Location: Sarasota
Keyword(s): Sarasota High
Keyword(s) High School: Sarasota High
Do Not Show Listings
1200 EAST PEPPERTREE LANE #302, SARASOTA, FL 34242
$719,00083 Days on yellowkey MLS ID: A4685295
REDUCED by $10,000 (1.4%) on 05/01/2026
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1463 Built: 1975 Tax: $6,135 (2025)Community: Peppertree BaySpa: YesCondo
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$6,135
Elementary School: Phillippi Shores Elementary
High School: Sarasota High
Tax Year: 2025
Middle School: Brookside Middle
Remarks: PRICE IMPROVEMENT OF $20.000!! Turnkey coastal living in the desirable mid-rise tower at Peppertree Bay on Siesta Key. This sought-after split-plan residence offers bright open living spaces, exceptional privacy, and the convenience of effortless island living with resort-style Gulf-to-Bay amenities just moments from world-famous Siesta Beach. Offered fully turnkey furnished, this beautifully maintained two-bedroom, two-bath residence is ready for immediate enjoyment as a primary residence, seasonal retreat, or investment property. The split-bedroom layout provides privacy for owners and guests, while the open living and dining areas create a comfortable space for everyday living and entertaining. A feature seldom found in these units is the dedicated laundry room with a utility sink, adding both convenience and functionality. The residence also includes elevator access, covered parking, and generous storage. Peppertree Bay is one of Siesta Key’s most sought-after Gulf-to-Bay communities, offering private beach access to the powdery quartz sands of Siesta Beach, two heated pools, tennis and pickleball courts, a fitness center, clubhouse, fishing pier, and beautifully maintained tropical grounds. Ideally located just minutes from Siesta Village dining, shopping, and entertainment, this residence offers the best of relaxed island living.
Listing is courtesy of: WILLIAM RAVEIS REAL ESTATE (941-867-3901)
Listing Agent: Renee Nadiv (941-299-4242)
4672 ALEXANDER POPE LN, SARASOTA, FL 34241
$899,000194 Days on yellowkey MLS ID: A4672673
REDUCED by $50,000 (5.3%) on 05/01/2026
Bed: 5 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 3838 Built: 1978 Tax: $8,264 (2024)Community: Bent Tree VillageSpa: NoSingle Family
Taxes:$8,264
Elementary School: Lakeview Elementary
Tax Year: 2024
Middle School: Sarasota Middle
Remarks: Welcome to this exceptional 5 bedroom, 3.5 bath home perfectly positioned at the end of a peaceful cul-de-sac on Bent Tree Golf Club. Designed for both upscale entertaining and comfortable everyday living, this residence offers a rare combination of privacy, elegance, and modern upgrades. Step inside to find formal living and dining rooms, crown molding throughout, and two charming wood-burning fireplaces that add warmth and character. The large designer kitchen features premium finishes, generous counter space, and seamless flow to the main living areas—ideal for gatherings of any size, a full wet bar elevates your hosting experience. The home features a NEW ROOF, NEW POOL CAGE and FULLY PAID SOLAR SYSTEM which provide unmatched efficiency and value for years to come. This smart home also includes a home gym, comprehensive security system, water softener/filtration, and thoughtful upgrades throughout. Outside, enjoy breathtaking sunset views from your private screened lanai and sparkling pool—your own serene retreat overlooking a manicured golf course. A rare opportunity to own a beautifully upgraded, move-in ready home in one of the area’s most sought-after neighborhoods.
