Location: Sarasota
Do Not Show Listings
2054 RACIMO DR, SARASOTA, FL 34240
$749,000186 Days on yellowkey MLS ID: A4670940
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1739 Built: 1982 Tax: $4,715 (2024)Community: Racimo RanchesSpa: NoSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$4,715
Elementary School: Tatum Ridge Elementary
High School: Booker High
Tax Year: 2024
Middle School: McIntosh Middle
Remarks: Welcome to the highly sought-after location of Racimo Ranches community, where you’ll enjoy the perfect blend of country charm and modern convenience with NO HOA and NO DEED RESTRICTIONS. Situated on an open one-acre corner lot with multiple access points, this beautifully remodeled 3-bedroom, 2-bath home features a FRESHLY PAINTED exterior, mature landscaping, and excellent curb appeal. Inside, the bright and spacious living room features luxury vinyl plank flooring throughout. At the same time, the UPDATED KITCHEN boasts shaker-style cabinetry, quartz countertops, a subway tile backsplash, LED lighting, stainless steel appliances, and a cozy dining area. Just off the dining space is a versatile bonus flex room ideal for a home office, den, or playroom that overlooks the backyard. Step outside to enjoy Florida living on the back deck with plenty of room for seating and grilling, perfect for entertaining. The desirable split-bedroom floor plan provides a spacious primary suite with an en suite bath featuring a walk-in shower and a large closet, while two additional bedrooms share a bright second bathroom with a relaxing jacuzzi tub. Additional highlights include a two-car garage, a detached shed, and plenty of room to BUILD IN-LAW SUITE, park your boat or motorhome, and enjoy the FREEDOM of acreage living. Conveniently located, you can ride your golf cart to restaurants and Publix, and you’re less than 3 miles from I-75 and only 6 miles from University Town Center. This move-in-ready home offers exceptional UPGRADES and peace of mind, including a BRAND NEW ROOF (2025), A/C replacement (2022), water softener system (2022), iron and sulfur blocker (2022), well pump (2024), lift station replacement (2022), drain field replacement (2022), a FULL INTERIOR RENOVATION in 2022 with added flex room, stainless steel appliances (2022), water heater (2022), and washer and dryer (2024). If you're interested in living in freedom, give us a call today to chat further!
Listing is courtesy of: COLDWELL BANKER REALTY (941-366-8070)
Listing Agent: Janette Schafer (954-298-7791)
5132 JUNGLE PLUM RD, SARASOTA, FL 34242
$5,985,000386 Days on yellowkey MLS ID: A4651663
Bed: 5 Bath: 6.0 Gar: 10 Liv Area Sq Ft: 6928 Built: 2008Monthly Fee: $247 Tax: $45,860 (2024)Community: Hidden HarborSpa: YesSingle Family
Taxes:$45,860
Elementary School: Phillippi Shores Elementary
High School: Sarasota High
Middle School: Brookside Middle
Remarks: Positioned along a deepwater canal in the private, tree-lined enclave of Hidden Harbor on Siesta Key, this remarkable estate captures the essence of timeless coastal architecture and elevated Florida living. With a design that transcends trends and nearly 7,000 square feet of thoughtfully curated interiors, the home embodies a sense of enduring sophistication, where natural materials, warm textures and elegant proportions create an atmosphere that is refined and welcoming. Just over a mile from the world-renowned sands of Siesta Key Beach, this is a home that celebrates the best of Sarasota’s lifestyle, a water connection, a celebration of indoor-outdoor living and architectural details that convey quiet luxury. Set on more than half an acre with 135 feet of water frontage, the residence opens with a stunning walnut-domed foyer, where soaring ceilings and floor-to-ceiling windows flood the space with light. Rich finishes—including Birdseye maple, tongue-and-groove cypress tray ceilings, and handcrafted millwork—are woven throughout the home, delivering a consistent sense of quality and character. The kitchen is a dream for chefs and entertainers alike, appointed with quartz countertops, a large center island, professional-grade appliances, a built-in espresso machine, and a walk-in butler’s pantry that seamlessly connects to formal and casual living areas. The owner’s suite is a private retreat, complete with a sitting room, dual walk-in closets, a spa-style bath with steam shower and a peaceful balcony overlooking the water. Each of the four guest suites offers its own en-suite bathroom and generous closet space, with three featuring walk-in closets and one boasting a built-in wall closet, ensuring privacy and comfort. Whether you need a quiet office, a vibrant game room or a cozy retreat, the bonus room, game room and loft offer the flexibility to suit your lifestyle. True to its coastal character, the home opens fully to expansive covered terraces designed for year-round enjoyment. Retractable screens, a wood-paneled ceiling, integrated fans, and ambient lighting create an outdoor living room atmosphere, complete with a fireplace and a full summer kitchen with built-in grill and bar seating. Beyond, the resort-style pool and raised spa are surrounded by tropical landscaping and natural stone decking, with multiple lounge areas designed for sun and shade. A custom fire pit anchors the space, offering a cozy, elegant setting for evening gatherings with water views. Water enthusiasts will appreciate the boat dock, built to accommodate a large vessel, complete with a boat lift. With quick access to the Intracoastal Waterway, the location is as functional as it is beautiful. Below, the expansive under-building garage offers room for more than 10 vehicles across five bays, plus a workshop, EV charging station and golf cart storage. A brand new whole-house generator was installed in June of 2025, creating peace of mind. Set on a quiet cul-de-sac just minutes from Sarasota’s best beaches, shopping, dining and cultural destinations, this rare offering is a seamless blend of timeless design, superior craftsmanship and the relaxed elegance of coastal Florida living.
