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1575 Eastbrook Drive, Sarasota
$4,195,000
4 Beds ⋅ 6 Baths ⋅ Kentwood Estates SubDv. ⋅ 34231 Zip Code
Behind one of Sarasota’s highly coveted Kentwood Estates, this extraordinary custom-built estate by award-winning Trinity Custom Homes delivers a level of luxury, craftsmanship, and architectural sophistication rarely seen in today’s market. From the moment you arrive along the sweeping circular driveway, the residence commands attention with its striking stone facade, dramatic rooflines, and manicured grounds, evoking the presence of a five-star private resort. Perfectly positioned on a serene lakefront homesite just moments from Siesta Key and Sarasota’s renowned waterfront lifestyle, this one-of-a-kind property was masterfully designed for the buyer who expects exceptional quality, timeless design, and elevated everyday living. Built with superior construction standards and cutting-edge technology, the home showcases Timberstrand engineered framing for long-term structural integrity, precision layout using a Trimble HP printer robot, and expert masonry by BMMI (Bob Miller Masonry), ensuring both durability and refined exterior detail. Andersen windows and exterior doors provide energy efficiency, storm resilience, and timeless design, while ISO insulation, enhances year-round comfort and performance. Inside, soaring vaulted ceilings with exposed architectural beams create a breathtaking first impression, while walls of glass frame tranquil water views and flood the home with natural light. The expansive open-concept floor plan blends warmth and sophistication, featuring wide-plank engineered hardwood flooring, solid custom poplar trim, solid-core Trustile interior doors, designer lighting, and curated high-end finishes throughout. The great room is anchored by a dramatic floor-to-ceiling stone fireplace, flowing seamlessly into the showpiece chef’s kitchen. Designed to rival the finest luxury residences, the gourmet kitchen features oversized dual waterfall islands, solid-ply Crystal Cabinetry, premium appliances, elegant stone countertops, designer backsplash details, double wall ovens, and a fully equipped wet bar—ideal for entertaining at the highest level. The luxurious owner’s retreat offers a private sanctuary with serene lake views, direct outdoor access, custom ceiling details, and a spa-inspired bath complete with dual vanities, a freestanding soaking tub, oversized walk-in shower featuring a Kerdi waterproofing system, and sophisticated designer finishes. Four additional bedrooms, a private den, and 5.5 beautifully appointed bathrooms provide exceptional comfort and flexibility for family and guests. Outdoor living is equally impressive, with an expansive screened lanai showcasing a resort-style pool and spa overlooking sparkling lake views and lush tropical landscaping. A fully equipped outdoor kitchen and multiple covered lounge areas create the perfect setting for both grand entertaining and quiet relaxation. Additional features include a whole-home generator, oversized garage space, and a PEX plumbing system for enhanced efficiency, durability, and long-term reliability. Located west of the Trail in one of Sarasota’s most desirable luxury neighborhoods, Kentwood Estates offers unparalleled proximity to Siesta Key Beach, Southside Village, downtown Sarasota, premier dining, shopping, marinas, golf courses, and top-rated schools. This is more than a home, it is a statement property defined by elite craftsmanship, advanced building techniques, and luxury living in the heart of Sarasota.

1575 Eastbrook Drive, Sarasota

148 Coolidge Drive, Sarasota
$4,175,000
6 Beds ⋅ 7 Baths ⋅ Lido Beach SubDv. ⋅ 34236 Zip Code
Discover the best of coastal living on Lido Key. This 6 bedroom, 6.5 bath coastal retreat blends modern beach elegance with generous indoor and outdoor spaces designed for relaxation and entertainment. Step inside to an open, sun-filled layout finished in soft coastal tones and contemporary style. An in-home elevator provides convenient access throughout. Each of the six bedrooms features its own en-suite bath for comfortable hosting. The main living area flows into a well-appointed kitchen with premium appliances, custom cabinetry, and a spacious island ideal for gathering. Balconies and a rooftop deck offer stunning Gulf views, creating inviting spots to enjoy morning coffee or sunset skies. Outside, a private pool area welcomes year-round fun with a heated pool, spa, and waterslide. Additional outdoor highlights include an outdoor shower and covered entertainment space, perfect for relaxing after the beach or spending time with friends and family. With 3,279 heated square feet, this home delivers a comfortable balance of coastal charm and modern convenience. Ideally located near sugar-sand beaches, boutique shopping, and dining on Lido Key and St. Armands Circle, this residence offers the option to enjoy full-time living or utilize as a luxury rental. The elevated coastal lifestyle awaits.

148 Coolidge Drive, Sarasota

355 W Royal Flamingo Drive, Sarasota
$4,150,000
4 Beds ⋅ 3 Baths ⋅ Bird Key Sub SubDv. ⋅ 34236 Zip Code
Nestled in the prestigious Bird Key community, The Banyan House is a masterfully reimagined coastal residence that blends timeless design with modern sophistication. From its elevated craftsmanship to its serene ambiance, every detail of this home has been thoughtfully curated to offer both beauty and function. Designed with resilience in mind, the property has never sustained storm damage or flooding—an exceptional testament to its superior construction. A clean 4-point inspection report is also available upon request, offering added peace of mind. Located just off the iconic John Ringling Bridge, The Banyan House offers a lifestyle defined by convenience, beauty, and exclusivity. From this prime setting, residents enjoy immediate access to Downtown Sarasota, with its world-class dining, cultural venues, and boutique shopping, while the pristine shores of Lido Beach and St. Armands Circle are just minutes away. Whether you're heading out for an evening at the opera, a day on the water, or a quiet morning at a local café, everything is effortlessly within reach. Inside, natural light fills the home’s open and intelligently designed layout, creating an effortless flow ideal for both everyday living and entertaining. Rich engineered hardwood flooring provides a foundation of warmth and durability throughout, while the custom chef’s kitchen anchors the main living space with premium finishes, high-end appliances, and tailored cabinetry that combines elegance with utility. The entire home is outfitted with a Lutron smart lighting system, enhancing both convenience and ambiance with seamless control. With four bedrooms and three full bathrooms, the home offers a harmonious balance between spaciousness and intimacy. One of the home’s most distinctive features is the sunroom, where vaulted ceilings and custom wood detailing frame tranquil views of the lush surroundings—a perfect space for relaxing or gathering with guests. Outdoors, the property transforms into a private resort-style retreat. The expansive lanai includes a fully equipped summer kitchen, a covered dining area with remote-controlled hurricane screens, and a large pool and spa, all designed to embrace Florida’s indoor-outdoor lifestyle. The grounds are fully fenced and professionally landscaped, creating a private and picturesque setting with tropical foliage, manicured greenery, and a sense of tranquility throughout. With 100 feet of private waterfront along a deep-water canal, this is truly a boater’s paradise. A new boat lift and direct access to Sarasota Bay ensure effortless enjoyment of the Gulf Coast waters. Impact-rated windows and doors throughout further enhance the home’s durability and security, while every architectural element reflects a commitment to both style and substance. The Banyan House presents a rare opportunity to own a home where enduring luxury, thoughtful design, and the relaxed sophistication of Bird Key come together in perfect harmony. Whether as a primary residence or seasonal retreat, this one-of-a-kind property invites you to live beautifully by the water, just moments from the very best of Sarasota. Extensive feature sheet available upon request.

