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5231 Siesta Cove Drive, Sarasota
$1,600,000
3 Beds ⋅ 3 Baths ⋅ Siesta Cove Sub SubDv. ⋅ 34242 Zip Code
Tucked inside the private enclave of Siesta Cove, this beautifully updated island home offers that rare blend of privacy, space, and an easy walk to world-famous Siesta Key Beach. Set on an oversized 0.35-acre lot, the property features 3 bedrooms, 2.5 baths, and more than 2,500 square feet of bright, open living space designed for both everyday comfort and effortless entertaining. Vaulted ceilings with exposed beam detail anchor the main living area, where expansive sliders open to a screened lanai and private saltwater pool framed by mature tropical landscaping. Porcelain tile runs throughout, creating a clean, cohesive feel that fits perfectly with relaxed island living. The kitchen is thoughtfully designed with stone countertops, stainless steel appliances, generous prep space, and a built-in wine refrigerator, flowing naturally into multiple living and dining areas. Whether you’re hosting friends after a beach day or enjoying a quiet evening at home, the layout simply works. The primary suite feels tucked away and private, complete with an updated bath featuring a rain shower and elevated finishes. Two additional bedrooms offer flexibility for guests, family, or a dedicated office space. Impact windows and doors provide added peace of mind, and the home did not experience water intrusion during recent hurricanes. Additional features include a fireplace for cooler winter nights, an interior laundry room, circular driveway, and attached two-car garage. Siesta Cove is ideally positioned between Midnight Pass Road and the Intracoastal Waterway, just a short stroll to the powder-soft quartz sands of Siesta Key Beach. Here, mornings start with beach walks, afternoons are spent boating or biking the island, and evenings wind down with sunset skies and dinner in the Village. This is not just a home — it’s the kind of island living people move here for.

5231 Siesta Cove Drive, Sarasota

3405 Tallywood Lane Unit 7130, Sarasota
$235,000
2 Beds ⋅ 2 Baths ⋅ Tallywood Condos SubDv. ⋅ 34237 Zip Code
Experience the ultimate blend of comfort and tranquility in Tallywood, a beautifully maintained 55+ villa community nestled in a prime Sarasota location. This inviting residence features a private, screened front door with a courtyard perfect for grilling or soaking up the Florida sunshine. Inside, the open floor plan seamlessly connects the kitchen to both living areas, creating an ideal layout for entertaining guests. The rear great room has been thoughtfully enlarged to incorporate the original lanai, offering additional square footage and serene views of the lush, park-like landscaping. A spacious primary suite serves as a true retreat with an expansive walk-in closet, while the unit includes a covered one-car carport with a dedicated storage cabinet. Residents enjoy resort-style amenities including a clubhouse, screened pool, shuffleboard, and fitness center, all situated just minutes from downtown Sarasota, world-class Gulf beaches, UTC Mall, and I-75. Discover the maintenance-free lifestyle you deserve and schedule your private tour of this Tallywood gem today

3405 Tallywood Lane Unit 7130, Sarasota

121 Holly Avenue, Sarasota
$1,295,000
3 Beds ⋅ 3 Baths ⋅ North Isles SubDv. ⋅ 34243 Zip Code
On a large waterfront homesite in the North Isles neighborhood of Whitfield Estates, this property offers the kind of Florida lifestyle buyers actively seek with sailboat water basin, boat dock, two remote-control boat lifts, quick access to Sarasota Bay, a screened heated pool and spa, and room to enjoy it all on nearly half an acre. The .43-acre lot is beautifully landscaped and features a screened food garden, irrigation well, brick paver walkways and a solar PV system. Inside, the residence was solidly upgraded in 2023 and well-finished with travertine tile flooring through the main living areas and baths, luxury vinyl plank in the bedrooms, crown molding and wood shutters throughout. The layout includes three bedrooms, three baths and a flexible bonus room. Wood cabinetry with soft-close doors and drawers, along with abundant storage, adds everyday function to the home’s inviting interior. Notable features include hurricane-impact windows and doors, heated pool and spa, lightning protection, central vacuum and outdoor lights. For buyers seeking more than personal enjoyment, the property also offers a proven rental history, making it a compelling potential income investment as well as a waterfront retreat. North Isles is part of the historic Whitfield area, prized for its Old Florida character, spacious homesites and proximity to Sarasota Bay. The location is especially convenient. Just west of U.S. 41, near the airport, close to Sara Bay Golf and Country Club, and well positioned for an easy drive north into Bradenton or south to Sarasota.

