 offers a truly move-in-ready Sarasota waterfront lifestyle. Simply arrive, settle in, and enjoy.

464 Golden Gate Point Unit 304, Sarasota

$14,950,000

Introducing “Gatsby Manor,” set along Hillview Drive, one of Sarasota’s most coveted bayfront addresses, often compared to Port Royal for its exclusivity and waterfront lifestyle, this rare Harbor Acres estate property spans nearly three-quarters of an acre on deep, boatable water with sweeping, unobstructed Sarasota Bay views stretching south toward Siesta Key and the Gulf of Mexico, representing one of the neighborhood’s most distinguished open-bay offerings where only a select few residences achieve true estate scale. Encompassing more than 8,000 square feet of air-conditioned space with four bedrooms and three-and-a-half baths. The residence is complemented by a grand motor court accommodating 15+ vehicles beneath a canopy of majestic grand oaks. Privately approached through wrought-iron gates and a sweeping circular drive anchored by a multi-tiered fountain, the home opens to a dramatic two-story foyer framing the water beyond. Interiors are defined by soaring ceilings up to 22 ft. in height, exceptional millwork, multiple fireplaces, a striking two-story wood paneled library, formal dining with 12-foot ceilings, and a wet bar—perfectly blending elegant entertaining with comfortable daily living. The chef’s kitchen is designed to support both everyday living and large-scale gatherings, featuring double 36-inch Sub-Zero refrigerators with dual freezer drawers, two dishwashers, and a 60-inch Wolf gas range with six burners and infrared dual griddle. The owner’s suite occupies the entire east wing of the main living level, creating a private waterfront retreat complete with a gas fireplace, sitting area overlooking the pool and bay, dual walk-in closets, and a spa-inspired bath highlighted by a sculptural copper soaking tub, dual vanities, and a dedicated luxury makeup area. Upstairs, a second primary-style suite and two additional guest bedrooms are accessed via the grand staircase or three-stop elevator, offering privacy and flexibility for family and guests. The 3,800+ square-foot ground-level bonus area serves as the home’s ultimate entertaining environment, featuring a remarkable speakeasy lounge and an impressive 700+ bottle wine room. This expansive space functions as a true extension of the residence’s living experience—ideal for hosting gatherings, intimate evenings, or celebrations on a grand scale. Outdoor living is equally exceptional, centered around an expansive marble terrace surrounding the 25’ × 60’ heated saltwater pool with integrated sun shelf and spa. A brand-new deep-water dock with a 20,000 lb. boat lift and seawall replaced in 2017 further enhance the property’s boating capabilities and long-term value. Additional highlights include hurricane-rated garage doors, elevator access to all three levels, a drive-through three-car garage, and extensive storage throughout. Perfectly positioned just a short stroll to Southside Village’s restaurants and boutiques, minutes from downtown Sarasota’s celebrated arts and cultural district, and only four blocks from Sarasota Memorial Hospital. Gatsby Manor offers a truly rare opportunity to enjoy estate-scale open-bay living with deep water, privacy, and exceptional walkability in one of Sarasota’s most prestigious waterfront neighborhoods.

4 Beds ⋅ 4 Baths ⋅ Harbor Acres SubDv. ⋅ 34239 Zip Code

Introducing “Gatsby Manor,” set along Hillview Drive, one of Sarasota’s most coveted bayfront addresses, often compared to Port Royal for its exclusivity and waterfront lifestyle, this rare Harbor Acres estate property spans nearly three-quarters of an acre on deep, boatable water with sweeping, unobstructed Sarasota Bay views stretching south toward Siesta Key and the Gulf of Mexico, representing one of the neighborhood’s most distinguished open-bay offerings where only a select few residences achieve true estate scale. Encompassing more than 8,000 square feet of air-conditioned space with four bedrooms and three-and-a-half baths. The residence is complemented by a grand motor court accommodating 15+ vehicles beneath a canopy of majestic grand oaks. Privately approached through wrought-iron gates and a sweeping circular drive anchored by a multi-tiered fountain, the home opens to a dramatic two-story foyer framing the water beyond. Interiors are defined by soaring ceilings up to 22 ft. in height, exceptional millwork, multiple fireplaces, a striking two-story wood paneled library, formal dining with 12-foot ceilings, and a wet bar—perfectly blending elegant entertaining with comfortable daily living. The chef’s kitchen is designed to support both everyday living and large-scale gatherings, featuring double 36-inch Sub-Zero refrigerators with dual freezer drawers, two dishwashers, and a 60-inch Wolf gas range with six burners and infrared dual griddle. The owner’s suite occupies the entire east wing of the main living level, creating a private waterfront retreat complete with a gas fireplace, sitting area overlooking the pool and bay, dual walk-in closets, and a spa-inspired bath highlighted by a sculptural copper soaking tub, dual vanities, and a dedicated luxury makeup area. Upstairs, a second primary-style suite and two additional guest bedrooms are accessed via the grand staircase or three-stop elevator, offering privacy and flexibility for family and guests. The 3,800+ square-foot ground-level bonus area serves as the home’s ultimate entertaining environment, featuring a remarkable speakeasy lounge and an impressive 700+ bottle wine room. This expansive space functions as a true extension of the residence’s living experience—ideal for hosting gatherings, intimate evenings, or celebrations on a grand scale. Outdoor living is equally exceptional, centered around an expansive marble terrace surrounding the 25’ × 60’ heated saltwater pool with integrated sun shelf and spa. A brand-new deep-water dock with a 20,000 lb. boat lift and seawall replaced in 2017 further enhance the property’s boating capabilities and long-term value. Additional highlights include hurricane-rated garage doors, elevator access to all three levels, a drive-through three-car garage, and extensive storage throughout. Perfectly positioned just a short stroll to Southside Village’s restaurants and boutiques, minutes from downtown Sarasota’s celebrated arts and cultural district, and only four blocks from Sarasota Memorial Hospital. Gatsby Manor offers a truly rare opportunity to enjoy estate-scale open-bay living with deep water, privacy, and exceptional walkability in one of Sarasota’s most prestigious waterfront neighborhoods.

1240 Hillview Drive, Sarasota

$2,795,000

Virtually Staged. An exceptional waterfront opportunity in the sought-after Fishermens Bay community, this impressive Jonas Yoder custom-built residence offers 5,764 square feet of living space on over half an acre with direct boating access to Little Sarasota Bay. Featuring five bedrooms, four full bathrooms, two half bathrooms, and expansive water views from every level, the home combines quality craftsmanship, generous living spaces, and a beautiful waterfront setting. Thoughtfully designed with an emphasis on lasting construction and functionality, the residence features soaring ceilings, spacious living and entertaining areas, abundant natural light, and an extraordinary amount of closet space and storage throughout. A metal roof, double-pane windows, and a generator add to the home's appeal, providing valuable features for Florida waterfront living. The substantial floor plan offers flexibility for a variety of uses, with multiple areas to gather, entertain, or simply enjoy the surrounding water views. Outside, the property offers a private swimming pool, expansive grounds, and a waterfront dock with direct boating access to Little Sarasota Bay and the surrounding Sarasota waterways. Enjoy beautiful views from multiple levels of the residence, whether relaxing poolside, spending time outdoors, or heading out on the water. The generous half-acre-plus homesite provides a sense of space and privacy that complements the home's impressive size. Well maintained and showcasing the craftsmanship of its original custom construction, the residence presents an excellent opportunity to personalize the kitchen, bathrooms, and select interior finishes while preserving the quality and character of the home. Its substantial square footage, established waterfront setting, and thoughtful design provide a strong foundation for creating a truly exceptional coastal residence. Located in the desirable Fishermens Bay community, the property offers convenient access to Siesta Key's renowned beaches, shopping, dining, and the many attractions of Sarasota. With its custom construction, expansive waterfront homesite, private pool, dock, and impressive views, this distinctive property offers a compelling combination of space, craftsmanship, and waterfront lifestyle.

4 Beds ⋅ 6 Baths ⋅ Fishermens Bay SubDv. ⋅ 34231 Zip Code

Virtually Staged. An exceptional waterfront opportunity in the sought-after Fishermens Bay community, this impressive Jonas Yoder custom-built residence offers 5,764 square feet of living space on over half an acre with direct boating access to Little Sarasota Bay. Featuring five bedrooms, four full bathrooms, two half bathrooms, and expansive water views from every level, the home combines quality craftsmanship, generous living spaces, and a beautiful waterfront setting. Thoughtfully designed with an emphasis on lasting construction and functionality, the residence features soaring ceilings, spacious living and entertaining areas, abundant natural light, and an extraordinary amount of closet space and storage throughout. A metal roof, double-pane windows, and a generator add to the home's appeal, providing valuable features for Florida waterfront living. The substantial floor plan offers flexibility for a variety of uses, with multiple areas to gather, entertain, or simply enjoy the surrounding water views. Outside, the property offers a private swimming pool, expansive grounds, and a waterfront dock with direct boating access to Little Sarasota Bay and the surrounding Sarasota waterways. Enjoy beautiful views from multiple levels of the residence, whether relaxing poolside, spending time outdoors, or heading out on the water. The generous half-acre-plus homesite provides a sense of space and privacy that complements the home's impressive size. Well maintained and showcasing the craftsmanship of its original custom construction, the residence presents an excellent opportunity to personalize the kitchen, bathrooms, and select interior finishes while preserving the quality and character of the home. Its substantial square footage, established waterfront setting, and thoughtful design provide a strong foundation for creating a truly exceptional coastal residence. Located in the desirable Fishermens Bay community, the property offers convenient access to Siesta Key's renowned beaches, shopping, dining, and the many attractions of Sarasota. With its custom construction, expansive waterfront homesite, private pool, dock, and impressive views, this distinctive property offers a compelling combination of space, craftsmanship, and waterfront lifestyle.

8846 Fishermens Bay Drive, Sarasota

$11,950,000

Under Construction. Set along the coveted north end of Siesta Key, this waterfront residence overlooks the aquamarine waters of Big Pass and the Gulf of Mexico, where dolphins and manatees swim just beyond your backyard. Being built by Trend Homes and designed in collaboration with Blu Interiors, the home is anticipated to be complete by the end of summer 2027, with a thoughtfully curated selection of finishes and materials already in place. Offering over 4,500 square feet of living space, the residence includes four bedrooms, four and a half bathrooms, and a four-car garage. Expansive windows frame water views from nearly every room and bring natural light into the open living spaces. The kitchen features custom cabinetry and top-of-the-line appliances, complemented by a walk-in pantry with a Miele coffee maker. Natural gas service adds to the home’s amenities, while elegant stonework and refined millwork carry throughout the interiors. The spacious primary suite offers generous walk-in closets. Outside, a saltwater swimming pool with both a heater and chiller provides comfort throughout the seasons, while a private boat dock and seawall complete the waterfront setting. Spend afternoons on the water and evenings overlooking the pass, just minutes from shopping, dining, and Siesta Key’s celebrated white-sand beaches.

