Location: Sarasota
Do Not Show Listings
5424 AMERICA DR, SARASOTA, FL 34231
$1,350,000140 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
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$14,691
Elementary School: Phillippi Shores Elementary
High School: Riverview High
Tax Year: 2025
Middle School: Sarasota Middle
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
$475,00077 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 is courtesy of: COLDWELL BANKER REALTY (941-366-8070)
Listing Agent: David Jennings (941-650-7354)
3301 BAY SHORE RD, SARASOTA, FL 34234
$3,995,000711 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
$399,00022 Days on yellowkey MLS ID: A4694503
1 Days Off yellowkey (back on 5/23/2026)
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
Elementary School: Gocio Elementary
High School: Booker High
Middle School: Booker Middle
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
$949,00039 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
$18,900,000135 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
High School: Sarasota High
Middle School: Brookside Middle
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
$500,000122 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
$844,999119 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
$4,500,00021 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)
5684 EASTWIND DR, SARASOTA, FL 34233
$925,00021 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
Tax Year: 2024
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
$359,00028 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
$8,250,00029 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
$319,900188 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)
3551 74TH AVENUE CIR E, SARASOTA, FL 34243
$399,00042 Days on yellowkey MLS ID: A4690564
Bed: 3 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2014 Built: 2022Monthly Fee: $188 Tax: $5,942 (2025)Community: Grady PointeSingle Family
Taxes:$5,942
Elementary School: Kinnan Elementary
Middle School: Braden River Middle
Remarks: Great opportunity on this 3-bedroom 3-bathroom single family home in the Grady Pointe community. The community offers a dog park and is adjacent to the Ron DeSantis Community Park! When walking into the property, you will immediately notice the abundance of natural lighting that flows through the patio doors and illuminates the open floorplan. Tile throughout the house and bedrooms have ceiling fans. This open space seamlessly blends the family, dining and kitchen areas together and flows to the screened patio area where the sound of bird song adds to the relaxing atmosphere. The single-story home master bedroom sits in the rear of the home and contains its own ensuite bathroom with walk-in shower and double vanity. The kitchen has all stainless-steel appliances that complement the quartz countertops and cabinetry and there is a laundry room with a washer and dryer. The home has an attached 2-car garage.
Listing is courtesy of: IMPERIAL PROPERTY GROUP LLC (941-726-1740)
Listing Agent: Olga Smith (941-726-1740)
3118 KEY WAY, SARASOTA, FL 34239
$599,00098 Days on yellowkey MLS ID: A4685119
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2370 Built: 1961 Tax: $2,942 (2025)Community: SouthgateSpa: NoSingle Family
Taxes:$2,942
Elementary School: Wilkinson Elementary
Remarks: Under contract-accepting backup offers. One or more photo(s) has been virtually staged. Beautifully updated 4-bedroom, 2-bath pool home in the desirable Southgate neighborhood of Sarasota offering the ideal blend of indoor comfort and outdoor Florida living. The home features a bright open layout with expansive pocket sliding glass doors that fully open to an oversized open-air pool and patio, perfect for entertaining and relaxing. The updated kitchen includes extensive custom cabinetry with built-in pantry storage and a discreetly integrated laundry area. The home offers four spacious bedrooms and two bathrooms, including a guest bath with a soaking tub. Outside, the property features a large additional paved parking pad along with the driveway and garage, providing ample space for multiple vehicles and recreational equipment. With minimal deed restrictions, the property allows RV and boat parking, with additional space along the side of the home. The backyard also includes a custom playground area. Conveniently located just minutes from Siesta Key Beach, downtown Sarasota, shopping, dining, and parks.