121 Holly Avenue, Sarasota

5855 Midnight Pass Road Unit 333, Sarasota
$475,000
1 Beds ⋅ 1 Baths ⋅ Harbor Towers Y & R SubDv. ⋅ 34242 Zip Code
$24,900 PRICE IMPROVEMENT!!! MOTIVATED SELLER!!! OWNER WANTS OFFERS!! Siesta Key Waterfront Living with Two-Week Rental Potential Enjoy the best of Siesta Key—peaceful Intracoastal waterfront living just a short walk from the world-renowned Siesta Key Beach. Located in the gated Harbor Towers Yacht & Racquet Club, this beautifully updated, turnkey-furnished third-floor one-bedroom, one-bath condo offers a rare combination of resort-style amenities, stunning water views, and flexible rental potential. From the impressive waterfall entry and spacious foyer to the beautifully renovated interior, this residence is designed for effortless coastal living. The open-concept living and dining area is filled with natural light and overlooks the heated pool and Intracoastal Waterway. Hurricane-rated windows, luxury vinyl plank flooring, a quartz kitchen, and an elegantly updated bathroom with gold accents create a luxury yet comfortable coastal retreat. The home is offered fully furnished and ready to enjoy as a full-time residence, seasonal getaway, or income-producing vacation property. A private washer and dryer are included, with additional laundry facilities on each floor and convenient storage directly across the hall. One of the property's standout features is its two-week minimum rental policy, providing flexibility for owners who want to enjoy the condo themselves while also having the opportunity to generate rental income. The on-site rental office can assist with property management, or owners may choose to manage rentals independently. Harbor Towers offers an exceptional waterfront lifestyle with an extensive list of amenities, including: Large marina with boat slips available through the Association, subject to availability, Gulf access, Heated swimming pool and shallow wading pool, Three tennis courts, Fitness center with showers and saunas, Clubhouse with social areas and full kitchen, Outdoor BBQ and kitchen area under a covered awning, Kayak storage. Whether you're looking for a Siesta Key vacation retreat, a low-maintenance coastal residence, or a property with vacation-rental potential, this condo offers an appealing combination of location, waterfront views, resort amenities, and turnkey convenience. And with the recent $24,900 price improvement, this is an opportunity worth seeing in person.

5855 Midnight Pass Road Unit 333, Sarasota

820 S Beneva Road, Sarasota
$279,000
Acreage & Unrec SubDv. ⋅ 34232 Zip Code
Oversized .38-acre custom homesite (100’ x 165’) in a highly sought-after Sarasota location offers absolute freedom with no HOA, no deed restrictions, and no CDD fees—providing the rare space and flexibility to build a high-specification estate, detached structural workshop, or premium multi-vehicle storage. Capitalize on massive horizontal development savings, a streamlined permitting timeline, and existing utility access because a previous home occupied the site, grandfathering in substantial Sarasota County impact fee credits. Featuring rare OUE-2 zoning for ultimate site layout versatility, this high-performance-ready footprint is situated just blocks from the unique amenities of Pinecraft and mere minutes from the Legacy Trail, vibrant downtown Sarasota, major transit corridors, and world-class Gulf beaches. Bring your builder, maximize your construction budget with existing infrastructure, and secure your footprint in a rapidly transitioning, high-value corridor—stop settling for cookie-cutter restrictions and own what’s real.

820 S Beneva Road, Sarasota

1390 Main Street Unit 1505, Sarasota
$6,895,000
4 Beds ⋅ 5 Baths ⋅ Waldorf Astoria Residences Sarasota SubDv. ⋅ 34236 Zip Code
Pre-Construction. To be built. Gracing Five Points Park in the heart of downtown, the Waldorf Astoria Residences Sarasota will introduce a new silhouette to the skyline. Residence 1505 is distinguished by sweeping panoramic views of the Sarasota skyline, marina, and the shimmering waters of Sarasota Bay, offering an extraordinary vantage point. Masterfully designed by internationally acclaimed ODP Architects with interiors by Workshop/APD, each residence embodies the seamless union of architectural innovation and elevated design. For nearly a century, the Waldorf Astoria name has set the global standard for elegance, creating addresses where history unfolded amidst timeless style and sophistication. From pioneering luxury hospitality to establishing enduring traditions such as Peacock Alley, the brand has consistently defined refined living and travel. Today, that celebrated heritage is reimagined in Sarasota. At Waldorf Astoria Residences Sarasota, this legacy is woven into downtown living, where anticipatory service, architectural distinction, and an elevated sense of place create a residential experience that is internationally inspired yet distinctly rooted in the effortless elegance of the Gulf Coast. Residence 1505 of the Horizon Collection spans 4,428 square feet with nearly a full-length terrace, 14-foot ceilings, and floor-to-ceiling glass create a seamless indoor-outdoor flow filled with natural light. The residence features four bedrooms, four and one-half baths, a versatile den ideal as a private office or media lounge, and a gracious private elevator lobby. A signature concierge closet allows for discreet package delivery, while multiple rooms open to the terrace, enhancing the home’s effortless indoor-outdoor flow. The designer kitchen centers on an architecturally sculpted island that complements the flowing geometry of the building, while anchoring the open living and dining spaces. Premium appliances by Sub-Zero and Wolf, including a gas cooktop, pair with elegant Dornbracht fixtures to create a kitchen that is both refined and highly functional. A large walk-in pantry and a spacious laundry room provide exceptional convenience, with ample room for storage thoughtfully integrated throughout. The primary suite offers a tranquil retreat, highlighted by a spa-inspired seven fixture bath featuring dual vanities, dual showers, two enclosed water closets, and a soaking tub, creating a true private sanctuary within the home. Beyond the residence, Waldorf Astoria Residences Sarasota offers nearly 60,000 sq ft of curated interior amenities and garden spaces in the heart of downtown. Residents will enjoy Peacock Alley Lounge, a private dining room, golf simulator, theater lounge, and wellness center with steam and infrared saunas, along with hot and cold plunge pools. The elevated private garden includes a resort-style pool, Florida Pavilion with grilling stations, and an entertainment lawn with a tranquil outdoor grove featuring a collection of citrus trees. The community will be professionally managed by Hilton to meet Waldorf Astoria standards, offering a robust staff dedicated to providing anticipatory service. This includes 24/7 valet, front desk, security and emergency maintenance response, as well as a personal concierge, bellman/doorman, spa and pool attendants, in-residence dining, and the exclusive privilege of a dedicated Rolls-Royce house car delivering effortless, chauffeured transportation in keeping with the Waldorf Astoria standard of service.

