Location: Sarasota
Keyword(s): Booker High
Keyword(s) High School: Booker High
Do Not Show Listings
343 LONDONDERRY DR, SARASOTA, FL 34240
$539,000196 Days on yellowkey MLS ID: A4666644
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1946 Built: 2000Monthly Fee: $310 Tax: $5,926 (2024)Community: Tatum RidgeSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$5,926
Elementary School: Tatum Ridge Elementary
High School: Booker High
Tax Year: 2024
Middle School: McIntosh Middle
Remarks: Nestled within a secure, gated community, this beautifully updated, 3-bedroom, 2-bathroom residence offers the perfect blend of luxury and tranquility. Enjoy the assurance of a brand-new roof, complete with a 20-year warranty, as well as a 7-year warranty on the exterior painting completed 10/10/2025. Interior wood shutters adorn the front windows, adding a touch of classic curb appeal. The moment you enter, you'll be greeted by an open and airy living space, with stylish tile flooring throughout the main areas that flows seamlessly into the elegant, formal dining area. Just off the dining room, a large sitting area provides an ideal spot for relaxation , entertaining or a home office. The heart of the home is the chef-inspired kitchen, boasting upgraded cabinetry, gleaming granite countertops, and a double oven. All appliances are included even the fridge in the garage ,making this home a truly turn-key. Bedrooms are finished with warm hardwood flooring, while seven ceiling fans throughout the home provide comfort and air circulation. Custom window treatments and curtains add a touch of sophistication. Step outside to your private maintenance free yard where a stunning oversized paver lanai and a refreshing pool create a true outdoor oasis for endless entertainment and relaxation. Most furnishings are also available for purchase, offering a seamless transition into your new home.
Listing is courtesy of: MAPP REALTY & INVESTMENT CO (941-379-2448)
Listing Agent: Barbara Williams (941-266-6701)
319 BIRD KEY DR, SARASOTA, FL 34236
$5,749,90047 Days on yellowkey MLS ID: A4684204
REDUCED by $250,000 (4.2%) on 04/03/2026
Bed: 4 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 4498 Built: 1998Monthly Fee: $110 Tax: $40,743 (2025)Community: Bird Key SubSingle Family
Taxes:$40,743
Elementary School: Southside Elementary
Tax Year: 2025
Middle School: Booker Middle
Remarks: Custom built by a locally treasured builder on one of Bird Key’s largest homesites, over half an acre, this one-level Spanish Mediterranean residence delivers a rare blend of timeless design, thoughtful updates and a resort-style outdoor experience. The home’s wraparound footprint creates exceptional curb appeal while maximizing privacy and indoor-outdoor flow, opening to an expansive rear-yard sanctuary that feels straight out of Selby Gardens. Inside, intricate architectural details meet modern refinement to create dramatic volume and warmth, including soaring ceilings with beams and paneling, walls of windows and travertine flooring throughout. The home has been recently updated with features including PGT impact-rated doors and windows, updated electrical, RH light fixtures, LED accent lighting and fresh landscaping. A 2015 barrel tile roof adds enduring style and peace of mind. The chef’s kitchen is beautifully appointed with a Wolf gas cooktop, built-in oven/microwave, Sub-Zero refrigerator, icemaker, custom cabinetry with specialty slide-outs, marble and quartz counters, and a Carrera marble backsplash, all overlooking an intimate walled courtyard. Two spacious primary suites, made even more unique by a connecting playful outdoor shower, complete the thoughtful layout. Two additional bedrooms rest on another side of the home as a relaxing respite for guests. Outside, the ambiance is unmatched with an infinity-edge pool with a gas fire bowl, a covered sitting area and an expansive yard, fully enclosed for privacy, creating an entertainer’s dream and an everyday escape. Just a short distance to the marina and new Bird Key Yacht Club, and ideally between downtown Sarasota and St. Armands Circle. The feel is unmatched, so to understand this level of quality, make an appointment to see it today.