Listing is courtesy of: DOUGLAS ELLIMAN (941-867-6199)
Listing Agent: Joel Schemmel (941-587-4894)
1339 22ND ST, SARASOTA, FL 34234
$475,00052 Days on yellowkey MLS ID: TB8497340
REDUCED by $5,000 (1.0%) on 05/23/2026
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1681 Built: 1959 Tax: $3,260 (2025)Community: Cocoanut HeightsSingle Family
Taxes:$3,260
Elementary School: Gocio Elementary
High School: Riverview High
Tax Year: 2025
Middle School: Booker Middle
Remarks: Charming Updated 3BR/2.5BA Home in Sarasota – Move-In Ready! Discover this beautifully renovated gem at 1339 22nd St, Sarasota, FL 34234 (1,681 sq ft living space on an 8,871 sq ft lot). Perfect blend of modern updates and classic Florida charm! Key Features: Prime Corner Lot with Double Street Access: Unique lot connecting to two streets (22nd & adjacent), offering exceptional curb appeal and flexibility. Ample Parking + 2-Car Attached Garage: Wide driveway spaces multiple vehicles easily – no parking hassles! Brand New Luxury Vinyl/Porcelain Tile Flooring Throughout: Sleek, durable, and easy-care for coastal living. Fully Updated Bathrooms: 2.5 modern baths with contemporary finishes. New AC System: Efficient, quiet cooling for year-round comfort. All-New Electrical & Plumbing: Complete modern rewiring and piping for safety and peace of mind. Gourmet Kitchen Shines: White shaker cabinets, stunning gray granite counters, blue subway tile backsplash, stainless steel appliances (fridge, dishwasher, range, microwave), and spacious breakfast bar open to the living/dining area. No HOA! Walk to Ringling College, minutes to Siesta Key beaches, downtown Sarasota dining/shopping, and SRQ airport. Built 1959, feels brand new inside. Zoned RSF3 – ideal for families, investors, or downsizers.
Listing is courtesy of: RADIUS REALTY GROUP LLC (407-541-0779)
Listing Agent: Guillermo Gomez (407-497-9846)
7340 PALOMINO TRL, SARASOTA, FL 34241
$6,950,000231 Days on yellowkey MLS ID: O6352294
Bed: 11 Bath: 9.5 Gar: 10 Liv Area Sq Ft: 15311 Built: 1981Monthly Fee: $150 Tax: $22,398 (2024)Community: Saddle CreekSingle Family
Taxes:$22,398
Elementary School: Lakeview Elementary
Middle School: Sarasota Middle
Remarks: Welcome to The Palomino Estate — a private, 17-acre gated oasis unlike anything else in Sarasota County. Located just 10 miles from Siesta Key Beach and 15 miles to downtown Sarasota, this extraordinary property blends resort-style living with the peace and privacy of the countryside. Set within the equestrian community of Saddle Creek, where horse enthusiasts are welcome to use the 31 miles of riding trails, this multi-residence estate offers over 15,000 sq ft under air across multiple structures, including two custom homes, a 5,000 sq ft air-conditioned “barndominium” and entertainment pavilion, and multiple garages. Behind an eight-foot perimeter fence with dual gated entries, you’ll find lush tropical landscaping, privacy berms, and nature trails weaving through the property. You can stroll through the bamboo forest and reflection garden while enjoying multiple ponds for fishing or kayaking. A raised wooden boardwalk winds through the property offering biking and hiking adventures, while a lighted pickleball, tennis, and basketball court with gazebo creates endless opportunities for recreation. In the center of the compound, a massive stone firepit anchors the grounds for gatherings under the stars. There is plenty of space to have a garden or raise livestock.This expansive estate features two custom residences with pools, plus an entertainment barn constructed of solid block. The barn includes two bedrooms, two bathrooms, a full-saloon-style bar, kitchenette, gym, sauna, golf simulator, movie theater, game room, and outdoor kitchen, creating a space that feels like a private resort. A separate air-conditioned garage with 11-foot ceilings offers space for cars, boats, equipment, and more, while another detached garage adds even more covered parking and storage.Together with the barn, the two homes offer eleven bedrooms, nine and a half bathrooms, and over fifteen thousand square feet under air (more than twenty-two thousand total), making this property ideal for multi-generational living, entertaining, or use as a private retreat.Each structure is equipped with whole-home generators, water filtration systems, and impact windows and doors, along with modern security and digital gate entry panels.Recent improvements include new roofs on every structure in 2023, resurfaced pools with travertine and flagstone decking, composite decking and railings, landscape lighting, golf simulator and sauna installations in 2023, and freshly paved asphalt and concrete driveways, and fencing for pets.The main residence offers expansive living areas, soaring ceilings, a massive stone fireplace great room, multiple en-suite bedrooms, an in-law suite with its own kitchen, and relaxing poolside views. The guest residence has been completely renovated with high quality finishes and could serve as a primary home for your extended family. It features a bright open floor plan with gourmet kitchen and second story wrap-around deck for 360-degree nature views. This home also features a private resort-style outdoor area overlooking the lake. This estate was designed for comfort, recreation, and peace of mind, with every detail crafted for privacy and long-term enjoyment.Whether used as a private family compound, equestrian hideaway, or corporate retreat,The Palomino Estate represents a property that truly has it all—green space, activities, security, luxury, and serenity—all just minutes from Sarasota's world-famous beaches, dining, and shopping.