1390 Main Street Unit 1505, Sarasota

2282 Piazza Drive Unit 117, Sarasota
$159,900
2 Beds ⋅ 2 Baths ⋅ Venetian Estates SubDv. ⋅ 34238 Zip Code
This charming two-bedroom, two-bathroom home is situated on a corner lot within the desirable 55+ community of Venetian Park Estates in Sarasota, Florida. This community offers a resort-style living experience with friendly neighbors, creating an atmosphere reminiscent of a vacation. Upon entering, the home features newly installed subfloors and elegant laminate flooring throughout. Upgrades include enhanced plumbing and electrical systems, as well as a new washer, dishwasher, and water heater. The interior walls have been finished with sheetrock. New roof installed 6 years ago, with transferable warranty. Enjoy serene mornings in the four-season Florida Room, which boasts comfortable furnishings. Venetian Park Estates is dedicated to recreation and relaxation, with amenities such as a community pool and spa, shuffleboard courts, and a clubhouse offering a variety of activities from Bingo, to poolside parties with entertainment. Call today for a look at your new home in paradise!

2282 Piazza Drive Unit 117, Sarasota

3750 Bayou Louise Lane, Sarasota
$12,900,000
5 Beds ⋅ 7 Baths ⋅ Phillippi Shores SubDv. ⋅ 34242 Zip Code
Tucked on the coveted north end of Siesta Key, this extraordinary double-lot point estate is positioned at the tip of a protected peninsula, offering panoramic water views and unforgettable sunsets. Surrounded by water and set directly across from protected parkland, the setting feels like your own private island. The property features three separate structures: a main residence, a guest house, and a separate waterfront cabana with bath. In total, the compound offers six bedrooms and six bathrooms, with gourmet kitchens in both the main house and guest house — each outfitted with high-end appliances throughout — ideal for multigenerational living, guest accommodations, or an exceptional private retreat. Throughout both residences, the finish detail is exceptional. Designer-selected materials create a cohesive and elevated aesthetic carried seamlessly across the entire compound. Custom wood flooring with intricate stone inlays, handcrafted stairwells featuring wood and stone risers, extensive crown molding, and refined architectural millwork highlight the level of craftsmanship invested in every space. Specialty stonework and thoughtfully curated finishes blend warmth with sophistication, creating interiors that feel timeless, substantial, and unmistakably high-end. Outdoor living is nothing short of spectacular. A dramatic infinity-edge pool with swim-assist system overlooks the water, enhanced by a striking waterfall feature that spills elegantly into the pool. New pool equipment (2025) supports the system. Natural rock waterfront frontage and a sculptural rock formation lead down to the shoreline, creating a one-of-a-kind coastal backdrop. Two docks serve the property — one with a double lift — offering outstanding boating access and rare protection on both sides of the point, with additional lift capacity for multiple watercraft. An outdoor shower provides added convenience after boating or swimming. Perched at the edge of the peninsula, the waterfront cabana and adjacent hot tub create a private, spa-like retreat suspended over the water — an unforgettable setting to take in sweeping sunset views. The residences were renovated separately: main house (2009) and guest house (2012). All A/C units have been renewed recently, along with the electric unit, and a new transformer (2024) services both properties. Sonos surround sound extends throughout all structures. Located on the highly desirable north end of Siesta Key, the estate offers convenient on-and-off island access while remaining just minutes from Southside Village and downtown Sarasota.

3750 Bayou Louise Lane, Sarasota

10609 Orbit Terrace, Sarasota
$269,984
2 Beds ⋅ 3 Baths ⋅ The Towns At Skye Ranch SubDv. ⋅ 34241 Zip Code
What's Special: Close to Park | Close to Amenities | Close to Trails | End Unit. New Construction - Ready Now! Welcome to the Hazel at 10609 Orbit Terrace in The Towns at Skye Ranch! This inviting townhome features a bright and open first floor where the great room flows easily into the dining area and kitchen, creating a comfortable space for gathering and everyday living with convenient half bath nearby. Upstairs, the primary suite offers a relaxing retreat with spa-like bath separate from the secondary bedroom with its own bath and a conveniently located laundry room nearby to simplify routines. Thoughtful design elements throughout the home make the most of every square foot and support a connected, modern lifestyle. Discover modern, open-concept townhomes in the gated, master-planned Skye Ranch community in Sarasota. Ideally located at Clark and Lorraine Roads, this premier setting offers endless opportunities to explore and enjoy life. The community preserves natural beauty with grand oaks, lush palms, forested wetlands, pristine lakes, and native wildlife. Additional Highlights Include: Washer, dryer, refrigerator, and whole house blinds. Photos are for representative purposes only. MLS#A4686414