Listing is courtesy of: ANDRE LECLAIR PROPERTIES LLC (603-234-6480)
Listing Agent: Christian Higgins (772-532-8857)
6813 SHORT CREEK LN, SARASOTA, FL 34240
$687,000104 Days on yellowkey MLS ID: A4682761
1 Days Off yellowkey (back on 5/9/2026)
REDUCED by $7,900 (1.1%) on 04/13/2026
Bed: 4 Bath: 2.5 Gar: 3 Liv Area Sq Ft: 2614 Built: 2006Monthly Fee: $52 Tax: $4,669 (2025)Community: Shadow Oaks EstatesSingle Family
Taxes:$4,669
Elementary School: Tatum Ridge Elementary
Middle School: McIntosh Middle
Remarks: Under contract-accepting backup offers. RARELY AVAILABLE AT THIS NEW PRICE!! SHADOW OAKS ESTATES 4 BEDROOM POOL HOME! JOB TRANSFER, SELLER MOTIVATED! Over 2600 Sq/ ft under Newer Roof (2024). Custom Built home on Cul-de-sac in this small Neighborhood near Celery Fields Park, new Concert & Music Hall, new County Administrations buildings, Library & History center expansion, not to mention New Shopping & Restaurants off Fruitville Road! Be in the middle of it all, yet quietly on the Edge! 4 Bedroom 2 story home, with Primary Bedroom on the First Floor. Tile & Wood Flooring throughout the main level. Completely Remodeled & improved Kitchen, Bathrooms & primary Bedroom. Cul-de-sac location with Pond in the middle. 3 Car Garage with Paver Driveway & Walkway to Front Door, Stone accents on front facade makes for lovely Curb appeal. First floor has Living room, Tiled floors, Formal Dining room, Wood flooring, Tray ceiling, Bay Window & Banquette with extra Storage. Beautiful Quartz counters, updated Cabinets with Glass accents, Subway Tile Backsplash, custom Lighting, & built-in desk. New Appliances include Samsung Glass front Range & Refrigerator. First floor Primary bedroom with Wood floors, Dual Walk-in Closets, En-suite bathroom. Separate Tub & Walk-in Shower, Vanity & Dual sinks. Upstairs, a Balcony takes you left to 2nd Bedroom, or Office, secluded from the other 2 bedrooms. Go right to 3rd Bedroom & 2nd bath. Large Bonus or 4th Bedroom over garage. Window seat in dormer flanked by 2 Closets. 2nd Dormer with 6x10 Alcove with window. All 3 bedrooms upstairs are Spacious. Paver Lanai, Caged & Covered space for Seating on either end of Salt water pool. Laundry room, washer & dryer remain. Pre-wired for Central Vac, Security system, Plumbed & wired for Pool Heater plus a Concrete slab for it. Plywood Hurricane shutters & First floor Generator powered by Propane makes this storm ready. Almost completely fenced, small shed for lawn/garden equipment. BRING ALL OFFERS!
Listing is courtesy of: RE/MAX ALLIANCE GROUP (941-360-7777)
Listing Agent: Kathy Liga (941-920-6070)
3174 PEACHTREE ST, SARASOTA, FL 34231
$468,00024 Days on yellowkey MLS ID: A4692949
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1548 Built: 1988 Tax: $4,143 (2025)Community: Flora-Villa SubSingle Family
Taxes:$4,143
Elementary School: Wilkinson Elementary
Remarks: An actual peach! This lovely sunshine-y home on Peachtree Street is ready for new memories to be made. Located right in the heart of Sarasota, the neighborhood of South Gate Ridge is 10 minutes from everything. This lofty, light filled house is one block from the locally adored Bee Ridge Park, where neighbors gather to play in local softball games; enjoy an evening walk with the puppy; push their kiddos on the swing; or tend to their vegetables in the robust community garden. Tucked back on this spacious lot, this home feels private and peaceful. Once inside, the open and airy floor plan is punctuated by an open loft that is framed by a beautiful wood bannister, adding warmth and dimension to the entire space. A LARGE Primary Suite with West facing windows, wide closets, and a newly remodeled double vanity bathroom, sits on the main level. The already sizable living room, anchored around a stone fireplace, feels even more voluminous with vaulted ceilings and large windows. A BRAND NEW kitchen has been recently completed featuring soft close cabinets and drawers with built in organizers. Coastal blue tiles add a vibrant pop of color that will be on trend for years to come. Upstairs, two large bedrooms share the cozy loft space as well as the freshly RENOVATED second bathroom. Large, New Impact Sliders open up the entire back of the home to the large private backyard with an awesome deck and room for a pool. A true two car garage has its own loft space for extra storage and the brand new washer and dryer conveys with the sale. NEW ROOF in 2023!! Fresh paint inside AND out. All this home needs is you ;) This peach of a property could not be cuter and is completely move-in ready!
Listing is courtesy of: COMPASS FLORIDA LLC (941-279-3630)
Listing Agent: Kelly Drost (941-822-6926)
6909 BRENTFORD RD, SARASOTA, FL 34241
$340,00026 Days on yellowkey MLS ID: A4692688
0 Days Off yellowkey (back on 5/8/2026)
Bed: 4 Bath: 0.0 Liv Area Sq Ft: 1572 Built: 1978 Tax: $3,935 (2025)Community: Lake SarasotaApartment
Taxes:$3,935
Remarks: Under contract-accepting backup offers. SAY HELLO TO A GOOD BUY! * GREAT INVESTMENT OPPORTUNITY * DUPLEX WITH EXCELLENT RENTAL HISTORY * Both sides are currently vacant * Each side is 2 Bedrooms & 1 Bath with a LARGE Utility Room attached with washer & dryer hook-up for each unit * Roof is 6 years old * NEWER Hot Water Heaters & A/Cs * 6909 BRENTFORD A/C NEW IN 2025 & HOT WATER HEATER IS ABOUT 2 YEARS YOUNG * 6911 BENTFORD A/C IS 2024 & HOT WATER HEATER IS NEW * Nice Kitchens and open plans * GREAT INVESTMENT * GREAT WINTER GETAWAY * Live in one side and rent out the other * Location, location, location * Close to everything you need like bus transportation, shopping, dining, hospitals, golf courses and a short 20 minute drive the #1 beach in the world, SIESTA KEY BEACH, and even UTC Mall or downtown Sarasota *