355 W Royal Flamingo Drive, Sarasota

1401 Crocker Street, Sarasota
$4,125,000
4 Beds ⋅ 5 Baths ⋅ Johnson Estates SubDv. ⋅ 34231 Zip Code
Under Construction. : Introducing The Sanibel II by Heritage Builders a distinguished estate-style custom home that exemplifies elegant design and fine craftsmanship. Situated on nearly half an acre in the coveted Oyster Bay area West of the Trail, this single-level 3,862 sq. ft. residence offers four bedrooms, four and a half baths, and an unmatched blend of sophistication and comfort. From the moment you enter the stately foyer, the home welcomes you with refined architectural details and luxurious finishes. The expansive great room flows effortlessly into the dining area and gourmet chef’s kitchen—an ideal space for entertaining or gathering with family. A private study provides a tranquil workspace, while a spacious media room offers the perfect venue for movie nights, gaming, or watching the big game. The lavish primary suite features generous walk-in closets and a spa-inspired bath designed to be your personal sanctuary. French doors open to a beautifully designed outdoor living area, perfectly merging indoor and outdoor living. Step through the oversized sliding glass doors to discover a private backyard oasis—featuring a sparkling pool and spa, a fully equipped outdoor kitchen, a covered lanai, and a veranda, all thoughtfully designed for relaxation and entertaining. Don’t miss this opportunity to own a one-of-a-kind custom home that offers the ultimate in luxury, style, and livability. Schedule your private tour of The Sanibel II today.

1401 Crocker Street, Sarasota

1815 S Lake Shore Drive, Sarasota
$4,100,000
5 Beds ⋅ 5 Baths ⋅ Oyster Bay Estates SubDv. ⋅ 34231 Zip Code
Experience refined modern living in this Oyster Bay Estates, stunning five-bedroom, four-and-a-half-bath residence thoughtfully designed and custom built with exceptional craftsmanship, elevated finishes, and sophisticated smart-home technology. Every detail of this home reflects a commitment to quality, comfort, and luxury. The heart of the home is an extraordinary chef's kitchen appointed with top-of-the-line Thermador appliances, custom cabinetry, an expansive island ideal for entertaining, and a striking custom hood. Elegant designer lighting and Emtek hardware compliment the home's extensive custom woodwork, including solid interior doors, crown molding, baseboards, and detailed window casings. Rich hardwood flooring flows throughout the living spaces, enhancing the home's warm yet refined aesthetic. Designed for both entertaining and everyday enjoyment, the home features a temperature-controlled 120-bottle wine cellar with WhisperKool system, a dedicated golf simulator room with Foresight simulator, and multiple thoughtfully designed living spaces. Smart-home technology is seamlessly integrated through a Wicked Smart system, controlling lighting, sound, security, shades, and WiFi, along with a Lutron automated lighting system throughout. The large and private outdoor living spaces are equally impressive, featuring a custom outdoor kitchen with integrated sound system, a resort-style pool and spa with sun shelf, and elegant travertine pool decking, creating the perfect setting for relaxing or entertaining under the Florida sun. Additional highlights include a striking custom solid oak entry door, designer-selected tile throughout, a built-in Elkay water dispenser, two laundry rooms for added convenience, landscape lighting and a spacious three-car garage. A rare opportunity to own a meticulously designed luxury residence where timeless craftsmanship, cutting-edge technology, and exceptional amenities come together in one remarkable Sarasota home.

1815 S Lake Shore Drive, Sarasota

200 Garfield Drive, Sarasota
$4,100,000
6 Beds ⋅ 8 Baths ⋅ Lido Beach SubDv. ⋅ 34236 Zip Code
An entertainment mecca on Lido Key, this extraordinary modern retreat embodies the essence of luxurious island living. Built with exceptional craftsmanship, this home stood strong and untouched through recent storms, with no structural or water damage—a true testament to its resilience and quality. Fully furnished with meticulously selected designer furniture, this home boasts luxurious features, state-of-the-art amenities, and an unbeatable location. This is the perfect sanctuary to create lasting memories with your loved ones, generate incredible rental income, or both! Upon arrival, you'll be greeted by tropical landscaping and a meticulously designed exterior. The ground floor features a spacious 2-car garage and a captivating pool area, perfect for relaxation and entertainment. The home is equipped with a commercial-grade elevator, ensuring convenience and easy access to all levels including the rooftop deck. The main living level offers a bright and airy atmosphere, adorned with an abundance of natural light that filters through the open layout. The living room exudes modern elegance, and it is perfect for entertaining or cozy movie nights. The kitchen is a culinary enthusiast's dream, equipped with custom cabinets, Dacor and Bosch appliances, and stunning quartz counters with an expansive waterfall kitchen island with dual dishwashers. The bedrooms epitomize comfort and tranquility, offering a serene retreat after a day of island exploration. Each bedroom features its own en-suite bathroom, ensuring privacy and convenience. The owners suite sits secluded on its own level with a bathroom that makes you feel as if you are in a spa-inspired haven, featuring a large vanity, dual sinks, and a glass-enclosed walk-in shower. The other 5 bedrooms are thoughtfully spread across the additional levels and include a built-in bunk room. The double rooftop on the top deck offers a spectacular setting for entertaining guests while reveling in panoramic views of all aspects of the island including the Gulf of Mexico. Numerous seating areas provide ample space to admire mesmerizing sunsets, while an additional rooftop area offers a serene lounging space. After a day at the beach, cool off and bask in the Florida sunshine by taking a refreshing dip in the resort-style heated pool complete with a water slide. The fenced-in yard, adorned with lush palm trees, ensures privacy and tranquility. You will delight in an unforgettable island experience, with a plethora of exciting activities for everyone to enjoy. Conveniently situated just a short 2-minute stroll from Lido Beach and a mere 5-minute walk to the renowned St. Armands Circle, this home offers unparalleled access to the best of the island lifestyle. Currently enrolled in a luxury vacation rental program, this property can be enjoyed privately or the new owner can continue to take advantage of tremendous rental income when not in personal use.

200 Garfield Drive, Sarasota

5078 Sandy Beach Avenue, Sarasota
$4,095,000
4 Beds ⋅ 4 Baths ⋅ Sara Sands SubDv. ⋅ 34242 Zip Code
Completed in 2024, this custom one-story canal-front residence in the sought-after Sara Sands neighborhood offers a seamless blend of modern coastal design and effortless island living. Ideally located just minutes from Siesta Key Village, you’re close to boutique shopping, top restaurants, coffee shops, popular wine bar, and lively evening entertainment—while enjoying excellent boating water with quick 10–15 minute access to the Intracoastal Waterway. The home welcomes you with striking curb appeal, featuring a wide paver driveway, lush tropical landscaping, and a covered entry leading to an impressive wood front door. Inside, the open, airy floor plan is designed to maximize indoor-outdoor living. The main living space flows beautifully into the outdoors, highlighted by a dramatic covered lanai with a rich wood-plank ceiling, recessed lighting, and modern ceiling fans—creating a resort-style atmosphere year-round. The gourmet chef’s kitchen is both functional and elegant, showcasing custom wood cabinetry, quartz countertops, premium appliances, and a dedicated beverage bar ideal for entertaining. Large sliding glass doors open fully to the expansive covered patio, creating a true extension of the living space. This thoughtfully designed home offers four bedrooms and four bathrooms, providing privacy and comfort for family and guests alike. Each space is finished with clean lines, high ceilings, and quality craftsmanship throughout. Outdoors is where this property truly shines. The large covered patio deck includes multiple seating and dining areas, a fully equipped outdoor kitchen, and overlooks a resort-style pool with sun shelf, all framed by tropical landscaping and tranquil canal views. A covered boathouse with 10,000 lb lift, charming gazebo, and fenced yard complete this exceptional waterfront setting—perfect for boating days, sunset gatherings, and relaxed island evenings. This is a rare opportunity to own a nearly new canal-front home in one of Siesta Key’s most desirable neighborhoods—offering luxury, lifestyle, and location in perfect harmony.