4 Beds ⋅ 5 Baths ⋅ Siesta Rev SubDv. ⋅ 34242 Zip Code

Under Construction. Set along the coveted north end of Siesta Key, this waterfront residence overlooks the aquamarine waters of Big Pass and the Gulf of Mexico, where dolphins and manatees swim just beyond your backyard. Being built by Trend Homes and designed in collaboration with Blu Interiors, the home is anticipated to be complete by the end of summer 2027, with a thoughtfully curated selection of finishes and materials already in place. Offering over 4,500 square feet of living space, the residence includes four bedrooms, four and a half bathrooms, and a four-car garage. Expansive windows frame water views from nearly every room and bring natural light into the open living spaces. The kitchen features custom cabinetry and top-of-the-line appliances, complemented by a walk-in pantry with a Miele coffee maker. Natural gas service adds to the home’s amenities, while elegant stonework and refined millwork carry throughout the interiors. The spacious primary suite offers generous walk-in closets. Outside, a saltwater swimming pool with both a heater and chiller provides comfort throughout the seasons, while a private boat dock and seawall complete the waterfront setting. Spend afternoons on the water and evenings overlooking the pass, just minutes from shopping, dining, and Siesta Key’s celebrated white-sand beaches.

3210 Higel Avenue, Sarasota

1518 Pelican Point Drive Unit 257, Sarasota

$525,000

Little Sarasota Bay, right outside your living room. This light-filled, second-floor, 2-bedroom, 2-bath condo in Pelican Cove captures unobstructed views of Little Sarasota Bay through huge glass sliders, bringing the beauty of the water into your everyday living space. The updated kitchen opens to the living and dining areas, creating an inviting space for entertaining while keeping those beautiful water views in sight. Both bathrooms have been updated, and built-in cabinetry in the laundry room provides valuable additional storage. The split-bedroom layout offers privacy and comfortable accommodations for owners and guests alike. Set along the Intracoastal Waterway, Pelican Cove is a 75-acre gated and guarded community surrounded by lush tropical landscaping and an impressive collection of amenities. Residents enjoy an 87-slip harbor with no fixed bridges to the Gulf, a kayak and canoe launch, six heated pools, three clubhouses, lighted tennis and pickleball courts, a fitness center, art studios, and more than five miles of scenic walking trails and boardwalks. The location is another standout. Just west of the Tamiami Trail, Pelican Cove is conveniently located near a revitalized shopping plaza bringing Whole Foods, the highly anticipated Trader Joe's, additional shopping and dining options to the area. Siesta Key and Turtle Beach are just minutes away, with downtown Sarasota a short drive north. Whether you're looking for a full-time residence, seasonal retreat, or easy lock-and-leave getaway, this is an opportunity to enjoy waterfront living in one of Sarasota's most established and amenity-rich communities.

2 Beds ⋅ 2 Baths ⋅ Pelican Cove SubDv. ⋅ 34231 Zip Code

Little Sarasota Bay, right outside your living room. This light-filled, second-floor, 2-bedroom, 2-bath condo in Pelican Cove captures unobstructed views of Little Sarasota Bay through huge glass sliders, bringing the beauty of the water into your everyday living space. The updated kitchen opens to the living and dining areas, creating an inviting space for entertaining while keeping those beautiful water views in sight. Both bathrooms have been updated, and built-in cabinetry in the laundry room provides valuable additional storage. The split-bedroom layout offers privacy and comfortable accommodations for owners and guests alike. Set along the Intracoastal Waterway, Pelican Cove is a 75-acre gated and guarded community surrounded by lush tropical landscaping and an impressive collection of amenities. Residents enjoy an 87-slip harbor with no fixed bridges to the Gulf, a kayak and canoe launch, six heated pools, three clubhouses, lighted tennis and pickleball courts, a fitness center, art studios, and more than five miles of scenic walking trails and boardwalks. The location is another standout. Just west of the Tamiami Trail, Pelican Cove is conveniently located near a revitalized shopping plaza bringing Whole Foods, the highly anticipated Trader Joe's, additional shopping and dining options to the area. Siesta Key and Turtle Beach are just minutes away, with downtown Sarasota a short drive north. Whether you're looking for a full-time residence, seasonal retreat, or easy lock-and-leave getaway, this is an opportunity to enjoy waterfront living in one of Sarasota's most established and amenity-rich communities.

1518 Pelican Point Drive Unit 257, Sarasota

$9,500,000

Virtually Staged. A Private Waterfront Paradise on Siesta Key Nearly one acre. Extraordinary tropical gardens. Private beach access. Bridge-free boating. An architectural masterpiece. Some properties are simply impossible to replicate. Hidden behind private gates along the peaceful waters of Coconut Bayou, this extraordinary Siesta Key estate is a world of its own. The grounds are nothing short of spectacular! a lush botanical paradise filled with flowering tropical plants, mature trees, vibrant colors, and winding garden scenery that creates a sense of complete seclusion. With nearly an acre of land, this is a rare opportunity to enjoy the beauty, privacy, and space of a true waterfront sanctuary, with room to envision a pickleball court or additional resort-style amenities. Designed by acclaimed architect Mark Sultana and built by Voigt Construction, the four-bedroom residence is a striking celebration of contemporary architecture. Soaring ceilings, dramatic walls of glass, and a sculptural floating staircase create light-filled interiors that flow effortlessly into the surrounding landscape. Above it all, a spectacular 2,500-square-foot rooftop terrace offers sweeping panoramic views of Siesta Key, Coconut Bayou, the Sarasota skyline, and surrounding waterways. Accessible by private elevator, this extraordinary rooftop retreat is made for sunset cocktails, unforgettable entertaining, and evenings beneath the stars. And then there is the water. Enjoy direct, bridge-free boating access to the Intracoastal Waterway and Gulf of Mexico, with an existing boat lift, kayak and paddleboard launch. Even more special, the property enjoys private access to the secluded Cocoanut Bayou beach, an intimate stretch of shoreline reserved for neighborhood residents, a hidden gem offering a peaceful escape just moments from home. Inside, refined luxury meets effortless entertaining. The chef's kitchen features custom Italian cabinetry, premium appliances, a generous service pantry, and a temperature-controlled wine cellar. A dedicated theater room, expansive terraces, and beautifully connected indoor-outdoor living spaces offer endless opportunities to gather and unwind. The primary suite is a private retreat with two custom walk-in closets, a waterfront balcony, a versatile loft ideal for an office or fitness space, and a luxurious Champagne Jacuzzi infinity tub. Outdoors, the saltwater pool, dramatic fire bowls, and fully equipped summer kitchen are surrounded by the property's magnificent flowering gardens, creating an atmosphere reminiscent of an exclusive tropical resort. A fully detached guest house offers privacy for family and visitors, while garage parking for five vehicles provides exceptional convenience. Thoughtfully elevated above Coconut Bayou, the residence and pool area remained free from flooding during last storms, an important distinction in waterfront living. Just minutes from Siesta Key Village, world-famous Siesta Beach, and The Out-of-Door Academy, this one-of-a-kind estate offers a remarkable combination of architectural beauty, boating freedom, private beach access, and breathtaking natural surroundings. A tropical sanctuary. An architectural statement. An extraordinary way of life.

5 Beds ⋅ 6 Baths ⋅ Cocoanut Bayou SubDv. ⋅ 34242 Zip Code

Virtually Staged. A Private Waterfront Paradise on Siesta Key Nearly one acre. Extraordinary tropical gardens. Private beach access. Bridge-free boating. An architectural masterpiece. Some properties are simply impossible to replicate. Hidden behind private gates along the peaceful waters of Coconut Bayou, this extraordinary Siesta Key estate is a world of its own. The grounds are nothing short of spectacular! a lush botanical paradise filled with flowering tropical plants, mature trees, vibrant colors, and winding garden scenery that creates a sense of complete seclusion. With nearly an acre of land, this is a rare opportunity to enjoy the beauty, privacy, and space of a true waterfront sanctuary, with room to envision a pickleball court or additional resort-style amenities. Designed by acclaimed architect Mark Sultana and built by Voigt Construction, the four-bedroom residence is a striking celebration of contemporary architecture. Soaring ceilings, dramatic walls of glass, and a sculptural floating staircase create light-filled interiors that flow effortlessly into the surrounding landscape. Above it all, a spectacular 2,500-square-foot rooftop terrace offers sweeping panoramic views of Siesta Key, Coconut Bayou, the Sarasota skyline, and surrounding waterways. Accessible by private elevator, this extraordinary rooftop retreat is made for sunset cocktails, unforgettable entertaining, and evenings beneath the stars. And then there is the water. Enjoy direct, bridge-free boating access to the Intracoastal Waterway and Gulf of Mexico, with an existing boat lift, kayak and paddleboard launch. Even more special, the property enjoys private access to the secluded Cocoanut Bayou beach, an intimate stretch of shoreline reserved for neighborhood residents, a hidden gem offering a peaceful escape just moments from home. Inside, refined luxury meets effortless entertaining. The chef's kitchen features custom Italian cabinetry, premium appliances, a generous service pantry, and a temperature-controlled wine cellar. A dedicated theater room, expansive terraces, and beautifully connected indoor-outdoor living spaces offer endless opportunities to gather and unwind. The primary suite is a private retreat with two custom walk-in closets, a waterfront balcony, a versatile loft ideal for an office or fitness space, and a luxurious Champagne Jacuzzi infinity tub. Outdoors, the saltwater pool, dramatic fire bowls, and fully equipped summer kitchen are surrounded by the property's magnificent flowering gardens, creating an atmosphere reminiscent of an exclusive tropical resort. A fully detached guest house offers privacy for family and visitors, while garage parking for five vehicles provides exceptional convenience. Thoughtfully elevated above Coconut Bayou, the residence and pool area remained free from flooding during last storms, an important distinction in waterfront living. Just minutes from Siesta Key Village, world-famous Siesta Beach, and The Out-of-Door Academy, this one-of-a-kind estate offers a remarkable combination of architectural beauty, boating freedom, private beach access, and breathtaking natural surroundings. A tropical sanctuary. An architectural statement. An extraordinary way of life.

