Location: Sarasota , 34231
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1780 PHILLIPPI SHORES DR #F1-44, SARASOTA, FL 34231
$169,000201 Days on yellowkey MLS ID: A4666613
Bed: Bath: 0.0 Built: 2007 Tax: $1,193 (2024)Community: Phillippi Harbor ClubDock-Rackominium
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$1,193
Elementary School: None
High School: None
Tax Year: 2024
Middle School: None
Remarks: Welcome to the exciting waterfront lifestyle at Phillippi Harbor Club in Sarasota! This rarely available 1st Level T-top height rack measures 28Lx9.5Wx17.3H. Fits Boats Up To: 28’ L x 8.5’ W x 15.3’ H, the tallest 28ft rack in the facility. Imagine the convenience of having your boat ready to go whenever you are, thanks to the friendly and efficient staff. Hurricane-protected building ensures that your boat stays safe and secure, while you enjoy peace of mind. With reasonable monthly fees, you can enjoy all the perks of the PHC without breaking the bank. But that's not all! Phillippi Harbor Club also offers valet services, discounted fuel, wash stations, shower room, service racks, full detailing services, and private assigned lockers. The location on protected waters with no bridges to the Intracoastal Waterway means that your boating adventures are just moments away. Nestled on the picturesque Philippi Creek, PHC offers more than just a place to keep your boat; it's a community of passionate boaters. This boat rack facility is approximately 4 minutes to the Intracoastal Waterway and about 20 minutes to the Gulf of Mexico.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-951-6660)
Listing Agent: Daniel Treiman (917-657-7495)
1401 KENILWORTH ST, SARASOTA, FL 34231
$7,950,00095 Days on yellowkey MLS ID: A4676504
Bed: 4 Bath: 3.5 Liv Area Sq Ft: 4042 Built: 2024Monthly Fee: $333 Tax: $32,760 (2025)Community: Oyster Bay LandingsSingle Family
Taxes:$32,760
Elementary School: Phillippi Shores Elementary
High School: Riverview High
Tax Year: 2025
Middle School: Brookside Middle
Remarks: Tucked behind the gates of Oyster Bay Landings, the only gated community in Oyster Bay Estates, this one-of-a-kind 2024 Sweet Sparkman–designed residence offers exceptional privacy and boating access in a premier West of Trail location. One of just 12 homes in this intimate enclave, the property includes a deeded boat dock along a protected cove on Roberts Bay with dual water inlets leading directly out to the bay. At the end of a quiet dead-end street surrounded by boatable water, the 4,042-square-foot residence (6,678 square feet total) features clean-lined contemporary architecture, floating stairs with glass railings, an elevator to all levels and walls of glass that fill the interiors with natural light. Premium finishes include a custom European kitchen with DOCA cabinetry and porcelain countertops, LED lighting throughout, motorized shades and a whole-house generator. Balconies on second and third floors frame views toward Roberts Bay. The West of Trail address places you close to the best of Sarasota. The Field Club is within short distance, Publix is one mile away, Sarasota Memorial Hospital is only two miles north, downtown Sarasota is about three miles, and Siesta Key Beach, with its world-famous white quartz sand, is only five miles from your door. A unique, modern, coastal home with gated privacy, waterfront access and everyday convenience in one of Sarasota’s desirable neighborhoods. Inquire about the adjacent lot to the west, an opportunity to expand or create a private estate compound, while preserving uninterrupted waterfront views.
Listing is courtesy of: PREMIER SOTHEBY'S INTERNATIONAL REALTY (941-364-4000)
Listing Agent: Andrew Tanner (941-539-0998)
2170 ROBINHOOD ST #C1406, SARASOTA, FL 34231
$1,095,00068 Days on yellowkey MLS ID: A4681719
0 Days Off yellowkey (back on 2/9/2026)
Bed: 3 Bath: 3.5 Liv Area Sq Ft: 1465 Built: 2026 Tax: $46,289 (2025)Community: Sarasota Bath And Racquet Club, A CondominiumCondo
Taxes:$46,289
High School: Booker High
Remarks: Under Construction. Pre-construction. Experience refined luxury living at Bath & Racquet Residences, where modern elegance meets Sarasota’s storied legacy. This spacious three-bedroom, 2.5-bath residence features floor-to-ceiling windows, custom Italian cabinetry, quartz countertops, premium Bosch appliances, and serene views overlooking the beautifully landscaped courtyard. A separate laundry room is one of the many thoughtful design elements enhancing everyday comfort. Beyond your doorstep, enjoy an unparalleled collection of resort-style amenities. The community and club feature a private pool, expansive two-acre park, dog park, playground, and a scenic 1-kilometer walking trail—perfect for an active outdoor lifestyle. Sports and wellness enthusiasts will appreciate 13 tennis courts, 2 pickleball courts, 4 panel courts, a resort-style club pool, on-site restaurant, state-of-the-art fitness center, and a full-service wellness spa. Located just 4 miles from the world-famous Siesta Key beaches and 3 miles from vibrant Downtown Sarasota, this address offers the perfect blend of luxury, convenience, and coastal sophistication. Bath & Racquet Residences presents a unique opportunity for both full-time residents and investors, with short-term rentals permitted (7-night minimum), offering flexibility and income potential. Under the guidance of Tommy Haas, former World No. 2 and official club ambassador, this iconic redevelopment reimagines the historic Bath & Racquet Club, originally founded in 1969. Once the home court of tennis legends such as Chris Evert and Martina Navratilova, the property now enters a new era—honoring its rich heritage while embracing modern elegance, wellness, and active living. Designed by the acclaimed Halflants + Pichette Architects, Bath & Racquet Residences and Club presents 256 luxury condominiums with low HOA fees.