5078 Sandy Beach Avenue, Sarasota

1686 North Drive, Sarasota
$4,090,000
5 Beds ⋅ 7 Baths ⋅ Cherokee Park SubDv. ⋅ 34239 Zip Code
Welcome to this stunning 2021-built home in one of Sarasota's most iconic and picturesque historic neighborhoods, Cherokee Park. Offering luxurious living with thoughtful design, this spacious residence of over 6000 square feet features a desirable first-floor primary suite with a decadent bathroom with soaking tub, oversized marble shower, and access to the covered porch for your morning coffee. The gourmet kitchen is equipped with Wolf and Subzero appliances, marble countertops, a walk-in pantry, oversized island for food prep or casual dining, and sweeping views of the pool and lush backyard. A dedicated dining room provides an elegant setting for formal entertaining. The family room is centrally located for optimal entertaining and boasts a gas fireplace, marble detail, and custom built-ins. The sophisticated den offers custom cabinetry and is ideal for a home office or a sitting room. Upstairs, you'll find four additional bedrooms, each offering ample space and walk-in closet storage, complemented by three full bathrooms. There is a large exercise room / flex space on the 2nd floor which includes counter space and an undercounter refrigerator and relaxation area. The third floor includes a movie room. The first floor laundry room boasts a custom mudroom with shoe cubbies and a built-in desk, conveniently located off the four-car garage. The private guest suite includes a kitchenette, separate laundry, and elevator access, making it ideal for extended family, a live-in nanny or au pair, or visiting guests. This home features beautiful oak flooring throughout, adding warmth and elegance to every room. Impeccable attention to detail is evident in every corner and the rooms are filled with abundant natural light. Step outside to your own private resort-style retreat, complete with a fully equipped outdoor kitchen and bar area, perfect for alfresco dining and entertaining under the Florida sky. Enjoy quiet evenings on the back porch overlooking the heated pool and fenced yard with newly installed and maintenance-free turf grass. Built with steel-reinforced framing and durable Hardie board siding this home offers superior structural integrity, is built to the latest hurricane codes and is not in a flood zone. Perfect for multigenerational living or hosting guests, this home combines modern elegance with practicality. Co-listing agent is the owner.

1686 North Drive, Sarasota

878 Freeling Drive, Sarasota
$4,000,000
4 Beds ⋅ 4 Baths ⋅ Bay Island Shores SubDv. ⋅ 34242 Zip Code
Coastal Elegance on the Northern tip of Siesta Key. Discover timeless luxury in this waterfront estate nestled in the exclusive Bay Island enclave on Siesta Key's coveted North end. With panoramic views of Roberts Bay and the Intracoastal Waterway, this home captures the essence of Florida lifestyle- elegant, relaxed and designed for seamless indoor/outdoor living. Step inside to find all new engineered hardwood flooring, a gourmet kitchen with all new top of the line appliances featuring a Sub-Zero refrigerator, Bosch dishwasher, a Jenn Air Oven/Microwave combination, a 5-burner gas cooktop, a warming drawer and all new custom-made wood cabinetry. It also has a double door pantry for all your kitchen supplies and a built-in desk for all your recipes or a workstation for the family. The rear of the home has a wall of sliders across the back which gives you expansive views out to the bay. This level has 3 bedrooms and 3 baths, two of them are bedroom suites and there is a large laundry room with new washer/dryer and a wall of shelving for any storage or folding needs. The second level encompasses your main bedroom suite and two expansive screened-in porches/lanais for incredible southern and northern views. The all-new main bath has a soaking tub, a walk-in shower all new cabinetry and a walk-in closet. Stepping outside embrace the outdoors with an open-air pool, and an outdoor shower. Boating enthusiasts will appreciate the three docks, featuring a 16,000-pound boat lift, a 10,000-pound lift for an accessory boat or jet ski, and mooring for a 35-foot boat. The property offers direct sailboat access to the Gulf of Mexico, making it a boater's paradise. The property features a complete newer seawall installed in 2018 with a new wall and cap. The northern tip offers the convenient access to the gulf and easy-on/off the island for shopping, restaurants and access to downtown Sarasota. Freeling Drive is renowned for its pristine waters. From your backyard, watch dolphins play and kayakers glide by. Catch fresh stone crabs and blue crabs right off your dock. You're just minutes away from Siesta Key Beach, Shell Beach, downtown Sarasota, shopping, and the arts.

878 Freeling Drive, Sarasota

7707 Midnight Pass Road, Sarasota
$4,000,000
Oyster Cove SubDv. ⋅ 34242 Zip Code
Two-acre+/- lot on Little Sarasota Bay with exceptional privacy, views, boating access and development potential. This listing includes two contiguous buildable parcels (ID#s 0127030017 & 0127030018) which are only offered together. This unique lot with mature trees and lush landscaping includes a secluded bay offering protection of your lot and future dock from the elements as well as prying eyes. This visually stunning property has unique topography that culminates in a substantially elevated waterfront pad (be sure to watch our video). Build the mansion of your dreams with room for a pond, tennis courts, guest house(s) and caretaker’s quarters. The main residence can easily sit 500 feet from Midnight Pass Road and over 1,000 feet from the high-speed channel of Little Sarasota Bay, providing a tranquil environment to enjoy your castle. County approvals for mangrove trimming and future dock have been obtained. Include a roof-top deck to enjoy Gulf of Mexico (ocean) views and spectacular daily sunsets! Only 3 miles to world famous Siesta Key Beach with its crystal-white sands: 2 miles to Turtle Beach; and under 4 miles to the Village in North Siesta Key, all of which are accessible by the free Siesta Key Breeze Trolley which will pick you up at your driveway Sunday-Thursday 8 am to 10 pm and Friday-Saturday 8 am until midnight.

7707 Midnight Pass Road, Sarasota

1802 Field Road, Sarasota
$4,000,000
4 Beds ⋅ 5 Baths ⋅ Field Club Estates SubDv. ⋅ 34231 Zip Code
Completed and Move-In Ready. A rare opportunity to own a newly completed custom residence by Nutter Custom Construction, thoughtfully designed and set on an expansive homesite in the sought-after Field Club Estates. Spanning over 4,000 square feet, this single-story home blends refined architectural detail with a layout that offers both openness and privacy. A striking arrival is framed by mature palms and lush landscaping, complemented by a three-car side-load garage with epoxy flooring and a grand iron front door that sets the tone for the home’s elevated design. Impact-rated windows and sliding glass doors, along with solid core doors throughout, further enhance both quality and comfort. Inside, the home unfolds into a grand great room with soaring 15.5-foot ceilings, naturally aged flooring, and expansive 10-foot sliding glass doors that create a seamless connection to the outdoors. The kitchen is designed for both everyday living and entertaining, featuring an oversized island, custom wood cabinetry, luxury appliances, and a gas cooktop, along with a spacious walk-in pantry. The primary suite serves as a private retreat, thoughtfully positioned to capture serene views of the pool and tranquil pond beyond. This space features dual walk-in closets, custom cabinetry, and a spa-inspired bath complete with a soaking tub and a beautifully appointed walk-in shower. Two additional guest suites offer en-suite baths and walk-in closets, while a fourth bedroom is thoughtfully designed to function as a private casita or pool bath with dual access from both the interior and lanai. A media lounge with disappearing corner sliders enhances the home’s indoor-outdoor flow, opening to a resort-style outdoor living space. The covered lanai is designed for year-round enjoyment, highlighted by a 72” ventless gas linear fireplace, a fully equipped outdoor kitchen, and a dedicated dining area. The pool and spa are gas-heated and perfectly positioned to capture tranquil pond views, with a sun shelf and expansive deck creating a true backyard retreat—all enclosed within a clear-view screen for unobstructed views. Designed to balance luxury living with a serene natural setting, the home is equipped with gas service for the cooktop, water heater, outdoor kitchen, and pool/spa heater, offering both efficiency and elevated functionality. Ideally located, it provides convenient access to Sarasota’s renowned beaches, downtown, dining, and shopping. Please inquire for a complete list of features and specifications. Please note: Some photos have been virtually staged for illustration purposes.