10609 Orbit Terrace, Sarasota

10613 Orbit Terrace, Sarasota
$259,159
2 Beds ⋅ 3 Baths ⋅ The Towns At Skye Ranch SubDv. ⋅ 34241 Zip Code
What's Special: Close to Park | Close to Amenities |Close to Trails | Convenient 1st Floor Living. New Construction - Ready Now! Welcome to the Ivy at 10613 Orbit Terrace in The Towns at Skye Ranch! This is a thoughtfully designed townhome that makes the most of every inch of space. This inviting home offers two bedrooms, two and a half bathrooms, and smart storage throughout for easy everyday living. The kitchen sits at the front of the home with a spacious pantry and a conveniently located half bathroom, flowing seamlessly into the open dining area and great room. Step outside to your private patio just off the great room, perfect for relaxing or entertaining. Upstairs, the primary suite offers a quiet retreat alongside a secondary bedroom, full bathroom, and centrally located laundry area. Discover modern, open-concept townhomes in the gated, master-planned Skye Ranch community in Sarasota. Ideally located at Clark and Lorraine Roads, this premier setting offers endless opportunities to explore and enjoy life. The community preserves natural beauty with grand oaks, lush palms, forested wetlands, pristine lakes, and native wildlife. Additional Highlights Include: Refrigerator, washer, and dryer included, and whole-house blinds. Photos are for representative photos only. MLS# A4686479

10613 Orbit Terrace, Sarasota

1891 Prospect Street, Sarasota
$2,500,000
2 Beds ⋅ 1 Baths ⋅ Floyd & Cameron Sub SubDv. ⋅ 34239 Zip Code
Discover this UNIQUELY RARE OPPORTUNITY in the Coveted West of the Trail Neighborhood, amongst other very beautiful multi-million-dollar homes (two back-to-back lots, 1891 Prospect with frontage of 88’ and 1894 Loma Linda with frontage of 78’ and with depth of 296’ for a total of both properties). The property on Loma Linda side is located on a quiet cul de sac at the end of the street. The two properties situated over half an acre have sewer and electric ready at the property and mature grand palms. Explore the potential opportunities this unique property offers! In combining these two lots you will have endless opportunities to customize the property to your vision. Whether you're seeking a family compound, multi-family development, or a dream home with additional income potential, this property delivers unmatched flexibility. Generate immediate income with existing rentals—Prospect is currently rented at $2,450 annually, and the adjacent lot Loma Linda is listed at $4,800 for annual rental—or live in one home while you plan and build on the other. With no flood zone concerns and established electrical and sewer connections, the property is ready to bring your vision to life. Location is exceptional with “A” rated Southside Elementary School, minutes to Southside Village shops and dining options, minutes to Sarasota Memorial Hospital, Downtown Sarasota and all the cultural amenities, Siesta Key beach and St. Armand’s Circle. Don’t miss this rare opportunity to create your perfect Sarasota retreat! Sold "as is."

1891 Prospect Street, Sarasota

2343 Eugene Street, Sarasota
$399,500
3 Beds ⋅ 2 Baths ⋅ Pinehurst Park SubDv. ⋅ 34231 Zip Code
Rare opportunity just minutes from Siesta Beach. This three-bedroom home offers the perfect Florida retreat—whether you’re seeking a primary residence, seasonal getaway, or income-producing investment with a proven track record. Ideally located in South Sarasota, just two miles from the world-famous white sand beaches of Siesta Key, this home blends relaxed coastal living with comfortable modern updates. Inside, an inviting open floor plan fills with natural light and creates an effortless flow between the living, dining and kitchen areas—perfect for everyday living and entertaining. The updated kitchen overlooks the main living space and features solid surface countertops, a peninsula with breakfast seating, and a striking subway tile backsplash that extends to the ceiling. Stylish luxury vinyl flooring runs throughout the home, while sliding glass doors open to the backyard to create a seamless indoor-outdoor lifestyle. Enjoy sunny days on the spacious outdoor deck or relax on the separate patio—ideal for grilling, gathering with friends, or unwinding after a day at the beach. Thoughtful touches throughout the home include beautifully finished bathrooms and a convenient laundry room - perfect for sandy beach towels. This property has been well maintained with recent exterior paint and offers a long driveway with room for an RV. With no HOA or deed restrictions, you’ll enjoy flexibility and freedom rarely found this close to Siesta Key. Located near highly rated schools, shopping, dining, and Sarasota’s renowned arts and cultural scene, this charming home offers an easygoing coastal lifestyle just moments from the Gulf. Furniture Negotiable.

2343 Eugene Street, Sarasota

10629 Orbit Terrace, Sarasota
$269,984
2 Beds ⋅ 3 Baths ⋅ The Towns At Skye Ranch SubDv. ⋅ 34241 Zip Code
What's Special: Close to Park | Close to Amenity | Close to Trails | Convenient 1st Floor Living. New Construction - Ready Now! Welcome to the Hazel at 10629 Orbit Terrace in The Townes at Skye Ranch! This charming townhome offers a thoughtfully designed living space with 2 bedrooms and 2.5 bathrooms. Step inside to a bright foyer that flows into an open dining area and great room, perfect for gathering. Toward the back, you'll find a convenient half bath and a modern kitchen with a spacious pantry and access to a private outdoor patio. Upstairs, enjoy a serene primary suite with two generous closets, a secondary bedroom, and a full bath. The laundry area is also located upstairs for easy access. Discover modern, open-concept townhomes in the gated, master-planned Skye Ranch community in Sarasota. Ideally located at Clark and Lorraine Roads, this premier setting offers endless opportunities to explore and enjoy life. The community preserves natural beauty with grand oaks, lush palms, forested wetlands, pristine lakes, and native wildlife. Additional Highlights Include: washer, dryer, GE refrigerator, whole house blinds, extended LVP flooring on first floor. Photos are for representative purposes only. MLS#A4686382

