Location: Sarasota
Do Not Show Listings
2839 OLYMPIC ST, SARASOTA, FL 34231
$439,900118 Days on yellowkey MLS ID: A4680914
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1271 Built: 1955 Tax: $2,877 (2025)Community: Sarasota Venice Co 09 37 18Single Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$2,877
Elementary School: None
High School: None
Tax Year: 2025
Middle School: None
Remarks: Beautiful!! Completely rehabbed with nice finishes throughout,New Ac and much more , this move-in-ready home offers modern updates, quality craftsmanship, and a bright, welcoming interior. Ideally located near top Sarasota schools, shopping, and dining, and just minutes from Siesta Key Beach, this property delivers both comfort and convenience in one of Sarasota’s most desirable areas. The neighborhood features new construction homes selling at significantly higher prices, making this an exceptional value. Enjoy a spacious, fully fenced patio—including the front yard—for absolute privacy, with plenty of room for an RV, multiple vehicles, or a boat. Schedule your showing today and explore the possibilities for yourself.
Listing is courtesy of: GENESIS JC REALTY LLC (941-281-8829)
Listing Agent: Juan Reyes (941-281-8829)
4646 GLEASON AVE, SARASOTA, FL 34242
$1,350,000144 Days on yellowkey MLS ID: A4677470
Bed: 4 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 2927 Built: 1957 Tax: $7,816 (2025)Community: Ocean Beach RepSingle Family
Taxes:$7,816
Remarks: Experience the epitome of luxury with this stunning home that defines coastal elegance. Nestled on a quiet island street, this Florida Coastal masterpiece is set on a large 12,805 square foot lot with 75 ft of private lakefront overlooking the serene waters of Lake Norma, on our famed Siesta Key. Renovated with meticulous attention to detail, this newly updated home features an expansive, light-filled open floor plan with continuous quartzite countertops throughout. It includes two primary suites, one of which flows into its own private kitchenette overlooking the tranquil waterfront. Two lanais and a custom built hot tub and pool complete with a waterfall and color-changing lighting system ensure seamless indoor-outdoor living. Quality and craftsmanship are paramount, and every detail has been thoughtfully considered to ensure superior structural integrity, including the hurricane impact windows and elevated AC condensers. A new roof was installed in 2024, along with new mechanicals, electrical, plumbing, pool surfacing, appliances, and more. This gorgeous island paradise has been fully renovated to both preserve and highlight its architectural elegance. A prime location, this property is ideally situated minutes to the world-famous powdery sands of Siesta Key Beach, less than a mile from charming Siesta Key Village, and near the prestigious Out-of-Door Academy. A quick 5-minute drive over the North Bridge takes you to Sarasota proper and a mere 10 minutes more to the heart of dazzling downtown Sarasota and St. Armands Circle, where you can enjoy a wide selection of fine dining, shopping, and world-class cultural arts and nightlife, making it the ideal home for those seeking the ultimate Florida lifestyle. Schedule your private showing today.
Listing is courtesy of: KELLER WILLIAMS ON THE WATER S (941-803-7522)
Listing Agent: Victor Maravi Passara (941-284-3356)
6914 TREYMORE CT, SARASOTA, FL 34243
$729,00033 Days on yellowkey MLS ID: A4688605
1 Days Off yellowkey (back on 5/4/2026)
Bed: 3 Bath: 3.0 Gar: 3 Liv Area Sq Ft: 2495 Built: 2003Monthly Fee: $96 Tax: $9,439 (2025)Community: Treymore At The Villages Of Palm-Aire 1Spa: YesSingle Family
Taxes:$9,439
Remarks: Under contract-accepting backup offers. 3BR/3BA Arthur Rutenberg home with 3-car garage & newer HVAC in gated Treymore at Palm Aire—featuring a pool/spa, open layout & private office. Designed for both everyday living and entertaining, this home offers a seamless open floor plan connecting the living and dining areas to a spacious family room and gourmet kitchen. Frameless sliding glass doors lead to a supersized lanai with a smart-tech, self-cleaning pool and spa, outdoor kitchen—your own private outdoor retreat. The preserve view provides tranquility. The split floor plan provides privacy, with pool access from the main living areas, primary suite, and a rear hallway bath that doubles as a pool bath. A large private office at the back of the home offers flexibility and could easily convert to a 4th bedroom. The primary suite features built-in closet systems, dual vanities, soaking tub, separate shower, and a private water closet. The gourmet kitchen includes a gas stove, stainless steel appliances, cherry wood cabinetry, breakfast nook, breakfast bar, and wine bar. Additional highlights include a 3-car garage with epoxy flooring, electric car charger and ample storage, plus a tankless water heater. Located in a golf cart-friendly community of Palm Aire Country Club, Treymore has very low HOA fees with optional golf and social memberships available. Many furnishings are negotiable, offering a move-in ready opportunity to enjoy Florida living.