1802 Field Road, Sarasota

1739 Little Pointe Circle, Sarasota
$3,950,000
4 Beds ⋅ 3 Baths ⋅ Southpointe Shores SubDv. ⋅ 34231 Zip Code
Newer waterfront construction completed in 2023, this elevated contemporary residence offers southern exposure, open design, and direct access to Sarasota Bay in the desirable Southpointe Shores community. Spanning more than 3,000 square feet of air-conditioned living space on one level, the home blends architectural impact with thoughtful functionality and seamless indoor-outdoor living. Soaring ceilings—some exceeding 14 feet—feature tray and coffered detailing accented by warm wood beams, setting the tone for the expansive great room. A striking stone-clad gas fireplace anchors the space, while walls of impact-rated pocketing sliders open fully to the covered patio and resort-style swimming pool and spa, creating an effortless transition between interior and exterior living. At the center of the home, the gourmet chef’s kitchen pairs natural wood finishes with refined stone surfaces. Highlights include a statement island with breakfast bar seating, Wolf induction cooktop with pot filler, custom cabinetry with under-cabinet lighting, floating shelves, premium appliances, and a well-appointed butler’s pantry—ideal for entertaining and daily living alike. The primary suite is privately positioned on the east side of the residence, offering walls of oversized windows and glass sliders that open to the waterfront pool deck. A private spiral staircase leads to a dedicated rooftop terrace with panoramic bay and Intracoastal water views. Inside, the suite features custom a walk-in closet and contemporary en-suite bath designed for relaxation. Two additional sun-filled guest bedrooms share a beautifully finished bathroom on the west wing, with one bedroom offering a walk-in closet and designer accent wall. A flexible bonus/media room serves as a fourth bedroom, complete with en-suite bath and walk-in closet. Additional features include wood flooring throughout, study/den, a split three-car garage, whole-house generator, tankless water heater, and propane gas service. Situated on an oversized waterfront lot with approximately 91 feet along the Intracoastal Waterway, this location enjoys cooling bay breezes, open water views, and direct boating access. Southpointe Shores is a quiet cul-de-sac community with convenient proximity to Sarasota’s most sought-after destinations. Just minutes away are Siesta Key Beach, Crescent Beach, and the Intracoastal marinas. Downtown Sarasota’s cultural offerings—including The Bay Park, Selby Gardens, Van Wezel Performing Arts Hall, galleries, dining, and shopping—are easily accessible, while nearby schools, parks, and everyday conveniences complete the lifestyle. This newly built waterfront home delivers contemporary design, privacy, and location in one exceptional Sarasota setting.

1739 Little Pointe Circle, Sarasota

1739 Cherokee Drive, Sarasota
$3,950,000
4 Beds ⋅ 5 Baths ⋅ Cherokee Park SubDv. ⋅ 34239 Zip Code
Nestled along Cherokee Drive in the prestigious Cherokee Park neighborhood, this residence enjoys a premier setting on one of Sarasota’s most sought-after streets, renowned for its graceful oak canopy and classic west-of-the-trail charm. This residence embodies the perfect balance of modern architecture, natural materials, and tranquil privacy. Designed by award-winning architect Guy Peterson and constructed by master builder Pat Ball, the home delivers a rare combination of architectural pedigree and enduring craftsmanship. Positioned on a gracious, estate-sized parcel surrounded by lush greenery, the home’s U-shaped floor plan wraps around its showpiece, a 45-foot crystal-clear pool with integrated spa, creating a seamless indoor–outdoor living experience that defines the Sarasota lifestyle. Outside, the stone pathway leading to the custom mahogany front door sets a striking geometric tone. Inside, board-on-board architectural molded concrete accent walls, Santos Mahogany wood floors, and cypress-accent ceilings strike a natural harmony with the home’s sleek, modern lines. Floor-to-ceiling impact-rated Marvin windows flood the interior with light, framing tranquil views of the pool and landscape from nearly every room. The wide-open living and dining area, anchored by a wood-burning fireplace, sets the tone for elegant yet effortless entertaining. The chef’s kitchen features Wolf and Sub-Zero appliances, extensive custom maple cabinetry, and a seamless connection to both indoor and outdoor dining spaces. In the west wing, the expansive primary suite serves as a private retreat with walls of glass overlooking the grounds, complemented by an adjacent executive office for work-from-home convenience. The east wing hosts two en-suite guest bedrooms, each with sliding glass doors opening directly to the pool. A detached guest cabana offers a complete living area, kitchenette, and en-suite bedroom that is ideal for visitors, extended stays, or use as a private art studio or executive home office. Located within Cherokee Park, one of Sarasota’s most established and beloved neighborhoods, this home offers walking distance to Southside Elementary, minutes to Southside Village and downtown Sarasota, and easy access to Siesta Key Beach, just five streets away. The community is known for its family-friendly gatherings, tree-lined streets, and timeless Sarasota character.

1739 Cherokee Drive, Sarasota

1705 Wisconsin Lane, Sarasota
$3,900,000
5 Beds ⋅ 7 Baths ⋅ Acreage & Unrec SubDv. ⋅ 34239 Zip Code
Tucked behind a gate on a quiet, private road in one of Sarasota’s most sought-after neighborhoods, this is the kind of property families wait years for—where space, privacy, and lifestyle all come together just minutes from everything. Located West of Trail, just blocks from Southside Elementary and Southside Village, and a short drive to downtown Sarasota and Siesta Key Beach, this estate offers a rare balance: a secure, expansive family compound in the heart of it all. Set on over half an acre and fully gated, fenced, and lushly landscaped, the property is designed for those who want room to live, grow, and entertain privately—without sacrificing convenience. The main residence spans nearly 4,000 square feet with 5 bedrooms, 4 full bathrooms, 2 half baths, a private office, and a large game room or playroom with its own wet bar—perfect for families who need flexibility in how they live day-to-day. Whether it’s a dedicated workspace, kids’ zone, or media room, the layout adapts to your lifestyle. The kitchen is built for real life and entertaining alike, featuring Viking appliances, generous storage, and an open flow into the main living areas and outdoor spaces. Every bedroom includes an ensuite bath, offering comfort and privacy for family and guests. Step outside and the home truly opens up. A large covered lanai with outdoor kitchen overlooks the heated, self-sanitizing saltwater pool and spa, with a sunken firepit seating area creating a natural gathering space for evenings with friends or family. A dedicated pool bath adds convenience, while the entire outdoor experience is designed for year-round Florida living. For those who need more than just bedrooms, the detached guest apartment above the garage provides over 700 square feet of private living space—ideal for multi-generational living, a nanny suite, long-term guests, a studio, or a secluded home office. And for the car enthusiast or collector, this property stands apart. With 5+ climate-controlled garage spaces—including room for lifts—plus a large all-season carport with motorized louvers, you have the flexibility to showcase, protect, and enjoy your collection. The garages are outfitted with SwissTrax flooring, vacuum systems, and Mitsubishi in-wall AC units—built with intention, not as an afterthought. Beyond comfort and design, the home is equipped for peace of mind. Impact windows and doors, a full CCTV security system, smart home integration, and a Generac generator ensure both safety and ease of living. This is a home for a family who wants it all—space to spread out, privacy to feel secure, proximity to top schools and amenities, and the ability to live an active Sarasota lifestyle, whether that’s golf cart rides to dinner, beach days on Siesta Key, or quiet evenings at home. Because homes that check every box like this—location, land, layout, and lifestyle—are rare. And when they come up, they don’t last.