4317 Midnight Pass Road, Sarasota

$7,199,000

Under Construction. Exceptional New Construction | Sarasota Bayfront Living. Experience extraordinary waterfront living in this stunning new-construction residence, perfectly positioned directly on Sarasota Bay to capture breathtaking, unobstructed water views and spectacular sunsets. Combining sophisticated coastal architecture, expansive living spaces, and exceptional boating amenities, this remarkable home has been thoughtfully designed to embrace the very best of Florida's waterfront lifestyle. Offering over 4,000 square feet of air-conditioned living space, the residence features four generously sized ensuite bedrooms, including a luxurious first-floor primary suite. A dedicated office and spacious bonus room provide exceptional flexibility, with the office offering the potential to serve as a fifth bedroom when additional accommodations are needed. The home's impressive open-concept design features soaring ceilings, abundant natural light, and expansive gathering spaces that flow effortlessly between indoor and outdoor living. Thoughtfully designed for both everyday comfort and gracious entertaining, the residence takes full advantage of its spectacular waterfront setting. More than 900 square feet of covered outdoor living space creates an extraordinary extension of the home, complete with a summer kitchen and generous areas for dining, entertaining, and relaxation. Beyond the covered terrace, an expansive pool deck features a beautiful swimming pool and heated spa, all overlooking the sparkling waters of Sarasota Bay. Whether hosting family and friends or enjoying a quiet evening, the setting provides a front-row seat to some of Sarasota's most magnificent sunsets. For boating enthusiasts, the property offers direct Sarasota Bay frontage, deep-water access, a private dock, and a 16,000-pound boat lift. With the bay just steps from your backyard, endless opportunities for cruising, fishing, and exploring Southwest Florida's beautiful waterways await. Additional highlights include a spacious three-car garage, thoughtfully designed outdoor terraces, tropical landscaping, and a versatile floor plan that seamlessly blends luxury, functionality, and coastal elegance. A rare opportunity to enjoy the finest in new-construction bayfront living, where unobstructed panoramic water views, spectacular sunsets, exceptional boating, and inspired architectural design come together in one extraordinary Sarasota residence.

4 Beds ⋅ 5 Baths ⋅ Baywood Colony Westport SubDv. ⋅ 34231 Zip Code

Under Construction. Exceptional New Construction | Sarasota Bayfront Living. Experience extraordinary waterfront living in this stunning new-construction residence, perfectly positioned directly on Sarasota Bay to capture breathtaking, unobstructed water views and spectacular sunsets. Combining sophisticated coastal architecture, expansive living spaces, and exceptional boating amenities, this remarkable home has been thoughtfully designed to embrace the very best of Florida's waterfront lifestyle. Offering over 4,000 square feet of air-conditioned living space, the residence features four generously sized ensuite bedrooms, including a luxurious first-floor primary suite. A dedicated office and spacious bonus room provide exceptional flexibility, with the office offering the potential to serve as a fifth bedroom when additional accommodations are needed. The home's impressive open-concept design features soaring ceilings, abundant natural light, and expansive gathering spaces that flow effortlessly between indoor and outdoor living. Thoughtfully designed for both everyday comfort and gracious entertaining, the residence takes full advantage of its spectacular waterfront setting. More than 900 square feet of covered outdoor living space creates an extraordinary extension of the home, complete with a summer kitchen and generous areas for dining, entertaining, and relaxation. Beyond the covered terrace, an expansive pool deck features a beautiful swimming pool and heated spa, all overlooking the sparkling waters of Sarasota Bay. Whether hosting family and friends or enjoying a quiet evening, the setting provides a front-row seat to some of Sarasota's most magnificent sunsets. For boating enthusiasts, the property offers direct Sarasota Bay frontage, deep-water access, a private dock, and a 16,000-pound boat lift. With the bay just steps from your backyard, endless opportunities for cruising, fishing, and exploring Southwest Florida's beautiful waterways await. Additional highlights include a spacious three-car garage, thoughtfully designed outdoor terraces, tropical landscaping, and a versatile floor plan that seamlessly blends luxury, functionality, and coastal elegance. A rare opportunity to enjoy the finest in new-construction bayfront living, where unobstructed panoramic water views, spectacular sunsets, exceptional boating, and inspired architectural design come together in one extraordinary Sarasota residence.

5848 Tidewood Avenue, Sarasota

$1,150,000

Discover the relaxed elegance of waterfront living at Dolphin Bay, one of Siesta Key’s desirable gated condominium communities. Enjoy beautiful views of Sarasota Bay from this spacious two-bedroom, two-bath residence offering 1,915 square feet of thoughtfully designed living space, complemented by multiple outdoor areas that invite you to embrace the coastal lifestyle. Bright, welcoming interiors feature an expansive living and dining area, a separate family room, and a beautifully refreshed kitchen with white quartz countertops, freshly painted cabinetry and an inviting breakfast bar. A unique and thoughtful feature is the remote-controlled privacy screen that separates the family room from the kitchen, creating a comfortable, temporary guest retreat when needed. This versatile space offers added flexibility for visiting family and friends while preserving the home's open, inviting design. Hard-surface flooring flows throughout, while the split-bedroom floor plan provides privacy and comfort, with both bedrooms featuring en-suite baths. The generous covered rear lanai extends the living space outdoors, offering peaceful views of the tropical grounds and sparkling bay beyond. A covered front terrace and additional sunning deck provide even more opportunities to enjoy Siesta Key's beautiful weather. Additional highlights include a private one-car garage beneath the building, ample guest parking, and a new HVAC system and water heater installed in 2024. Dolphin Bay offers an exceptional combination of waterfront beauty and resort-style amenities, including a clubhouse, swimming pool, spa, tennis courts, fitness center and day dock. This gated, pet-friendly community enjoys a convenient location near Siesta Key's celebrated beaches, with the island trolley just outside the entrance connecting you to the restaurants, shopping and entertainment of Siesta Village. Whether enjoying a quiet morning overlooking the water, entertaining friends or spending the afternoon at the beach, this inviting residence captures the comfort, versatility and effortless enjoyment of the Siesta Key lifestyle.

2 Beds ⋅ 2 Baths ⋅ Dolphin Bay-Siesta Key SubDv. ⋅ 34242 Zip Code

Discover the relaxed elegance of waterfront living at Dolphin Bay, one of Siesta Key’s desirable gated condominium communities. Enjoy beautiful views of Sarasota Bay from this spacious two-bedroom, two-bath residence offering 1,915 square feet of thoughtfully designed living space, complemented by multiple outdoor areas that invite you to embrace the coastal lifestyle. Bright, welcoming interiors feature an expansive living and dining area, a separate family room, and a beautifully refreshed kitchen with white quartz countertops, freshly painted cabinetry and an inviting breakfast bar. A unique and thoughtful feature is the remote-controlled privacy screen that separates the family room from the kitchen, creating a comfortable, temporary guest retreat when needed. This versatile space offers added flexibility for visiting family and friends while preserving the home's open, inviting design. Hard-surface flooring flows throughout, while the split-bedroom floor plan provides privacy and comfort, with both bedrooms featuring en-suite baths. The generous covered rear lanai extends the living space outdoors, offering peaceful views of the tropical grounds and sparkling bay beyond. A covered front terrace and additional sunning deck provide even more opportunities to enjoy Siesta Key's beautiful weather. Additional highlights include a private one-car garage beneath the building, ample guest parking, and a new HVAC system and water heater installed in 2024. Dolphin Bay offers an exceptional combination of waterfront beauty and resort-style amenities, including a clubhouse, swimming pool, spa, tennis courts, fitness center and day dock. This gated, pet-friendly community enjoys a convenient location near Siesta Key's celebrated beaches, with the island trolley just outside the entrance connecting you to the restaurants, shopping and entertainment of Siesta Village. Whether enjoying a quiet morning overlooking the water, entertaining friends or spending the afternoon at the beach, this inviting residence captures the comfort, versatility and effortless enjoyment of the Siesta Key lifestyle.

1260 Dolphin Bay Way Unit 203, Sarasota

$2,400,000

Some homes on Siesta Key are about the beach. Others are about boating. This one lets you have both. Set along a protected canal with direct boating access to Sarasota Bay through the Grand Canal, and from there to the Intracoastal Waterway and the Gulf, this Siesta Key waterfront home is made for the way life is meant to be lived. Take the boat out for the morning, launch a kayak or paddleboard from your own waterfront, spend some time at Siesta Key Beach, then come home to your private saltwater pool, outdoor kitchen and quiet canal view. The important updates are already here too: a 2021 reroof, impact windows and sliders installed in 2022, plus new first floor flooring, fresh interior paint, a luxury renovation of the first floor primary bath, an outdoor kitchen and waterfront pavers, all completed in 2026. Plantation shutters finish every window and slider. At the center of the home, a fully screened courtyard lanai with a tabletop fire pit extends the living space. Seven impact sliders connect several rooms directly to the courtyard, filling the home with natural light and creating an easy indoor outdoor flow toward the pool and waterfront. Additional sliders from the flex room open toward the pool. The home and pool sustained no storm damage during the 2024 storms. If you haven’t dropped anchor yet, wait until you see the two amazing primary suites. The first floor primary offers courtyard access, two walk in closets and a beautifully renovated 2026 ensuite bath with upscale finishes. Upstairs, the entire second level becomes a private retreat with canal views, a spacious bath, two more walk in closets and its own waterfront balcony. One closet is so large you may wonder if it could qualify as a New York City apartment. When it is time for a little quiet, open the sliders and take in sunset over the canal, or start your morning with fresh air and coffee on the balcony. A redesigned media and flex area now includes an additional bedroom while preserving an approximately 424 square foot flex room for a media room, gym, game room or lounge. Another bedroom includes a Murphy bed and built in desk, making it an easy guest room, home office or both. Outside is where this home really earns its Siesta Key address. The private saltwater pool is surrounded by tropical landscaping and spaces for relaxing, dining and entertaining. The seawall, bulkhead and davits were replaced in 2021, with the waterfront setup planned around a 45 foot Sea Ray. This is a home for boaters who want to use the water, not simply look at it. Set in the heart of Siesta Key, the home is just minutes from Siesta Key Beach, named the No. 1 in the U.S. for 2026 and recognized among the nation’s best many times over. Known for its powdery quartz sand and Gulf waters, it is one of the reasons living here is so special. Siesta Key Village is close by for restaurants, bars, live music and boutiques. Sarasota is just beyond the North Bridge, with downtown waterfront dining, shopping, galleries, theaters, performing arts and cultural attractions close at hand. Whether you are looking for a full time Siesta Key waterfront home or a second home for family and friends, 5376 Shadow Lawn Drive offers true boating access, a private saltwater pool, substantial updates, flexible living space and an exceptional island location. This is the kind of home where every day can include the beach, the boat and dinner by the pool. That is a pretty wonderful way to live.