Listing is courtesy of: ORLANDO PROPERTY ADVISORS (407-808-3695)
Listing Agent: Justin Pekarek (407-808-3695)
2727 WALDEMERE ST, SARASOTA, FL 34239
$2,085,00031 Days on yellowkey MLS ID: A4692394
1 Days Off yellowkey (back on 5/23/2026)
Bed: 4 Bath: 4.5 Gar: 3 Liv Area Sq Ft: 2809 Built: 2026 Tax: $4,732 (2025)Community: Brunks Add To City Of SarasotaSpa: YesSingle Family
Taxes:$4,732
Elementary School: Alta Vista Elementary
Remarks: Under contract-accepting backup offers. Welcome to this exceptional new construction home, ideally located in Arlington Park, one of Sarasota’s most desirable neighborhoods on a rare oversized 11,230 SqFt lot. This spacious and thoughtfully designed one-story residence offers 4 bedrooms and 4.5 bathrooms, featuring soaring ceilings and an impressive “wow” factor the moment you walk through the door. Designed for both comfort and style, the home showcases custom cabinetry, high-end finishes throughout, and a chef’s kitchen equipped with premium Thermador appliances, a walk-in pantry, and abundant storage. TVs and speaker system (indoor and outdoor) convey with the home, and additional features include built-ins and a dedicated pool bath- every detail has been carefully considered. Step outside to your private backyard retreat, complete with a sparkling saltwater pool and spa, all enclosed within a massive panoramic screen enclosure. The expansive lanai serves as a true extension of the living space, perfect for entertaining or relaxing year-round. The beautifully landscaped yard offers both privacy and curb appeal, along with ample space to park an RV or additional vehicles. Located just a short walk to Arlington Park, you’ll enjoy access to walking trails, a dog park, public swimming pool (home to the Tsunami Swim Team), as well as tennis and basketball courts. With easy access to downtown Sarasota and the area’s world-renowned beaches, this home offers the perfect blend of luxury, convenience, and lifestyle. A rare opportunity to own a truly move-in-ready home that checks every box—this one is guaranteed to impress.
Listing is courtesy of: DALTON WADE INC (888-668-8283)
Listing Agent: Izabela Fratczak (941-525-7828)
5424 AMERICA DR, SARASOTA, FL 34231
$1,350,000132 Days on yellowkey MLS ID: A4679427
REDUCED by $145,000 (9.7%) on 05/15/2026
Bed: 3 Bath: 3.0 Gar: 1 Liv Area Sq Ft: 1706 Built: 1983 Tax: $14,691 (2025)Community: Phillippi Gardens 08Spa: NoSingle Family
Taxes:$14,691
Remarks: Nestled on a quiet cul-de-sac in Sarasota, this stunning three-bedroom, three-bath waterfront home offers the perfect blend of tranquility and lifestyle. Enjoy your own private pool with sweeping views over the water, plus direct Intracoastal Waterway access via Philippi Creek. Deep water and a nine-foot bridge clearance make it easy for most 30-foot center console boats to come and go. Just across the creek lies a protected Sarasota watercourse barrier and wildlife refuge, preserving breathtaking, unobstructed views. Recent updates include a brand-new roof, a freshly painted exterior, and the timeless charm of a paver-brick driveway. It also features a 1.5 car garage, perfect for parking a full-size vehicle and a golf cart, bikes, or beach gear. While the interior would benefit from cosmetic updates, the bones and location of this property are truly unbeatable. From your private waterfront retreat, every day feels like a vacation. Best of all, you’re just a five-minute drive from world-famous Siesta Key Beach. Call the listing agent today to schedule your private showing!
Listing is courtesy of: COLDWELL BANKER REALTY (941-388-3966)
Listing Agent: Bradley Kayser (941-809-7396)
1264 18TH ST, SARASOTA, FL 34234
$475,00069 Days on yellowkey MLS ID: A4687775
REDUCED by $50,000 (9.5%) on 05/23/2026
Bed: 4 Bath: 3.0 Liv Area Sq Ft: 1921 Built: 1947 Tax: $5,774 (2025)Community: EdgewaterSingle Family
Taxes:$5,774
Elementary School: None
High School: None
Middle School: None
Remarks: Multifamily investment opportunity (RMF Zoning) on the near north side of Sarasota in the heart of the highly sought-after Central Cocoanut Historic District. BLOCK CONSTRUCTION, three-bedroom, two-bathroom home WITH a one bed, one bath, 566 square foot in-law suite created from a garage conversion. The home is a split plan and all three bedrooms have exterior access. The kitchen is bright and updated and opens to the shared lanai and utility room. In addition to the “in law” suite there is an attached 220 square foot studio with plumbing, offering creative or rental potential. Situated in a vibrant, walkable neighborhood with bike lanes, you’ll enjoy easy access to downtown Sarasota, along with its renowned dining, shopping, arts, and cultural amenities. The Ringling College of Art and design is just a few blocks away and the adjacent North Trail Corridor is experiencing some of Sarasota’s most dynamic development. A short 10-minute drive over the Ringling bridge lands you in St. Armands Circle and the beaches of Lido and Longboat Key.