1705 Wisconsin Lane, Sarasota

5326 Siesta Cove Drive, Sarasota
$3,900,000
5 Beds ⋅ 6 Baths ⋅ Siesta Cove Sub SubDv. ⋅ 34242 Zip Code
An extraordinary statement of modern coastal elegance, this custom waterfront residence built in 2018 is a masterclass in refined living, where architectural detail, craftsmanship, and setting converge in the coveted enclave of Siesta Cove. Framed by sweeping water views and constructed with hurricane-rated windows and doors, the residence offers both elevated design and enduring peace of mind. Spanning five bedrooms and six full bathrooms, the home is thoughtfully curated for effortless luxury. The primary en-suite retreat on the main level provides a private sanctuary, while light-filled interiors and tranquil water vistas create a seamless connection to the outdoors from nearly every room. The great room commands attention with intricate ceiling artistry, custom built-in shelving, and a sleek electric fireplace—an inviting yet dramatic centerpiece for both intimate evenings and grand entertaining. A temperature-controlled walk-in wine cellar and elegant wet bar elevate the experience further. At the heart of the home, the kitchen is a vision of light and sophistication, featuring new designer Cambria countertops (Wolf & Subzero appliances) including double ovens, built-in refrigerated drawer and a built-in freezer drawer, a generous walk-in pantry, and a welcoming eat-in layout complemented by an adjacent breakfast bar. Plantation shutters and discreet electric blinds throughout the home enhance the ambiance with effortless control of light and privacy. A richly appointed den or office behind French doors offers quiet refinement, while a sweeping staircase ascends to an upper level designed for both comfort and indulgence. Here, a spacious bonus room opens to a private screened balcony, ideal for sunrise reflections or sunset cocktails. Four additional bedrooms include three luxurious en-suite accommodations and a fourth with a dedicated full bath just beyond. One suite is distinguished by its own wet bar with refrigeration for morning coffee or evening refreshment, along with custom built-in closet drawers—an unexpected touch of indulgence. The outdoor living experience is nothing short of resort-caliber. A sparkling pool and spa, enhanced by a new electric pool heater, are complemented by an outdoor shower, built-in grill, and beverage cooler—creating a private oasis for entertaining under the stars. Boaters will appreciate the 39-foot private dock with water, electric, and lift, just moments (only 3 properties away) from the Intracoastal Waterway. Additional features include an elevator servicing all levels from the oversized three-car garage, abundant storage, a fully fenced yard, and lush, mature landscaping that envelops the property in privacy and beauty. Perfectly positioned near world-class beaches, upscale shopping, and fine dining, this exceptional Siesta Cove residence is more than a home—it is a lifestyle defined by grace, comfort, and uncompromising waterfront luxury.

5326 Siesta Cove Drive, Sarasota

4050 Camino Real, Sarasota
$3,888,888
4 Beds ⋅ 5 Baths ⋅ Westbrook SubDv. ⋅ 34231 Zip Code
A private, resort-caliber residence where exceptional architectural execution, bespoke finishes, and seamless indoor-outdoor living define the experience. Located in Sarasota’s coveted Oyster Bay enclave, this custom-built home features a private gated entry and is surrounded by extensively upgraded, professionally curated tropical landscaping that creates a strong sense of arrival and privacy. Inside, soaring 16-foot ceilings, clerestory windows, and expansive walls of glass flood the home with natural light while highlighting clean architectural lines and premium finishes throughout. Pocketing sliders open effortlessly to outdoor living spaces, creating true indoor-outdoor integration. Wide-plank Duchateau French Oak flooring provides warmth and timeless sophistication across the residence. The open-concept great room is designed for both large-scale entertaining and refined everyday living. The chef’s kitchen rivals those found in luxury hospitality settings, featuring custom shaker cabinetry, honed quartz and quartzite surfaces, an oversized statement island, premium Monogram appliances, and a walk-in pantry designed for both functionality and elegant storage. A Culligan whole-house water filtration system with reverse osmosis serves the kitchen and supports a wellness-focused lifestyle. The primary suite serves as a private retreat, highlighted by custom millwork, designer lighting, a spa-inspired bath with freestanding soaking tub, expansive glass-enclosed shower, bespoke closet build-outs, and a private enclosed outdoor shower with open sky and tropical views. Each additional bedroom includes a private en-suite bath, providing exceptional comfort and privacy for family and guests. Outdoor living is elevated by an expansive covered lanai centered around a heated saltwater pool and spa, outdoor kitchen, and multiple lounge areas surrounded by lush, mature landscaping. Raised irrigated garden beds provide space for herbs and seasonal produce, while established banana trees and maturing mango and guava trees enhance the property’s tropical estate feel. A generous, gated front yard offers an additional secure and private outdoor living area. Additional features include advanced Lutron smart-home automation, integrated audio, lighting, and security systems, impact-rated windows and doors, whole-house generator, gas-heated pool and spa, gas firepit, Icynene spray foam insulation, irrigation well, EV charging capability, and a spacious three-car garage with high ceilings, epoxy flooring, and abundant storage. Ideally located just blocks from Siesta Key’s north bridge, Publix, Trader Joe’s, CVS, and Walgreens, with walking access to family friendly Red Rock Park in this quiet neighborhood with no major through streets. 4050 Camino Real represents a rare offering that combines superior construction quality, elevated design, and an exceptional Sarasota location.

4050 Camino Real, Sarasota

1729 Cherokee Drive, Sarasota
$3,881,000
4 Beds ⋅ 5 Baths ⋅ Cherokee Park SubDv. ⋅ 34239 Zip Code
Priced to sell. Recipient of eleven awards, including Residential Design and Build Design Excellence and Home of the Year by SRQ Magazine, this exceptional residence is the result of a thoughtful collaboration between Jonathan Parks Architect and Michael A. Gilkey Inc landscape designer. Located in one of Sarasota’s oldest and most established neighborhoods, the home seamlessly blends a traditional 1920s architectural vocabulary with a modern appreciation for simplicity and precision. The result is a sophisticated four-bedroom residence with a British Colonial sensibility—elegant, timeless, and thoughtfully designed for today’s lifestyle. Set on an unusually large 20,000-square-foot lot and located outside of any flood zone, the property offers a rare sense of space and privacy. An artistic pool and a series of designated outdoor living areas, framed by curated garden vignettes, complete this tranquil retreat. The striking foyer welcomes you with understated elegance, gleaming wood floors, and an immediate sense of refinement. Walls of glass define the main living spaces, filling the interior with natural light and highlighting the fireplace as a focal point. While the classic elements of a traditional home remain—stucco exterior, white roof, and ironwork details—the overall aesthetic is contemporary and quietly confident. Large windows and an open floor plan are designed to maximize light and create a seamless connection to the outdoors. A spacious screened patio offers an inviting setting for both relaxation and al fresco dining. Mature Mahoe trees, native to South Africa, line the exterior and rise gracefully to the level of the home’s high windows, enhancing privacy and serenity. The primary suite occupies its own private wing on the first floor, complete with a secluded courtyard, while an ensuite guest bedroom and office balance the opposite wing. Upstairs, two additional ensuite bedrooms each enjoy private balconies overlooking the lush grounds. Throughout the home, a Zen-like sense of peace and tranquility prevails—a true sanctuary of thoughtful design and quiet luxury.