10629 Orbit Terrace, Sarasota

3361 Cross Creek Drive Unit 3361, Sarasota
$269,000
2 Beds ⋅ 2 Baths ⋅ Crooked Creek SubDv. ⋅ 34231 Zip Code
A HIDDEN SARASOTA GEM — FULLY REMODELED, FIRST FLOOR & STEPS FROM THE POOL! If you’ve been waiting for a condo that feels fresh, modern and completely move-in ready, this may be the one. Beautifully updated from top to bottom, this light and bright 2-bedroom, 2-bath residence features a 2021 fully remodeled kitchen and bathrooms, new flooring, new A/C (2026), fresh interior paint and trim, and a soft modern coastal palette that feels right at home in Sarasota. And the location within the community is hard to beat. This first-floor residence is in the building right next to the heated pool, gazebo and outdoor grills — yet Crooked Creek feels tucked away from it all, surrounded by mature landscaping and nature. One of the community’s best-kept secrets? A private gated entrance directly into the 72-acre Red Bug Slough Preserve, where miles of walking trails, wildlife and peaceful natural surroundings are practically in your backyard. Residents also enjoy tennis/pickleball, bike storage and a community storage building with individual 5' x 3' storage lockers for condo residents. Just as important, Crooked Creek is a community that has continued to invest in itself. Recent improvements include roofs replaced in 2021, resurfaced heated pool (2025), freshly painted buildings and new carports (2024-2025), along with well-maintained grounds and community amenities. The HOA fee also includes full exterior maintenance, grounds maintenance and Wi-Fi. Nature outside your door. Sarasota at your fingertips. Nothing to renovate. Just move in and enjoy. At its new price of $269,000, this is one Sarasota hidden gem you’ll want to see in person.

3361 Cross Creek Drive Unit 3361, Sarasota

1563 4th Street, Sarasota
$1,695,000
3 Beds ⋅ 2 Baths ⋅ Owen Burns Sub SubDv. ⋅ 34236 Zip Code
What if you could get an interest rate of 2% lower than the going interest rates? Well, we can, and our Seller is looking to make that happen by buying down the rate! Contact your agent for further details. A rare opportunity to own a single-family residence in Sarasota’s sought-after Rosemary District. Set on a beautifully landscaped property, this home features a towering century-old oak tree that anchors the backyard and creates a distinctive outdoor setting rarely found in downtown locations. Spanish and Mediterranean architectural elements introduce the residence, offering classic Old World character paired with solid construction and an elevation of approximately 25 feet above sea level. The property is in Flood Zone X, where flood insurance is not required. Inside, the home features high ceilings, hardwood flooring and extensive crown molding throughout. A gas fireplace adds warmth and character to the living area during cooler winter evenings. Multiple windows allow natural light to flow throughout the interior spaces. The residence includes three bedrooms, with one configured as an office or study and featuring a separate exterior entrance, offering flexibility for work-from-home use or private guest access. Outdoor living spaces include a spacious garden area, an oversized patio and a pergola surrounded by mature landscaping, creating a private setting for dining and entertaining. In the heart of the Rosemary District, the home places residents within proximity to many culinary delights, Sarasota’s cultural amenities, including galleries, theaters and live music venues. More than 65 restaurants, cafés and shops are within approximately a six-block radius. The Bay Park waterfront district, a 53-acre public park along Sarasota Bay, is just five blocks away. Payne Park, the Legacy Trail for recreation and biking, Sarasota Farmers Market and Whole Foods Market are all nearby. The John Ringling Bridge provides convenient access to St. Armands Circle and Lido Beach. The property is zoned DTE, which offers future redevelopment potential, subject to city approvals. Owners may choose to enjoy the residence as a private downtown home while maintaining long-term flexibility for future planning. Or alternatively, since this is DTE zoning, this is ideal property for a restaurant possibility, just something else to consider! A unique opportunity to experience downtown Sarasota living in one of the city’s vibrant and evolving neighborhoods.

1563 4th Street, Sarasota

2135 Datura Street, Sarasota
$1,595,000
3 Beds ⋅ 3 Baths ⋅ Grove Lawn SubDv. ⋅ 34239 Zip Code
Exceptional custom-built modern farmhouse showcasing superior craftsmanship, thoughtful design, and high-end finishes in one of Sarasota’s most desirable locations. This beautifully appointed 3-bedroom, 2.5-bath residence offers an open-concept floor plan filled with natural light and designed for both comfortable everyday living and entertaining. Impressive curb appeal features a custom cypress garage door, cypress porch accents, and dramatic glass entry. Inside, European oak flooring, recessed lighting, and refined architectural details create a warm and sophisticated atmosphere. The spacious great room is highlighted by soaring 12-foot vaulted ceilings, a decorative cypress beam, and sleek electric fireplace. The chef-inspired kitchen features a Fulgor Milano dual-fuel range, Silestone quartz countertops, custom soft-close cabinetry, waterfall-edge island, floating cypress shelving, designer brass fixtures, and large walk-in pantry. The luxurious primary suite offers a custom walk-in closet and spa-like bath with dual showers, double vanities, and custom cypress shelving. Beautiful wood staircases with wrought-iron railings lead to a versatile second-floor bonus room, while the spacious laundry and mudroom provide abundant storage and workspace. Outside, enjoy a large private backyard surrounded by a six-foot cypress shadowbox fence, with plenty of room to create your dream outdoor living space and add a future pool. Ideally situated east of the Trail, just minutes from Sarasota Memorial Hospital, Southside Village, Southside Elementary, Downtown Sarasota, dining, shopping, arts and culture, and Sarasota’s renowned Gulf beaches. A rare opportunity to enjoy distinctive design, modern luxury, and an exceptional Sarasota location.