Listing is courtesy of: PREMIER SOTHEBY'S INTERNATIONAL REALTY (941-364-4000)
Listing Agent: Katy Mcbrayer (941-400-2406)
555 QUAY CMNS #1702, SARASOTA, FL 34236
$11,999,000177 Days on yellowkey MLS ID: A4667793
2 Days Off yellowkey (back on 4/3/2026)
Bed: 4 Bath: 4.5 Gar: 2 Liv Area Sq Ft: 5816 Built: 2024Community: Ritz-Carlton Residences, Sarasota BayCondo
Taxes:$0
Elementary School: Alta Vista Elementary
Remarks: Under contract-accepting backup offers. One or more photo(s) has been virtually staged. Pre-Construction. To be built. Residence #1702 offers four bedrooms, four-and-a-half baths, a den, and a family room in a spacious 5,811-square-foot flow-through floor plan with 13-foot ceilings and 12-foot sliding glass doors throughout. Two expansive terraces with over 1,373 sq feet of glass railings and a built-in outdoor grill create inviting year-round living spaces. The chef-inspired kitchen features premium European cabinetry, quartz countertops, full-height backsplashes, and a luxury appliance package. The owner’s suite includes dual walk-in closets and spa-like retreats. Residents enjoy world-class amenities including social clubrooms with indoor and outdoor bars, a resort-style pool, a waterfront fitness center, movement studio, private training room, steam and treatment rooms, plunge pools, a sports lounge with golf simulator, and an indoor Pickleball court. This Ritz-Carlton-managed property defines luxury living — and with only two residences remaining, now is the time to secure yours. Scheduled to deliver Q4 2026.
Listing Agent: Julia Decastro (941-812-5176)
5370 MYRTLE WOOD #56, SARASOTA, FL 34235
$224,900131 Days on yellowkey MLS ID: A4674030
REDUCED by $15,000 (6.3%) on 04/03/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1080 Built: 1981 Tax: $2,969 (2024)Community: SomersetVilla
Taxes:$2,969
Elementary School: Emma E. Booker Elementary
Remarks: New Improved Price!! This stunning end-unit condo offers the perfect blend of modern comfort and convenient location in The Meadows, just outside of Sarasota's desirable University Town Center area. With two bedrooms and two bathrooms spread across 1,080 square feet, this well-appointed home features freshly installed white shaker kitchen cabinets paired with elegant stone countertops that'll make your morning coffee routine feel like a luxury experience. Natural light floods the space through thoughtfully positioned windows, while vaulted ceilings create an airy, spacious atmosphere that makes entertaining a breeze. Updated modern ceiling fans and light fixtures add contemporary flair throughout, and the partially furnished setup means you can move in and start living the good life immediately. Location-wise, you've hit the jackpot. Shopping and dining options abound in the nearby University Town Center Mall corridor, with everything from casual bites to upscale restaurants just minutes away. Adventure seekers will appreciate close proximity to Nathan Benderson Park for outdoor activities, while the Mote Science Education Aquarium and PopStroke provide entertainment options. When you're ready to explore further, downtown Sarasota and pristine area beaches are just a comfortable twenty-minute drive away. This property presents an excellent opportunity for both primary residence and rental income potential, given its prime location and move-in ready condition.
Listing is courtesy of: STERLING REALTY (941-379-5810)
Listing Agent: Shaun Cumston (941-737-3539)
514 HOWARD CT, SARASOTA, FL 34236
$749,000252 Days on yellowkey MLS ID: A4660394
Bed: 4 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1606 Built: 2005 Tax: $5,700 (2024)Community: Howard CourtSingle Family
Taxes:$5,700
Remarks: Home is locate across from Rosemary & Thyme Restaurant at 500 N. Orange Avenue- Howard Court sign is missing due to Hurricane Milton, This newer home(2005) shows very little usage and comes fully TURN KEY FURNISHED. It has a side entrance door which leads to the first/ second floors and the garage. Bamboo floors and crown molding enhances this home along with 2 covered screened lanais. You will enjoy a one oversized garage along with two heating/ac units one for each level. The upstairs unit is perfect for family, companion or care giver. Each floor has a bathroom and living room. Howard Court is 2 blocks to Fruitville Road. This is a must see home for annual, seasonal or use for family members to visit. There are only 4 homes in Howard Court Subdivision close to CBD area off Orange Avenue. Howard Court street is maintained by owner. SEEING IS BELIEVING !!