1729 Cherokee Drive, Sarasota

1670 Ranch Club Boulevard, Sarasota
$3,875,000
3 Beds ⋅ 3 Baths ⋅ Sarasota Ranch Club SubDv. ⋅ 34240 Zip Code
Virtually Staged. Welcome to an extraordinary Tuscan-inspired equestrian estate, gallantly positioned on 10.3 acres within the gated section of Sarasota Ranch Club. Meticulously designed and renovated to balance the artistic beauty of Italian architecture with sophisticated equestrian functionality, this remarkable property offers privacy, refinement and an exceptional connection to the surrounding landscape. A long, oak-lined private drive winds through majestic old-Florida trees, natural wildlife and a picturesque pond before arriving at the grand porte-cochère. Brick pavers, stone detailing, barrel-tile roofing, Italian countryside-inspired landscaping and an arched wood entry establish an unforgettable sense of arrival. The 4,158-square-foot residence features exposed wood beams, graceful arched openings, Spanish-style flooring, custom built-ins and expansive indoor-outdoor living spaces. The recently refreshed chef’s kitchen offers custom cabinetry, stone countertops, a substantial center island, high-end appliances, Thermador refrigeration and distinctive copper and Waterstone accents. The upper level is devoted to the private primary retreat, with pasture views, a sprawling outdoor terrace, fireplace, renovated bath, custom closet and second laundry area. Two additional bedrooms, a Jack-and-Jill bath, office or bonus room, powder room and main laundry complete the interior. The attached concrete equestrian center reflects the same uncompromising attention to design. Two oversized English London stalls, custom crafted in Wellington, feature hot and cold water, automatic water fills and direct access to private runs with engineered drainage and rubber matting. The barn is further enhanced by rubber-paved flooring, motorized MagnaTrack hurricane screens, an oversized premium fan and a conveniently located wash rack. An attached a 450sqft 1 bedroom in-law suite that will suite everyone's taste and standards. Two expansive pastures lead to a standard-size dressage arena constructed with specialized GGT footing, an Equitan base and professionally engineered drainage for year-round use. Additional estate improvements include a 2024 tile roof, 2024 hurricane-impact windows, whole-house generator, extensive Lutron home automation, perimeter white panel fencing, irrigation, landscape lighting and mosquito misting surrounds every structure. Secluded yet conveniently located near Lakewood Ranch, Downtown Sarasota, SRQ International Airport, UTC, St. Armands Circle, Soleta Golf Club and Gulf Coast beaches and lets not forget TerraNova Equestrian Center. This distinguished estate presents a rare opportunity to experience luxury ranch living at its finest. Don't forget to click on the provided video links to capture the full feel of the property.

1670 Ranch Club Boulevard, Sarasota

1718 Bay Street, Sarasota
$3,875,000
5 Beds ⋅ 4 Baths ⋅ Hudson Bayou SubDv. ⋅ 34236 Zip Code
Welcome to an exceptional waterfront sanctuary on Hudson Bayou, this home is situated securely above the base flood elevation and experienced no flooding from the storms. With easy boating access to Sarasota Bay and breathtaking sunsets, you are also just a short stroll from downtown Sarasota’s vibrant cultural, culinary, and artistic scene. Situated on an oversized lot with lush, mature landscaping, this home is a serene, private retreat surrounded by nature’s beauty also safe and secure above the current flood zone. Upon entering through grand double doors, you are greeted by an open floor plan that exudes grace and style. Soaring ceilings, crown molding, and exquisite French oak plank floors create an ambiance of understated luxury, while serene water views provide a picturesque backdrop. The spacious great room features a gas fireplace and impact sliders that open onto an expansive deck with travertine marble flooring. Designed for alfresco living, this outdoor haven offers elegant dining and lounging areas framed by tranquil bayou vistas. The gourmet kitchen is a chef’s dream, complete with a Viking stainless steel appliance package, gas cooktop, quartz countertops, and an island breakfast bar that seats four. A large picture window above the sink brings the outdoors in, while the adjacent dining area, surrounded by glass windows, offers direct access to the deck and uninterrupted water views. Retreat to the tranquil primary suite on the second floor, where oversized windows and sliders open onto a private balcony, perfect for savoring quiet moments and taking in serene bayou views. This suite also includes a dedicated office with custom built-ins and a spa-inspired bath featuring an oval soaking tub, glass-enclosed shower, and porcelain tile. Three en-suite guest bedrooms on the main level provide comfortable accommodations, while an additional en-suite bedroom at the rear of the home ensures privacy for visitors. A versatile office/media room, complete with dual pocket doors and a bay window seating area, offers endless possibilities. Outside, a large pool surrounded by travertine decking and framed by lush greenery creates an oasis of relaxation. A private boat dock with Trex decking and two boat lifts invites you to embark on water adventures. Additional highlights of the home include a temperature-controlled wine room, PGT impact-resistant windows and doors, metal roof, whole-house vacuum system, gated entrance and a three-car garage. This exceptional property also boasts a charming treehouse with water views, adding a touch of whimsy to the grounds. Located steps away from Marie Selby Gardens, the bay front marina, and downtown Sarasota, and a short drive to area beaches, this home offers the perfect blend of tranquility and comfort. This property is currently in an Opportunity Zone through 2025. "Opportunity Zone" qualifications to be verified by buyers and buyer’s representatives. Substantial renovation completed in 2023, every aspect of the home has been upgraded, the effective year built is 2017.

1718 Bay Street, Sarasota

810 Siesta Drive, Sarasota
$3,845,000
3 Beds ⋅ 4 Baths ⋅ Bay Island SubDv. ⋅ 34242 Zip Code
Look no further. Welcome home to your coastal Siesta Key waterfront retreat, a boater’s dream come true. On the desired north end of Siesta Key, this four-bedroom, four-bath residence spans 4,622 square feet of meticulously designed living space. Elevated above flood plain, the residence blends architectural craftsmanship with a premier waterfront lifestyle. Directly on the Intracoastal Waterway with no fixed bridges, the property offers swift access to Big Pass and open Gulf waters. The dock presents panoramic bay views and a new 95-foot seawall with a 40-foot slip equipped with power, water and solar lit pilings, ideal for boating or serene sunrise and sunset viewing. The outdoor experience is elevated by a heated saltwater pool and spa, complete with smart controls, waterfall features and porcelain shellstone decking. Inside, a gourmet kitchen centers the home, featuring a Sub-Zero refrigerator, six-burner Dacor gas range with stainless vent hood, Advantium microwave-convection oven, wine refrigerator, wet bar, soft-close cabinetry with glass uppers, decorator granite surfaces, expansive island and illuminated custom cabinetry. The open-concept family room showcases a cathedral ceiling with sweeping bay vistas, creating a striking indoor-outdoor connection. The expansive primary suite features a private waterfront balcony, new carpet, custom walk-in closet and a spa-style en-suite with a deep soaking tub, frameless rain shower, and dual vanities. Two guest bedrooms are on the first floor, including a rear en-suite with a private entrance that also serves as a dedicated pool bath. A bonus room used as a game and fitness space offers flexible potential and can easily be converted into a fourth bedroom. This residence is within the city limits, allowing for potential short-term rental income, making it an attractive opportunity for personal enjoyment and investment. Additional highlights include hurricane-impact windows and doors, Hunter Douglas custom treatments, crown molding, Brazilian cherry wood flooring and refined interior finishes throughout. Professionally landscaped grounds with new sod, an irrigation system and hardscape pathways complete the setting. Minutes from Siesta Key Beach and Village and a short drive to Southside Village and downtown Sarasota, this residence merges waterfront access with design, privacy and location, offering a rare opportunity to own a premier property on Florida’s Gulf Coast. Click on the fly-through video and Matterport walk-through for more images. Live where every day feels like a resort vacation, make it come true!