5 Beds ⋅ 5 Baths ⋅ Siesta Isles SubDv. ⋅ 34242 Zip Code

Some homes on Siesta Key are about the beach. Others are about boating. This one lets you have both. Set along a protected canal with direct boating access to Sarasota Bay through the Grand Canal, and from there to the Intracoastal Waterway and the Gulf, this Siesta Key waterfront home is made for the way life is meant to be lived. Take the boat out for the morning, launch a kayak or paddleboard from your own waterfront, spend some time at Siesta Key Beach, then come home to your private saltwater pool, outdoor kitchen and quiet canal view. The important updates are already here too: a 2021 reroof, impact windows and sliders installed in 2022, plus new first floor flooring, fresh interior paint, a luxury renovation of the first floor primary bath, an outdoor kitchen and waterfront pavers, all completed in 2026. Plantation shutters finish every window and slider. At the center of the home, a fully screened courtyard lanai with a tabletop fire pit extends the living space. Seven impact sliders connect several rooms directly to the courtyard, filling the home with natural light and creating an easy indoor outdoor flow toward the pool and waterfront. Additional sliders from the flex room open toward the pool. The home and pool sustained no storm damage during the 2024 storms. If you haven’t dropped anchor yet, wait until you see the two amazing primary suites. The first floor primary offers courtyard access, two walk in closets and a beautifully renovated 2026 ensuite bath with upscale finishes. Upstairs, the entire second level becomes a private retreat with canal views, a spacious bath, two more walk in closets and its own waterfront balcony. One closet is so large you may wonder if it could qualify as a New York City apartment. When it is time for a little quiet, open the sliders and take in sunset over the canal, or start your morning with fresh air and coffee on the balcony. A redesigned media and flex area now includes an additional bedroom while preserving an approximately 424 square foot flex room for a media room, gym, game room or lounge. Another bedroom includes a Murphy bed and built in desk, making it an easy guest room, home office or both. Outside is where this home really earns its Siesta Key address. The private saltwater pool is surrounded by tropical landscaping and spaces for relaxing, dining and entertaining. The seawall, bulkhead and davits were replaced in 2021, with the waterfront setup planned around a 45 foot Sea Ray. This is a home for boaters who want to use the water, not simply look at it. Set in the heart of Siesta Key, the home is just minutes from Siesta Key Beach, named the No. 1 in the U.S. for 2026 and recognized among the nation’s best many times over. Known for its powdery quartz sand and Gulf waters, it is one of the reasons living here is so special. Siesta Key Village is close by for restaurants, bars, live music and boutiques. Sarasota is just beyond the North Bridge, with downtown waterfront dining, shopping, galleries, theaters, performing arts and cultural attractions close at hand. Whether you are looking for a full time Siesta Key waterfront home or a second home for family and friends, 5376 Shadow Lawn Drive offers true boating access, a private saltwater pool, substantial updates, flexible living space and an exceptional island location. This is the kind of home where every day can include the beach, the boat and dinner by the pool. That is a pretty wonderful way to live.

5376 Shadow Lawn Drive, Sarasota

$1,750,000

Experience refined waterfront living at Dolphin Bay, an intimate, pet-friendly community of just 50 residences on Siesta Key. Beautifully redesigned with a sophisticated coastal aesthetic, this exceptional three-bedroom, three-bath condominium offers nearly 2,500 square feet of beautifully appointed living space and captivating views of the Intracoastal Waterway. Bright, open interiors create an effortless sense of space, with 9-foot ceilings, elegant plank tile flooring, custom built-ins and beautifully updated baths. At the heart of the residence, an impressive chef's kitchen makes a striking statement with expansive countertops, generous gathering spaces, custom cabinetry and premium Sub-Zero, Monogram and Viking appliances. A dramatic six-foot, built-in double-door wine cellar adds a distinctive touch for entertaining. The spacious living and dining areas flow beautifully toward the waterfront, where walls of glass frame the Intracoastal views. An expansive, air-conditioned enclosed lanai extends the living space, creating an inviting year-round retreat for relaxing, entertaining or simply watching the boats pass by. Thoughtful details include custom cabinetry, recessed lighting and integrated theater speakers. The generously sized bedrooms and spa-inspired baths offer comfort and privacy for family and guests. Recent improvements include impact-resistant windows and sliding doors installed in 2025, along with custom motorized light-filtering and room-darkening shades. Additional updates include the HVAC system (2020) and water heater (2021). A private one-car garage beneath the building adds convenience and additional storage. Residents of Dolphin Bay enjoy an inviting coastal lifestyle with a beautifully updated clubhouse, fitness center, Har-Tru tennis courts, heated pool and spa, and a day dock for boating and fishing. Siesta Key's world-renowned white-sand beaches and the restaurants, boutiques, and entertainment of Siesta Village are just minutes away, with convenient trolley access. Combining beautifully curated interiors, remarkable waterfront views and easy elegance of island living, this is an exceptional opportunity to enjoy Siesta Key at its finest.

3 Beds ⋅ 3 Baths ⋅ Dolphin Bay-Siesta Key SubDv. ⋅ 34242 Zip Code

Experience refined waterfront living at Dolphin Bay, an intimate, pet-friendly community of just 50 residences on Siesta Key. Beautifully redesigned with a sophisticated coastal aesthetic, this exceptional three-bedroom, three-bath condominium offers nearly 2,500 square feet of beautifully appointed living space and captivating views of the Intracoastal Waterway. Bright, open interiors create an effortless sense of space, with 9-foot ceilings, elegant plank tile flooring, custom built-ins and beautifully updated baths. At the heart of the residence, an impressive chef's kitchen makes a striking statement with expansive countertops, generous gathering spaces, custom cabinetry and premium Sub-Zero, Monogram and Viking appliances. A dramatic six-foot, built-in double-door wine cellar adds a distinctive touch for entertaining. The spacious living and dining areas flow beautifully toward the waterfront, where walls of glass frame the Intracoastal views. An expansive, air-conditioned enclosed lanai extends the living space, creating an inviting year-round retreat for relaxing, entertaining or simply watching the boats pass by. Thoughtful details include custom cabinetry, recessed lighting and integrated theater speakers. The generously sized bedrooms and spa-inspired baths offer comfort and privacy for family and guests. Recent improvements include impact-resistant windows and sliding doors installed in 2025, along with custom motorized light-filtering and room-darkening shades. Additional updates include the HVAC system (2020) and water heater (2021). A private one-car garage beneath the building adds convenience and additional storage. Residents of Dolphin Bay enjoy an inviting coastal lifestyle with a beautifully updated clubhouse, fitness center, Har-Tru tennis courts, heated pool and spa, and a day dock for boating and fishing. Siesta Key's world-renowned white-sand beaches and the restaurants, boutiques, and entertainment of Siesta Village are just minutes away, with convenient trolley access. Combining beautifully curated interiors, remarkable waterfront views and easy elegance of island living, this is an exceptional opportunity to enjoy Siesta Key at its finest.

1260 Dolphin Bay Way Unit 301, Sarasota

$189,000

RARE OPPORTUNITY IN WHITFIELD ESTATES! Discover one of the few remaining vacant homesites in one of Sarasota's best-kept secrets! Offered at just $189,000, this unique property presents an exceptional opportunity to create your own piece of paradise in the highly desirable Whitfield Estates neighborhood. Perfectly positioned along the picturesque Sara Bay Country Club golf course, this distinctive homesite offers beautiful golf course views from the front and a peaceful, natural waterfront setting along the rear, where a tranquil creek winds through the neighborhood. Imagine enjoying your morning coffee overlooking the greens, spending an afternoon kayaking or paddleboarding along the waterway, or simply embracing the natural beauty of Old Florida living. Surrounded by established homes, mature landscaping, and the charm that makes Whitfield Estates so special, this property offers a rare chance to build in a neighborhood where vacant land is nearly impossible to find. Whether you're envisioning a custom Florida retreat, a seasonal getaway, or an investment opportunity, the possibilities are worth exploring! Located in Whitfield Estates, one of Sarasota's hidden gems, residents enjoy NO mandatory HOA fees or CDD fees, along with flexible rental opportunities, including nightly rentals, subject to applicable regulations. Optional membership in the Whitfield Ballentine Manor Association is just $40 annually and includes culinary membership privileges at the prestigious Sara Bay Country Club, currently undergoing an exciting renovation with plans to reopen in 2027. Boating enthusiasts will appreciate nearby SaraBay Marina, offering convenient access to boat slips and dry storage. Ideally situated just minutes from Sarasota Bay, SRQ International Airport, downtown Sarasota, IMG Academy, world-famous Gulf beaches, championship golf, waterfront dining, shopping, and entertainment. Opportunities like this are few and far between! Don't miss your chance to secure one of the last remaining vacant homesites in Whitfield Estates and bring your vision of Florida living to life!

Whitfield Estates SubDv. ⋅ 34243 Zip Code

RARE OPPORTUNITY IN WHITFIELD ESTATES! Discover one of the few remaining vacant homesites in one of Sarasota's best-kept secrets! Offered at just $189,000, this unique property presents an exceptional opportunity to create your own piece of paradise in the highly desirable Whitfield Estates neighborhood. Perfectly positioned along the picturesque Sara Bay Country Club golf course, this distinctive homesite offers beautiful golf course views from the front and a peaceful, natural waterfront setting along the rear, where a tranquil creek winds through the neighborhood. Imagine enjoying your morning coffee overlooking the greens, spending an afternoon kayaking or paddleboarding along the waterway, or simply embracing the natural beauty of Old Florida living. Surrounded by established homes, mature landscaping, and the charm that makes Whitfield Estates so special, this property offers a rare chance to build in a neighborhood where vacant land is nearly impossible to find. Whether you're envisioning a custom Florida retreat, a seasonal getaway, or an investment opportunity, the possibilities are worth exploring! Located in Whitfield Estates, one of Sarasota's hidden gems, residents enjoy NO mandatory HOA fees or CDD fees, along with flexible rental opportunities, including nightly rentals, subject to applicable regulations. Optional membership in the Whitfield Ballentine Manor Association is just $40 annually and includes culinary membership privileges at the prestigious Sara Bay Country Club, currently undergoing an exciting renovation with plans to reopen in 2027. Boating enthusiasts will appreciate nearby SaraBay Marina, offering convenient access to boat slips and dry storage. Ideally situated just minutes from Sarasota Bay, SRQ International Airport, downtown Sarasota, IMG Academy, world-famous Gulf beaches, championship golf, waterfront dining, shopping, and entertainment. Opportunities like this are few and far between! Don't miss your chance to secure one of the last remaining vacant homesites in Whitfield Estates and bring your vision of Florida living to life!