2135 Datura Street, Sarasota

2224 Ca D Oro Drive, Sarasota
$132,900
2 Beds ⋅ 2 Baths ⋅ Venetian Estates SubDv. ⋅ 34238 Zip Code
This home is a must-see! Located on a perimeter lot in the highly sought-after Venetian Park Estates, this 2-bedroom, 2-bath home features a new roof and a freshly painted interior. Fully furnished and turn-key, it is ready for you to start living the Florida dream. The property includes an indoor laundry room, an enclosed Florida room, and a beautiful setting. Venetian Park Estates is an exceptional resident-owned 55+ community offering an active lifestyle with constant activities, including shuffleboard, bingo, trivia, games, and various social and holiday events. Ideally situated less than 10 miles from the world-famous Siesta Key Beach and Downtown Sarasota, the home is also just blocks away from major retail centers like Lowe's, Kohl's, Target, and Costco. Call today to schedule your private showing!

2224 Ca D Oro Drive, Sarasota

5251 Ashton Road, Sarasota
$675,000
3 Beds ⋅ 2 Baths ⋅ Sarasota Venice Co 11 37 18 SubDv. ⋅ 34233 Zip Code
Virtually Staged. Rare opportunity! This beautifully maintained 3-bedroom, 2-bath pool home sits on a spacious .65-acre lot with no HOA, offering both privacy and flexibility. The home features wood-look tile throughout and a bright, clean interior. Enjoy seamless indoor-outdoor living with three pocket sliders that open to the pool area—perfect for entertaining or unwinding. The property also includes an additional RV-size garage with endless possibilities for storage, a workshop, or hobby space, plus an extra shed for added convenience. With plenty of room to spread out and enjoy, this property offers the ideal blend of comfort, space, and versatility. Don’t miss the chance to make this unique home your own and enjoy the Florida lifestyle it was designed for.

5251 Ashton Road, Sarasota

6821 Chloe Court, Sarasota
$664,990
3 Beds ⋅ 3 Baths ⋅ Lakeview Crossing SubDv. ⋅ 34241 Zip Code
You’ll be delighted by the attention to detail and expert design of The Hemphill, 2-story floor plan by David Weekley Homes in the brand new, suburban lifestyle community of Lakeview Crossing in Sarasota. Open-concept family and dining spaces showcase our LifeDesign? refinements that grant this floor plan exceptional style and livability. This home offers 3 bedrooms, 2 full baths, 1 half bath, a study, upstairs retreat and a 3-car tandem garage. Prepare, present and enjoy your culinary masterpieces on the designer kitchen center island overlooking the open gathering spaces. Pamper yourself in the spa-inspired Owner’s Bath and explore the wardrobe potential of the large walk-in closet before retiring to the lovely first floor Owner’s Retreat. Also on the first level, you'll find the office with french doors as well as a convenient powder room and indoor laundry. Make your way upstairs to privacy and personality, making each extra bedroom and the retreat a great place to thrive. In the fully gated community of Lakeview Crossing, you are conveniently located close to downtown Sarasota (10 miles), UTC shopping center (9.4 miles), Siesta Key Beach (12 miles) & SQR airport (15 miles). Come see what quality construction and thoughtful design looks like for yourself and make this David Weekly Home yours today. **This property offers a limited time 7% employee pricing incentive.

6821 Chloe Court, Sarasota

9011 Province Street, Sarasota
$575,000
4 Beds ⋅ 3 Baths ⋅ Laurel Meadows SubDv. ⋅ 34240 Zip Code
4 bed | 3 bath | 3 car garage — and genuinely move-in ready. Tucked in a quiet neighborhood with parks, walking trails, grocery stores and restaurants just minutes away. Every inch of carpet has been pulled and replaced with upgraded LVP and tile throughout. Granite countertops, stainless appliances, and a wrap-around breakfast bar anchor the kitchen. The split floor plan is spacious and well designed with formal dining and living areas that make entertaining easy. Primary suite features a soaking tub and separate glass-enclosed shower. Out back you have a huge screened patio perfect for outdoor entertaining. Seller may offer closing cost assistance toward buyer's financing and closing costs. Ask for details. Come see it.

9011 Province Street, Sarasota

16031 Winburn Drive S, Sarasota
$1,500,000
3 Beds ⋅ 3 Baths ⋅ Rainbow Ranch Acres SubDv. ⋅ 34240 Zip Code
Situated on 5 beautiful acres, this versatile Sarasota property offers the perfect combination of space, functionality, and country living while still being conveniently located. The property features a large barn/warehouse with soaring ceilings, easily accommodating RV parking and equipped with a car lift, making it ideal for hobbyists, car enthusiasts, contractors, or anyone needing significant workspace or storage. In addition to the main home, the property includes a separate 1-bedroom in-law suite complete with a full kitchen, bathroom, living room, and its own laundry, providing excellent flexibility for guests, extended family, or potential rental income. The main home is thoughtfully designed with the primary suite located on the ground floor, while additional bedrooms and a spacious upstairs playroom provide plenty of room for family and guests. The property is partially fenced and currently home to horses and cattle, and also includes a horse stall, making it well suited for equestrian or agricultural use. Additional features include a well system and owned solar panels, helping keep monthly utility costs low. With acreage, usable outbuildings, and a flexible layout, this property offers a rare opportunity to enjoy privacy, space, and functionality in Sarasota.