Listing is courtesy of: RON STAHL REALTY (941-374-1671)
Listing Agent: Ronald Stahl (941-374-1671)
516 HOWARD CT, SARASOTA, FL 34236
$749,000253 Days on yellowkey MLS ID: A4660708
Bed: 4 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1622 Built: 2005 Tax: $5,707 (2024)Community: Howard CourtSingle Family
Taxes:$5,707
Remarks: Home is located across from Rosemary & Thyme Restaurant at 500 N. Orange Av --Howard Court sign is missing due to Hurricane Milton. Well cared for newer(2005) 2 story home with side door entrance into the main floor and/or 2nd floor. TURN KEY FURNISHED with crown molding ,bamboo and ceramic tile flooring, 2 screened covered porches one on each floor, large one car garage, two unit AC units one for each floor. Many more features to enjoy--- upstairs has uses like mother in law suite or for a companion. Each floor has a bathroom and living room. Howard Court is 5 blocks to Main Street...... 2 blocks to Fruitville Road. This is a must see close in home in excellent condition. Only 4 homes are located in this quiet area off Orange Avenue Howard Court street is owners responsibility SEEING IS BELIEVING !!!!!!!!!
1685 6TH ST, SARASOTA, FL 34236
$1,650,000190 Days on yellowkey MLS ID: A4667628
Bed: 4 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 2938 Built: 1997 Tax: $6,942 (2025)Community: Halls Sub James SSingle Family
Taxes:$6,942
Remarks: PRICE IMPROVEMENT! Perfectly situated in Sarasota’s vibrant Downtown just minutes from restaurants and boutiques within the coveted Gillespie Park neighborhood, this beautifully renovated 2,938 sf, 4-bedroom, two-story Key West–inspired pool home blends timeless architectural charm with modern sophistication. A magnificent oak tree graces the front yard, framing the home’s welcoming façade, while a historic brick driveway—crafted from original Sarasota street bricks—sets the stage for the artistry and attention to detail found throughout. Remodeled and expanded, the interior showcases solid wood floors, designer lighting, and refined finishes which create a warm yet elegant ambiance. The gourmet kitchen impresses with custom cabinetry with soft-close drawers, quartz countertops, and top-tier appliances including a professional Forno gas range. Open-concept living and dining spaces are enhanced by an electric fireplace and abundant natural light streaming through windows and doors, many of which are impact-rated. Upstairs, rich hardwood flooring continues through the private quarters, including the serene primary suite featuring a custom-built walk-in closet and a spa-inspired bath adorned with porcelain tile, and designer fixtures. A downstairs bonus area—currently used as a Pilates studio with private entry—is zoned for business or rental use and could easily serve as a large luxurious primary suite, family room, media room, or fitness space. A beautifully designed 600 sf apartment provides fully independent or multi-generational living with its own contemporary kitchen, induction cooktop, full-size washer and dryer, and private balcony. Perfect for hosting guests, mother-in-law suite, extended family, or generating income, this versatile space has a separate entrance, parking spot and its own address, and qualifies for one-week rentals. Additional highlights include a temperature-controlled wine room, an oversized laundry room, three zoned AC, and a security system. Outside, a lush courtyard with screened lanai and heated pool creates a tranquil retreat for relaxing or entertaining amid tropical landscaping. Set on a spacious, fenced corner lot, the property offers abundant privacy along with an expanded 2½-car garage featuring an impact-rated door and generous storage. Residents of Gillespie Park enjoy one of downtown Sarasota’s most walkable locations—just moments from Main Street and the new Bayfront Park where you can catch sunset, take in water views while enjoying a concert, yoga or lounging with your feet in the sand. Enjoy nearby fine dining, boutique shopping, arts and cultural venues, and easy access to SRQ International airport. The neighborhood’s namesake park offers tennis and pickleball courts, dog areas, and a lively community spirit that captures the essence of urban Sarasota living. Blending the character of Sarasota’s historic past with the ease of modern luxury, this exceptional residence delivers rare flexibility, craftsmanship, and an enviable location in the heart of it all.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-951-6660)