Listing Agent: David Jennings (941-650-7354)
3301 BAY SHORE RD, SARASOTA, FL 34234
$3,995,000703 Days on yellowkey MLS ID: A4613341
Bed: 3 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2703 Built: 1914 Tax: $9,843 (2023)Community: Indian Beach Map OfSpa: NoSingle Family
Taxes:$9,843
Tax Year: 2023
Remarks: Exotic and extremely private bay front property on the market for the first time in 40 years. In fact, this is only the third time it’s been available in 100 years. Travel back in time to find ancient oaks and large palms, Banyans, and cedars. It’s an idyllic paradise reminding us of why people have come to these shores for millennia. Even the beachfront appears unadulterated as do several others along Sarasota’s north shore. Although this is direct waterfront, most of the land is not in the flood zone creating many possibilities for new structures on or near grade. What is most unique is the 444-foot lot depth. This is almost 4 times that of other bayfront parcels being redeveloped in the area. This extreme distance provides complete privacy from Bay Shore Road and with each adjacent property a multi-acre estate, the feeling of spaciousness and seclusion is complete. Leave the world behind on the long, winding shell drive through tree canopy and lush vegetation. At “the end of the road” is the original homesite on a small bluff directly on and overlooking Sarasota Bay. Your views are of Longboat and Lido Key and out New Pass to the Gulf of Mexico. Looking south you see our bustling little city of Sarasota and the John Ringling Bridge. Enjoy sea breezes in the afternoon and sunsets all year round. The original home on property evokes a bygone era but land values, building codes and FEMA regulations point toward new construction. A parcel like this is an architects dream providing the size necessary to create what anyone might want, elevation allowing cascading terraces down to the waterfront and multiple, potential “footprints” for accessory dwellings, accessory structures and more. Bay Shore Road has become an eclectic location for the grandest homes in Sarasota. This has led to sales over 10 million dollars and have exceeded 15 million. But you could not put a price on the most spectacular neighbor, Ca’ d Zan. John Ringling’s gilded Venetian palace anchors the neighborhood to the north and downtown Sarasota is just 2 miles south. Other nearby cultural & educational institutions include the Ringling Museum of Art, the Asolo Theater of Performing Arts, the Sarasota Ballet, the Ringling College of Art & Design and our newest amenity, The Bay Park Conservancy redeveloping 53 acres of City waterfront into a world class public park.
4100 TEE RD, SARASOTA, FL 34235
$399,00014 Days on yellowkey MLS ID: A4694503
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1798 Built: 1971 Tax: $3,991 (2025)Community: Kensington ParkSingle Family
Taxes:$3,991
Remarks: Under contract-accepting backup offers. One or more photo(s) has been virtually staged. Tucked away at the end of a quiet cul-de-sac in a charming neighborhood, this beautifully renovated 4-bedroom, 2-bath residence offers the perfect blend of style, comfort, and convenience. Ideally located just minutes from Downtown Sarasota, world-renowned beaches, dining, shopping, and cultural attractions, this move-in-ready home is a rare find. Inside, enjoy a light and inviting interior featuring brand-new luxury vinyl wood-look flooring, fresh interior paint throughout, and a thoughtfully redesigned floor plan with four true bedrooms — a feature not often found. The fully updated kitchen showcases new cabinetry, modern finishes, and a fresh contemporary feel perfect for everyday living and entertaining alike. Both bathrooms have been tastefully renovated with stylish updates and timeless appeal. The spacious garage offers excellent storage and functionality, complete with a laundry sink, washer, and dryer. Additional highlights include a newer roof and quality renovations throughout, providing peace of mind for years to come. Privately positioned at the end of the street with minimal traffic, this home combines the tranquility of a tucked-away setting with close proximity to everything Sarasota has to offer.
Listing is courtesy of: COLDWELL BANKER REALTY (941-383-6411)
Listing Agent: Courtney Tarantino (941-893-7203)
4813 BENCHMARK CT, SARASOTA, FL 34238
$949,00031 Days on yellowkey MLS ID: A4690988
4 Days Off yellowkey (back on 5/23/2026)
Bed: 4 Bath: 3.0 Gar: 3 Liv Area Sq Ft: 2809 Built: 1997Monthly Fee: $275 Tax: $5,549 (2025)Community: Turtle RockSingle Family
Taxes:$5,549
Remarks: Under contract-accepting backup offers. Come live the Florida lifestyle to the fullest in this truly exceptional CUSTOM -BUILT residence, ideally positioned behind the gates of the highly sought-after Turtle Rock community in Palmer Ranch. Every once in a while, a home comes along that stands apart from the rest—this is unquestionably one of those rare opportunities. Offering an expansive 4-bedroom, 3-bathroom layout with a SPACIOUS 3 CAR GARAGE, this residence is perfectly situated on a quiet street where homes seldom become available, and showcases TRANQUIL LAKE VIEWS paired with a BRAND NEW ROOF (2023) for added peace of mind. From the moment you arrive, the home’s superior curb appeal is evident. An extra-wide pavered driveway provides ample parking and leads you to an elegant double-door entry, enhanced by majestic Royal Palms trees and a charming private courtyard framed by an iron gate—a welcoming prelude to the interior that awaits. Step through the Brazilian oak doors with leaded glass accents and be immediately captivated by the grand foyer, where soaring ceilings, double tray details, and crown moldings create a refined and inviting atmosphere. The thoughtfully designed split floor plan offers optimal privacy, with the primary suite on one side and guest accommodations on the other. The generously sized primary suite serves as a peaceful retreat, complete with dual walk-in closets featuring custom built-ins and a spacious en-suite bath with a roomy walk-in shower with a frameless shower door. At the heart of the home, the open and inviting kitchen is perfectly suited for both everyday living and entertaining, featuring rich warm wood cabinetry, granite countertops, stainless steel appliances, and a natural gas range (Turtle Rock is a natural gas community). Three additional guest bedrooms—one currently utilized as a home office—along with two additional bathrooms, including a CONVENIENT pool bath, ensure comfort and flexibility for family and guests alike. Step outside to your OWN PRIVATE OASIS. The OVERSIZED screened lanai offers exceptional privacy with no direct views from the neighboring homes, ( both adjacent homes have court yard style pools, enhancing this welcoming residence's privacy ) creating a serene setting to relax and unwind. Enjoy the resurfaced, natural gas-heated pool WHILE TAKING IN THE BREATHTAKING LAKE VIEWS, where both sunrises and sunsets provide a stunning daily backdrop.Enjoy an "al fresco" dining experience with the fully automated lanai awning system. Other great features include, a natural gas, tankless instant water heater , Two AC systems for extra energy savings, the home has also been repipped for additional peace of mind. Residents of Turtle Rock enjoy a vibrant lifestyle with access to miles of scenic walking and biking trails,( The Lagacy Trail is also literrarly around the corner) a community center with a heated pool, tennis and pickleball courts, and beautifully maintained natural surroundings. All of this is just minutes from premier shopping, dining, top-rated schools, and the world-renowned Siesta Key Beach. This is a rare opportunity to own a home that combines space, privacy, location, and lifestyle in one of Sarasota’s most desirable communities. Schedule your private showing today.