Listing is courtesy of: PREMIER AGENT NETWORK (877-663-9366)
Listing Agent: Stephanie Hawkins (941-587-4337)
436 S POLK DR, SARASOTA, FL 34236
$4,957,777154 Days on yellowkey MLS ID: A4676956
Bed: 5 Bath: 5.5 Gar: 4 Liv Area Sq Ft: 4038 Built: 2019 Tax: $48,523 (2025)Community: Lido Beach Div B ResubSingle Family
Taxes:$48,523
Remarks: Impressive coastal luxury home featuring exquisite finishes throughout and only a block from the beach in the famous Lido Key, Sarasota. Generously sized en-suite 5 bedrooms, and 5 ½ bathrooms, along with a 2-car garage, pool, spa, and slide that is certain to please either homeowner or investor looking to invest in an income-producing vacation rental. Turnkey furnished, this beautiful home is ready for a seamless transition. Located just steps away from St. Armands Circle, this home is in the heart of one of Florida’s most sought-after-destinations. Enjoy a perfect Florida morning or evening sipping coffee or cocktails on the rooftop, watching the sunrise or sunset, and ocean waves. The main level features 2 suites that offer Daiken minis for added comfort for those who enjoy undisturbed, optimal sleep in cooler temperatures, a living room, and an open kitchen with 2 built-in ovens, refrigerator, gas cooktop, leading into the dining room. Expansive high ceilings and vast window treatments create a bright & spacious atmosphere. The second level features 3 spacious suites, as well as a game room. This home pays attention to detail on finishes and is designed with Florida living in mind. This premier location places you at the center of Sarasota’s most vibrant coastal lifestyle. World-class dining, boutique shopping, cafés, galleries, and the white sand beach of Lido Key are just moments away from your door. Downtown Sarasota’s cultural attractions, year-round events, marina, and waterfront dining are a short drive over the Ringling Bridge. This beautiful estate offers a unique opportunity in a location defined by prestige, walkability, and timeless coastal charm.
Listing is courtesy of: EXIT KING REALTY (941-497-6060)
Listing Agent: Terry Cordle (740-601-4121)
836 MAGELLAN DR, SARASOTA, FL 34243
$635,000105 Days on yellowkey MLS ID: A4683886
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2425 Built: 1964Monthly Fee: $3 Tax: $3,050 (2025)Community: Whitfield Country ClubSpa: NoSingle Family
Taxes:$3,050
Remarks: One or more photo(s) has been virtually staged. Enjoy sweeping golf course views and classic Sarasota charm from this spacious residence overlooking the 15th hole of historic Sara Bay Country Club, the renowned Donald Ross-designed course established in the 1920s. Situated on an oversized 18,750 sq. ft. lot, this property offers a rare opportunity to enjoy generous indoor and outdoor living space in one of Sarasota’s most established golf course communities. Designed for comfortable everyday living and entertaining, the open great room floor plan flows seamlessly to the expansive patio and outdoor living areas where panoramic fairway views create a beautiful backdrop for relaxing or gathering with family and friends. A private putting green adds to the home’s golf-inspired setting, while the spacious backyard offers exceptional flexibility for future outdoor enhancements tailored to your lifestyle. The kitchen features granite countertops, solid wood cabinetry with soft-close drawers, and convenient roll-out shelving. The oversized primary suite includes a spacious sitting area, walk-in closet, and private bath, creating a comfortable retreat within the home. The second bedroom features a large walk-in cedar closet, while the third bedroom, currently used as a home office, easily adapts as a guest room, den, or flex space. Additional highlights include an oversized garage with workshop area, ideal for hobbies, storage, or projects. Conveniently located just minutes from downtown Sarasota, Sarasota-Bradenton International Airport, shopping, dining, cultural venues, and Gulf beaches, this property presents an exceptional opportunity to enjoy golf course living with space, privacy, and potential in a highly desirable Sarasota location. Offering one of the larger homesites in the neighborhood along a historic Sarasota fairway, this property combines location, lifestyle, and value with the opportunity to personalize and make it your own.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-951-6660)