Listing is courtesy of: RE/MAX ALLIANCE GROUP (941-954-5454)
Listing Agent: Glenn Brown (941-342-6464)
850 S TAMIAMI TRL #704, SARASOTA, FL 34236
$275,00091 Days on yellowkey MLS ID: A4679957
0 Days Off yellowkey (back on 5/9/2026)
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 980 Built: 1998 Tax: $4,195 (2025)Community: Central Park IiSpa: YesCondo
Taxes:$4,195
Elementary School: Southside Elementary
Remarks: Central Park II is perfectly named—this ground-floor, corner 2-bedroom, 2-bath condo puts you at the center of everything. Just minutes from the bayfront, beaches, downtown, bike trails, shopping, dining, the hospital, and the water--this location is hard to beat. The community offers waterfront access, including a new high-tech kayak launch and fishing dock, along with lighted tennis and pickleball courts, a heated pool with new lighting and a hot tub. The adjacent clubhouse features a fitness room, showers, kitchen, library, and meeting space. There is also bike sheds and kayak storage. A side-gate gives fast access to the bayfront and downtown. Inside, the condo features tile flooring throughout, a new air-conditioning system, and abundant natural light thanks to its corner location. Two private lanais extend the living space, and two separate storage rooms provide exceptional convenience. Central Park II is an active, welcoming community known for game nights, social events, karaoke parties, and strong resident committees. Enjoy country-club-level amenities without country-club fees. Even better, monthly dues were just reduced, and there are no planned assessments. This is Sarasota living at its best—comfortable, connected, and community-driven. Easy to rent!
Listing is courtesy of: COLDWELL BANKER REALTY (941-366-8070)
Listing Agent: Ray Collins (941-228-0091)
2833 SUNNYSIDE ST, SARASOTA, FL 34239
$549,90024 Days on yellowkey MLS ID: N6143993
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1263 Built: 1959Monthly Fee: $17 Tax: $4,839 (2024)Community: South GateSpa: NoSingle Family
Taxes:$4,839
Remarks: Welcome to 2833 Sunnyside Street, a beautifully renovated South Gate residence where timeless Sarasota charm meets modern comfort and effortless Florida living. Perfectly positioned in one of Sarasota’s most desirable and centrally located neighborhoods, this move-in-ready home offers 3BR, 2BA and a versatile sunroom flex space ideal for a home office, playroom, gym, creative studio, or additional lounge area. From the moment you arrive, the home’s inviting curb appeal, updated landscaping, and thoughtfully designed finishes create an immediate sense of warmth and sophistication. Inside, you’ll find a bright and airy open-concept layout featuring stunning restored original terrazzo floors throughout, stylish upgraded lighting, and a seamless flow designed for both everyday living and entertaining. At the heart of the home is a completely renovated designer kitchen showcasing premium Bosch appliances including a Benchmark Series induction range, 800 Series refrigerator and dishwasher, a Brizo faucet, Franke under mount sink, and beautiful Cambria quartz countertops. Expansive windows fill the home with natural light, while the spacious primary suite provides a peaceful retreat complemented by beautifully updated bathrooms and thoughtful designer finishes throughout. This home has been extensively upgraded for both style and peace of mind, including a newer shingle roof (2021), updated HVAC systems (2018/2019), PVC plumbing, new water heater, and new electrical panels with increased 200-amp service. Additional improvements include freshly painted interior walls, ceilings, doors, closets, and baseboards, restored terrazzo flooring, new Toto toilets, upgraded lighting, all new blinds and curtains and ceiling fans installed in the sunroom, living room and secondary bedrooms. The oversized two-car garage features a sleek epoxy floor, while underground utilities enhance the neighborhood’s clean and polished appearance. Situated on nearly 1/4 acre, the oversized fully fenced backyard with white vinyl fencing offers exceptional privacy and endless possibilities with ample room for pets, play, gardening, or even the pool of your dreams. The covered and screened lanai creates the perfect setting to enjoy morning coffee, outdoor dining, or relaxing evenings year-round while embracing the Florida lifestyle. Adding even more appeal, this home is located in Flood Zone X with no history of water intrusion and features an optional HOA giving homeowners added flexibility without the burden of mandatory fees or restrictions. Ideally located just minutes from Siesta Key Beach, Downtown Sarasota, Southside Village, Arlington Park, Sarasota Memorial Hospital, and the vibrant shopping and dining destinations along Hillview Street, this exceptional property offers the perfect blend of location, lifestyle, and modern upgrades. Families will also appreciate the highly sought-after school zoning for Southside Elementary, Sarasota Middle School, and Sarasota High School. Rarely does a home in South Gate combine this level of renovation, functionality, outdoor space, and prime Sarasota location. 2833 Sunnyside Street is truly a must-see opportunity.