Listing is courtesy of: CP REALTY INTERNATIONAL (941-685-8441)
Listing Agent: Claude Pierre (941-685-8441)
1204 HILLVIEW DR, SARASOTA, FL 34239
$18,900,000127 Days on yellowkey MLS ID: A4677344
Bed: 6 Bath: 8.0 Gar: 3 Liv Area Sq Ft: 7687 Built: 2008 Tax: $85,253 (2025)Community: Harbor AcresSpa: NoSingle Family
Taxes:$85,253
Elementary School: Southside Elementary
Remarks: Set within the prestigious Harbor Acres neighborhood—one of Sarasota’s most sought-after waterfront enclaves, this stunningly renovated gated estate occupies an exceptional lot on the Hillview Point with 171 feet of Sarasota Bay frontage and sweeping, unobstructed panoramic views. This magnificent two-story residence, designed by renowned architect Cliff Scholz, offers six bedrooms, seven full baths, and two half baths, complemented by an oversized three-car garage—providing a seamless blend of architectural grandeur and everyday livability. A dramatic two-story foyer welcomes you inside, where expansive west-facing walls of glass capture breathtaking water vistas and bathe the home in natural light. The main level is thoughtfully designed for both refined entertaining and comfortable living, featuring a waterfront living room, an inviting family room, and an elegant dining room. At the heart of the home, the gourmet kitchen showcases authentic zebrawood cabinetry celebrated for its exotic grain patterns and rich natural character, paired with Quartz countertops, a generous center island, premium appliances, and a breakfast area with a dedicated coffee bar—perfectly suited for intimate mornings or hosting on a grand scale. Additional highlights include a private library, executive office, a full-service bar, and secondary laundry room. The owner’s suite is a serene waterfront sanctuary, offering tranquil Sarasota Bay views, dual spa-inspired bathrooms, three walk-in closets, and a private laundry—creating a truly elevated retreat experience. Ascend the sweeping staircase or take the private elevator to the second level, where five beautifully appointed guest suites provide exceptional comfort and privacy. Two of these suites, along with the upstairs library, enjoy coveted waterfront positioning and direct access to a spectacular 35-foot terrace overlooking Sarasota Bay—an ideal setting for morning coffee, sunset cocktails, or quiet moments of reflection. An additional laundry room on this level adds to the home’s thoughtful functionality. Outdoor living is equally impressive. Host unforgettable gatherings on the expansive 76-foot elevated terrace with summer kitchen or unwind poolside at the resort-style terrace featuring a 55-foot heated pool and generous lounging areas. For boating enthusiasts, private dockage delivers effortless access to Sarasota Bay and the open waters beyond. This extraordinary waterfront estate embodies the very essence of Sarasota luxury—where timeless design, exceptional craftsmanship, and unparalleled coastal views come together in a truly rare offering.
Listing Agent: Stephanie Church (941-724-5448)
6290 BUCKINGHAM ST, SARASOTA, FL 34238
$500,000114 Days on yellowkey MLS ID: A4681325
REDUCED by $30,000 (5.7%) on 04/13/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1835 Built: 1997Monthly Fee: $83 Tax: $3,021 (2025)Community: Wellington ChaseSpa: NoSingle Family
Taxes:$3,021
Elementary School: Ashton Elementary
Remarks: Under contract-accepting backup offers. Welcome to your private oasis in the heart of Wellington Chase, one of Sarasota’s most desirable and centrally located communities. This charming 3 bedroom, 2 bathroom pool home presents a rare opportunity to own a piece of paradise where you can add your own personal touches to create the ultimate dream home. From the moment you step inside, you are greeted by a bright and airy living room that feels spacious, thanks to large sliding glass doors that lead directly to the screened-in pool area. This seamless indoor-outdoor flow is perfect for entertaining or simply enjoying the peaceful, sun-drenched Florida lifestyle. The floor plan is thoughtfully designed for both comfort and functionality, featuring a dedicated dining space and a kitchen equipped with Corian countertops and a convenient closet pantry. Nearby, the oversized laundry room with a brand NEW washer and dryer and built-in shelving offers plenty of extra storage and utility space. The master suite serves as a true sanctuary, boasting a massive walk-in closet and a master bathroom complete with dual sinks, a relaxing soaking tub, and a separate shower. Ensuring privacy for family or guests, the second and third bedrooms are joined by a Jack-and-Jill bathroom. Outside, the backyard is a hidden gem, offering a level of privacy that is hard to find. Whether you are lounging by the pool or enjoying the lush surroundings, this space feels like a personal retreat. Best of all, Wellington Chase offers incredibly low annual HOA fees while keeping you close to everything Sarasota is famous for; including world-class beaches, top-rated schools, and the Legacy Trail. This home is ready for its next chapter and is waiting for someone to unlock its full potential in a premier location.