Listing is courtesy of: THE KEYES COMPANY - SARASOTA (941-362-4100)
Listing Agent: Ann Glaves (941-500-2488)
1885 VAMO WAY, SARASOTA, FL 34231
$235,00047 Days on yellowkey MLS ID: A4689397
3 Days Off yellowkey (back on 5/4/2026)
REDUCED by $24,900 (9.6%) on 04/23/2026
Bed: 2 Bath: 1.0 Liv Area Sq Ft: 572 Built: 1961 Tax: $2,637 (2025)Community: Vamo 3Rd Add ToSingle Family
Taxes:$2,637
Elementary School: Gulf Gate Elementary
High School: Riverview High
Middle School: Sarasota Middle
Remarks: Under contract-accepting backup offers. Price Improvement! Now listed at $235,000! Home appraised for $245,000 on 04/12/2026! Walk into instant equity! Charming cottage-style home in a highly sought-after Sarasota location, just minutes from world-famous Siesta Key Beach. This 2-bedroom, 1-bath residence offers a unique blend of character, functionality, and investment potential. Originally rebuilt in 2001, the home features updated appliances, including a newer refrigerator, range, microwave, and A/C unit, providing comfort and convenience for everyday living. The fully fenced yard offers exceptional privacy and space, perfect for pets, entertaining, or future expansion. Step into the spacious backyard and enjoy a covered gazebo deck complete with a sink—an ideal setup for outdoor dining, entertaining, or relaxing in your own private retreat. Additional highlights include a separate RV electric hookup and a versatile shed perfect for a workshop, storage, or hobby space. The expansive lot also presents an excellent opportunity to build a new home with a pool, maximizing the value of this prime location. Just one minute from Vamo Drive Park with kayak launch access, this property is perfect for outdoor enthusiasts. This home is also a fantastic income-producing opportunity, generating approximately $30,000–$50,000 annually while it was rented in 2023 Don’t miss this rare chance to own in one of Sarasota’s most desirable areas.
Listing is courtesy of: BERKSHIRE HATHAWAY HOMESERVICE (941-907-2000)
Listing Agent: Michael Zuppardo (941-900-3400)
8963 FISHERMENS BAY DR, SARASOTA, FL 34231
$1,575,000360 Days on yellowkey MLS ID: A4654953
REDUCED by $24,900 (1.6%) on 05/04/2026
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 3300 Built: 1993Monthly Fee: $125 Tax: $10,372 (2024)Community: Fishermens BaySpa: YesSingle Family
Taxes:$10,372
Tax Year: 2024
Remarks: Live the Dream in Fishermen’s Bay – Private Bayfront Paradise with Deeded Boat Slip & Designer Touches. Welcome to a rare opportunity in the exclusive gated enclave of Fishermen’s Bay, a serene waterfront community of just 20 custom luxury homes, perfectly situated West of the Trail on the shimmering shores of Little Sarasota Bay. Tucked away at the end of a quiet cul-de-sac and nestled on a lush half-acre tropical estate, this Key West-style masterpiece offers over 3,200 square feet of elegant indoor living and expansive outdoor spaces designed for the ultimate Florida lifestyle. Enjoy Sarasota Bay views, water access, and a deeded boat slip, and private gate leading to Vamo Park for easy kayak launching just steps away. Crafted by renowned Yoder Construction, the home is a stunning blend of craftsmanship, comfort, and coastal sophistication. Step inside to discover wood floors, crown moldings, and stone countertops throughout. The chef’s kitchen is a dream, featuring a Viking range, Sub-Zero refrigerator, Fisher & Paykel dishwasher, quartz countertops ideal for entertaining. The main living and dining area opens through sets of French doors to a screened-in deck where you can relax and soak in the tranquil views of the bay and your private heated pool with sun shelf and 5-person spa (installed in 2020). Whether you’re enjoying your morning coffee or hosting sunset dinners, the setting is simply magical. The 3rd-floor master suite is a private sanctuary complete with a fireplace, dual walk-in closets, updated spa bath, and a private balcony offering serene water views. On the ground floor, a large bonus area opens to lush, Selby Garden-style landscaping with rambling paver walkways, and plenty of storage for kayaks and beach toys. Enjoy peace of mind with electric hurricane shutters, a 3-zone A/C system, engineered walls, and a sprinkler system fed by your own well. Additional Highlights: • Deeded boat slip with quick access to the Intracoastal • kayak launch • 2 fireplaces • Screened and covered porches for year-round enjoyment • 2-car garage with ample storage • Minutes to Siesta Key Beach, Pine View School, shopping, and dining This is more than a home—it’s a lifestyle. Discover the timeless charm of Old Florida with every modern luxury you could desire. Paradise is calling in Fishermen’s Bay!