Listing Agent: Erica Giesler (813-352-4008)
128 GOLDEN GATE PT #901/1001, SARASOTA, FL 34236
$6,900,00054 Days on yellowkey MLS ID: A4687889
REDUCED by $1,000,000 (12.7%) on 05/03/2026
Bed: 3 Bath: 3.5 Gar: 4 Liv Area Sq Ft: 5600 Built: 2004 Tax: $40,849 (2025)Community: Vista Bay PointSpa: YesCondo
Taxes:$40,849
Middle School: Booker Middle
Remarks: One or more photo(s) has been virtually staged. Expansive three-story penthouse offering 360 degree views of Sarasota Bay and downtown Sarasota. The penthouse includes the top two floors--as well as a private furnished rooftop terrace with an adjacent upgraded indoor kitchenette. Nearly everything about this listing has been upgraded in the past few years: Both the building and the home itself. Vista Bay Point has undergone massive renovations--and the penthouse has been completely remodeled and updated. This beautiful 3-bedroom 3.5-bathroom residence features hardwood flooring, detailed crown molding and solid mahogany doors throughout. The main level features a great room with a 20-foot ceiling with walls of windows looking out at the water and the sunset. Custom Italian kitchen cabinetry and Viking/Sub-Zero appliances including a gas stove. The second level includes a massive primary wing positioned around a sitting room: A bedroom, "his and her" bathrooms and an oversized custom closet the size of a spare room. A state-of-the-art app-based Crestron integrated system controls the lighting, televisions, stereo, shades and air conditioning. Two patios--one on each floor--overlook Sarasota Bay and the Ringling Bridge. You'll have four garage spaces and a large storage room with an EV hook-up down your private elevator. The building's amenities floor includes a heated pool and hot tub, a large fitness room, a theater and a billiard room that includes a full kitchen and a private guest suite for visitors. Golden Gate Point is uniquely situated between downtown Sarasota, Marina Jack, the Ritz Carlton and St. Armands Circle/Lido Key Beach. Furniture included.
225 HOURGLASS WAY #106, SARASOTA, FL 34242
$500,000102 Days on yellowkey MLS ID: A4683200
REDUCED by $75,000 (13.0%) on 05/08/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1271 Built: 1969Monthly Fee: $1,566 Tax: $3,860 (2025)Community: Whispering SandsCondo
Taxes:$3,860
Remarks: Step into your own island retreat with this rare ground floor END unit in the highly sought after GULF FRONT property of Whispering Sands! Perfectly positioned with a full length screened & glassed lanai overlooking the picturesque lagoon and lush tropical landscaping, this residence captures a peaceful, serene setting with a touch of everyday luxury. Thoughtfully updated and designed for effortless living, the OPEN CONCEPT floor plan features non-slip porcelain tile placed on the diagonal, skip trowel ceiling, and a spacious light-filled living space with an additional, sunny, west facing window. The nicely RENOVATED kitchen is a standout, offering granite countertops, colorful tile backsplash, a 9’ breakfast bar, white soft-close cabinetry, and a suite of GE, Whirlpool, Frigidaire, and LG appliances, all enhanced by overhead recessed, dimmable LED lighting. The cabinetry and granite extend into the entire length of the dining area, creating additional storage and an elegant serving space ideal for entertaining. The original interior living room sliders have been removed to seamlessly incorporate the lanai, transforming it into a sun-drenched sunroom that expands your cooled living space and invites the outdoors in. Just outside, a small brick paver patio off the sunroom offers the perfect spot for grilling, sunning, or unwinding after a day at the beach. Both bathrooms in this unit have been tastefully updated with NEW vanities, fixtures, and cabinetry. Additional highlights include a complete set of 2016 hurricane impact sunroom sliders and 2025 water heater. At Whispering Sands, every day feels like a vacation—with 800’ of PRIVATE beach, two heated pools with new travertine tile decks, clubhouse – currently undergoing a complete remodel which will include a catering kitchen and fitness rooms – beachside Tiki Hut, grills, and canoe/kayak—all just a short stroll to the vibrant shops and dining options of Siesta Key Village. Your island getaway awaits!
Listing is courtesy of: COLDWELL BANKER REALTY (941-349-4411)
Listing Agent: Harriet Stopher (404-316-8944)
467 CANAL RD #467, SARASOTA, FL 34242
$2,590,000566 Days on yellowkey MLS ID: A4628207
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 3228 Built: 2005Monthly Fee: $158 Tax: $10,222 (2023)Community: Grand Siesta 1Spa: YesTownhouse
Taxes:$10,222
Tax Year: 2023
Remarks: Under contract-accepting backup offers. Possible Seller Finance. High & Dry!! BEACH, BOATING & BISTROS!!!! SIESTA KEY`CANAL FRONT featuring WEEKLY RENTALS!! DOCK & LIFT!! GULF VIEWS!! BEACH ACCESS STEPS AWAY!!! Great location with Gulf Views steps to Public Beach Access #8 offering the ultimate waterfront lifestyle of this rare, furnished 3 bedroom/3.5 Bath plus office (or 4th bedroom), RMF-zoned opportunity on Siesta Key. Built in 2005 with high elevation and Impact Glass for peace of mind. Savor spacious living with high ceilings in 4 stories and 3,036+/- sq. ft. of living area, all accessible by stairs or private elevator, plus a ground-floor bonus room set behind the garage for your gym or office. Retreat to the large master suite, which boasts water vistas and master bath with dual vanities, granite counters, walk-in shower. Multiple terraces provide a picture-perfect panorama of your tropical setting, with each level more stunning than the last and culminating with stunning Siesta Key Beach views from the soaring top floor. Entertain with ease and style by the open, heated pool and spa, which leads to your own private dock and boatlift. Just a short boat ride on the Grand Canal to worldclass fishing and watersports. HOA is reasonably priced and lends to your comfort and convenience of maintenance-free living. Seller will also consider partial trade on storm damaged home.