Listing Agent: Mairead Smialek (847-334-4848)
2639 BOUGAINVILLEA ST, SARASOTA, FL 34239
$844,999111 Days on yellowkey MLS ID: A4681333
REDUCED by $19,001 (2.2%) on 04/23/2026
Bed: 3 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2435 Built: 1960Monthly Fee: $17 Tax: $8,234 (2025)Community: South GateSpa: NoSingle Family
Taxes:$8,234
Remarks: Under contract-accepting backup offers. Enjoy life to the fullest in this 3 bedroom, 3 bath mid-century modern style ranch home, nestled on a near 1/3 acre lot in the sought-after South Gate neighborhood, offering over 2,400 square feet of architecturally updated and meticulously maintained living space. From the moment you arrive, this private sanctuary impresses with iconic palm trees, a custom circular paver driveway, professionally lit landscaping, and a vivid one-of-a-kind patio with a colorful front entry. Inside, the light and bright open-concept floorplan showcases flawless terrazzo flooring and a striking modern contrasted kitchen with stainless steel appliances and a large island with bar-top seating. The kitchen and living areas flow seamlessly into the family and dining room, providing ample gathering space and an entertainment center ready for modern electronics. French doors lead to an almost 40-foot screened lanai overlooking a professionally manicured, fenced, and irrigated backyard accented with coping. The primary bedroom features a private exterior entrance, space for a desk or seating area, and an en-suite bath with a walk-in closet with built-in shelving and safe, a wall-to-wall glass shower with multiple massage jets and bench seating, and a separate water closet. Two additional contemporary bedrooms and bathrooms are located on the opposite side of the home. The remodeled two-car garage is climate controlled and includes a full laundry room with utility sink. Major upgrades and systems include a standing seam metal roof, hurricane-rated impact windows and garage door, tankless water heater, whole-home generator, updated electrical system with new controls, and a plumbing system rerouted with exterior clean-outs for easy access. The home includes both a 100-gallon and 500-gallon propane tank, with the generator operating from the 500-gallon tank and the water heater capable of running from either tank, all serviced on a regular basis. Indoor comfort is enhanced by a professionally maintained HVAC system with in-duct air purification, including UV lighting and a whole-home purification system. Smart-home features allow remote control of the irrigation system, HVAC, alarm system, front door lock, and security cameras. The driveway has been recently resealed, and exterior security lighting surrounds the home. Optional membership to the South Gate Community Association offers social activities and pool access at the historic community center for a nominal fee. Ideally located just minutes to golf courses, boat clubs, Downtown Sarasota dining, shopping, nightlife, cultural events, and the world-famous beaches of Siesta Key.
Listing is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: Alan Macloughlin (941-780-8628)
51 S ADAMS DR, SARASOTA, FL 34236
$4,500,00013 Days on yellowkey MLS ID: A4694522
Bed: 4 Bath: 4.5 Gar: 2 Liv Area Sq Ft: 3800 Built: 2027 Tax: $13,737 (2025)Community: Saint Armands Div John Ringling EstatesSpa: YesSingle Family
Taxes:$13,737
Remarks: Pre-Construction. To be built. Brought to you by Noah Thomas Builders, introducing an exceptional modern coastal residence, ideally located just moments from St. Armands Circle and Lido Beach. This striking home blends timeless architecture with relaxed coastal elegance, offering a refined lifestyle in one of Sarasota’s most coveted neighborhoods. Thoughtfully crafted for both everyday comfort and upscale entertaining, the residence showcases expansive light-filled interiors, soaring ceilings, and dramatic walls of impact glass that seamlessly connect indoor and outdoor living. At the heart of the home, the gourmet kitchen features an oversized island, custom cabinetry, designer finishes, and a premium appliance package tailored for effortless hosting. The well-appointed floor plan includes spacious guest suites, a private office, elevator access, and a luxurious primary retreat complete with spa-inspired amenities and oversized walk-in closets. Outdoor spaces are equally inviting, featuring covered lounge areas, a resort-style pool and spa, and lush tropical landscaping designed to create a private coastal oasis. Built to elevated FEMA-compliant standards with reinforced structural components and impact-rated windows and doors, the home was designed with durability, storm resilience, and peace of mind in mind — all while maintaining a bold architectural presence.. Spend your mornings walking the shoreline of Lido Beach, afternoons enjoying boutique shopping and waterfront dining at St. Armands Circle, and evenings relaxing in your own resort-style outdoor living space. With its timeless modern design, low-maintenance luxury lifestyle, and premier Sarasota location, this home is perfectly suited for full-time living or as an upscale seasonal getaway along Florida’s Gulf Coast.