Listing is courtesy of: CLUB REALTY (941-726-2677)
Listing Agent: Brooke O'Malley (941-726-2677)
5058 SILK OAK DR, SARASOTA, FL 34232
$335,00038 Days on yellowkey MLS ID: A4691394
0 Days Off yellowkey (back on 5/4/2026)
Bed: 3 Bath: 1.5 Gar: 1 Liv Area Sq Ft: 1132 Built: 1979 Tax: $3,774 (2025)Community: Brentwood EstatesSingle Family
Taxes:$3,774
Remarks: One or more photo(s) has been virtually staged. Charming and move-in ready 3 bedroom, 1.5 bath block home offering 1,132 sq ft of stylish, low-maintenance living. This well-maintained property features a durable metal roof and a beautifully updated kitchen complete with granite countertops and stainless steel appliances. Ceramic tile flooring runs through the main living areas, while the bedrooms offer comfortable luxury vinyl plank flooring. Step outside to a screened patio overlooking a HUGE fenced private backyard on nearly 1/4 acre—ideal for entertaining, relaxing, or giving pets plenty of space to roam. A 1-car garage adds convenience and extra storage. Located in Brentwood Estates in Sarasota, this home offers a quiet neighborhood setting with easy access to shopping, dining, schools, and everyday essentials. You’re also just a short drive from the beautiful Gulf beaches, including Siesta Key Beach, making it easy to enjoy the best of Florida living.
Listing is courtesy of: ALLEGIANT REAL ESTATE GROUP (941-685-3958)
Listing Agent: Lori Campbell (941-685-3958)
2911 WOODPINE CT, SARASOTA, FL 34231
$515,000146 Days on yellowkey MLS ID: W7881796
REDUCED by $5,000 (1.0%) on 05/04/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1275 Built: 1979 Tax: $4,622 (2025)Community: Woodpine LakeSpa: NoSingle Family
Taxes:$4,622
Elementary School: Wilkinson Elementary
Middle School: Brookside Middle
Remarks: Located at 2911 Woodpine Ct in Sarasota, Florida, this beautifully renovated 3-bedroom, 2-bathroom home offers the perfect balance of modern comfort, thoughtful design, and an unbeatable West of the Trail location. Tucked away on a quiet cul-de-sac within the highly regarded Riverview High School district, this move-in-ready property places you just minutes from the sugar-white sands of Siesta Key Beach, Lido Beach, and the vibrant energy of downtown Sarasota. Inside, the home features a bright and open layout that effortlessly connects the living, dining, and kitchen spaces, creating an inviting atmosphere ideal for both everyday living and entertaining. Abundant natural light pours in through large windows and sliding glass doors, offering peaceful views of the lush backyard and enhancing the home’s airy feel. The updated kitchen is designed with both style and function in mind, featuring modern cabinetry, sleek countertops, and ample workspace for hosting gatherings or preparing quiet meals at home. A unique and highly desirable split floor plan provides a private primary suite set apart from the additional bedrooms, offering a true retreat with generous closet space and a tastefully updated en-suite bathroom. The two additional bedrooms are well-sized and versatile, perfect for guests, a home office, or additional living needs. Step outside to enjoy a spacious backyard surrounded by mature landscaping, offering endless possibilities for outdoor living, entertaining, or future enhancements. The screened-in porch provides a relaxing spot to enjoy morning coffee or unwind in the evenings while taking in the serene surroundings. With no HOA restrictions, the property allows flexibility for personal use or investment. The two-car garage offers convenient parking and extra storage. Nearby attractions include the restaurants and boutiques of Gulf Gate, Southside Village, and St. Armands Circle, as well as cultural destinations such as Selby Botanical Gardens, Marina Jack, and Sarasota Bayfront. Outdoor enthusiasts will appreciate easy access to boating, kayaking, and waterfront parks, while everyday conveniences like grocery stores, coffee shops, and fitness studios are just minutes away. Healthcare is close by with Sarasota Memorial Hospital, Doctors Hospital of Sarasota, and multiple medical offices nearby. Whether you’re seeking a primary residence, seasonal retreat, or investment opportunity, this home delivers exceptional location, comfort, and lifestyle appeal in one of Sarasota’s most desirable areas.