423 Magellan Drive, Sarasota

$10,890,000

Set on 1.34 waterfront acres in one of Sarasota’s most extraordinary settings, 4196 Roberts Point Circle presents a rare opportunity to own a private residential compound surrounded by water, mature tropical vegetation and sweeping views across Sarasota Bay. With over 400 feet of waterfront and an exceptional sense of privacy, the property offers a setting that is increasingly difficult to replicate on Siesta Key or anywhere in the Sarasota area. For a buyer drawn to architecture with history and individuality, the existing compound offers an opportunity for renovation and transformation. For those envisioning something entirely new, the acreage and waterfront position provide an exceptional canvas for creating a landmark Sarasota estate. The property also has the potential to be divided into multiple parcels and redeveloped as incredible bayfront homes. Most compelling is the location on the coveted north end of Siesta Key, an area prized for its privacy, larger properties and peaceful residential character while remaining close to everything that makes the island so desirable. The structures encompass approximately 8,500 square feet of living space with six bedrooms and eight baths. Distinctive architecture, extensive use of natural wood, vaulted and beamed ceilings, expansive walls of glass and wraparound outdoor living areas give the residence a character entirely its own. The main residence features generous gathering spaces framed by windows and French doors, warm wood flooring, a dramatic open staircase, and an expansive primary suite with vaulted ceilings. Multiple living and entertaining areas provide flexibility for reimagining the interiors while preserving the property’s architectural personality. The guest house is perfect for guests, extended family, private offices, studios, or multigenerational living. Outdoors, the expansive grounds unfold toward the shoreline with a swimming pool, mature landscaping and multiple docking options providing direct access to the water. From the shoreline and elevated living spaces, broad views stretch across Roberts Bay to the mainland while the scale of the 1.34-acre parcel creates a remarkable sense of openness and seclusion. Siesta Key is celebrated for its laid-back coastal lifestyle, vibrant Siesta Key Village and extraordinary beaches, including Siesta Beach, renowned for its powdery white quartz sand and previously named the No. 1 beach in the United States by Tripadvisor. From this private waterfront retreat, downtown Sarasota’s dining, shopping, and cultural attractions are also just minutes away, creating an exceptional combination of island seclusion and mainland convenience. This is a rare opportunity without compare on the Gulf Coast.

6 Beds ⋅ 8 Baths ⋅ Roberts Point SubDv. ⋅ 34242 Zip Code

Set on 1.34 waterfront acres in one of Sarasota’s most extraordinary settings, 4196 Roberts Point Circle presents a rare opportunity to own a private residential compound surrounded by water, mature tropical vegetation and sweeping views across Sarasota Bay. With over 400 feet of waterfront and an exceptional sense of privacy, the property offers a setting that is increasingly difficult to replicate on Siesta Key or anywhere in the Sarasota area. For a buyer drawn to architecture with history and individuality, the existing compound offers an opportunity for renovation and transformation. For those envisioning something entirely new, the acreage and waterfront position provide an exceptional canvas for creating a landmark Sarasota estate. The property also has the potential to be divided into multiple parcels and redeveloped as incredible bayfront homes. Most compelling is the location on the coveted north end of Siesta Key, an area prized for its privacy, larger properties and peaceful residential character while remaining close to everything that makes the island so desirable. The structures encompass approximately 8,500 square feet of living space with six bedrooms and eight baths. Distinctive architecture, extensive use of natural wood, vaulted and beamed ceilings, expansive walls of glass and wraparound outdoor living areas give the residence a character entirely its own. The main residence features generous gathering spaces framed by windows and French doors, warm wood flooring, a dramatic open staircase, and an expansive primary suite with vaulted ceilings. Multiple living and entertaining areas provide flexibility for reimagining the interiors while preserving the property’s architectural personality. The guest house is perfect for guests, extended family, private offices, studios, or multigenerational living. Outdoors, the expansive grounds unfold toward the shoreline with a swimming pool, mature landscaping and multiple docking options providing direct access to the water. From the shoreline and elevated living spaces, broad views stretch across Roberts Bay to the mainland while the scale of the 1.34-acre parcel creates a remarkable sense of openness and seclusion. Siesta Key is celebrated for its laid-back coastal lifestyle, vibrant Siesta Key Village and extraordinary beaches, including Siesta Beach, renowned for its powdery white quartz sand and previously named the No. 1 beach in the United States by Tripadvisor. From this private waterfront retreat, downtown Sarasota’s dining, shopping, and cultural attractions are also just minutes away, creating an exceptional combination of island seclusion and mainland convenience. This is a rare opportunity without compare on the Gulf Coast.

4196 Roberts Point Circle, Sarasota

$10,890,000

An extraordinary land opportunity without compare on the Gulf Coast to create a legacy waterfront estate, multi-residence compound or two distinctive estate homes on 1.34 acres along Sarasota Bay. Located at 4196 Roberts Point Circle, this expansive Siesta Key property offers over 400 feet of waterfront, remarkable privacy, and sweeping views across the bay in a setting rarely available at this scale. The size and configuration of the property present compelling possibilities for its next chapter. Envision a singular custom waterfront estate surrounded by lush grounds or explore the potential to divide the property and create multiple residences—an exceptional opportunity for a private family compound where generations can live independently while sharing one extraordinary waterfront setting. Any subdivision or redevelopment would be subject to applicable zoning, permitting, and governmental approvals. The property currently contains approximately 8,500 square-foot of living space among two structures, allowing a future owner to consider incorporating existing improvements into a new vision or pursuing a more comprehensive redevelopment of the site. Mature tropical vegetation surrounds the property, creating a natural sense of seclusion, while the expansive shoreline opens to panoramic water views. Multiple existing dockage options provide direct access to the surrounding waterways, further enhancing the property’s connection to Sarasota’s coveted coastal lifestyle. The 1.34-acre site offers substantial space to thoughtfully orient residences and outdoor living areas around the water, with possibilities for resort-style amenities, gardens and gathering spaces that take full advantage of the property’s scale and setting. Whether preserved as one expansive homesite or reimagined for multiple residences, the property represents an increasingly rare opportunity to create something entirely personal on the water. Its location on the coveted north end of Siesta Key makes the opportunity even more exceptional. Known for its privacy, established residential character and sense of seclusion, this quieter end of the island offers a distinctly different experience while keeping Siesta Key Village, mainland Sarasota, and the island’s celebrated beaches within easy reach. Siesta Beach is renowned for its powdery white quartz sand and has previously earned Tripadvisor’s distinction as the No. 1 beach in the United States. Downtown Sarasota’s acclaimed dining, shopping, arts, and cultural destinations are just minutes away, as is Sarasota-Bradenton International Airport. It is a rare convergence of significant acreage, waterfront, privacy, and the unmistakable lifestyle of Siesta Key.

Roberts Point SubDv. ⋅ 34242 Zip Code

An extraordinary land opportunity without compare on the Gulf Coast to create a legacy waterfront estate, multi-residence compound or two distinctive estate homes on 1.34 acres along Sarasota Bay. Located at 4196 Roberts Point Circle, this expansive Siesta Key property offers over 400 feet of waterfront, remarkable privacy, and sweeping views across the bay in a setting rarely available at this scale. The size and configuration of the property present compelling possibilities for its next chapter. Envision a singular custom waterfront estate surrounded by lush grounds or explore the potential to divide the property and create multiple residences—an exceptional opportunity for a private family compound where generations can live independently while sharing one extraordinary waterfront setting. Any subdivision or redevelopment would be subject to applicable zoning, permitting, and governmental approvals. The property currently contains approximately 8,500 square-foot of living space among two structures, allowing a future owner to consider incorporating existing improvements into a new vision or pursuing a more comprehensive redevelopment of the site. Mature tropical vegetation surrounds the property, creating a natural sense of seclusion, while the expansive shoreline opens to panoramic water views. Multiple existing dockage options provide direct access to the surrounding waterways, further enhancing the property’s connection to Sarasota’s coveted coastal lifestyle. The 1.34-acre site offers substantial space to thoughtfully orient residences and outdoor living areas around the water, with possibilities for resort-style amenities, gardens and gathering spaces that take full advantage of the property’s scale and setting. Whether preserved as one expansive homesite or reimagined for multiple residences, the property represents an increasingly rare opportunity to create something entirely personal on the water. Its location on the coveted north end of Siesta Key makes the opportunity even more exceptional. Known for its privacy, established residential character and sense of seclusion, this quieter end of the island offers a distinctly different experience while keeping Siesta Key Village, mainland Sarasota, and the island’s celebrated beaches within easy reach. Siesta Beach is renowned for its powdery white quartz sand and has previously earned Tripadvisor’s distinction as the No. 1 beach in the United States. Downtown Sarasota’s acclaimed dining, shopping, arts, and cultural destinations are just minutes away, as is Sarasota-Bradenton International Airport. It is a rare convergence of significant acreage, waterfront, privacy, and the unmistakable lifestyle of Siesta Key.

4196 Roberts Point Circle, Sarasota

$247,000

NOTHING ELSE LIKE THIS ON THE MARKET. READY TO BUILD your dream home in this gated luxury home community on Little Sarasota Bay. NO FLOOD INSURANCE REQUIRED! This cleared lot features fiber optic cable, electric, sewer, water, and well-fed irrigation hook-up. All utilities are buried so there are no unsightly cables. Community boat slip with electricity and water is right at the end of the short road in this quiet South Sarasota Bayfront community with only 20 homes/homesites. Conveniently located minutes to Siesta Key Beach, Nokomis Beach, Casey Key, Sarasota Square Mall, US 41 and I-75. This gorgeous neighborhood is so quiet and tucked away, you'll never know how close you are to some of Sarasota's finest restaurants, shops, and local businesses! To keep the continuity of the Mediterranean neighborhood, all home plans must be submitted to the HOA for approval. This lot does not come with a private dock/boat slip, but the community slip is almost always available.