Listing is courtesy of: 1ST CLASS REAL ESTATE SUNCOAST (386-882-6644)
Listing Agent: Holly Wikfors, Llc (239-777-8075)
4150 WEBBER ST, SARASOTA, FL 34232
$375,00020 Days on yellowkey MLS ID: N6144350
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1649 Built: 1958 Tax: $780 (2025)Community: Webber Heights SubSingle Family
Taxes:$780
Elementary School: Brentwood Elementary
Remarks: One or more photo(s) has been virtually staged. ROOF June 2025 with 3-year transferable warranty; A/C December 2024 (Trane XR); Cast iron sewer pipes lined 2021; 16x22 SCREENED LANAI ADDED; LARGE FENCED YARD; NEWER STAINLESS APPLIANCES; All of your big-ticket items have been taken care of! NO HOA - BRING YOUR TOYS; Centrally located. This 3 bedroom, 2 bath, 1 car garage home has 1647 sq ft living area. Enjoy the split floor plan with the Kitchen and Family room serving as the homes anchor. The kitchen has been updated with cabinetry and countertops and has recessed can lighting; perfect for a home chef! There is a breakfast bar for a quick meal or the adjacent dining room if more space is needed. The split floor plan has two nice size bedrooms and bath located on the opposite side of the home. The primary bedroom has an en-suite with a walk-in closet. The large family room is just off the kitchen with plenty of space for hanging out! There is a small bonus room off the family room perfect for an office, craft space or workout room. This is where you access the large, screened lanai and huge backyard that can be used for parking your boat, camper or, letting the dog roam, or playing with the kids. House comes with a riding lawn mower and a 55-inch Tv in the primary bedroom! Whether you are looking for a family home or an investment property, this home is worth a peak! Just moments from the Legacy Trail, Downtown Sarasota, UTC, beaches, and major roadways close by no matter your destination!
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-485-5421)
Listing Agent: Jo-Anne Sckowska, P.A (941-321-8975)
5684 EASTWIND DR, SARASOTA, FL 34233
$925,00013 Days on yellowkey MLS ID: A4671483
Bed: 4 Bath: 3.5 Gar: 3 Liv Area Sq Ft: 3577 Built: 2003Monthly Fee: $40 Tax: $9,282 (2024)Community: Three OaksSpa: YesSingle Family
Taxes:$9,282
Remarks: One or more photo(s) has been virtually staged. Welcome to Three Oaks—where refined living meets natural serenity. This exceptional 4-bedroom + den, 3.5-bath home with a 3-car garage is perfectly positioned along a 125-acre private preserve and lake, offering rare privacy and breathtaking, unobstructed views—truly a bird-watcher’s paradise. Step through elegant double glass entry doors into a home defined by timeless architectural details, including graceful arches, tray ceilings, crown molding, and custom niches—features rarely found at this price point. Soaring ceilings, rich bamboo and plank wood flooring, and expansive windows fill the home with warmth and natural light. The thoughtfully designed layout offers a first-floor primary suite and den for convenient single-level living. At the heart of the home, the gourmet kitchen features granite countertops, custom wood cabinetry, and ample space for both casual dining and entertaining. Step outside to your private retreat. The screened lanai boasts a sparkling pool and spa, and peaceful preserve and lake views—perfect for relaxing evenings or hosting guests in complete privacy. Recent updates provide peace of mind, including a new roof (April 2026), fresh interior and exterior paint, new second-floor flooring, a new pool pump (2026), lanai hurricane shutters, and a brand-new portable grill. Ideally located near top-rated schools, premier shopping and dining, and the world-renowned beaches of Sarasota, this home offers the perfect balance of luxury, comfort, and location. Schedule your private showing today and experience the best of Three Oaks living.
Listing is courtesy of: BRIGHT REALTY (941-552-6036)
Listing Agent: Michelle Pino (714-588-0319)
4424 MEADOW CREEK CIR, SARASOTA, FL 34233
$359,00020 Days on yellowkey MLS ID: A4693701
0 Days Off yellowkey (back on 5/19/2026)
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1911 Built: 1984Monthly Fee: $25 Tax: $3,093 (2025)Community: Evergreen ParkSingle Family
Taxes:$3,093
Remarks: Under contract-accepting backup offers. *HUGE VALUE ALERT!*This spacious 3 BEDROOM | 2 BATH home offers OVER 2,700+ SQUARE FEET and comes loaded with major upgrades already completed for added comfort, efficiency, and peace of mind! Major upgrades have already been completed for added comfort, efficiency, and peace of mind*Improvements made during ownership include a solar energy system installed in 2021, updated kitchen appliances in 2021, new carpet in the living room, dining room, and bedrooms in 2021, a new A/C system installed in 2022, and a new dryer added in 2023*Additional updates include crawl space encapsulation with a dehumidifier system and structural supports completed in 2024, along with new flooring installed in the kitchen, bathrooms, mudroom, and laundry room in 2025*
Listing is courtesy of: BEACHY PROPERTIES (941-371-8163)
Listing Agent: Dave Beachy (941-371-8163)
1525 MALLARD LN, SARASOTA, FL 34239
$8,250,00021 Days on yellowkey MLS ID: A4692537
Bed: 5 Bath: 5.5 Gar: 6 Liv Area Sq Ft: 5664 Built: 2021 Tax: $67,285 (2025)Community: Paradise ShoresSpa: YesSingle Family
Taxes:$67,285