Listing is courtesy of: LPT REALTY, LLC (877-366-2213)
Listing Agent: Maidelin Moreira Miranda (813-482-3920)
11109 SANDHILL PRESERVE DR, SARASOTA, FL 34238
$550,00040 Days on yellowkey MLS ID: N6143983
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2025 Built: 2016Monthly Fee: $478 Tax: $6,210 (2025)Community: Sandhill PreserveSingle Family
Taxes:$6,210
Middle School: SKY Academy Englewood
Remarks: Make this beautifully finished home your own in this popular, open and well laid out, split floorplan. Two bedrooms plus an additional bonus / flex room, Two bathrooms, and an extended two car garage. Enjoy outdoor living with a covered back porch and the upgraded "extended" lanai. Stainless Steel Appliances, drop down pendant lighting, breakfast bar, tile throughout. Primary bathroom features a Large walk-in shower with a bench, dual vanity sinks, large walk-in closet and linen closet. Some updates include New premium Whirlpool gas stove with air fry, a new range hood vent, New Whirlpool dishwasher, and a new Whirlpool gas dryer. All new brushed bronze hardware in the bathrooms and kitchen. All new bronze doorknobs, new keypad front door. HVAC serviced this year, including ducts professionally sanitized and cleaned. Interior all new paint. Sandhill Preserve on Palmer Ranch is a gated community in Sarasota, nestled within the acclaimed Palmer Ranch master plan. In this community you will enjoy resort style amenities including a Clubhouse with social rooms, a full-time on-site lifestyle director, state-of-the-art fitness center, resort style swimming pool, pickleball courts, Har-Tru tennis courts, a spa, outdoor barefoot bar and fire pit.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-951-6660)
Listing Agent: Tammy Kitt (941-284-7274)
4494 DEL SOL BLVD S, SARASOTA, FL 34243
$460,000160 Days on yellowkey MLS ID: N6142017
REDUCED by $10,000 (2.1%) on 04/18/2026
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1808 Built: 1992Monthly Fee: $11 Tax: $4,692 (2025)Community: Del Sol Village At Longwood Run Ph 02Spa: NoSingle Family
Taxes:$4,692
Elementary School: Emma E. Booker Elementary
High School: Booker High
Middle School: Booker Middle
Remarks: PRICE IMPROVEMENT & MOTIVATED SELLER! Location, Location, Location! I know that saying is real estate cliche, but in this instance, it's absolutely true! This beautiful 3 bedroom, 2 1/2 bath, 2 car garage home with heated pool is nestled against a preserve and located in the popular and highly sought after Longwood Run subdivision. You're just minutes away from world famous beaches, first class shopping at UTC, medical facilities and a myriad of restaurants covering just about everyone's favorite dish. Easy access to I-75, US 41 and just minutes to Sarasota Bradenton International Airport (SRQ). Home updates worth noting include a new tile roof in 2020, kitchen cabinets & quartz countertops in 2025, primary, guest and pool baths all updated within the last 2 years and the pool was resurfaced in 2024. The generous room sizes and easy flow of this home will draw you in, but the peace and tranquility found enjoying your pool area/outdoor living with gorgeous preserve views will make you want to stay! One bedroom is currently being used as a den/office, but could easily have a closet added, if needed. Primary bedroom offers sliders to the pool area along with 2 walk-in closets (hers and hers, LOL), ensuite bathroom with quartz countertops, soaking tub and stand alone shower stall. An affordable HOA, superb location and a fabulous home. . . . what more could you ask for? Schedule your private viewing today and make this home yours - before someone else does!
Listing is courtesy of: SETTLES REAL ESTATE LLC (941-685-3600)
Listing Agent: Cherie De Hay (941-809-6828)
4003 BOOTH PL, SARASOTA, FL 34231
$355,90046 Days on yellowkey MLS ID: A4690238
REDUCED by $19,100 (5.1%) on 05/02/2026
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1306 Built: 1952 Tax: $2,979 (2025)Community: BrooksideSingle Family
Taxes:$2,979
Elementary School: Phillippi Shores Elementary
Remarks: Welcome to this centrally located 3-bedroom, 2-bath home in Sarasota! There are so many major updates are already completed. This home features an updated kitchen with all new appliances, cabinets, counter tops, and fixtures. The Primary bathroom is also brand new and was renovated beautifully in March 2026. This home is being sold as is, but with a little TLC and paint the rest of the home can be made to be just as beautiful! Bring your vision and make this home your own. Relax in the spacious and peaceful LANAI and enjoy the large private yard which is shaded by beautiful mature trees. Additionally, the home includes a one-car carport under the main roof of the home, enhancing both resale value and rental potential in this highly desirable area. Located within the highly regarded Riverview School District and just minutes from Siesta Key, Sarasota’s renowned beaches, vibrant downtown, shopping, dining, and major medical facilities, this property sits in a location that consistently drives strong demand. This home offers a solid foundation for your next project, with key updates already completed. With strong location fundamentals, desirable school zoning, existing upgrades, and clear upside potential, this is an opportunity for investors or anyone who is looking for a home in a great location that they can make their own.