Listing is courtesy of: PREFERRED SHORE LLC (941-999-1179)
Listing Agent: Dan Miller (941-376-7442)
925 BEACH RD #107, SARASOTA, FL 34242
$568,00066 Days on yellowkey MLS ID: A4687498
REDUCED by $25,000 (4.2%) on 05/08/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 940 Built: 1972 Tax: $3,927 (2025)Community: La SiestaCondo
Taxes:$3,927
Remarks: Located directly across the street from world-famous Siesta Key Beach—recently ranked the #1 Beach in the United States and among the top beaches in the world— this residence offers exceptional convenience and effortless access to the sand. Simply walk to the beach in approximately five minutes—no driving, no searching for parking, just easy coastal living. Enjoy morning walks and evening sunsets on Siesta Key Beach just steps away. This 2-bedroom, 2 full bath residence offers approximately 940 square feet of comfortable living space with an open layout designed for relaxed island living. The updated kitchen features wood cabinetry, granite countertops, and stainless steel appliances, flowing seamlessly into the dining and living areas. Tile flooring throughout provides durability and easy maintenance, while the split-bedroom floor plan allows for privacy between residents and guests. One of the largest 2-bedroom, 2 full bath floor plans in the community, competitively priced at $593,000. Weekly rentals are permitted, offering outstanding flexibility for both personal use and income potential. Onsite property management is available, making guest coordination and rental operations easy and convenient. Covered parking is included, along with ample guest parking. La Siesta residents enjoy access to a heated pool, fitness room, clubhouse, and beautifully maintained grounds. Located just minutes from Siesta Key Village’s restaurants, shopping, and entertainment, this property offers the ideal balance of relaxation and accessibility. Whether you’re searching for a personal beach retreat, seasonal residence, or an income-producing investment, this location delivers the lifestyle buyers and vacationers come to Siesta Key to enjoy.
Listing Agent: Lisa Garcia (941-266-9060)
1655 SOUTH DR, SARASOTA, FL 34239
$5,900,00092 Days on yellowkey MLS ID: A4684423
Bed: 5 Bath: 7.0 Gar: 3 Liv Area Sq Ft: 6355 Built: 2011Monthly Fee: $27 Tax: $34,625 (2025)Community: Cherokee ParkSpa: YesSingle Family
Taxes:$34,625
Remarks: One or more photo(s) has been virtually staged. In Sarasota's desired West of Trail enclave of Cherokee Park, 1655 South Drive, masterfully designed three-story estate where thoughtful architecture meets effortless luxury. Positioned on a homesite that is not in a Special Flood Hazard Area and enhanced with full home hurricane-impact glass and a whole-home generator, this residence offers the rare combination of refinement and peace of mind. Spanning 6,355+ square feet, the home features five bedrooms, five full baths and four half baths, with a layout tailored for grand entertaining and everyday ease. A rear three-car garage, accessed discreetly from South Lodge Drive, preserves the home's striking street presence. Inside, the main level unfolds into a wide-open living experience with a great room with wet bar, formal dining, and a showpiece chef's kitchen outfitted with Wolf dual-oven six-burner range, dual side by side 36” Sub-Zero Over-and-Under Refrigerator/Freezers, a Wolf microwave drawer, a Wolf warming drawer, and built-in Miele espresso machine. The first-floor primary suite is a private retreat, complete with an in-home gym, a spa-inspired bath and dual custom-fitted closets. A beautifully appointed guest suite (fifth bedroom) with en-suite bath also anchors the main level. Access to the upper floors is seamless via a dramatic staircase with custom wrought-iron railings or the private elevator. Upstairs, three additional en-suite bedrooms include custom walk-in closets, one thoughtfully designed with built-in bunk beds, plus a bonus club room with built-in desks and additional laundry for added convenience. Outdoors, the property transforms into a walled and gated resort-style oasis featuring a gas-heated saltwater pool with sun shelf and spa, and an artificial turf lounge/play area. A screened entertainment lounge with a convenient half pool bath connects to a full outdoor kitchen with sink, TV and gas grill, all complemented by a pergola and a mosquito misting system, ideal for Sarasota's seasons. Above the garage, a spectacular casita-style retreat, accessible by the home’s second private interior elevator or exterior spiral staircase, elevates entertaining to an entirely new level with a 2,000-bottle refrigerated wine room, a fully equipped wet bar, mini- fridge, clear ice maker, and dishwasher. Go onto the covered terrace with a gas fireplace, then unwind on the third floor in the private, pool-like infinity-edge spa, an experience that feels equal parts boutique resort and private club. Ideally in walking distance to A-rated Southside Elementary School, Southside Village, Sarasota Memorial Hospital, downtown Sarasota and short drive to the world-famous sands of Siesta Key Beach, this is a rare opportunity to own a bespoke residence in one of Sarasota's treasured neighborhoods.