Listing is courtesy of: WILLIAM RAVEIS REAL ESTATE (941-867-3901)
Listing Agent: Cari Miller (203-722-4509)
1622 KENILWORTH ST, SARASOTA, FL 34231
$3,700,000111 Days on yellowkey MLS ID: A4676310
Bed: 4 Bath: 4.5 Liv Area Sq Ft: 4058 Built: 2017 Tax: $28,823 (2025)Community: Johnson EstatesSingle Family
Taxes:$28,823
Remarks: Located West of Trail near the historic Field Club, this stunning residence is a refined interpretation of British West Indies architecture, offering over 4,000 square feet of thoughtfully designed single-level living. Set on an estate lot, the home blends timeless coastal elegance with exceptional craftsmanship and seamless indoor–outdoor flow. A dramatic great room welcomes you with vaulted wood ceilings, fireplace, and expansive pocketing sliders that frame views of the lushly landscaped pool and spa. The open-concept design flows effortlessly into the chef’s kitchen, appointed with premium Thermador and Wolf appliances, custom solid-wood cabinetry, quartz surfaces, and an oversized island—perfectly complemented by a separate dining area and custom dry bar with wine refrigeration. Designed for both privacy and versatility, the residence features four en-suite bedrooms, office, and a spacious TV lounge or bonus room that opens directly to the outdoor living areas. The private primary suite is a serene retreat with a vaulted wood ceiling, dual walk-in closets, and direct access to the covered lanai. Its spa-inspired bath showcases dual vanities, a soaking tub, and an expansive glass-enclosed shower. Outdoor living is a true centerpiece, with a generous travertine lanai, fully equipped outdoor kitchen, dining verandah, and a large gas- and electric-heated saltwater pool and spa with waterfall—ideal for entertaining or quiet relaxation amid tropical landscaping and architectural lighting. Additional highlights include hurricane-rated impact windows and doors, a whole-house generator, brand new metal roof, dual on-demand water heaters, an expansive paver motor court, low maintenance yard, and a rare four-car garage configuration, including an owner’s garage with EV outlet and climate control. Ideally located minutes from Siesta Key, Southside Village, Sarasota Bay, and downtown Sarasota, this exceptional home offers privacy, design integrity, and proximity to the best of the Sarasota lifestyle
Listing is courtesy of: ALLEN REAL ESTATE SERVICES INC (941-923-7777)
Listing Agent: John Allen, Pa (941-923-7777)
2429 WHIPPOORWILL CIR, SARASOTA, FL 34231
$800,000121 Days on yellowkey MLS ID: A4675587
Bed: 4 Bath: 3.5 Liv Area Sq Ft: 3002 Built: 1991 Tax: $7,729 (2025)Community: Weslo WillowsSingle Family
Taxes:$7,729
Remarks: Welcome to 2429 Whippoorwill Circle a custom designed home. Enter through double doors into an elegant foyer with very high ceilings and spiral stairs that lead to the upstairs bedrooms. Immediately left of the foyer is the living/dining room combination with high ceilings and beautiful porcelain tile floors. The porcelain tile floors flow into both the kitchen and the Family room (with fireplace). To the right of the entry is a office with bookcases and murphy bed. There are a primary bedrooms and bathrooms on both the 1st and 2nd floors. In addition, the 2nd floor offers 2 bedrooms and a large bathroom w/tub. The enclosed porch off the Family Room has a wet bar and doors leading to the outdoor patio and fenced yard. Hot Tub is available via separate bill of sale. The yard offers mature plantings, water fountains and spiral stairs leading to the roof terrace. The convenient laundry room off the Foyer leads to the 3-car garage. The home is conveniently located to the beaches, schools, shopping and downtown Sarasota.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-966-8000)
Listing Agent: Sandra Walker (941-400-5849)
3122 REGATTA CIR, SARASOTA, FL 34231
$685,00072 Days on yellowkey MLS ID: A4680447