Listing Agent: Lenore Treiman (941-356-9642)
2107 CHIPPAWA PL, SARASOTA, FL 34234
$485,00013 Days on yellowkey MLS ID: A4688520
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1348 Built: 1950 Tax: $5,429 (2025)Community: Sylvan ShoresSingle Family
Taxes:$5,429
Elementary School: Gocio Elementary
Remarks: Located West of the Trail in the Indian Beach / Sapphire Shores neighborhood of Sarasota, this single-family property offers flexible living with an additional efficiency. The main residence includes 2 bedrooms and 1 bathroom, featuring a newly updated kitchen, along with a separate laundry room for added convenience. Natural light and a functional layout create comfortable everyday living. The spacious backyard offers room for outdoor enjoyment and entertaining. A standout feature of the property is the separate 1 bedroom, 1 bathroom grandfathered-in efficiency with its own private entry and private yard, providing flexibility for rental use. Total living configuration includes 3 bedrooms and 2 bathrooms across both living spaces. No deed restriction. The home is located in an X flood zone where flood insurance is NOT required. The property is located in proximity to nearby points of interest including The Ringling Museum, Sarasota Jungle Gardens, Ringling College, New College, USF Sarasota-Manatee, Asolo Repertory Theatre, and The Bay. Convenient proximity to downtown Sarasota and the Rosemary District offer access to dining, shopping, and cultural amenities, while Lido Key provides nearby beach access. Optional Indian Beach Sapphire Shores neighborhood association offers a neighborhood newsletter, picnic, and additional social activities. Property is being sold as-is.
Listing is courtesy of: BROOKFIELD REAL ESTATE LLC (941-917-0494)
Listing Agent: Eric Collin (941-350-7775)
761 JOHN RINGLING BLVD #31, SARASOTA, FL 34236
$675,00013 Days on yellowkey MLS ID: A4688346
Bed: 2 Bath: 1.5 Liv Area Sq Ft: 816 Built: 1963 Tax: $6,923 (2025)Community: Sarasota Harbor WestCondo
Taxes:$6,923
Remarks: Exquisite FURNISHED interior designer owned condo epitomizing refined coastal living in Sarasota and completely renovated down to the studs in 2019-2020. Interiors are enveloped in a meticulous pallet of ocean-inspired hues that blends timeless style with modern functionality and coastal glam charm. Island living is yours with the most incredible location less than one block to St. Armand’s Circle and a short jaunt from the beach, parks, wildlife centers, 3 yacht & sailing clubs, downtown, The Ritz Carlton, The St. Regis, and a plethora of boutique shops and restaurants. Enjoy breathtaking sunset & turquoise water views from every room over Sarasota Bay and beyond to the Keys. Watching dolphins play and manatees swim along the seawall below your balcony will be a daily occurrence. A more well positioned unit does not exist in Sarasota Harbor (top floor, end unit, Western facing, closest to the water, and closest building to the circle). Professionally envisioned by this talented designer/owner and masterfully executed by a long-standing, local, luxury builder with no expense spared. Entirely new infrastructure, including complete drywall replacement, floors, and raised ceilings, new HVAC and ductwork, in-wall sound insulation, double insulated attic, new electrical panel including wiring in walls, all new plumbing throughout, new 40-gallon water heater, and more. This unit is ultimate storm ready including PGT impact windows and doors and withstood the unprecedented 2024 storm season with incredible resilience and zero damage. The thoughtfully crafted