16031 Winburn Drive S, Sarasota

3983 Maceachen Boulevard Unit 424, Sarasota
$149,900
3 Beds ⋅ 2 Baths ⋅ Tregate East SubDv. ⋅ 34233 Zip Code
Bright, spacious, and ideally located in the heart of Sarasota! This well-maintained 3-bedroom, 2-bath condo in a desirable 55+ community offers a flexible floor plan filled with natural light throughout the day. One of the standout features is the exceptionally large 20’ x 12’ third bedroom, perfect as a den, hobby room, media room, or additional living space. The kitchen features granite countertops, abundant cabinetry, and a pantry, providing excellent storage and functionality. Pocket doors to the guest bedroom and bath create privacy for visiting family and friends. Enjoy sunny mornings or relaxing afternoons on the south-facing screened lanai, bringing wonderful light into the home throughout the day. This condo is offered fully furnished and includes a covered carport parking space. The air conditioning system was replaced just two years ago, offering added peace of mind. The $615 monthly fee includes water, sewer, trash, cable TV, and internet, making it easy to enjoy a low maintenance Florida lifestyle. Residents enjoy a community pool and clubhouse with kitchen, and one of the most unique features of this location is the rare walkability — you can easily stroll to Publix, Walmart, HomeGoods, banks, restaurants, and more. Located mid-Sarasota just minutes to downtown, UTC, and the Gulf beaches, this is a great opportunity to own an affordable 3-bedroom home in a highly convenient location, perfect for year-round living or a seasonal Florida retreat. Opportunities like this — a 3-bedroom condo in Sarasota at this price point — are rarely available. 55+ community. No pets and no rentals permitted. Laundry room conveniently located just down the hall, with potential for in-unit washer and dryer installation

3983 Maceachen Boulevard Unit 424, Sarasota

1335 2nd Street Unit Villa 2E, Sarasota
$1,950,000
2 Beds ⋅ 3 Baths ⋅ The Collection Condominium SubDv. ⋅ 34236 Zip Code
The Villa at THE Collection is one of the most unique new estates in the core of downtown. With over 800 SQF of private multiple terraces that create a single family home feel in the middle of the Downtown Core, this Villa is a true urban oasis. With expansive ceiling heights showcasing up to 13’ window walls of glass, natural light will flood the living/dining/kitchen open living area with huge views of the Sarasota Skyline. As day turns to dusk, enjoy gorgeous sunsets and twinkling city lights with the ideal South and West exposure to all of Sarasota. Featuring private access to an exclusive amenity level shared with only 11 neighbors, simply walk over directly from your Villa to the luxurious pool, spa, pool cabanas, fire table, grill, community room, board room, sauna, fitness center and private climate controlled storage - no luxury has been spared. The amenities truly feel like an extension of your private residence. The Villa features custom designed cabinetry, custom walk in closets, pantry and custom Library,quartz counter surfaces, floating vanities, tile throughout, a gas range and Miele appliances. The finest art collectors in the world all begin with one thing in mind – a passion for what they collect and the story of how they started. This is the same tale of The Collection Condominium - A building constructed to the highest level of luxury to emulate art and showcase the very best in lifestyle and design. It is the unique opportunity to translate a passion for Florida sunsets, the best in urban design, and a zest for an artful existence into a way of living. Welcome to the newest residential offering located in the heart of the art district in downtown Sarasota. THE Collection is a testament to boutique luxury, featuring only 12 residences in one of the quietest neighborhoods with a mid-century modern feel. Every residence at THE Collection exudes luxury estate living.

1335 2nd Street Unit Villa 2E, Sarasota

132 Grant Drive, Sarasota
$1,600,000
Lido Beach SubDv. ⋅ 34236 Zip Code
Build your custom coastal masterpiece on one of Lido Key’s most desirable streets. This 6,000 sq ft buildable lot (50' x 119') is positioned just steps from the public beach, complete with pool, parking, and concessions. Located in a short-term rental-friendly zone, this is a prime opportunity for personal use or a high-demand luxury investment. Enjoy an unmatched location just minutes from the world-class shopping and dining at St. Armands Circle and downtown Sarasota’s cultural scene. The list price is for the vacant lot and offers unmatched flexibility. Future owners have a shovel-ready opportunity to build the proposed design by Talon Builders. Utilizing these existing architectural plans can drastically save substantial time and money on your project, offering a cost-efficient, expedited construction process. While this builder and plan are included options, buyers have the full, flexible choice to leverage these plans as-is, make slight modifications, or utilize their own builder with a custom design. There is no obligation to use the specified builder or plans.