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1642 Built: 1965 Tax: $5,399 (2025)Community: Gulf Gate WestSingle Family
Taxes:$5,399
Elementary School: Gulf Gate Elementary
Remarks: Gulf Gate transformation in this meticulously renovated 3-bedroom, 2-bathroom sanctuary. Situated on a quiet circle just minutes from the world-class sands of Siesta Beach, this home has been professionally redesigned from top to bottom with uncompromising attention to detail. Enjoy total peace of mind with a comprehensive list of 2022–2025 upgrades, including a new roof, HVAC and ductwork, PEX plumbing, and new sewer lines. The exterior features durable Hardie siding, fresh paint, and hurricane-impact windows and doors at the front, ensuring both efficiency and protection. Designer Interiors The heart of the home is a chef’s kitchen featuring Level 4 Cambria Quartz, solid wood shaker cabinetry, and a custom built-in banquet. Modern luxury vinyl flooring flows through the open living spaces, leading to a charming shiplap-accented living room with an electric fireplace. Both bathrooms have been fully redone with high-end vanities, fixtures, and custom tile. Private Backyard Oasis Step outside to a brand-new inground pool with a custom water feature, all framed by a new wood privacy fence. The grounds are completed by professional landscaping, new lighting, and a modern irrigation system. Fully permitted and ready for its next chapter, this "better-than-new" gem offers the luxury of a custom build in an established, sought-after Sarasota location.
Listing is courtesy of: VUE REALTY, LLC (941-269-8400)
Listing Agent: Deanna Boileau Gilman (860-884-7198)
2571 RIVERBLUFF PKWY #V158, SARASOTA, FL 34231
$215,00085 Days on yellowkey MLS ID: A4678648
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1569 Built: 1971Monthly Fee: $725 Tax: $2,815 (2025)Community: Strathmore Riverside IiVilla
Taxes:$2,815
Remarks: VALUE PRICED! Villa 158 is a large C Model, originally built with a 12x30 screened porch/lanai, but professionally remodeled with screens, glass windows and air conditioned. This makes the square feet 1569 according to the Builder, the Paver Brothers. This villa has a new roof as of 2022. Tile floors throughout except for living room and Florida room ( former lanai ). The furniture is comfortable and negotiable. Villa is open and great for entertaining. It's just 4 blocks to the Clubhouse, Heated Pool and Marina. Less than 1/2 mile to shopping and even closer to the convenience store with one of the best egg salad sandwiches in town. The Community is one of the most socially active communities in the area. The happy community life offered here centers around the Recreation Complex. In the main building, a huge party-game-meeting room is equipped with dining tables, card tables, pool table, ping pong table, shuffle board table and audiovisual equipment and it's own complete kitchen. Poolside parties are easily accommodating, with one whole wall of sliding glass doors in the principal room leading you out to a full terrace, the Heated pool and shuffle board courts. The Clubhouse also has a lending library, card rooms, male and female saunas and two exercise rooms. Office manager is available 5 days a week. Villa 158 comes with it's own personal attached utility room for washer, dryer & water heater, and great for hobbyist or handyman. Villa 158 has a great location, approximately 2 miles to Siesta Key and 7 miles to Bayfront at Marina Jack's, Downtown Sarasota's restaurants and theatres. This Villa is hidden from traffic views. Boat docks are available with a rental fee of $1,344-a year, with direct access to over 4,000 feet of protected sea wall and docking for residential boats with easy access to Intercoastal Waterway, Bay and Gulf. And last but not least there are 2 pets welcomed; not to exceed 15" at the shoulder. If you are looking for a Spacious Villa This One is for You!