kitchen features only the best of Miele, Sub-Zero and Viking appliances, Waterstone fixtures that shine beneath bespoke lighting, an artist commissioned mosaic, and a hand-forged range hood. A large under-lit quartzite island can seat 6, bench built solid wood Albrecht cabinetry with pullouts, under cabinet outlets, paneled appliances, Cambria 6cm custom profile back countertops, and grout-less sea glass backsplash ensure any chef a seamless experience. The magic is in the details and this unit is a work of art unto itself but within you will find a curated collection of salvaged nautical antique accents from across the world, artwork paying homage to Sarasota’s history, an authentic nautical porthole from a German ship, and master carpentry features such as tongue and groove ceilings, solid wood doors, shiplap accents, 7” stacked crown moldings, 5” baseboards, plantation shutters, and built ins with color changing Dimplex fireplace. The excellence does not stop here...every room includes recessed gimbal lighting with Maestro dimmers, the spa-inspired bathrooms glimmer with custom tile work, hammered nickel sinks, a seamless glass shower, Rohl polished nickel fixtures, hotel double towel racks, heat lamps, Helios LED smart mirrors, and other luxe finishes. Besides the unbeatable location, residents of Sarasota Harbor West enjoy an array of inclusive amenities that include a large heated waterfront pool, clubhouse, shuffleboard, fishing pier, and grill areas. End unit balconies can be screened-in with HOA design approval. Non-deeded boat slips are available for a very small fee on a first-come basis.
Listing is courtesy of: WINKLE AND COMPANY LLC (941-500-9731)
Listing Agent: Holly Winkle (941-500-9731)
509 GOLDEN GATE PT #4, SARASOTA, FL 34236
$2,695,000159 Days on yellowkey MLS ID: A4671195
Bed: 3 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2439 Built: 2024 Tax: $5,321 (2024)Community: En PointeCondo
Taxes:$5,321
Remarks: Brand-new, custom-built, and move-in ready, this full-floor condominium residence at En Pointe offers a rare blend of privacy, design, and elevated coastal living on Golden Gate Point. Set within a limited four-residence boutique condominium between the Ringling Bridge and downtown Sarasota, it delivers all the qualities of custom-home living with the ease and convenience of a lock-and-leave lifestyle. The residence captures views of Sarasota Bay, the marina, the downtown skyline, and the Ringling Bridge. Inside, the residence offers 2,439 square feet with 3 bedrooms and 3.5 bathrooms, plus two private covered terraces of approximately 350 square feet each—adding 700 square feet of exceptional outdoor living space. Designed as true extensions of the residence, the terraces easily accommodate open-air dining, a grill, and a generous lounge setting with TV hookup, creating an effortless indoor-outdoor lifestyle. Conceived in a neo-modern style by Echt Architects, the residence pairs refined craftsmanship with clean architectural lines and exceptional livability. A secured elevator opens directly into your private foyer, where walls of glass, expansive living spaces, and a chef-inspired kitchen create a residence that feels both sophisticated and welcoming. Spend evenings on the west terrace beneath the glow of the sunset, and begin the day on the east terrace with morning light over the marina—an elegant daily rhythm that feels distinctly Sarasota. The primary suite is spacious and serene, featuring a large walk-in closet, dual vanities, a soaking tub, an oversized shower, and direct access to the sunset terrace. Two additional en-suite bedrooms provide comfort and privacy for guests. Amenities at En Pointe include a heated saltwater pool, elevated decks for lounging and dining, two covered parking spaces, an EV charger, and ground-level bike storage. Just minutes to Main Street, St. Armands Circle, and Lido Beach, this is an exceptional opportunity to own a brand-new architectural condominium residence in one of downtown Sarasota’s most desirable settings.