Listing is courtesy of: PREMIER SOTHEBY'S INTERNATIONAL REALTY (941-364-4000)
Listing Agent: Katy Mcbrayer (941-400-2406)
1800 BENJAMIN FRANKLIN DR #A905, SARASOTA, FL 34236
$1,500,00031 Days on yellowkey MLS ID: A4692060
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1350 Built: 1996 Tax: $19,414 (2025)Community: L Elegance On Lido BeachSpa: YesCondo
Taxes:$19,414
Remarks: Wake each morning to sweeping Gulf views and end each day with Sarasota’s legendary sunsets from this ninth-floor residence at L’Elegance on Lido Beach. Positioned directly on the Gulf, this 2-bedroom, 2-bath residence offers 1,350 square feet of living space and an expansive Gulf-front terrace designed to capture panoramic water views and coastal breezes. The living area, primary suite, and guest bedroom all enjoy direct Gulf exposure—an exceptional feature that allows nearly every primary living space to capture breathtaking beachfront views. What truly sets this residence apart is the rare opportunity already in motion. A full coastal-modern renovation was planned, with open permits in place and a contractor ready to begin. Renovation plans allow the next owner to move forward without typical delays while personalizing finishes. Recent Sarasota County-led beach renourishment, completed just weeks ago, has significantly widened the shoreline, enhancing both the beauty and long-term stability of this Gulf-front setting. Ideally located on the quiet south end of Lido Key, this residence enjoys a more private beachfront environment while remaining just moments from the renowned shopping and dining of St. Armands Circle and the cultural attractions of downtown Sarasota. L’Elegance is one of Lido Key’s most sought-after beachfront communities, offering a 24-hour guarded entrance, resort-style Gulf-front pool and spa, newly updated fitness center with modern equipment, tennis courts, clubhouse, and private deeded beach access. The community is currently enhancing each residential floor with modern finishes, reflecting ongoing investment and pride of ownership throughout the building. Whether envisioned as a refined seasonal escape or a full-time coastal residence, this property presents a rare opportunity to create a custom-designed Gulf-front home in one of Sarasota’s premier beachfront locations.
5883 WHISTLEWOOD CIR, SARASOTA, FL 34232
$485,000202 Days on yellowkey MLS ID: A4671389
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1530 Built: 1979 Tax: $5,067 (2024)Community: Ridgewood Estates 20Th AddSpa: NoSingle Family
Taxes:$5,067
Elementary School: Brentwood Elementary
Remarks: Welcome to 5883 Whistlewood, a centrally located Sarasota retreat, with no HOA, that blends everyday convenience with the best of Florida living. If you’ve been searching for a home that offers a relaxed, coastal lifestyle with quick access to everything Sarasota is known for, this is it. Live just 7.5 miles from downtown Sarasota, where world-class dining, shopping, and entertainment await. Enjoy easy evenings at spots like Ocean Prime, weekend strolls along the Bayfront, or spur-of-the-moment outings to the Farmers Market. When you’re craving beach time, Siesta Key, consistently ranked America’s #1 beach, is only 7 miles away, making sunrise walks, sunset sessions, and full beach days part of your weekly routine. Back at home, unwind in your private swimming pool or relax in the screened-in lanai overlooking a fully fenced backyard, perfect for pets, play, and peaceful afternoons outdoors. Inside, the home offers 4 bedrooms, giving you the flexibility to create guest space, a home office, or a hobby room. The location is ideal for those who value both privacy and connectivity. The neighborhood is quiet and established, yet you’re only 0.8 miles from I-75, making commutes smooth and travel effortless. Outdoor enthusiasts will love being just 2 miles from Urfer Family Park, with walking trails, playgrounds, and green space to enjoy year-round. Whether you’re looking for a primary residence, a seasonal escape, or a property that balances lifestyle with convenience, 5883 Whistlewood delivers a truly complete Sarasota experience, pool days, beach weekends, downtown nights, and a peaceful home base in the heart of town.