Listing is courtesy of: SHOWTIME REALTY (941-822-0890)
Listing Agent: Marcia Morse (941-374-0442)
5273 HERON WAY #202, SARASOTA, FL 34231
$489,500165 Days on yellowkey MLS ID: A4670409
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1775 Built: 1986 Tax: $5,616 (2025)Community: Landings South 3Condo
Taxes:$5,616
High School: Sarasota High
Remarks: Newly installed HURRICANE IMPACT WINDOWS and a 2024 AC with transferable warranty make this second-floor coach home a low-maintenance, move-in ready choice. Enjoy expansive water views and a prime location just a short walk to the Racquet Club and pool in the highly sought-after Landings community. Inside, a bright, open layout features vaulted ceilings and consistent flooring with no step-down, creating a seamless living space. The updated kitchen offers granite countertops, a breakfast bar, and stainless steel appliances, flowing into the main living area with water views. The primary suite also overlooks the water and provides generous space for a sitting or work area, along with a large bathroom and walk-in closet. Two additional bedrooms share a full bath, while plantation shutters add a timeless finish throughout. Additional features include a separate laundry room and a newer roof and gutters installed in 2023. Residents enjoy access to the Landings Racquet Club with eight Har-Tru tennis courts, fitness center, pro shop, heated lap pool and spa, and an active year-round social calendar. A private nature trail leads to a covered dock, fishing pier, and kayak and paddleboard storage. Ideally located west of the Trail, The Landings is minutes from Siesta Key, Southside Village, and Downtown Sarasota, offering excellent dining, shopping, and convenience.
Listing is courtesy of: COLDWELL BANKER REALTY (941-383-6411)
Listing Agent: Yvette Sellyn (941-730-7756)
2036 S MOBILE ESTATES DR, SARASOTA, FL 34231
$199,90084 Days on yellowkey MLS ID: A4678066
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 880 Built: 1987Monthly Fee: $215 Tax: $1,739 (2025)Community: Mobile EstatesManufactured Home
Taxes:$1,739
Remarks: Enjoy Sarasota living in this beautifully maintained 2 Bedroom, 2 Bathroom mobile home located in a friendly and active 55+ community just minutes from Siesta Key beach. FURNISHED! New bathroom shower 2026, New how water heater (2021), Both bathroom commodes replaced (2021), Durable Pergo laminate flooring throughout (2022), Private fenced in patio area (2021) perfect for privacy and pets. Community amenities include clubhouse, chilled/heated pool, shuffle board and bocce ball courts. Close to shopping, dining, and everyday conveniences. Whether you're seeking a full-time residence or seasonal get away, this home offers comfort, convenience and the Florida lifestyle youve been dreaming of.
Listing is courtesy of: COLDWELL BANKER REALTY (941-388-3966)
Listing Agent: Amy Nadell (941-539-5424)
5453 RIVERBLUFF CIR #V68, SARASOTA, FL 34231
$199,900162 Days on yellowkey MLS ID: A4669920
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1120 Built: 1971 Tax: $1,096 (2024)Community: Strathmore Riverside IVilla
Taxes:$1,096
Remarks: PRICE IMPROVEMENT!! Rare Opportunity!**NEW ROOF (Feb 2026)**Move right into this beautifully updated 2-bedroom, 2-bath villa, perfectly located just minutes from the world-famous Siesta Key beaches. This turnkey furnished home is pet friendly and features a modernized kitchen and bathrooms, an updated electrical panel, and newer windows for peace of mind. The entire interior has been freshly painted with Behr premium paint. Enjoy the charm of the unique “keyhole” gardens in the front and back—complete with a watering system in the front—and a private, beautifully landscaped backyard perfect for relaxing or entertaining. The villa also includes a one-car carport and a separate storage and laundry area, offering privacy, security, and plenty of extra space. Conveniently located at the front of the complex, you’re just 2 blocks from shopping and public transportation, and only 1 block from the Clubhouse, heated pool, and marina. Strathmore Riverside Villas is known for its warm sense of community and active lifestyle. There are many activities happening here: Social events, bingo nights, games, billiards, card games and more! $725/mo. condo fee includes: Cable TV, Common Area Taxes, Community Pool, Escrow Reserves Fund, Fidelity Bond, Insurance, Maintenance Exterior, Maintenance Grounds, Maintenance Repairs, Manager, Private Road, Recreational Facilities, Sewer, Trash, Water. For boating enthusiasts, the protected marina offers affordable boat slips. NO FLOOD INSURANCE NEEDED! Don’t miss your chance to live the carefree Sarasota lifestyle—schedule your private showing today!