Portofino On The Bay SubDv. ⋅ 34231 Zip Code

NOTHING ELSE LIKE THIS ON THE MARKET. READY TO BUILD your dream home in this gated luxury home community on Little Sarasota Bay. NO FLOOD INSURANCE REQUIRED! This cleared lot features fiber optic cable, electric, sewer, water, and well-fed irrigation hook-up. All utilities are buried so there are no unsightly cables. Community boat slip with electricity and water is right at the end of the short road in this quiet South Sarasota Bayfront community with only 20 homes/homesites. Conveniently located minutes to Siesta Key Beach, Nokomis Beach, Casey Key, Sarasota Square Mall, US 41 and I-75. This gorgeous neighborhood is so quiet and tucked away, you'll never know how close you are to some of Sarasota's finest restaurants, shops, and local businesses! To keep the continuity of the Mediterranean neighborhood, all home plans must be submitted to the HOA for approval. This lot does not come with a private dock/boat slip, but the community slip is almost always available.

1670 Assisi Drive Unit 14, Sarasota

6287 Midnight Pass Road Unit 103, Sarasota

$619,000

Priced to sell. Welcome to your sunny slice of paradise on Siesta Key. This bright and inviting south-facing condominium offers a great opportunity to enjoy island living just near the world-famous white quartz sand of Siesta Beach. This generously sized two-bedroom, two-bath residence has been well maintained by its original owner and occasionally occupied. The desirable southern exposure fills the condominium with natural light throughout the day, creating an open and welcoming atmosphere. The interior has been recently painted, giving the home a fresh, clean look, ready for your personal touches. The unit includes several updates, including a newer stack washer and dryer, newer air-conditioning system, plus energy-efficient LED lighting. The spacious layout provides comfortable living and dining areas along with a generously sized main bedroom en suite, making it ideal for year-round living, seasonal use or taking advantage of the Excelsior on-site rental program with a two-week rental minimum. Convenience is key with under-building assigned parking as well as a private storage closet for beach chairs, umbrellas and other beach essentials. This bay-to-beach complex offers an easy distance across the street to the powdery sand and turquoise Gulf waters of internationally recognized Siesta Key Beach. Residents and renters enjoy an impressive array of resort-style amenities. The property features tennis and pickleball courts, beautifully maintained grounds, bayside grilling areas, and bayside and Gulf-side swimming pools. Whether you prefer relaxing by the water, enjoying sunset walks along the beach or staying active with outdoor recreation, this community offers something for everyone. With its prime location, bright southern exposure and access to outstanding amenities, this Siesta Key condominium presents a wonderful opportunity to own a piece of Florida’s sought-after coastal lifestyle.

2 Beds ⋅ 2 Baths ⋅ Excelsior Beach To Bay SubDv. ⋅ 34242 Zip Code

Priced to sell. Welcome to your sunny slice of paradise on Siesta Key. This bright and inviting south-facing condominium offers a great opportunity to enjoy island living just near the world-famous white quartz sand of Siesta Beach. This generously sized two-bedroom, two-bath residence has been well maintained by its original owner and occasionally occupied. The desirable southern exposure fills the condominium with natural light throughout the day, creating an open and welcoming atmosphere. The interior has been recently painted, giving the home a fresh, clean look, ready for your personal touches. The unit includes several updates, including a newer stack washer and dryer, newer air-conditioning system, plus energy-efficient LED lighting. The spacious layout provides comfortable living and dining areas along with a generously sized main bedroom en suite, making it ideal for year-round living, seasonal use or taking advantage of the Excelsior on-site rental program with a two-week rental minimum. Convenience is key with under-building assigned parking as well as a private storage closet for beach chairs, umbrellas and other beach essentials. This bay-to-beach complex offers an easy distance across the street to the powdery sand and turquoise Gulf waters of internationally recognized Siesta Key Beach. Residents and renters enjoy an impressive array of resort-style amenities. The property features tennis and pickleball courts, beautifully maintained grounds, bayside grilling areas, and bayside and Gulf-side swimming pools. Whether you prefer relaxing by the water, enjoying sunset walks along the beach or staying active with outdoor recreation, this community offers something for everyone. With its prime location, bright southern exposure and access to outstanding amenities, this Siesta Key condominium presents a wonderful opportunity to own a piece of Florida’s sought-after coastal lifestyle.

6287 Midnight Pass Road Unit 103, Sarasota

$2,695,000

Siesta Isles Canal Front Pool Home with Boat Lift and Rental History Life in Siesta Isles comes with a short commute: a few minutes to the award winning quartz sand of Siesta Beach and a quick cruise from your own boat lift to the open waters of Sarasota Bay. Set on an oversized lot at the end of a quiet cul de sac, this single story residence offers roughly 190 feet of deep water canal frontage with sweeping views toward the Grand Canal. Built of block, stucco, and stone, the three bedroom, three bath split plan opens through a gated front porch and Brazilian mahogany door to soaring vaulted ceilings, a curved window wall, and a stone fireplace for those rare evenings when Florida remembers it has a winter. A wall of sliders leads to the covered lanai and heated pool, where a kitchen pass through window keeps the cook in the conversation. The owner's suite enjoys calm water views of its own The big ticket items have already been handled: a terracotta tile roof installed in late 2020, a new seawall with raised cap completed in 2021, a three zone HVAC system, hurricane shutters, an 8,000 lb boat lift, and an oversized two car garage with cabinet storage. Mature tropical gardens with plumeria, hibiscus, citrus, and palm trees round things out. Boating, beach days, and afternoons by the pool are all part of the routine here, and the west facing backyard saves the best for last with front row seats to Gulf Coast sunsets over the water. With established rental history, this home works beautifully as a full time residence, a seasonal escape, or both.

3 Beds ⋅ 3 Baths ⋅ Siesta Isles SubDv. ⋅ 34242 Zip Code

Siesta Isles Canal Front Pool Home with Boat Lift and Rental History Life in Siesta Isles comes with a short commute: a few minutes to the award winning quartz sand of Siesta Beach and a quick cruise from your own boat lift to the open waters of Sarasota Bay. Set on an oversized lot at the end of a quiet cul de sac, this single story residence offers roughly 190 feet of deep water canal frontage with sweeping views toward the Grand Canal. Built of block, stucco, and stone, the three bedroom, three bath split plan opens through a gated front porch and Brazilian mahogany door to soaring vaulted ceilings, a curved window wall, and a stone fireplace for those rare evenings when Florida remembers it has a winter. A wall of sliders leads to the covered lanai and heated pool, where a kitchen pass through window keeps the cook in the conversation. The owner's suite enjoys calm water views of its own The big ticket items have already been handled: a terracotta tile roof installed in late 2020, a new seawall with raised cap completed in 2021, a three zone HVAC system, hurricane shutters, an 8,000 lb boat lift, and an oversized two car garage with cabinet storage. Mature tropical gardens with plumeria, hibiscus, citrus, and palm trees round things out. Boating, beach days, and afternoons by the pool are all part of the routine here, and the west facing backyard saves the best for last with front row seats to Gulf Coast sunsets over the water. With established rental history, this home works beautifully as a full time residence, a seasonal escape, or both.

5456 Azure Way, Sarasota

$8,500,000

An extraordinary opportunity to create a custom waterfront estate on coveted Norsota Way, where spectacular panoramic views stretch across Sarasota Bay to the downtown skyline and Ringling Bridge. Positioned on an exceptional 0.57-acre homesite in the prestigious Bay Island neighborhood of Siesta Key, this rare property offers an impressive 370 feet of combined water frontage, including approximately 168 feet directly on Sarasota Bay and 202 feet along the protected yacht basin. With expansive open-water views, a generous homesite, and exceptional boating access, this is a remarkable setting for a one-of-a-kind Sarasota waterfront residence. The property's distinctive configuration offers the best of both worlds: sweeping, unobstructed views across the open bay and the convenience of protected water frontage along the adjoining yacht basin. Boating enthusiasts will appreciate direct access to Sarasota Bay, the Intracoastal Waterway, and the Gulf of Mexico, with multiple waterways and destinations within easy reach. The extensive water frontage creates exceptional possibilities for designing a residence that embraces Sarasota's boating lifestyle. Spanning approximately 25,040 square feet, the cleared homesite provides an expansive canvas for a thoughtfully designed custom estate. Its generous dimensions and remarkable waterfront setting offer opportunities to incorporate substantial indoor and outdoor living spaces, expansive terraces, a resort-style pool, and beautifully landscaped grounds. Imagine walls of glass framing panoramic bay views, generous entertaining areas overlooking the water, and a private outdoor retreat designed around Sarasota's spectacular coastal scenery. The property's concrete seawall, irrigation well, and available public utilities add to its appeal as a premier waterfront building opportunity. Located on coveted Norsota Way within the established Bay Island neighborhood, the property is just moments from the mainland and the beaches of Siesta Key. This distinctive waterfront enclave is known for its beautiful homes, mature landscaping, and convenient access to Sarasota's finest amenities. Enjoy nearby Southside Village, with its popular restaurants, boutiques, and neighborhood charm, as well as convenient access to Sarasota Memorial Hospital, Marie Selby Botanical Gardens, and Downtown Sarasota's vibrant dining, shopping, theaters, galleries, and cultural attractions. The world-renowned white sands of Siesta Key Beach, Siesta Key Village, and Sarasota's picturesque bayfront are also just a short drive away.