Listing Agent: Julie Shaw (941-408-4760)
7434 35TH LN E, SARASOTA, FL 34243
$475,00070 Days on yellowkey MLS ID: A4686705
REDUCED by $10,000 (2.1%) on 05/04/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1983 Built: 2021Monthly Fee: $85 Tax: $6,355 (2025)Community: Grady PointeSingle Family
Taxes:$6,355
Elementary School: Kinnan Elementary
High School: Southeast High
Middle School: Braden River Middle
Remarks: WOW Seller contributing 10K towards buyers closing costs or lender interest rate buy down!! Stunning Former Model Home in Grady Pointe! Discover this exquisite former model home in Grady Point, featuring an array of luxurious upgrades! This spacious 3-bedroom plus den, 2-bath residence is now available and ready for you to call home. As you step inside, you're greeted by soaring high ceilings and elegant upgraded moldings that set the tone for this sophisticated space. The open floor plan is thoughtfully designed with a split layout, offering both privacy and a seamless flow for entertaining. The chef's kitchen is a true highlight, boasting 42" cabinets, stunning 3cm granite countertops with a full tile backsplash, and stainless steel appliances. A large bar area provides additional seating, making it perfect for gatherings. The oversized dining room is ideal for hosting dinner parties, while the family room features a premium entertainment package for cozy movie nights. Upgraded tile flows throughout the living areas, making maintenance a breeze. Retreat to the luxurious primary suite, designed for relaxation, complete with dual vanities, a private water closet, a walk-in shower, and an expansive walk-in closet—truly fit for royalty! The versatile den is perfect for remote work, study, or hosting guests, complete with built-ins for added convenience. Two sizable guest bedrooms and a well-appointed guest bath round out this remarkable home. Situated on one of the best home sites in Grady Point, you’ll enjoy a tranquil water view with neighbors on only one side. The property is fully fenced, ensuring privacy, and includes an indoor laundry room for added functionality. This home has been meticulously upgraded with top-tier options, from paint to cabinets to millwork. Don't miss the chance to make this dream home yours! Schedule a showing today! Grady Pointe is conveniently situated just three miles north of Downtown Sarasota, providing a serene environment surrounded by small corporate parks, private schools, golf courses, churches, and gated communities. KB Home has limited the neighborhood to fewer than 60 lots, ensuring ample green space for residents. Approximately half of the properties boast scenic views of two large lakes.
Listing is courtesy of: COMPASS FLORIDA LLC (941-279-3630)
Listing Agent: Michelle Ward (941-920-2460)
5618 BRITANNIA DR, SARASOTA, FL 34231
$1,500,00054 Days on yellowkey MLS ID: A4688782
Bed: 3 Bath: 3.5 Gar: 3 Liv Area Sq Ft: 3163 Built: 1956 Tax: $11,111 (2025)Community: Phillippi Gardens Un 16Single Family
Taxes:$11,111
Remarks: One or more photo(s) has been virtually staged. Brand new build in 2017. No HOA Fee or restrictions. Tucked away on nearly an acre in the desirable Phillippi Gardens area, this private 3-bedroom, 3.5-bath estate offers a rare blend of space, security, and classic Florida charm. Enclosed by a full concrete perimeter wall with an electronic gate, the property provides exceptional privacy and peace of mind in a prime location just minutes from Siesta Key, downtown Sarasota, shopping, dining, and top-rated schools. Designed for both comfort and efficiency, the home features hurricane-impact windows and doors, a durable metal roof, and solar panels with net metering available for energy savings. Additional upgrades include propane service, plantation shutters, and a comprehensive exterior security system with 11 surveillance cameras. Inside, the home offers a warm and inviting layout with spacious living areas, custom details, and seamless indoor-outdoor flow ideal for everyday living and entertaining. Step outside to your own private retreat featuring a sparkling pool surrounded by mature landscaping and expansive yard space. Car enthusiasts, hobbyists, and those needing extra storage will appreciate the detached, air-conditioned garages along with an RV hookup. Ample room to store your boat or RV. Set on nearly an acre with room to expand or simply enjoy the space, this unique property boasts privacy and convenience.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-349-3444)