Listing is courtesy of: BRIGHT REALTY (941-552-6036)
Listing Agent: Tracy Seider (941-356-2057)
1780 PHILLIPPI SHORES DR #A2-21, SARASOTA, FL 34231
$154,90022 Days on yellowkey MLS ID: A4687851
Bed: Bath: 0.0 Tax: $875 (2025)Community: Phillippi Harbor ClubDock-Rackominium
Taxes:$875
Remarks: Excellent opportunity at Phillippi Harbor Club! This larger 32'L x 10'W x 12.3'H rack (#A2-21) at 1780 Phillippi Shores Dr offers plenty of room and ample clearance in a safe, hurricane-rated indoor facility along scenic Phillippi Creek. Benefit from full valet launch, discounted fuel, wash-down areas, showers, service racks, detailing services, and your own assigned locker. The helpful staff makes boating effortless — return from a day on the water and your boat is washed, flushed, and racked for next time. No bridges mean you’re on the Intracoastal in about 4 minutes, with Sarasota Bay right around the corner and Venice easily reachable to the south. Reasonable monthly fees and a friendly boater community make this an outstanding choice. If you’re ready for simplified, protected boat storage with great access to Sarasota Bay and beyond, Phillippi is your spot. Get ready for quick runs to Sarasota Bay for day trips and easy access south to Venice and the Gulf.
Listing is courtesy of: SARASOTA REAL ESTATE GROUP (941-922-8400)
Listing Agent: John Woodward (941-922-8400)
8963 FISHERMENS BAY DR, SARASOTA, FL 34231
$1,599,900316 Days on yellowkey MLS ID: A4654953
Bed: 4 Bath: 3.5 Liv Area Sq Ft: 3300 Built: 1993Monthly Fee: $125 Tax: $10,372 (2024)Community: Fishermens BaySingle Family
Taxes:$10,372
Middle School: Sarasota Middle
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)
5260 HERON WAY #202, SARASOTA, FL 34231
$444,900132 Days on yellowkey MLS ID: A4673815
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1899 Built: 1986 Tax: $3,541 (2026)Community: Landings South IiiCondo
Taxes:$3,541
Tax Year: 2026
Remarks: Discover an unparalleled lifestyle at The Landings, a highly sought-after community perfectly positioned just moments from the world-renowned Siesta Key beaches and the vibrant cultural scene of spectacular downtown Sarasota. This exquisite 3-bedroom, 2-bath residence combines low-maintenance condo living with single-family home amenities, featuring an inviting open floor plan and soaring high ceilings. Move-in ready and fully upgraded, the home boasts brand-new luxury vinyl flooring and modern light fixtures. The heart of the home, a chef’s kitchen, is completely new, showcasing extra-tall cabinetry, elegant granite countertops, and a full suite of stainless steel appliances . Guest bathroom has been fully remodeled with high-end finishes. Additional peace of mind comes with a new water heater and a new garage door opener. The community itself reflects pride of ownership with recent major capital improvements. Residents will benefit from new roofs and gutters installed last year, a fresh exterior paint project scheduled for this January, and all roads repaved in the last year. Enjoy leisurely strolls along the brand-new, eco-friendly nature path with Kayak launch to the Intercoastal Waterway, all security gates and security systems upgraded complete with 24 hour gate guard. The best part? All special assessments for these upgrades have been paid in full. Located close to A-rated school district, this property offers the ultimate Florida lifestyle, blending convenience, luxury, and peace of mind . Schedule your private showing today!
Listing is courtesy of: COLDWELL BANKER REALTY (941-349-4411)
Listing Agent: Stephen Clementi (912-704-2116)
1837 UPPER COVE TER, SARASOTA, FL 34231
$1,199,99592 Days on yellowkey MLS ID: A4678612
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1964 Built: 1959 Tax: $12,364 (2024)Community: Coral CoveSingle Family
Taxes:$12,364
Remarks: ATTENTION BOATERS! SALTWATER CANAL with NO BRIDGES TO LITTLE SARASOTA BAY and a short boat ride to newly opened Midnight Pass offering Gulf access in minutes - located in the highly sought-after Coral Cove neighborhood. This home offers a coastal vibe while being located in one of Sarasota’s most convenient West of the Trail locations. Close to Siesta Key and Downtown Sarasota – the best of both worlds. This home is high and dry and has NEVER FLOODED and delivers both peace of mind and effortless boating access. Set on an oversized, private, lushly landscaped 100’ x 145’ lot overlooking a serene saltwater canal, this 3 BED / 2 BATH / 3 CAR GARAGE has the space you need with endless possibilities. Convert the 3 car tandem garage into a 4TH BEDROOM / FLEX ROOM / WORKSHOP if desired. Take a close look at this area when you see it in person – lots of potential. A brand-new 33' composite boat and fishing dock with water and electric hookups provides instant access to boating, fishing, and water sports just steps from your backyard. Attention Kayakers – there is a is a bird sanctuary and rookery just north of the mouth of the canal that will have you captivated. Outdoor living is elevated with a spacious covered patio—perfect for enjoying breathtaking sunsets and the calming sound of a fountain and HOT TUB where you can watch the sunset and relax in tropical paradise and there’s