Bay Island SubDv. ⋅ 34242 Zip Code

An extraordinary opportunity to create a custom waterfront estate on coveted Norsota Way, where spectacular panoramic views stretch across Sarasota Bay to the downtown skyline and Ringling Bridge. Positioned on an exceptional 0.57-acre homesite in the prestigious Bay Island neighborhood of Siesta Key, this rare property offers an impressive 370 feet of combined water frontage, including approximately 168 feet directly on Sarasota Bay and 202 feet along the protected yacht basin. With expansive open-water views, a generous homesite, and exceptional boating access, this is a remarkable setting for a one-of-a-kind Sarasota waterfront residence. The property's distinctive configuration offers the best of both worlds: sweeping, unobstructed views across the open bay and the convenience of protected water frontage along the adjoining yacht basin. Boating enthusiasts will appreciate direct access to Sarasota Bay, the Intracoastal Waterway, and the Gulf of Mexico, with multiple waterways and destinations within easy reach. The extensive water frontage creates exceptional possibilities for designing a residence that embraces Sarasota's boating lifestyle. Spanning approximately 25,040 square feet, the cleared homesite provides an expansive canvas for a thoughtfully designed custom estate. Its generous dimensions and remarkable waterfront setting offer opportunities to incorporate substantial indoor and outdoor living spaces, expansive terraces, a resort-style pool, and beautifully landscaped grounds. Imagine walls of glass framing panoramic bay views, generous entertaining areas overlooking the water, and a private outdoor retreat designed around Sarasota's spectacular coastal scenery. The property's concrete seawall, irrigation well, and available public utilities add to its appeal as a premier waterfront building opportunity. Located on coveted Norsota Way within the established Bay Island neighborhood, the property is just moments from the mainland and the beaches of Siesta Key. This distinctive waterfront enclave is known for its beautiful homes, mature landscaping, and convenient access to Sarasota's finest amenities. Enjoy nearby Southside Village, with its popular restaurants, boutiques, and neighborhood charm, as well as convenient access to Sarasota Memorial Hospital, Marie Selby Botanical Gardens, and Downtown Sarasota's vibrant dining, shopping, theaters, galleries, and cultural attractions. The world-renowned white sands of Siesta Key Beach, Siesta Key Village, and Sarasota's picturesque bayfront are also just a short drive away.

609 Norsota Way, Sarasota

1634 Stickney Point Road Unit 34-202, Sarasota

$389,000

Welcome to Castel Del Mare, a waterfront community featuring Spanish Mediterranean architecture along the beautiful shores of Little Sarasota Bay, just minutes from Siesta Key! This turnkey furnished 2-bedroom, 2-bathroom condo offers a comfortable coastal retreat with a thoughtfully updated interior and a covered lanai overlooking one of the community's two swimming pools and lush tropical landscaping. The open-concept living and dining areas flow into a tastefully remodeled kitchen featuring updated cabinetry, finishes, and appliances (2020). Both bathrooms were remodeled in 2019, while additional improvements include a new washer and dryer, interior painting, and bedroom carpeting (2018), a new electrical panel (2017), and a water heater (2022). Enjoy resort-style amenities including two heated swimming pools, one overlooking the bay, tennis courts, a clubhouse, nature trails, and fishing along the waterfront. Ideally situated along the Intracoastal Waterway, Castel Del Mare offers convenient access to nearby marinas, shopping, and dining. Just a short walk across the bridge brings you to the world-famous Siesta Key Beach, known for its powdery quartz sand, while the free Siesta Key Breeze Trolley makes exploring the island's restaurants, boutiques, and entertainment effortless. Whether you're looking for a seasonal getaway or a year-round residence, this furnished condo offers an excellent opportunity to enjoy the best of Florida's Gulf Coast lifestyle.

2 Beds ⋅ 2 Baths ⋅ Castel Del Mare SubDv. ⋅ 34231 Zip Code

Welcome to Castel Del Mare, a waterfront community featuring Spanish Mediterranean architecture along the beautiful shores of Little Sarasota Bay, just minutes from Siesta Key! This turnkey furnished 2-bedroom, 2-bathroom condo offers a comfortable coastal retreat with a thoughtfully updated interior and a covered lanai overlooking one of the community's two swimming pools and lush tropical landscaping. The open-concept living and dining areas flow into a tastefully remodeled kitchen featuring updated cabinetry, finishes, and appliances (2020). Both bathrooms were remodeled in 2019, while additional improvements include a new washer and dryer, interior painting, and bedroom carpeting (2018), a new electrical panel (2017), and a water heater (2022). Enjoy resort-style amenities including two heated swimming pools, one overlooking the bay, tennis courts, a clubhouse, nature trails, and fishing along the waterfront. Ideally situated along the Intracoastal Waterway, Castel Del Mare offers convenient access to nearby marinas, shopping, and dining. Just a short walk across the bridge brings you to the world-famous Siesta Key Beach, known for its powdery quartz sand, while the free Siesta Key Breeze Trolley makes exploring the island's restaurants, boutiques, and entertainment effortless. Whether you're looking for a seasonal getaway or a year-round residence, this furnished condo offers an excellent opportunity to enjoy the best of Florida's Gulf Coast lifestyle.

1634 Stickney Point Road Unit 34-202, Sarasota

6157 Midnight Pass Road Unit E53, Sarasota

$449,000

Experience the best of island living in this inviting third-floor condo located in the sought-after Bay Oaks community on Siesta Key. Spanning 1,101 square feet, this two-bedroom, two-bathroom residence offers a seamless blend of comfort and convenience, with elevator access making every arrival effortless. The interior is bright and welcoming, designed with both relaxation and functionality in mind. The kitchen has stone counter tops with tile backsplash. Ceramic tile covers the floor throughout. The primary bedroom serves as a private retreat, featuring an en-suite bathroom with a spacious walk-in shower and large walk-in closet. The second bedroom is equally well-appointed, with easy access to the second bathroom which boasts a large whirlpool tub and shower—perfect for unwinding after a day in the sun. Throughout the condo, you’ll find plenty of storage options, ensuring a tidy and organized living space. Large living room and dining area add to this comfort as well as the screened in balcony overlooking the pool. Besides the large, heated community pool, Bay Oaks also provides, tennis courts, a community room with pool table & a waterfront park like setting with a BBQ area. Nature enthusiasts will appreciate the private fishing pier situated right on the Intracoastal Waterway at the rear of the complex—a perfect spot to watch the morning light dance on the water. It’s the lifestyle outside your door that truly shines. When you're ready for the sand, the world-famous beach of Siesta Key is easily accessible nearby. A free island trolley is accessible at street side in front of the condominium that will take you to one end of the Island to the other to enjoy, Turtle Beach, South Village Amenities, the public beach with lifeguards and the famous Siesta Village. This property isn't just a beautiful retreat; it’s a proven performer with a strong rental track record. For an investor or a savvy buyer, the transition could not be simpler. The condo is being sold fully turnkey furnished, meaning it comes with everything needed to hit the ground running. It is completely ready for immediate renters the moment you close. The timing couldn't be better—the unit is already booked for January, February, and March. If you close by the end of the year, you’ll step into immediate ownership with three months of rental income already booked. Whether you are looking for a lucrative investment or a seasonal getaway or your new home, this condo places you in the heart of everything that makes Siesta Key a premier destination. Come see why life is better when you’re surrounded by the beauty of the Bay and the Gulf.

2 Beds ⋅ 2 Baths ⋅ Siesta Plat SubDv. ⋅ 34242 Zip Code

Experience the best of island living in this inviting third-floor condo located in the sought-after Bay Oaks community on Siesta Key. Spanning 1,101 square feet, this two-bedroom, two-bathroom residence offers a seamless blend of comfort and convenience, with elevator access making every arrival effortless. The interior is bright and welcoming, designed with both relaxation and functionality in mind. The kitchen has stone counter tops with tile backsplash. Ceramic tile covers the floor throughout. The primary bedroom serves as a private retreat, featuring an en-suite bathroom with a spacious walk-in shower and large walk-in closet. The second bedroom is equally well-appointed, with easy access to the second bathroom which boasts a large whirlpool tub and shower—perfect for unwinding after a day in the sun. Throughout the condo, you’ll find plenty of storage options, ensuring a tidy and organized living space. Large living room and dining area add to this comfort as well as the screened in balcony overlooking the pool. Besides the large, heated community pool, Bay Oaks also provides, tennis courts, a community room with pool table & a waterfront park like setting with a BBQ area. Nature enthusiasts will appreciate the private fishing pier situated right on the Intracoastal Waterway at the rear of the complex—a perfect spot to watch the morning light dance on the water. It’s the lifestyle outside your door that truly shines. When you're ready for the sand, the world-famous beach of Siesta Key is easily accessible nearby. A free island trolley is accessible at street side in front of the condominium that will take you to one end of the Island to the other to enjoy, Turtle Beach, South Village Amenities, the public beach with lifeguards and the famous Siesta Village. This property isn't just a beautiful retreat; it’s a proven performer with a strong rental track record. For an investor or a savvy buyer, the transition could not be simpler. The condo is being sold fully turnkey furnished, meaning it comes with everything needed to hit the ground running. It is completely ready for immediate renters the moment you close. The timing couldn't be better—the unit is already booked for January, February, and March. If you close by the end of the year, you’ll step into immediate ownership with three months of rental income already booked. Whether you are looking for a lucrative investment or a seasonal getaway or your new home, this condo places you in the heart of everything that makes Siesta Key a premier destination. Come see why life is better when you’re surrounded by the beauty of the Bay and the Gulf.

6157 Midnight Pass Road Unit E53, Sarasota

$2,995,000

Sophisticated gated living just moments from the heart of downtown Sarasota. Evoking the timeless elegance of Palm Beach with the warmth of Old Florida charm, this exceptional Spanish Mediterranean residence is tucked within the exclusive gated waterfront enclave of Tocobaga Bay. One of only 9 private residences in the community, ideally positioned just moments from Sarasota's renowned dining, arts, shopping and waterfront attractions. Surrounded by lush tropical landscaping and tranquil water views, the home is thoughtfully designed for both sophisticated entertaining and relaxed everyday living. Expansive interiors are filled with natural light, highlighted by a grand foyer, travertine flooring, oversized floor-to-ceiling picture windows, motorized shades, and custom window treatments throughout. The residence features 3 bedrooms, each with its own en-suite bath, along with a media room or private office and a private 3-stop elevator. The oversized 4-car garage offers exceptional storage and ample spaces for vehicles, golf carts, kayaks, and recreational equipment, while the air-conditioned bonus room appointed with premium finishes including a La Cornue gas cooktop, Sub-Zero refrigerator, custom Campbell Cabinetry, spacious walk-in pantry, oversized center island and Taj Mahal quartz countertops and backsplash. The oversized living room offers an inviting atmosphere for gathering, while the separate formal dining room is perfectly suited for elegant dinners and entertaining. The primary suite serves as a peaceful sanctuary complete with its own Juliette balcony, dual custom walk-in closets, and a spacious en-suite bath. Two additional guest suites occupy the third floor, each with private baths, offering ideal comfort and separation for family and guest. Designed to embrace Sarasota's indoor-outdoor lifestyle, the open-air heated saltwater pool is surrounded by lush tropical landscaping and expansive patio space for lounging and dining. Additional improvements: new tile roof (2023), new irrigation system (2024), updated water heaters (2023 & 2024), electrical panels (2024), and updated A/C units. Residents enjoy access to the community day dock with direct bay access, perfect for boating and waterfront enjoyment. Perfectly located near Sarasota's renowned beaches, St. Armanda Circle, The Bay Park, and the iconic Ringling Bridge, this remarkable residence offers an exceptional lifestyle just minutes from the energy and culture of downtown Sarasota. Offered fully furnished and ready for immediate enjoyment.