Listing Agent: Denise Mei (941-685-3198)
810 MCARTHUR AVE, SARASOTA, FL 34243
$475,00094 Days on yellowkey MLS ID: A4684249
REDUCED by $5,000 (1.0%) on 03/31/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1695 Built: 1998Monthly Fee: $11 Tax: $4,893 (2025)Community: Sarabay LakeSpa: NoSingle Family
Taxes:$4,893
Elementary School: Florine J. Abel Elementary
Middle School: Electa Arcotte Lee Magnet
Remarks: Welcome home to an exceptional move-in ready opportunity located in the highly desired Sarabay Lakes neighborhood. This beautiful three-bedroom, two-bathroom pool home features a spacious open floor plan with vaulted ceilings and a split master ensuite, offering both comfort and style. The outdoor space serves as a private oasis, featuring a fenced-in backyard with a large screened lanai, relaxing pool and tranquil views of the pond. The property has been meticulously maintained with several recent upgrades, including a new roof and AC system installed in 2019, as well as new appliances and a pool pump added in 2021. Situated in the sought-after Whitfield area, this home provides close proximity to McArthur Park, the Sarasota airport, and various local amenities, all while offering convenient access to the stunning Gulf Coast beaches. This is a home you will want to tour right away to experience the beautiful morning sunrises and relaxing poolside sunsets for yourself.
Listing is courtesy of: CENTURY 21 BEGGINS ENTERPRISES (813-658-2121)
Listing Agent: Kathleen Long (813-470-0047)
315 S SHORE DR, SARASOTA, FL 34234
$5,750,000155 Days on yellowkey MLS ID: A4676265
Bed: 4 Bath: 3.5 Gar: 4 Liv Area Sq Ft: 5826 Built: 2016 Tax: $62,165 (2025)Community: Sapphire Shores Resub Blk MSpa: YesSingle Family
Taxes:$62,165
Remarks: House never flooded, including during Hurricanes Milton and Helene, and protected by a full house generator! Lavishly embellished with Old World authenticity, this exceptional waterfront estate evokes the grandeur of a 17th century Tuscan farmhouse. Custom built by John Cannon, the home is set on what was once Ringling’s personal yacht basin, offering protected sailboat water, 180 feet of seawall, a private dock, two boat lifts, and a dedicated kayak lift platform, all framed by sweeping panoramic water views. From the moment of arrival, the level of craftsmanship is unmistakable. Walls are finished in aged plaster, hand made terra cotta floors have been acid washed and stained to reflect centuries of wear, and authentic frescoes and ceiling beams inspired by the Renaissance period add depth and character throughout. The great room provides a dramatic setting for entertaining with soaring 22 foot ceilings, a gas fireplace, and a wet bar accented by a hammered copper sink. The chef’s kitchen is equipped with an Italian eight burner gas range and Brazilian soapstone countertops, while the dining room features a rare brick vaulted ceiling that reinforces the home’s Mediterranean soul and creates a truly immersive dining experience. The primary suite is a romantic retreat with his and hers walk in closets and a spa like bath wrapped in rich wood and stone finishes. Additional spaces include two to three guest bedrooms, dual offices, a bonus room, and a wine room. A true 2,500 square foot ground level garage offers tandem parking for two to four plus vehicles, making it a dream for car collectors. Outdoor living is exceptional, with stone and wrought iron terraces, an outdoor kitchen and bar on the main level, all designed to capture natural breezes and expansive water views. The newly completed infinity edge pool and spa create a striking visual effect, with the water appearing to seamlessly spill into the bay, while two strategically placed fire pits add warmth and dramatic ambiance after sunset. This storybook residence is ideally located near Sarasota’s beaches, dining, and cultural attractions, offering a rare blend of architectural artistry, privacy, and timeless elegance.