room for a pool for those who desire. Inside this BRIGHT, OPEN, happy home is filled with natural light and finished with luxury vinyl flooring throughout. The well-appointed kitchen is perfect for the chef in the family, while the charming Florida room offers the perfect space to unwind with morning coffee or evening cocktails. Three comfortable bedrooms and two beautifully updated bathrooms provide ample space for family and guests. The oversized garage, complete with a durable epoxy floor, offers generous storage for vehicles, boats, and gear. Furniture is optional, allowing flexibility for a fully furnished or unfurnished purchase. Notable upgrades include *** NEW ROOF (2025) , A/C system (2022) *** Full exterior repaint (2025) , New insulation for improved energy efficiency, updated lighting throughout, including recessed kitchen lighting, renovated bathrooms (2023). With no HOA restrictions, homeowners can fully embrace the waterfront lifestyle without limitations. Bring the boat and all of your other toys! Coral Cove is a designated bird sanctuary, offering a peaceful, nature-filled setting. Residents enjoy access to a private 2-acre neighborhood park featuring a boat ramp, day dock, and excellent fishing. The location is unbeatable—just minutes from Siesta Key Beach, downtown Sarasota, St. Armands Circle, top-rated schools, upscale dining and shopping, the Legacy Trail, and Downton Sarasota. Don’t miss this rare opportunity to own an upgraded waterfront home in one of Sarasota’s most desirable neighborhoods – this home is an ABSOLUTE MUST SEE!
Listing is courtesy of: RE/MAX ALLIANCE GROUP (941-954-5454)
Listing Agent: John Fevrier (941-284-2992)
5547 ASHTON LAKE DR #5547, SARASOTA, FL 34231
$299,50033 Days on yellowkey MLS ID: A4686214
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1225 Built: 1990Monthly Fee: $550 Tax: $3,248 (2025)Community: Ashton Lakes 01 & 02Condo
Taxes:$3,248
Remarks: Location, Location, Location! Only 3.5 miles to the world-famous Siesta Key Beach. Close to I-75 and rte.41, shopping, hospital, schools and restaurants. A much sought after 2-bedroom, 2 bath, ground floor unit, garage, front porch, screened lanai with a captivating view of spring fed Sunnyside Lake and fountains can be yours. Bright & airy. Partially furnished. Ashton Lakes Community is located on 33 acres of luscious greenery, with 4 lakes, a combination of 2 tennis courts & 4 pickleball courts, 2 heated pools, one large with a lap lane, shuffleboard, clubhouse, grilling stations, and other amenities. we are connected to Merchants mart shopping center by a foot bridge. Shops include CVS, ACE hardware, liquor, Dollar store, restaurants and the famous Detwillers farm market for your shopping convenience. Come, make this slice of heaven your paradise in the sun. Disclosures attached. Roof 2010, Water heater 2015, Air handler 2022.
Listing is courtesy of: ASHTON LAKES REALTY INC (941-924-4832)
Listing Agent: Philip Abraham (941-441-6958)
3332 THORNWOOD RD #3332, SARASOTA, FL 34231
$292,50099 Days on yellowkey MLS ID: A4675963
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1450 Built: 1981Community: Crooked Creek Sec 1Condo
Taxes:
Tax Year:
Remarks: Private Nature Retreat Minutes from Siesta Key What if your Florida home felt like a private nature retreat—yet was only minutes from the world-famous beaches of Siesta Key? This beautifully updated first-floor 2-bedroom, 2-bath residence in the unique Crooked Creek community offers the perfect blend of peaceful surroundings and Sarasota convenience, with lush tropical landscaping, winding pathways, and direct access to the stunning 72-acre Red Bug Slough Preserve. Offering over 1,450 sq ft of living space, this light-filled condo has been thoughtfully updated since 2021. The spacious 10’ x 26’ Florida room has been enclosed with floor-to-ceiling impact windows and sliding glass doors, creating a bright additional living area that brings the beauty of the outdoors in. Interior features include tile flooring throughout, updated bathrooms, recessed lighting, ceiling fans, hallway laundry with washer and dryer (2021), and NEW A/C (2024), new water heater. The kitchen offers wood cabinetry, solid surface counters, a large roll-out pantry, breakfast bar seating, and updated appliances (2023–2024), including a brand-new refrigerator (Dec 2025). Crooked Creek is a peaceful enclave of just 78 residences, thoughtfully designed to blend with the surrounding natural landscape. Residents enjoy direct access to scenic walking and biking trails, fishing, playgrounds, and picnic areas within the beautiful Red Bug Slough Preserve—making this a true nature lover’s paradise. Community amenities include a lar heated pool, tennis and pickleball court, gazebo, grilling area, renovated kitchen at pool with bathrooms and an outdoor shower. Condo owners also have a storage locker in within a large community shed. Each unit comes with one assigned covered carport and includes ample additional parking for guests. The community is financially strong, with HOA fees reduced from $671 in 2025 to $632 per month in 2026. All of this just minutes from Siesta Key Beach, shopping, dining, and everything Sarasota has to offer.