810 Siesta Drive, Sarasota

656 Tropical Circle, Sarasota
$3,825,000
4 Beds ⋅ 6 Baths ⋅ Siesta Beach SubDv. ⋅ 34242 Zip Code
Completed in 2025, this exceptional residence offers a rare opportunity to step into a brand-new partially furnished home without the wait. As opportunities to purchase newly built homes on Siesta Key become increasingly limited, this home delivers the quality, craftsmanship, and peace of mind of new construction in one of the island's most desirable neighborhoods, just moments from Siesta Beach. Spanning more than 5,200 sq ft, the home has been thoughtfully designed with a floor plan that feels as good as it looks. Natural light fills the interiors through expansive PGT impact-rated windows and sliding glass doors, while soaring cathedral and coffered ceilings, wide-plank wood flooring, and clean architectural detailing create a timeless backdrop throughout. The spaces flow naturally from one to the next, striking the right balance between openness and definition. At the center of the home, the kitchen anchors the main living spaces. An oversized quartz island, custom cabinetry, Sub-Zero refrigeration, a Wolf gas range, and generous prep space combine beauty with everyday practicality. Overlooking the great room and dining area, it's where family naturally comes together, while a beautifully appointed wet bar adds another gathering place when entertaining friends. Like any great Florida home, the living spaces don't stop at the back door. Walls of sliding glass open to a covered lanai with a wood-paneled ceiling, leading to a heated pool and spa surrounded by lush tropical landscaping. An outdoor kitchen, pool bath, and outdoor shower complete a backyard designed to be enjoyed year-round, whether hosting family and friends or simply enjoying the privacy of your own home. The thoughtful layout continues with a privately positioned primary suite on the first floor, offering cathedral ceilings, dual walk-in closets, and a beautifully finished bath with a freestanding soaking tub, oversized walk-in shower, and dual vanities. A dedicated office, mudroom, and laundry room complete the main level. Upstairs, three additional en-suite bedrooms, each with walk-in closets and private baths, are joined by a den overlooking the pool, a spacious bonus room with its own Romeo and Juliet balcony, and a second laundry room, providing flexibility as your needs evolve. Built with concrete block construction, a standing seam metal roof, and impact-rated windows and doors throughout, the home reflects the lasting quality buyers expect from a newly completed residence. A split three-car garage and generous paver driveway reinforce the home's thoughtful design and everyday functionality. The location is every bit as compelling as the home itself. Just moments from Siesta Key Beach, you'll have one of the country's most celebrated stretches of coastline practically at your doorstep, while Siesta Village's restaurants, boutiques, and cafés are just minutes away. Downtown Sarasota is an easy drive across the bridge, offering exceptional dining, waterfront parks, galleries, marinas, and the performing arts. It's a location that strikes a rare balance between the relaxed pace of island living and the conveniences of the city. For buyers considering building on Siesta Key, this presents an increasingly rare opportunity. Instead of spending years acquiring land, designing, permitting, and building, you can enjoy a brand-new home from day one, with the home being offered furnished. Beautifully executed and ready now, this is a home built for the next chapter.

656 Tropical Circle, Sarasota

226 Garden Lane, Sarasota
$3,825,000
5 Beds ⋅ 6 Baths ⋅ Siesta Rev SubDv. ⋅ 34242 Zip Code
Introducing a stunning, move-in ready 2025 waterfront masterpiece tucked along a tranquil canal on a quiet street in the heart of Siesta Key - just minutes from the lively Village and the world-famous white-sand beaches that are consistently ranked among the very best.Designed for the ultimate coastal lifestyle, this elevated luxury residence blends modern craftsmanship with timeless elegance, offering both a serene retreat and an entertainer’s dream, all while providing unparalleled privacy and direct waterfront access. Spanning 4,009 square feet of impeccably designed air-conditioned living space, plus more than 2,000 additional square feet of versatile non-conforming area, this home is perfectly suited for every chapter of your life. With five spacious bedrooms, four full baths, two half baths, and a flexible bonus room, there is room for extended family, guests, or a home office. The rare six-car garage ensures plenty of storage for vehicles, golf carts, or recreational gear, while the additional non-conforming space can easily transform into a golf simulator lounge, private gym, wine cellar, or a state-of-the-art home theater - your imagination is the only limit. Outside, the property feels like your own private resort. Step into lushly landscaped surroundings designed for beauty and privacy, where the sound of palms swaying and water gently lapping the canal creates a calming backdrop. The resort-style pool invites endless afternoons of relaxation, while the outdoor kitchen makes al fresco dining and entertaining effortless. Multiple covered balconies provide shaded retreats for morning coffee or evening cocktails, and the expansive rooftop patio becomes your sanctuary for breathtaking panoramic views—watch the sun rise over the bay, then return for unforgettable Gulf sunsets that melt into the horizon. With a brand-new dock just steps away, boating enthusiasts will relish the quick access to Sarasota Bay and the Gulf of Mexico for fishing, cruising, or island hopping. Inside, every detail is elevated to luxury standards. The gourmet kitchen is a chef’s dream, featuring custom white cabinetry, gleaming quartz countertops, a six-burner professional range with dual ovens, and top-tier stainless appliances. Wide-plank hardwood flooring flows throughout the home, creating warmth and sophistication, while hurricane-rated impact windows and doors provide peace of mind during storm season. The master retreat is nothing short of indulgent, with dual walk-in closets, private balcony access, and a spa-inspired bath showcasing a freestanding soaking tub, a massive walk-in shower, and finishes that rival five-star resorts. Beyond the stunning features, what truly sets this property apart is the lifestyle it offers. Imagine walking to the prestigious Out-of-Door Academy or biking to Siesta Key Village for a lively evening of dining and music. Spend mornings strolling along the powdery sands of Siesta Beach, afternoons boating with friends, and evenings entertaining under the stars on your rooftop terrace. Whether you seek the perfect primary residence, a luxurious vacation retreat, or an investment in one of Sarasota’s most coveted waterfront locations, this home captures the essence of island living at its finest. Elevated design, hurricane-rated construction, world-class finishes, and an unbeatable location come together here to create the ultimate expression of the Siesta Key lifestyle.

226 Garden Lane, Sarasota

5322 Calle De La Siesta, Sarasota
$3,800,000
9 Beds ⋅ 11 Baths ⋅ Siesta Sunset SubDv. ⋅ 34242 Zip Code
5.9% Seller Financing and Nightly rentals, a unicorn. This 7-unit investment property is unique in that it operates more similar to hotel than a single family vacation rental. It has years of returning guests and it's one of very few elevated properties allowing the former mentioned, nightly rentals. 2-studios, 2-1 bedrooms, 2-2 bedrooms, and a penthouse suite with wrap around balcony. Your guests will enjoy a great pool area, sizable covered space with a grill, on site laundry, and a roof top deck. It's 1 block to both the Village and beach, guests walk everywhere. Park your car in one of the 7 newly pavered spaces and don't start it again until the vacation is over. Now for you the owner, a private office/guest check in, 2 storage areas for linens housewares etc, and a commercial laundry for turnovers. These types never trade, don't let another 20 years pass before this sells again. Cap rate and NOI is proforma

5322 Calle De La Siesta, Sarasota

544 Canal Road, Sarasota
$3,800,000
8 Beds ⋅ 8 Baths ⋅ Sarasota Beach SubDv. ⋅ 34242 Zip Code
SIESTA KEY INVESTMENT PROPERTY. Great location! Welcome to the Wildflower. Just steps from the #1 Beach in USA. Nestled within a tropical oasis, this charming 8 plex 4 ground level units and 4 second level units, with 8 parking spaces offers a unique blend of comfort and natural beauty. Surrounded by vibrant tropical flora, enter the common area courtyard centered around a sparkling heated pool, perfect for relaxing after a day at the beach. The courtyard backdrop includes a standing waterfall that offers the tranquil sounds of nature. A very unique detail to any outdoor living space. Adjacent from the pool are two screened communal areas. A game room, with tv, ping pong table, pool table, arcade & washer/dryers and restroom with shower. The second lanai has a sectional sitting area with tv, fire pit and sauna. Plenty of beach and pool accessories, noodles, rafts, beach chairs, carts, etc,. for guests to enjoy. There is also a dock, across the street that is included with the sale of the property. Ideal for kayak launching or fishing. The canal leads to the Siesta Key Grand Canal. The interiors are adorned with NEW modern finishes, appliances, and furnishings. Interior spaces can be combined by interior door. Each room has been eloquently decorated with a coastal theme. Guests can take leisurely strolls to Siesta Key Village shops, restaurants and entertainment. The free trolley stop is also around the corner. This turnkey property is in like NEW CONDITION and is the perfect investment opportunity. Schedule your showing to see this amazing slice of paradise.