Listing is courtesy of: LUXIO REAL ESTATE LLC (941-266-0300)
Listing Agent: Hugo Gagliardi (941-266-0300)
1751 FLOYD ST, SARASOTA, FL 34239
$1,495,000104 Days on yellowkey MLS ID: A4682724
Bed: 4 Bath: 5.0 Liv Area Sq Ft: 2881 Built: 1926 Tax: $512 (2025)Community: Matheneys SubSingle Family
Taxes:$512
Elementary School: Southside Elementary
High School: Sarasota High
Remarks: In the "heart" of the most popular West of Trail neighborhood, step into a rare piece of Sarasota history just a short stroll to Southside Village restaurants and shops, downtown and 2 blocks to Sarasota Memorial Hospital. Behind a classic white picket fence, this 1926 home welcomes you with a generous yard framed by mature landscaping and colorful gardens. A cozy front porch sets the tone for your entrance into timeless architectural details which blend seamlessly with modern updates. Wood floors run throughout the living areas with natural light pouring in through numerous windows. Tall ceilings are complimented by original wood trim. All the details we love in an older home yet with many updates. The main home offers 2,575 sq ft thoughtfully laid out for everyday living and entertaining. The main level features multiple living spaces, separate dining room, a guest bedroom, a dedicated office and laundry room. Upstairs, the spacious owner's suite plus an additional bedroom with ensuite bathroom provide comfort and privacy. The remodeled kitchen is beautifully appointed with granite counters and custom cabinetry AND....a charming 306 sf studio-style guest cottage that has its own entrance and patio. COME SEE THIS BEAUTY, you will LOVE it.
Listing Agent: Barbara May (404-822-9264)
4611 FRUITVILLE RD, SARASOTA, FL 34232
$999,90054 Days on yellowkey MLS ID: A4689166
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1495 Built: 1950 Tax: $5,698 (2025)Community: Acreage & UnrecSingle Family
Taxes:$5,698
Elementary School: Ashton Elementary
Remarks: Three bedroom , 2 bathroom residence sits on this amazing piece of property with just over 1 acre of land! You have frontage on Fruitville road and a 2nd way to access the property from Simmons ave. Great opportunity goes with this amazing location! So much can be done with this zoning or you can just rent out the home for income until you are ready. Owner is agent
Listing is courtesy of: MEADOWS REAL ESTATE SERVICES (941-556-9440)
Listing Agent: Joseph Knight (941-556-9440)
132 HARRISON DR, SARASOTA, FL 34236
$1,250,000473 Days on yellowkey MLS ID: A4639921
REDUCED by $145,000 (10.4%) on 04/07/2026
Bed: 3 Bath: 2.5 Liv Area Sq Ft: 2219 Built: 1933 Tax: $8,286 (2024)Community: Lido Beach Div B ResubSingle Family
Taxes:$8,286
Remarks: MAJOR PRICE REDUCTION! Prime Lido Beach Opportunity – Discover the potential of this Old Florida gem, located just one block from Lido Beach and less than a mile walk or bike ride to the vibrant shops and dining of St. Armands Circle. Lido Beach offers a serene coastal escape while being just minutes from the energy of downtown Sarasota. Enjoy breathtaking sunsets, peaceful morning walks along the shore, and endless opportunities for swimming, kayaking, and wildlife watching in this coastal paradise. This 3-bedroom, 2-bathroom main home features an attached 1-bedroom, 1-bathroom apartment, offering flexibility for rental income, a guest suite, or multi-generational living. Lovingly lived in by one owner for nearly 40 years, this home sits on an 8,608 sq. ft. lot, this property is zoned RMF3 - Residential, Multi-Family, providing incredible opportunities for redevelopment or investment. Whether you’re looking to renovate, expand, or build new, this lot offers endless possibilities in a prime location. While the home has sustained storm damage from Hurricane Helene, it presents an exceptional opportunity for investors or buyers looking to build equity in one of Sarasota’s most sought-after beachside communities. Don’t miss out on this rare chance to own on Lido Key. Property is being sold as-is.
Listing is courtesy of: COLDWELL BANKER REALTY (941-388-3966)
Listing Agent: Kerry Mccarthy (720-233-7147)
8326 MISTY WOOD CT, SARASOTA, FL 34241
$725,00087 Days on yellowkey MLS ID: A4685058
REDUCED by $20,000 (2.7%) on 05/04/2026
Bed: 3 Bath: 2.0 Gar: 3 Liv Area Sq Ft: 2512 Built: 2000Monthly Fee: $188 Tax: $4,836 (2025)Community: The Preserve At Misty Creek UnSingle Family
Taxes:$4,836
Elementary School: Lakeview Elementary
Remarks: Welcome to this bright and beautifully updated home in a private guard-gated Golf community in Sarasota. Featuring three bedrooms, plus an office/den, two bathrooms, a full size laundry room, and a spacious three car garage, this residence offers comfort, style, and privacy. Step inside to soaring high ceilings and an open, light-filled layout designed for effortless living and entertaining. The custom chef's kitchen is the centerpiece of the home, showcasing elegant quartz countertops with plenty of space for cooking and gathering. KitchenAid appliances including two convection ovens, induction cooktop, professional series full size refrigerator and freezer and so much more. Throughout this split-plan home you'll find luxury vinyl flooring, combining durability with a sleek, contemporary look. Large windows and sliding doors invite natural light while offering partial lake views and a peaceful setting. Enjoy the Florida lifestyle outdoors with your private pool perfect for relaxing or entertaining in a tranquil, secluded backyard. Located within a secure guard-gated neighborhood, this home provides both privacy and convenience, with easy access to Sarasota's beaches, dining, shopping and Rothenbach Park.