132 Grant Drive, Sarasota

1794 Cunliff Lane, Sarasota
$2,997,000
4 Beds ⋅ 3 Baths ⋅ Mcclellan Park SubDv. ⋅ 34239 Zip Code
Find your sanctuary in this exquisite Allegra custom home, ideally located on one of the few non-throughfare streets in the highly coveted West of the Trail neighborhood. Serene and understated from the outside, the home opens to a breathtaking entry that reveals an extraordinary Great Room featuring soaring 21-foot beamed ceilings, a dramatic windowed rotunda, and an open-concept design bathed in natural light. Oversized 10-foot doors frame every room, while hurricane-impact sliding glass doors seamlessly connect the interior to a resort-style outdoor oasis. The expansive pool deck showcases a stunning lighted fountain spilling from the spa into the oversized pool, a rainfall pergola, and lush tropical landscaping surrounded by a six-foot privacy fence—creating the ultimate setting for both relaxation and entertaining. Built with the signature craftsmanship of Allegra Homes, the residence features exceptional custom millwork, striking feature walls, designer lighting, and distinctive ceiling details throughout. Spanning 3,582 square feet, this thoughtfully designed home offers four spacious bedrooms, three luxurious bathrooms, a private den/office with a turret ceiling, and a versatile bonus room. The gourmet kitchen—one of Allegra’s most beloved layouts—is a true culinary showpiece, appointed with Sub-Zero and Wolf professional-series stainless steel appliances, including a five-burner natural gas cooktop, a second Sub-Zero beverage refrigerator, custom luxury cabinetry, rich 3cm granite countertops, and a glass tile backsplash with hidden electrical outlets Adjacent to the kitchen, the elegant dining room features a dramatic aquarium glass window overlooking the pool and gardens, along with a built-in buffet accented by a mirrored feature wall. The home’s split floor plan provides exceptional privacy. The serene primary suite is a private retreat, offering a spa-inspired bath with a walk-through shower, dual vanities, and a private water closet. A custom walk-in closet features built-in shelving, drawers, and a hallway dressing mirror. The bedroom is highlighted by an intricate custom ceiling design, designer lighting, and private access to the pool deck. On the opposite side of the first floor, you’ll find a built-in desk alcove, a spacious laundry room, a secondary bedroom with a walk-in closet, a full hall bath, and the bonus room with disappearing sliding glass doors that open to the screened pool area. The first level features rich porcelain wood-style flooring, while the second level is comfortably carpeted and hosts the third and fourth bedrooms, along with a media closet and additional HVAC storage. Bahama shutters and custom blinds complete the bedrooms and bathrooms. Situated on a 0.28-acre elevated lot, built above the flood plain in 2015, this exceptional residence offers privacy, luxury, and an unbeatable central location. Just minutes away are Sarasota Memorial Hospital, Southside Village, and top-rated Southside Elementary, with Siesta Key Beach, downtown Sarasota, Westfield Siesta Key Mall, and St. Armands Circle only a short drive away. This remarkable property may be purchased turnkey furnished, including original artwork, bronze sculptures, designer furnishings, and custom rugs, available under a separate bill of sale. Schedule your private showing today. Proof of funds required with all offers.

1794 Cunliff Lane, Sarasota

1015 Rhodes Avenue, Sarasota
$339,000
3 Beds ⋅ 1 Baths ⋅ Bahia Vista Highlands SubDv. ⋅ 34237 Zip Code
This is the One! *Charming 3-bedroom, 1-bath home ideally located near world-famous Pinecraft in Sarasota*This property features a private in-ground pool with a screened enclosure, perfect for enjoying Florida’s beautiful weather year-round*Major upgrades already completed! This home features a brand new roof and brand new energy-efficient windows and patio sliders, with over $50,000 invested in recent improvements*Bonus feature: A quality 12' x 12' storage shed — approximately a $5,000 value — ideal for storage, hobbies, or workshop space*Conveniently situated just minutes from the newly expanded and very popular Legacy Trail, offering miles of scenic paths for biking, walking, and outdoor recreation*A great opportunity to enjoy the best of the Sarasota lifestyle in a prime location*

1015 Rhodes Avenue, Sarasota

1267 Starboard Lane, Sarasota
$2,750,000
Midnight Harbor Sub SubDv. ⋅ 34242 Zip Code
A rare opportunity on Siesta Key’s Little Sarasota Bay. Positioned at the end of a quiet street in the established Midnight Harbor neighborhood, this 0.45-acre bayfront lot offers 287 feet of water frontage, approximately 92 feet along the bay and 195 feet along a protected saltwater canal, creating water on two sides and expansive open water views. The property is being offered for land value and presents an exceptional canvas for a new custom bayfront estate. The existing structure is not being marketed for renovation, allowing a buyer or builder to focus fully on designing a residence that maximizes the site’s orientation, water views and waterfront lifestyle potential. The bayside seawall was replaced in 2014, along with 20 feet of canal seawall. The protected canal frontage provides practical boating access with sailboat water and no fixed bridges, allowing direct navigation to the Intracoastal Waterway and Gulf beyond. The depth of the lot and the dual water exposure create compelling opportunities for architectural design, outdoor living spaces and waterfront amenities. The site is enhanced by mature coastal trees that contribute character and scale, elements often absent in newly created waterfront parcels. With nearly half an acre and substantial waterfront exposure, the property offers the scale required for a significant new coastal residence designed to modern building standards and elevated construction. Just minutes from Siesta Beach and offering convenient access to the mainland via the Stickney Point Bridge, the setting combines island privacy with proximity to Sarasota’s dining, cultural and entertainment districts. Waterfront redevelopment opportunities with this amount of bay and canal frontage on Siesta Key are increasingly limited, making this property a compelling investment for a builder, developer or buyer seeking to create a legacy waterfront home.

1267 Starboard Lane, Sarasota

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