544 Canal Road, Sarasota

4009 Red Rock Lane, Sarasota
$3,795,000
4 Beds ⋅ 5 Baths ⋅ Johnson Estates SubDv. ⋅ 34231 Zip Code
Exquisite home by Heritage Builder, situated on almost half an acre, in the most desirable area, West of the Trail, on a quiet canopy street. Lovely styling inspired by homes in the West Indies with the finest of interior finishes and memorable architectural details. A breathtaking view of a tropical paradise is seen from the Great Room and Kitchen, with sparkling pool and expansive area for entertaining including a beatiful covered area and outdoor kitchen. The owners suite features a formal entry vestibule, vaulted ceiling, his and her walk in closets, and a spacious bathroom with dual vanities. The open design kitchen has Chef's grade stainless steel appliances, full height backsplash and walk in pantry. Hurricane, impact rated, insulated, low E windows with vinyl frames, spray foam insulation and 8' solid core doors. This remarkable residence is more like a tropical resort on a "one of a kind" property. Located 10 minutes from downtown and the beaches.

4009 Red Rock Lane, Sarasota

1555 Eastbrook Drive, Sarasota
$3,795,000
5 Beds ⋅ 6 Baths ⋅ Kentwood Estates SubDv. ⋅ 34231 Zip Code
One or more photo(s) has been virtually staged. Back on Market with Upgrades! – A One-of-a-Kind Modern Estate – Introducing 1555 Eastbrook Dr, an architectural triumph where modern elegance, high-performance design, and luxurious livability converge. This custom-built, single-story residence is a bold statement in style, showcasing a flat roofline, expansive open floor plan, and soaring ceilings that amplify light, volume, and contemporary sophistication. This smart home is wired for seamless living—equipped with an integrated automation system, in-ceiling speakers in every room, surveillance cameras, and a dedicated wall-mounted iPad for effortless control of audio and security. At the heart of the home, a stunning chef’s kitchen features sleek, flat-panel custom cabinetry and a massive center island—designed to blend beauty and function. The kitchen flows into an impressive great room with sky-high ceilings and expansive glass sliders, perfect for entertaining or unwinding in style. The primary suite is a private retreat, complete with a spa-inspired bath, oversized shower, and dual custom walk-in closets—his and hers—designed for both elegance and organization. Each guest suite offers its own en-suite bath and designer finishes, providing the ultimate in privacy and comfort. Car collectors will appreciate the four-car garage with soaring ceilings, offering ample space for lift systems to accommodate up to four more vehicles or extra storage. Step outside to experience your own private resort: a massive covered lanai fully enclosed with frameless panoramic screen walls for uninterrupted views and cross-breeze airflow. A luxury outdoor kitchen and wet bar make this space ideal for grand-scale gatherings. The oversized pool and elevated spa complete this showstopping outdoor sanctuary. Perfectly positioned near Sarasota’s world-class beaches, fine dining, shopping, and cultural attractions, 1555 Eastbrook Dr is not just a home—it’s a lifestyle statement. Now back on the market with fresh upgrades, this is your chance to own one of Sarasota’s most distinctive modern residences.

1555 Eastbrook Drive, Sarasota

367 W Royal Flamingo Drive, Sarasota
$3,795,000
4 Beds ⋅ 4 Baths ⋅ Bird Key Sub SubDv. ⋅ 34236 Zip Code
LOWEST PRICE PER SQ FT FOR WATERFRONT PROPERTY ON BIRD KEY! A magnificent sanctuary, perfectly positioned on the coveted West end of Dolphin Waterway, this home provides unmatched privacy and serenity, framed by 100 feet of SAILBOAT WATER FRONTAGE on Bird Key's DEEPEST AND WIDEST CANAL. BRAND NEW FLAT TILE ROOF was completed August 2025. Home was completely unscathed during the storms. Newly renovated 5,257 square feet of luxury, this architectural marvel features four bedrooms with two primary suites, one on the main and one on the second level, a yoga/media room, and four full baths. Upon entering, you'll be welcomed by an atmosphere of modern elegance with soaring ceilings and stunning 2' x 4' porcelain tile flooring. As you climb the luxurious custom modern floating metal staircase, uncover an awe-inspiring second primary suite and enter an expansive 33' x 23' retreat. This versatile space includes a full bath; two walk-in closets; sitting area, and access to a private balcony overlooking the sun-drenched pool area, Dolphin Waterway, palm trees, and occasional pelican sighting perched on one of your TWO NEW DOCKS, one with a 20,000lb lift and one personal watercraft 4500lb lift with space for two jet skis or kayaks. The grand entrance effortlessly flows into the open dining and living rooms. An expansive redesigned contemporary kitchen is at the heart of the home, a chef's dream outfitted with stainless steel Wolf Pro Series appliances, including a dual-fed six-burner natural gas stove with an electric oven, vent, and a sleek drawer microwave. A Sub-Zero Designer Series refrigerator/freezer, Sub Zero dual-controlled refrigerators, and a Cove dishwasher famous for its whisper-quiet operation enhance your culinary experience. The soapstone waterfall island with seating for eight is highlighted by a luxurious Brazilian Marble backsplash, and solid wood Campbell cabinetry adds a touch of timeless elegance. A custom-designed kitchen pantry room and storage or prep area perfect for private parties provide all the extra space needed to keep your kitchen organized, efficient, and clutter-free. The open kitchen and family rooms make this the perfect space for entertaining guests and watching your favorite movie or sporting event. Highlighted by a warm tile accent wall and crown molding, you can enjoy the sweeping waterfront views and stunning skies from this inviting space. Retreat to the private main floor suite through double doors into a water-view sanctuary with a primary bath featuring beautiful porcelain wood texture tile, contemporary lighting, soapstone counters, dual sinks, and a spacious glass-enclosed shower. A custom-built walk-in closet further enhances this suite. Two additional bedrooms and two resort-style baths are situated on the opposite side of this split plan. An additional flex space on the second level is perfect for a theater room, yoga room, or office. Situated on a secluded cul-de-sac with two side-load garages and space for four cars. This exquisite, gated residence offers immediate access to the pristine waters of Sarasota Bay and the Gulf. Perfectly situated near St. Armands Circle, Bird Key Yacht Club, and vibrant downtown Sarasota, you will enjoy coastal living and the Bird Key lifestyle all year round. Paradise is found in this exceptional Sarasota sanctuary. Make this coastal haven your new home!

367 W Royal Flamingo Drive, Sarasota

1873 Rose Street, Sarasota
$3,775,000
5 Beds ⋅ 5 Baths ⋅ Poinsettia Park SubDv. ⋅ 34239 Zip Code
Introducing a rare opportunity in Poinsettia Park II, one of the most desirable enclaves within Sarasota’s coveted West of Trail community. Built in 2023 by Voigt Brothers, this single-level custom residence offers 4,550 square feet of elevated living on an oversized .38-acre lot, where timeless design meets modern innovation. From the moment you enter, soaring ceilings and a flawless Stage 5 drywall finish set the tone for elevated craftsmanship and intentional design. At the heart of the home, a bright and expansive open-concept living area is anchored by a chef’s kitchen featuring Bosch refrigerator and freezer towers, a gas range with pot filler, electronic upper cabinetry, and a striking leather-finished quartzite island. The primary suite offers a private retreat with two spacious walk-in closets, an oversized soaking tub, custom indoor shower, outdoor shower, and a tranquil courtyard. Four additional bedrooms—including a distinctive guest wing with wet bar, wine cooler, and lounge area—provide both flexibility and privacy for residents and guests alike. Luxury finishes continue throughout, including 8-ft solid core doors, custom closet systems, and an electric fireplace in both the living room and primary suite. Smart home technology integrates seamlessly with electronic window treatments, audio and lighting controls, and a whole-home security system. Designed for indoor-outdoor living, the great room opens to a resort-style backyard featuring a covered entertaining area, Blaze outdoor kitchen with gas grill, saltwater heated pool, and two outdoor showers—all wrapped in privacy fencing and enhanced by architectural hardscaping and a full irrigation system. Ideally located near top-rated Southside Elementary, Sarasota Memorial Hospital, and the boutique shopping and dining of Southside Village and downtown Sarasota, with world-renowned Siesta Key, Lido Key, and St. Armands Circle just minutes away. This is more than a residence—it's a Sarasota lifestyle statement.

1873 Rose Street, Sarasota