3 Beds ⋅ 4 Baths ⋅ Tocobaga Bay SubDv. ⋅ 34236 Zip Code

Sophisticated gated living just moments from the heart of downtown Sarasota. Evoking the timeless elegance of Palm Beach with the warmth of Old Florida charm, this exceptional Spanish Mediterranean residence is tucked within the exclusive gated waterfront enclave of Tocobaga Bay. One of only 9 private residences in the community, ideally positioned just moments from Sarasota's renowned dining, arts, shopping and waterfront attractions. Surrounded by lush tropical landscaping and tranquil water views, the home is thoughtfully designed for both sophisticated entertaining and relaxed everyday living. Expansive interiors are filled with natural light, highlighted by a grand foyer, travertine flooring, oversized floor-to-ceiling picture windows, motorized shades, and custom window treatments throughout. The residence features 3 bedrooms, each with its own en-suite bath, along with a media room or private office and a private 3-stop elevator. The oversized 4-car garage offers exceptional storage and ample spaces for vehicles, golf carts, kayaks, and recreational equipment, while the air-conditioned bonus room appointed with premium finishes including a La Cornue gas cooktop, Sub-Zero refrigerator, custom Campbell Cabinetry, spacious walk-in pantry, oversized center island and Taj Mahal quartz countertops and backsplash. The oversized living room offers an inviting atmosphere for gathering, while the separate formal dining room is perfectly suited for elegant dinners and entertaining. The primary suite serves as a peaceful sanctuary complete with its own Juliette balcony, dual custom walk-in closets, and a spacious en-suite bath. Two additional guest suites occupy the third floor, each with private baths, offering ideal comfort and separation for family and guest. Designed to embrace Sarasota's indoor-outdoor lifestyle, the open-air heated saltwater pool is surrounded by lush tropical landscaping and expansive patio space for lounging and dining. Additional improvements: new tile roof (2023), new irrigation system (2024), updated water heaters (2023 & 2024), electrical panels (2024), and updated A/C units. Residents enjoy access to the community day dock with direct bay access, perfect for boating and waterfront enjoyment. Perfectly located near Sarasota's renowned beaches, St. Armanda Circle, The Bay Park, and the iconic Ringling Bridge, this remarkable residence offers an exceptional lifestyle just minutes from the energy and culture of downtown Sarasota. Offered fully furnished and ready for immediate enjoyment.

1023 Tocobaga Lane, Sarasota

$789,000

BEAUTIFULLY UPDATED WEST OF THE TRAIL HOME IN CORAL COVE — MINUTES FROM SIESTA KEY BEACH! Welcome to 7313 Starfish Drive, where modern updates, spacious living, and the Florida lifestyle come together! Nestled in the highly desirable Coral Cove neighborhood, this inviting 4-bedroom, 3-bathroom home offers approximately 2062 square feet of living space on a generous .32-acre lot, providing the perfect blend of comfort, versatility, and convenience. Freshly updated and move-in ready, this home features NEW IMPACT WINDOWS, beautiful NEW luxury vinyl plank flooring, freshly painted interior and exterior (2026), all NEW toilets (2026), updated lighting throughout, and BRAND-NEW window blinds. These thoughtful improvements create a bright, fresh, and welcoming atmosphere, allowing you to move right in and start enjoying your new home! The spacious split-bedroom floor plan offers comfortable living and dining areas, while a private guest suite with its own entrance and full bathroom provides exceptional flexibility for extended family, overnight guests, a home office, or multigenerational living. Step outside to the screened lanai overlooking the expansive, fenced backyard, where you'll find plenty of space for entertaining, gardening, pets, or simply relaxing in your own private outdoor retreat. With a generous .32-acre lot, there's also room for boat or RV parking! For boating and fishing enthusiasts, Coral Cove offers a neighborhood park and boat ramp with access available through the Coral Cove Civic Association. Enjoy the opportunity to spend your days exploring Sarasota's beautiful waterways and embracing the coastal lifestyle! LOCATION, LOCATION, LOCATION! Situated West of Tamiami Trail, this home is conveniently located just minutes from the world-famous powdery white sands of Siesta Key Beach, shopping, dining, entertainment, and everything that makes Sarasota such an incredible place to call home.Whether you're looking for a full-time residence, seasonal retreat, or a home with flexible living arrangements, 7313 Starfish Drive offers an outstanding opportunity to enjoy the very best of Sarasota living. Beautifully refreshed, ideally located, and ready for its next chapter — schedule your private showing today!

4 Beds ⋅ 3 Baths ⋅ Coral Cove SubDv. ⋅ 34231 Zip Code

BEAUTIFULLY UPDATED WEST OF THE TRAIL HOME IN CORAL COVE — MINUTES FROM SIESTA KEY BEACH! Welcome to 7313 Starfish Drive, where modern updates, spacious living, and the Florida lifestyle come together! Nestled in the highly desirable Coral Cove neighborhood, this inviting 4-bedroom, 3-bathroom home offers approximately 2062 square feet of living space on a generous .32-acre lot, providing the perfect blend of comfort, versatility, and convenience. Freshly updated and move-in ready, this home features NEW IMPACT WINDOWS, beautiful NEW luxury vinyl plank flooring, freshly painted interior and exterior (2026), all NEW toilets (2026), updated lighting throughout, and BRAND-NEW window blinds. These thoughtful improvements create a bright, fresh, and welcoming atmosphere, allowing you to move right in and start enjoying your new home! The spacious split-bedroom floor plan offers comfortable living and dining areas, while a private guest suite with its own entrance and full bathroom provides exceptional flexibility for extended family, overnight guests, a home office, or multigenerational living. Step outside to the screened lanai overlooking the expansive, fenced backyard, where you'll find plenty of space for entertaining, gardening, pets, or simply relaxing in your own private outdoor retreat. With a generous .32-acre lot, there's also room for boat or RV parking! For boating and fishing enthusiasts, Coral Cove offers a neighborhood park and boat ramp with access available through the Coral Cove Civic Association. Enjoy the opportunity to spend your days exploring Sarasota's beautiful waterways and embracing the coastal lifestyle! LOCATION, LOCATION, LOCATION! Situated West of Tamiami Trail, this home is conveniently located just minutes from the world-famous powdery white sands of Siesta Key Beach, shopping, dining, entertainment, and everything that makes Sarasota such an incredible place to call home.Whether you're looking for a full-time residence, seasonal retreat, or a home with flexible living arrangements, 7313 Starfish Drive offers an outstanding opportunity to enjoy the very best of Sarasota living. Beautifully refreshed, ideally located, and ready for its next chapter — schedule your private showing today!

7313 Starfish Drive, Sarasota

$1,090,000

RARE BOATER’S OPPORTUNITY! 45' BOAT SLIP with NEW 27,000-lb IMM/Quality Platinum Series boat lift on deep, sailboat water! Completely renovated waterfront townhouse-style residence with the slip directly behind the unit—a highly desirable and rarely available location. Ultimate Beach lifestyle with easy access to Siesta #1 Beach & Siesta Village, just a few minutes' walk away. Enjoy mornings on the beach, afternoons on the boat, and evenings sunsets & exploring the Village. With many restaurants, music & shops. Fully remodeled down to the block walls with new plumbing, electrical, HVAC and ductwork, drywall, raised ceilings, LED lighting, and beautiful wood-look porcelain tile throughout. Gourmet kitchen features custom cabinetry, GE Profile appliances, natural quartzite, and abundant storage. Both baths offer easy-entry showers, and the primary suite includes a walk-in closet with custom organization. Private one-car garage, additional parking, attic storage, and newly screened lanai for entertaining. Elevated to 11.5' floor level remained free of stormwater during the 2024 storms. The dock features new pilings, full-length finger pier, fresh water, 30-amp/120V service, remote-controlled lift with auto-stop, and approximately 7' of water depth. Protected harbor approximately 100 yards from the ICW and just 10 minutes to Sarasota Big Pass. HOA permits boats up to 45' feet. Complex is getting a look and remodel! See photos Beach. Boating. Village life. All from one exceptional Siesta Key location. Community is going through a major face lift!! Scope of renovations • Siding/Trim/Facia with Stain-paint • Railings • Stairs • Gutter/Downspouts • Lighting

2 Beds ⋅ 2 Baths ⋅ Harbour Towne SubDv. ⋅ 34242 Zip Code

RARE BOATER’S OPPORTUNITY! 45' BOAT SLIP with NEW 27,000-lb IMM/Quality Platinum Series boat lift on deep, sailboat water! Completely renovated waterfront townhouse-style residence with the slip directly behind the unit—a highly desirable and rarely available location. Ultimate Beach lifestyle with easy access to Siesta #1 Beach & Siesta Village, just a few minutes' walk away. Enjoy mornings on the beach, afternoons on the boat, and evenings sunsets & exploring the Village. With many restaurants, music & shops. Fully remodeled down to the block walls with new plumbing, electrical, HVAC and ductwork, drywall, raised ceilings, LED lighting, and beautiful wood-look porcelain tile throughout. Gourmet kitchen features custom cabinetry, GE Profile appliances, natural quartzite, and abundant storage. Both baths offer easy-entry showers, and the primary suite includes a walk-in closet with custom organization. Private one-car garage, additional parking, attic storage, and newly screened lanai for entertaining. Elevated to 11.5' floor level remained free of stormwater during the 2024 storms. The dock features new pilings, full-length finger pier, fresh water, 30-amp/120V service, remote-controlled lift with auto-stop, and approximately 7' of water depth. Protected harbor approximately 100 yards from the ICW and just 10 minutes to Sarasota Big Pass. HOA permits boats up to 45' feet. Complex is getting a look and remodel! See photos Beach. Boating. Village life. All from one exceptional Siesta Key location. Community is going through a major face lift!! Scope of renovations • Siding/Trim/Facia with Stain-paint • Railings • Stairs • Gutter/Downspouts • Lighting

1313 Dockside Place Unit 120, Sarasota

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