Listing is courtesy of: COLDWELL BANKER SARASOTA CENT. (941-487-5600)
Listing Agent: Phyllis Coviello (941-408-3265)
3231 YORKTOWN ST, SARASOTA, FL 34231
$360,000464 Days on yellowkey MLS ID: A4635077
0 Days Off yellowkey (back on 3/26/2026)
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1720 Built: 1956Community: Sun HavenSingle Family
Remarks: Under contract-accepting backup offers. One or more photo(s) has been virtually staged. Discover your dream home in the heart of Sarasota! This 3-bedroom, 2-bathroom residence with a 1-car garage is ideally situated outside of flood zones and just minutes from the iconic Siesta Key. With a spacious 1,720 square feet, this property is waiting for your unique touch. The exterior has been beautifully painted, providing an inviting first impression. Step inside to find vaulted ceilings in the living room, which create an open and airy atmosphere—perfect for both relaxation and entertaining. The kitchen is a chef's delight, featuring custom real wood cabinets and elegant granite countertops, ready for you to personalize. Retreat to the primary suite, complete with a walk-in closet and a private ensuite bathroom for your convenience. The home has undergone significant upgrades, including a brand-new roof (2022), a modern AC system (2024), and a new water heater (2020), giving you peace of mind for years to come. This home is more than just a place to live; it’s an opportunity to craft the lifestyle you desire. Whether you envision a full renovation or simple cosmetic updates, the solid layout lends itself to your creative ideas. Plus, the one-car garage adds convenience and extra storage. Don't let this golden opportunity slip away! Embrace the chance to own a home full of potential in one of Sarasota's most sought-after neighborhoods. Schedule your private showing today and unlock the door to your future!
Listing is courtesy of: CHIC PROPERTIES II LLC (941-302-0134)
Listing Agent: Mary Salinas (941-529-7117)
2058 SUN HOME ST, SARASOTA, FL 34231
$159,00028 Days on yellowkey MLS ID: A4687052
Bed: 2 Bath: 1.5 Liv Area Sq Ft: 924 Built: 1976Community: Mobile EstatesMobile Home
Remarks: Under contract-accepting backup offers. Mobile Estates is one of Sarasota’s hidden gems! RESIDENT OWNED community where your vote counts! OWN you own piece of Florida in this community. Where else can you enjoy the lifestyle, location and opportunities this home offers for such a price? A delightful blend of convenience and community living, making it an ideal spot for both seasonal visitors and year-round residents alike. Nestled in a prime location, less than 1 mile to Siesta Key. Mobile Estates provides easy access to the stunning beaches, area restaurants and walking distance to the charming Gulf Gate Village, known for its eclectic shops, restaurants, pubs and boutiques, all adding to the neighborhood's allure, offering residents a quaint and lively destination for shopping and entertainment. At Mobile Estates, residents experience the pinnacle of convenience with “share ownership” and currently the remarkably low HOA fee of only $215 per month, which covers essential amenities such as water and lawn maintenance. So, when you purchase this manufactured home here in Mobile Estates, you are an OWNER of the community property also. Furthermore, the community offers recreational facilities, including pool (heated and chilled) with a heated spa, perfect for unwinding and socializing with neighbors. Bocce courts provide opportunities for friendly competition, while the recreation center serves as a hub for various activities and events, such as cards, games, food trucks, trivia nights, karaoke nights, and more, fostering a strong sense of camaraderie, fun and enjoyment among residents. This is a lifestyle you CAN AFFORD and enjoy. This 2 bedroom, 1.5 bath home is move in ready! Metal roof for longevity and low maintenance, freshly painted interior to match any décor. Newly painted exterior and newly installed paver front patio. Decorative laminate and tile flooring along with newly carpeted owner’s bedroom. Newer windows, new front door for great curb appeal. Step into a welcoming vestibule/foyer that even has room for a personal workstation/desk. The main living/dining/kitchen are open light and bright and enjoy the convenience of electric fireplace and ability to hang your favorite flat screen for all to enjoy. Kitchen boasts bright cabinetry, tiled back splash, under cabinet lighting, center island with additional storage along with NEWER kitchen appliances. Decorative lighting and fans updating the look. New electrical updating 2023. Owners bath with decorative tile flooring and walk in shower for convenience. Guest enjoy privacy in BR2 with ensuite ½ bath. Enclosed additional storage area with inside laundry and work area. Step out to a private patio area under cover, perfect for that morning tea or afternoon happy hour. Enjoy the versatility of also the backyard sitting area along with front yard paver landing area. You'll be able to get outside and relax while enjoying the Florida sunshine at all times of the day! Whether you live here 12 months of the year or 12 days, you are going to fall in love with Mobile Estates… call today, see today, buy today! Don't miss this opportunity.