Listing Agent: Marci Mcfarland (941-961-3390)
418 EDWARDS DR, SARASOTA, FL 34243
$420,000264 Days on yellowkey MLS ID: A4665321
REDUCED by $20,000 (4.5%) on 04/15/2026
Bed: 2 Bath: 1.0 Gar: 1 Liv Area Sq Ft: 1403 Built: 1950 Tax: $2,880 (2024)Community: Uplands TheSingle Family
Taxes:$2,880
Remarks: Charming Sarasota Bay-View Cottage with Timeless Character and Modern Comforts 418 Edwards Dr, Sarasota, FL 34243 2 Beds | 1 Bath | 1,403 Sq Ft | .39 Acre Lot | No HOA Welcome to a slice of Sarasota’s coastal charm! Nestled right along the shimmering waters of Sarasota Bay and across from the Sarasota-Bradenton International Airport, this beautifully maintained 1950s single-family cottage offers the rare blend of original character, recent updates, and flexible use potential—all on an expansive .39-acre lot with NO HOA restrictions. Step onto the welcoming front porch and into a light-filled living room, where oversized windows, a cozy wood-burning fireplace, and a built-in bookcase instantly make you feel at home. The open-concept flow continues through a dedicated dining space and into the modernized kitchen—fully remodeled in 2018 with sleek cabinetry, updated appliances, and plenty of counter space to bring your culinary ideas to life. The home’s engineered bamboo flooring, installed throughout in 2018, brings warmth and continuity to the entire home. A central hallway leads to two well-appointed bedrooms, thoughtfully separated for privacy. The updated full bathroom with stand alone shower and a tub, conveniently located at the start of the hallway, makes it convenient for guests and everyday use for the residents. Out back, you’ll find where this home truly shines. The generously sized backyard, surrounded by a new fence (2024), features a deck right of the kitchen exit, which was installed in 2019—perfect for hosting family gatherings or quiet evenings under the stars. The family’s favorite memories were made here, from backyard parties to playing with their children & pets, and now it’s ready for the next chapter. Enjoy a partial view of Sarasota Bay, mature landscaping, and a sense of peaceful seclusion—all while having room to build a detached garage, store your RV or boat. Although this home has never been rented out, BUYERS SHOULD EXPLORE THE PROPERTY’S POTENTIAL AS AN INCOME-PRODUCING RENTAL, making it a fresh opportunity for a savvy investor or someone looking to enjoy Florida living full-time. Major System & Structural Highlights: New HVAC system and attic insulation (2024) New fencing (2024) Roof replaced (2015) Water heater (2018) Updated electrical (2017) Updated plumbing (2018) Water filtration system (2021) 9 impact-resistant hurricane windows (2019) Exterior painted (2023) All appliances included—washer/dryer too! LOCATION, LOCATION, LOCATION! Perfectly positioned near it all—enjoy: Walkable paths to the Powell-Crosley Estate & USF Sarasota/Manatee Campuses. 1 min to SRQ Airport 5 mins to Ringling Museum & New College of Florida 10 mins to Downtown Sarasota 15 mins to St. Armands Circle & Lido Beach Easy access to University Town Center, shops, and dining Minutes to cultural hubs, marinas, parks, and more! Whether you’re looking for a peaceful Florida retreat, a strategic investment, or a home with room to grow, this lovingly maintained residence checks all the boxes—with no HOA limits to your imagination. Don’t miss the chance to own a truly special home in one of Sarasota’s most convenient and scenic locations! Preferred Lender Luke McFarland from Select Lending Services is offering 1% of the loan amount as a lender credit towards closing costs or interest rate buy-downs on this specific home.