Listing is courtesy of: COLDWELL BANKER REALTY (941-383-6411)
Listing Agent: Fernanda Girard (941-504-4327)
1354 WESTWAY DR, SARASOTA, FL 34236
$3,785,000229 Days on yellowkey MLS ID: A4668129
REDUCED by $200,000 (5.0%) on 05/04/2026
Bed: 3 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 3364 Built: 1962 Tax: $41,246 (2025)Community: Lido ShoresSpa: YesSingle Family
Taxes:$41,246
Remarks: In the coveted enclave of Lido Shores, a community celebrated for its architectural innovation, this striking modern residence stands as a true work of art by renowned architect Guy Peterson. A symphony of clean lines, open volumes, and coastal serenity, the home captures the very essence of Sarasota’s modernist heritage while embodying an effortless sense of luxury and calm. Walls of glass dissolve boundaries between interior and exterior, flooding every space with natural light and blurring the line between home and horizon. In 2022, a thoughtful transformation elevated both form and function, introducing a new dining area, a versatile family room that doubles as a library, enhanced storage, and a dedicated laundry space, all executed with Peterson’s signature restraint and precision. Outdoors, the living experience unfolds across three distinct retreats, each its own expression of tranquility. A Japanese-inspired front courtyard with a water feature welcomes guests with meditative grace. At the center, a lap pool and heated spa anchor the heart of the home, surrounded by lush gardens, a Wolf outdoor grill, and generous lounge areas ideal for entertaining. A third, private garden extends from the primary suite, offering an intimate sanctuary designed for reflection and repose. Inside, refined simplicity defines every space. The open-concept plan seamlessly connects the main living area, dining room, and gourmet kitchen, outfitted with Wolf and Sub-Zero appliances, custom maple cabinetry, and white quartz surfaces that echo the home’s modern aesthetic. The primary suite, with direct access to its secluded courtyard, features a bespoke closet system and serene ambiance that completes this private retreat. Set within a community offering exclusive access to a private Gulf-front beach, this residence transcends the notion of home. It is an architectural statement, an emblem of modern Sarasota design and a rare opportunity to own a piece of its enduring legacy.
Listing is courtesy of: DOUGLAS ELLIMAN (941-867-6199)
Listing Agent: Joel Schemmel (941-587-4894)
2115 SHADOW OAKS RD, SARASOTA, FL 34240
$775,000203 Days on yellowkey MLS ID: A4670853
2 Days Off yellowkey (back on 5/4/2026)
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2186 Built: 1979 Tax: $6,683 (2025)Community: Shadow OaksSpa: YesSingle Family
Taxes:$6,683
Elementary School: Tatum Ridge Elementary
Middle School: McIntosh Middle
Remarks: Discover this tranquil lifestyle; Imagine coming home at the end of the day to a peaceful retreat with over an acre of land and a private pond. This one-owner two-story pool home is perfectly situated at the end of a quiet cul-de-sac in the heart of Sarasota. This residence offers privacy and charm with tranquil pond views from the backyard and direct water access for kayaking or relaxing by nature. Inside, you'll find three spacious bedrooms and two-and-a-half bathrooms with luxury vinyl plank flooring throughout the main living areas. The inviting family room features a cozy fireplace, while the living and dining room combination creates the ideal setting for entertaining or every day living. The eat-in kitchen provides plenty of space for casual meals with a view of the pool and yard. Recent updates include a NEW AIR CONDITIONING SYSTEM (2025) and IMPACT WINDOWS for peace of mind. The two-car garage includes the laundry area and plumbing already in place for a future half bath that connects conveniently to the pool area; perfect for outdoor gatherings. Step outside to your private screened pool and patio, surrounded by mature trees and lush landscaping, creating a serene outdoor retreat. No CDD or HOA fees, so bring your boat or RV! Only a short drive to Siesta Key, Lakewood Ranch, Downtown Sarasota and located in a top school district; this home blends solid construction, modern comfort, and a quiet cul-de-sac setting for the perfect Florida Lifestyle.
Listing Agent: Angela Adams (941-809-9760)
Please select an email frequency other than None since you have chosen for us to email you with changes that match your search.