Remarks: A true masterpiece of modern coastal design, this custom-built 2021 waterfront estate is a stunning showcase of luxury, craftsmanship, and breathtaking views. Nestled in the highly coveted West of Trail Paradise Shores community, this 5,664 sq. ft. architectural beauty offers five bedrooms, five and a half baths, and state-of-the-art amenities designed for the discerning buyer. Step through the custom 10-foot decorative glass entry doors, and you’re welcomed by an ambiance of refined elegance. The home’s open-concept design is accentuated by vaulted ceiling details, a showcase electric fireplace, and a multitude of custom built-ins. Hardwood flooring flows throughout the first floor and continues onto the upstairs balcony and bonus room, creating a warm yet sophisticated atmosphere. A Control4 automation system provides whole-home automation, allowing effortless control of lighting, sound, and security. At the heart of the home, the chef’s kitchen boasts top-tier Wolf and Sub-Zero appliances, including a 36” Wolf cooktop, built-in ovens, a Sub-Zero refrigerator/freezer, wine cooler, and walk-in pantry, ensuring every culinary experience is extraordinary. The built-in dining buffet/bar adds an element of effortless entertaining. The main floor primary suite is a private retreat featuring dual vanities, an oversized walk-in shower, a soaking tub, two custom-designed walk-in closets, and stunning custom ceiling details. A private en-suite guest quarter located on the first floor, offers a den and an exclusive balcony, making it a perfect sanctuary for visitors. Upstairs, three beautiful and spacious en-suite bedrooms offer privacy and comfort, while a bonus movie room provides the ultimate entertainment escape, complete with a dry bar for added convenience. Designed for seamless indoor-outdoor living, the 1,000 sq. ft. raised outdoor area is nothing short of spectacular, with the pool and spa elevated to the main living level which is at 14 feet. Lounge in the resort-style pool and spa, gather around the double-sided fireplace topped with two televisions, or enjoy dining in the fully equipped outdoor kitchen, complete with a Sub-Zero refrigerator, ice maker, and Wolf natural gas grill with side burner. Remote-controlled retractable screens offer sun/shade versatility for a comfortable outdoor retreat year-round, while the fire bowls and lush landscaping create an enchanting ambiance. For boating enthusiasts, this estate boasts 123 feet of seawall and water frontage, a private dock, a 20,000 lb boat lift, and two jet ski lifts, offering direct access to the Gulf of Mexico – no bridges, just open water. Engineered for both beauty and resilience, the home sits at an elevation of 14 feet, with PGT high impact security windows and doors, spray foam insulation, a concrete tile roof, and a whole-house Kohler generator. An elevator services all three levels, leading to the sky deck, where panoramic views of Sarasota Bay and downtown create an remarkable backdrop. The 6 plus car garage with epoxy flooring provides ample space for a car collection and additional storage. Located just a short walk to Southside Village, you’ll enjoy some of Sarasota’s finest dining and boutique shopping, including Morton’s, Libby’s, and Veronica’s. With downtown Sarasota and Siesta Beach just a quick drive away, this home offers the ultimate combination of luxury, lifestyle, and location. Experience unparalleled waterfront living—schedule your private showing today.
Listing is courtesy of: WILLIAM RAVEIS REAL ESTATE (941-867-3901)
Listing Agent: Robert Ruiz (941-544-3299)
1619 SUPONIC AVE, SARASOTA, FL 34243
$319,900180 Days on yellowkey MLS ID: TB8454462
0 Days Off yellowkey (back on 5/22/2026)
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1606 Built: 1959 Tax: $2,892 (2025)Community: OtherSingle Family
Taxes:$2,892
Elementary School: Florine J. Abel Elementary
High School: Southeast High
Middle School: Electa Arcotte Lee Magnet
Remarks: Turnkey duplex style property offering immediate income and flexibility. Both units are currently occupied, generating approximately $2,700/month in rental income. Great deal for investors seeking stable cash flow with no ramp-up period. c\Could be the ideal property for owner-occupants to live in one unit and offset a significant portion of your monthly expenses with income from the other. Well-located near shopping, dining, and everyday conveniences, supporting long-term rental demand. A rare opportunity to own a property that performs from day one.
Listing is courtesy of: STAR BAY REALTY CORP. (813-533-6467)
Listing Agent: Dan Bulka (801-979-5548)
3502 BAHIA VISTA ST, SARASOTA, FL 34239
$1,199,000701 Days on yellowkey MLS ID: A4615828
REDUCED by $96,000 (7.4%) on 05/22/2026
Bed: 7 Bath: 6.5 Gar: 1 Liv Area Sq Ft: 3432 Built: 1945 Tax: $10,120 (2023)Community: HomecroftSingle Family
Taxes:$10,120
Remarks: 3 homes located in the HEART of PINECRAFT, A 4 bedroom, 3 1/2 bath MAIN HOME, a detached 2 BEDROOM, 2 BATH home and a 1 bedroom, 1 bath home. . Use for INVESTMENT or a FAMILY COMPOUND... A renovation like no other by one of the best contractors in town. Both the MECHANICS and COSMETICS of these properties are astounding, with thought and consideration evident in every room. All the DRAINPIPES have been replaced with PVC, and the PRESSURE LINES are new and supported by TANKLESS HOT WATER HEATERS. The ELECTRICAL SYSTEM has been completely updated, including the panel, wiring, and fixtures. The NEW KITCHEN has stainless steel appliances and granite countertops, with an enormous number of cabinets and counter space. In the MAIN HOUSE, the primary bedroom is complemented by a spacious bathroom and walk-in closet, which includes an ADDITIONAL WASHER/DRYER for that end of the house. The OFFICE, located off the primary bedroom, has its own outside entrance. All the bathrooms are NEW, as are the IMPACT WINDOWS. The main house features a NEW METAL ROOF. The OUTSIDE KITCHEN is made of composite materials not prone to decay. Additionally, the property includes a DETACHED 2-bedroom, 2-bath home that has been completely renovated to the high standards of the owner/contractor, from the drainpipes to the new roof and has a 20 x 08 covered porch... There is also a DETACHED 1-bedroom, 1-bath apartment with a long-term tenant in place. The property boasts a HUGE GARAGE/WORKSHOP and a 2-car carport. Everything is connected by a spacious paver brick driveway and patio sitting area, surrounded by lush landscaping that brings the final touches to this TRULY REMARKABLE INVESTMENT or FAMILY COMPOUND.
Listing is courtesy of: LOYD ROBBINS & CO. LLC (941-957-9300)
Listing Agent: Viola Cashmore (941-356-0727)
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