Listing is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: Traci Bolen (941-914-5159)
132 TALL TREES CT, SARASOTA, FL 34232
$520,00053 Days on yellowkey MLS ID: A4689367
REDUCED by $10,000 (1.9%) on 05/08/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1865 Built: 2001Monthly Fee: $199 Tax: $3,522 (2025)Community: Oak Court Ph 2-A & 2-BSpa: YesSingle Family
Taxes:$3,522
Elementary School: Fruitville Elementary
Remarks: Located in Oak Court, a gated community of approximately 60+ homes just off Fruitville Road, this updated, west-facing, single-story residence offers convenient access to downtown Sarasota, University Town Center (UTC), Gulf beaches, golf courses, parks, and I-75. Set on a private dead-end street with mature canopy trees and landscaped surroundings. Extensive upgrades include roof (2021), AC (2025), and water heater (2026). Interior features professionally curated paint selections and 24-inch tile flooring (2025) in select areas including two bedrooms and foyer. The layout offers a flexible front room off the entry, ideal for dining, sitting, or office use. The home then opens into the main living area with vaulted ceilings and an open connection to the kitchen. A separate dining area is positioned just off the kitchen, creating a natural flow for everyday living and entertaining. The living space provides direct access to the screened lanai and hot tub, which conveys with the sale. Kitchen features a Samsung appliance suite (2025), soft-close cabinetry, pull-out drawers, island workspace, and adjacent dining area. Bathrooms updated with Calcutta wall tile and energy-efficient commodes (2025). Primary suite includes dual sinks, walk-in shower, and walk-in closet. Secondary bedrooms offer built-in storage and custom paint finishes. Smart home features include Eufy video doorbell and upgraded digital AC thermostat. Additional interior improvements include plantation shutters, vertical blinds, updated lighting fixtures, and ceiling fans. Garage includes epoxy-coated floor (Galaxy Blue, 2025), custom overhead storage, and fresh interior paint. Exterior upgrades include backyard privacy landscaping with Areca palms (2025) and redesigned irrigation system. Community amenities include pool, cabana, lake with fountain, and irrigation.
Listing is courtesy of: MANGROVE REALTY ASSOCIATES (941-957-0080)
Listing Agent: Antonio Lopez (626-664-5124)
355 CALLE MIRAMAR, SARASOTA, FL 34242
$3,300,000136 Days on yellowkey MLS ID: N6142420
REDUCED by $200,000 (5.7%) on 05/08/2026
Bed: 6 Bath: 0.0 Gar: 2 Liv Area Sq Ft: 2660 Built: 1993 Tax: $25,782 (2025)Community: Sarasota BeachSpa: YesApartment
Taxes:$25,782
Remarks: Rare opportunity to own a pristine, income-producing duplex just steps from Siesta Key Village and one block from the powdery sands of Siesta Key Beach—recognized as one of the finest beaches in the world. Properties offering this level of condition, location, and flexibility are seldom available. Each residence features 3 bedrooms and 2.5 bathrooms and has been thoughtfully renovated and fully furnished for immediate enjoyment or turnkey rental use. Interiors showcase luxury vinyl flooring throughout, updated kitchens, split-bedroom layouts, in-unit laundry, and large flat-screen televisions in all bedrooms and livi. ng areas—designed to support both comfortable living and strong rental demand. There are no rental restrictionss. Bright, sunfilled open bedrooms with generous closets complement spacious, well-appointed kitchens. Outdoor living is exceptional, with 2 heated private pools and spas, front and rear patios, and deeded canal access just around the corner—features that enhance both lifestyle enjoyment and guest appeal. Each unit includes a private garage with game room, accommodating up to two vehicles, along with additional driveway parking—an exceptional convenience on Siesta Key. The property offers outstanding versatility, whether used as a primary or seasonal residence with supplemental rental income, or operated as a dual-income investment. Significant exterior improvements include updated siding and trim, hurricane-rated windows on the front elevation, refreshed lighting, fresh exterior paint, and brick paver driveways and walkways—creating a polished coastal offering in one of Siesta Key’s most desirable and supply-constrained locations.