Listing is courtesy of: COMPASS FLORIDA LLC (941-279-3630)
Listing Agent: Paula Mccabe (941-313-0864)
528 45TH ST, SARASOTA, FL 34234
$625,000421 Days on yellowkey MLS ID: A4648996
REDUCED by $24,000 (3.7%) on 04/17/2026
Bed: 3 Bath: 2.5 Liv Area Sq Ft: 1637 Built: 1955 Tax: $5,555 (2024)Community: Indian Beach Map OfSingle Family
Taxes:$5,555
Elementary School: Emma E. Booker Elementary
Remarks: O la la! Shangri-La! Fall in love at first sight! Nestled under leafy green trees, this enchanting charmer comes with a free-standing studio complete with kitchenette, full bathroom, separate entrance, and outdoor nook blooming with jasmine lingering in the breeze! Turn-key furnished! So bring your daydreams, your live-in lover, and your frolicking, fun friends! Looking for the perfect, precious AirBnb? Located within the City of Sarasota limits, which allows weekly rentals. Waltz through the front door of your fairytale cottage and be tickled pink by the soaring ceilings, original double-sided stone fireplace, handsome built-ins, cute-as-a button stained-glass windows, vintage wallpaper in breakfast nook, and peek-a-boo ferns in the sunny windows. Enjoy your morning cappuccino in your adorable, private, secret garden that awaits your fleet of pretty-pots-of-peonies-a-blooming. Transform the studio into the one and only magical museum of you! A happy haven for your playful paintings, favorite ukuleles, cuddling kitties, and love letter library! Bring your green thumb and your garden gnomes, and bask in the glory of this timeless, idyllic, unique gem. Soak in the serene ambiance of Indian Beach-Sapphire Shores whilst you meander around this charming, historic neighborhood brimming with beauty and stunning, escapee peacocks. Walk to the delightful Ringling Museum, take your kayak for a spin in the bay to admire the pelicans, or hop in your Funmobile for a beach bunny day at Lido less than 5 miles away! Float in the bewitching waves of the glorious ocean; melt with the sherbet sunset, happy and sun-kissed; clink cocktails in the violet twilight with funny friends; foxtrot into your very own fascinating fairytale. You only live once! Swoop before this dream belongs to someone else!
Listing is courtesy of: ROSEBAY INTERNATIONAL REALTY, INC (941-366-7673)
Listing Agent: Autumn Beckett (941-376-6983)
6711 S LOCKWOOD RIDGE RD, SARASOTA, FL 34231
$499,900231 Days on yellowkey MLS ID: A4668944
REDUCED by $29,100 (5.5%) on 05/05/2026
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1816 Built: 1966 Tax: $4,379 (2024)Community: Gulf GateSingle Family
Taxes:$4,379
Elementary School: Gulf Gate Elementary
Remarks: Step inside this beautifully remodeled mid-century modern gem located in the highly sought after Gulf Gate community. This stylish 3-bedroom, 2 bath home also features two versatile bonus rooms, perfect for a home office, fitness room, Florida sitting room, or playroom, offering flexibility to fit your lifestyle. In keeping with its mid-century roots, the original Terrazzo flooring has been fully restored and polished, preserving the home's character while everything else has been reimagined with modern updates. The brand-new kitchen shines with custom cabinetry, granite countertops, stainless appliances, and an eat in kitchenette, creating an inviting space for everyday living and entertaining. Both bathrooms have been completely remodeled with new vanities, showers, fixtures and lighting for a fresh, contemporary look. Major upgrades include a new roof, new AC, and new Hot water heater, updated electric panel to 200 amps with new wiring to all light fixtures, main drain from house to sewer has been flushed, 2 large windows have been replaced with hurricane impact windows, all providing peace of mind for years to come. Enjoy Florida living at its best in the beautiful, fenced backyard, surrounded by mature landscaping and shade trees, ideal for relaxing or hosting gatherings, or a playground for your furry friends. Perfectly situated just a few miles from the world-famous Siesta Key Beach and only six minutes to Crescent Beach, Gulf Gate offers convenient access to schools, shopping, dining, downtown Sarasota, St. Armand's Circle, Lido Beach and Venice Beach, and is an Old Florida quiet neighborhood. This move-in ready home blends classic charm with modern luxury, a rare find in one of Sarasota's most desirable neighborhoods.
Listing Agent: Jennifer Bright (941-320-4989)
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