Listing is courtesy of: RE/MAX PALM (941-929-9090)
Listing Agent: Maggie Nasser (941-780-1006)
1885 VAMO DR, SARASOTA, FL 34231
$170,00029 Days on yellowkey MLS ID: A4686905
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 400 Built: 1954Community: Vamo 3Rd Add ToSingle Family
Remarks: Under contract-accepting backup offers. Your TINY HOME awaits you! GREAT INVESTMENT OPPORTUNITY in a highly desirable Sarasota location! Just a short distance from the world-renowned Siesta Key Beach which is frequently ranked the #1 beach in America, this adorable cottage-style home exudes COASTAL CHARM at every turn. This home is also ONLY a SHORT WALK to the BOAT AND KAYAK LAUNCH where you can adventure in Sarasota Bay This 1 bedroom, 1 bath home is FULL OF CHARACTER, featuring tile flooring, crown molding, and light coastal décor that creates a relaxed, beachy atmosphere. The cozy primary bedroom includes an en suite bathroom with thoughtful details, built-in shelving, and a crisp white tiled shower. The kitchen is equally CHARMING, with white cabinets featuring decorative ACCENTS, a coordinating tile backsplash, and newer stainless steel appliances. A back door opens to the rear porch, perfect for morning coffee or evening relaxation. The LARGE FENCED BACKYARD includes TWO STORAGE SHEDS, one shed with electric, and plenty of space to add a pool, creating YOUR VERY OWN PRIVATE RETREAT. NEWER SEPTIC INSTALLED 2024. Enjoy nearby Vamo Drive Park on Little Sarasota Bay, offering bay access, boat launches, and scenic walking trails including the Jim Neville Marine Preserve. Come see, come sigh and make this tiny home your own. Whether you’re seeking a charming coastal retreat or a smart rental opportunity, this home is brimming with possibilities in an unbeatable Sarasota location. Come see it today! Multiple offers received. Highest and best offer requested by 3/25/2026, 8pm EST.
Listing is courtesy of: KELLER WILLIAMS ON THE WATER S (941-803-7522)
Listing Agent: Karie Backman (941-404-8389)
4313 MIDLAND RD, SARASOTA, FL 34231
$325,00024 Days on yellowkey MLS ID: GC538815
Bed: 3 Bath: 1.0 Liv Area Sq Ft: 1160 Built: 1957Community: Floral Park HomesteadsSingle Family
Remarks: Welcome to 4313 Midland Dr in beautiful Sarasota, a charming 3-bedroom, 1-bath home nestled in a **quiet, well-established community just minutes from the world-famous beaches of Siesta Key Beach. This beautifully updated home offers the perfect blend of comfort, style, and convenience. Step inside to find new tile flooring throughout, creating a clean and modern look while providing easy maintenance. The fully updated kitchen features elegant quartz countertops, offering both durability and a sleek contemporary feel—perfect for cooking and entertaining. The home has been freshly painted inside and out, giving it a bright and welcoming atmosphere. Outside, you’ll notice new landscaping that enhances the curb appeal and creates a relaxing outdoor space to enjoy Florida living. Located just minutes from shopping, dining, schools, and the white sands of Siesta Key Beach, this home is ideal as a primary residence, vacation getaway, or investment opportunity. Property Highlights3 Bedrooms / 1 Bathroom. Newly installed tile floors throughout. Updated kitchen with quartz countertops. Fresh interior and exterior paint. New landscaping and great curb appeal. Quiet neighborhood, Minutes to beaches, shopping, and dining. Don’t miss your opportunity to own a move-in ready home in one of Sarasota’s most desirable locations!
Listing is courtesy of: COASTAL REAL ESTATE PROFESSIONALS LLC (772-678-6017)
Listing Agent: Zachary Greenberg (561-310-9672)
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