Listing Agent: Matthew Vander Wyden (941-483-0977)
8773 MIDNIGHT PASS RD #302G, SARASOTA, FL 34242
$500,00027 Days on yellowkey MLS ID: A4691760
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1303 Built: 1981 Tax: $4,030 (2025)Community: Island Reef Ii Ph 1 2 & 3Condo
Taxes:$4,030
Remarks: Turnkey Furnished residence at Island Reef with two bedrooms and two baths. Laundry in residence. Furnished! Carport! island Reef is a serene waterfront community, one of the few gulf to Bay Community that offers many desirable amenities including: Beach, Boat Docks (lifts allowed), Two lit Tennis Courts, Pickleball, 2 Fitness Rooms, Kayak storage, Library, Billiards, Game room, Clubhouse, two Heated Pools, and Gas grills. PET FRIENDLY! Tropical Gardens add to the appeal of Island Reef and this wonderful community is close to two of Siesta Key's popular restaurants. Complimentary trolley to Siesta Beach, Siesta Village for dining, shopping, ice cream, mini donuts, cut brunch spots and dancing and live music every night of the week.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-349-3444)
Listing Agent: Marlene Marshall (941-539-8850)
1320 MOONMIST DR #B-11, SARASOTA, FL 34242
$1,200,000129 Days on yellowkey MLS ID: A4679270
REDUCED by $100,000 (7.7%) on 04/13/2026
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1790 Built: 1968 Tax: $5,819 (2025)Community: Polynesian GardensCondo
Taxes:$5,819
Remarks: Rarely available direct bayfront 2/2 maintenance free villa in Polynesian Gardens. Magnificent views of the Intracoastal/Little Sarasota Bay. Watch the manatees and boats go by from your paved patio directly on the water. Spacious 2 bedrooms/2 full baths with very large great room. Updated kitchen and baths with new cabinetry, granite and stainless-steel appliances. Plenty of closet space. Garage with plenty of storage plus an extra driveway allows for 2 parking spaces. Newer washer/dryer in garage. Beautiful landscaping. Community has a heated pool, clubhouse and fishing pier. Close to shops, dining and America's #1 Beach - Siesta Key. Free trolley stops directly in the front of the community on Midnight Pass Road. Two pets allowed any size.
Listing Agent: Helene Hyland (941-685-2274)
651 MADISON CT, SARASOTA, FL 34236
$1,149,00066 Days on yellowkey MLS ID: GC538888
REDUCED by $50,000 (4.2%) on 05/08/2026
Bed: 3 Bath: 0.0 Liv Area Sq Ft: 1680 Built: 1953 Tax: $12,724 (2025)Community: Washington ParkApartment
Taxes:$12,724
Remarks: 651 Madison Court is a tidy & attractive multi-family home located in the highly desirable neighborhood of Laurel Park, adjacent to downtown Sarasota. The property, which consists of (3) one bedroom, one bathroom apartments, originally constructed in 1953, and extensively renovated in 2023, is fully rented with 3 excellent long term (annual) tenants. The lot location is quiet and attractive, at the end of non-thru street, with neighbors including the Sarasota senior friendship center, multi million dollar new construction homes, the Hudson Bayou waterway and Laurel park kayak launch, downtown Sarasota, Selby Gardens and its marina & waterfront. The 1680 sq/ft concrete block structure includes a 2023 metal roof, 2023 updates to electrical and plumbing systems, impact windows, stylish new kitchens and bathrooms, tile floors, and HVAC systems. The apartments are separately metered for electricity and city services and tenants are paying all utilities individually. Though currently occupied with wonderful annual tenants, the City of Sarasota location makes future use for short term rentals possible, at a 7 night minimum, and there are several other STR's in close proximity. It would be a wonderful 1031 exchange, and is located within the City of Sarasota Qualified Opportunity Zone 1.02, for additional tax advantaged investment, for a potential buyer. Please do not disturb tenants. Access by appointment only.
Listing is courtesy of: COASTAL REAL ESTATE PROFESSIONALS LLC (772-678-6017)
Listing Agent: Zachary Greenberg (561-310-9672)
3135 ALTA VISTA ST, SARASOTA, FL 34237
$419,900264 Days on yellowkey MLS ID: A4664729
2 Days Off yellowkey (back on 3/11/2026)
Bed: 3 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 1502 Built: 1956 Tax: $310 (2025)Community: Bellevue TerraceSingle Family
Taxes:$310
Elementary School: Alta Vista Elementary
Remarks: LOCATION! LOCATION! Bellevue Terrace! Fantastic opportunity to purchase this beautifully renovated 3 bedroom 3 bathroom home on a very spacious lot. This is an open, split level home with large fenced-in back yard, with room for a pool. The first floor has a large living room/dining room combo, kitchen and half bath. It includes bran new large floor tiles, new hard wood cabinets with quartz tops. All new appliances. The top level has 3 bedrooms with original hardwood floors and 2 full renovated bathrooms. The lower level has a large bonus room that lets lots of light in, and separate laundry room with new washer and dryer leading to the garage. Additional renovations include new shingle roof, electric panel and hot water heater. PVC water lines. The property also has side parking for an RV or Boat. This home is just minutes to downtown Sarasota and a very close proximity to the Lido Beach, Legacy Trail, Payne Park, Sarasota High School, Alta Vista Elementary School, & Sarasota Art Museum. This home gets extra points for its central location. Sarasota City Limits allow for great flexibility for short term rentals on Air BNB, VRBO and short term rentals. Located in the 1-week rental zone. No HOA! Close to the sun kissed beaches of Sarasota, downtown, cultural venues, Big Olaf Ice cream, Yoders Fresh Fruit and Vegetable Market, YMCA, and Locklear Park. Everything is just minutes away. Move quick. Don't miss out.
Listing is courtesy of: BRIGHT REALTY (941-552-6036)
Listing Agent: Brett Decklever (248-766-7571)
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