Listing Agent: Brittany Perrone (941-685-1598)
4763 TRAVINI CIR #114, SARASOTA, FL 34235
$249,00040 Days on yellowkey MLS ID: A4684956
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1256 Built: 2004 Tax: $2,802 (2025)Community: Las PalmasCondo
Taxes:$2,802
Remarks: WONDERFUL VIEWS OF THE BEAUTIFUL POOL & CLUBHOUSE! 2 Bedroom/2 bath with attached one car garage. Large screened in lanai overlooking tropical setting. Brand new roof installed 2023. All appliances. Primary suite with oversize walk-in closet offers lots of privacy. Its like your primary suite is in the penthouse. Las Palmas offers resort-style amenities such as two heated pools, a hot tub, grilling stations, a clubhouse with a catering kitchen, billiards, fitness centers, a sauna, a playground, a dog park, a boat and RV parking lot, a car wash area, and tennis courts. Convenient access to Nathan Benderson Park from a new gate. Located just minutes from UTC mall, Mote Aquarium, I-75 and a variety of shops and restaurants. Fantastic lifestyle opportunity. Schedule your showing today. Easy to show. Owner willing to do a lease purchase. Call for details.
Listing is courtesy of: WAGNER REALTY (941-756-7800)
Listing Agent: Alba Lange (941-704-3026)
1100 IMPERIAL DR #608, SARASOTA, FL 34236
$539,00094 Days on yellowkey MLS ID: A4676185
0 Days Off yellowkey (back on 4/2/2026)
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1262 Built: 1971 Tax: $5,812 (2025)Community: Bays Bluff Atps Sec 1Condo
Taxes:$5,812
Remarks: Under contract-accepting backup offers. PRICED TO SELL! This exceptional penthouse end-unit offers elevated panoramic views of Sarasota Bay and the beautifully illuminated Ringling Bridge. As the largest floor plan available in Bay’s Bluff, the residence spans the entire width of the building and, with its expansive windows, offers either sunrise or sunset views from every room - - - and wonderful cross breezes! * * * Updated and meticulously maintained, this unit is move-in ready with furniture included. Hurricane-impact windows and sliding glass doors provide added peace of mind. The screened lanai is situated so that it offers almost total privacy making it the perfect place to sit, relax and watch the seabirds, sailboats, and breathtaking sunsets. The electric hurricane shutter even keeps the rain off the balcony during storms and will block the intense sun for the few minutes in the afternoon when the beautiful live oak tree doesn’t do that for you. * * * Bay’s Bluff is a charming, pet-friendly mid-rise community. The bayfront heated pool and grill area are ideal for hosting a sunset cocktail party or cookout. Or relax at the water’s edge in an Adirondack chair on the community’s 267-foot private seawall, where the soothing sounds of the bay will calm your mind and spirit. * * * Location, location, location! Publix grocery is conveniently located just across the street; The Bay Park, Sarasota’s 53-acre cultural and waterfront destination, is only two blocks away; downtown Main Street is just one mile away, offering easy access to world-class dining, theaters, galleries and shopping; the Sarasota-Bradenton Airport is 4 miles away; and one of Sarasota’s many wonderful beaches lies just on the other side of the Ringling Bridge that you can see from the lanai. * * * Don’t miss this rare opportunity to own a premier bayfront residence in downtown Sarasota, with its sweeping water views, prime location, and exceptional value.
Listing is courtesy of: COLDWELL BANKER REALTY (941-366-8070)
Listing Agent: Marilyn Kneafsey (941-373-0999)
4610 HIDDEN RIVER RD, SARASOTA, FL 34240
$1,950,00025 Days on yellowkey MLS ID: C7523494
Bed: 5 Bath: 4.5 Gar: 4 Liv Area Sq Ft: 4300 Built: 1975 Tax: $7,833 (2025)Community: Hidden RiverSingle Family
Taxes:$7,833
Remarks: Nestled behind stately wrought-iron gates, this 38-acre private estate at 4610 Hidden River Road features two riverfront homes along the tranquil Myakka River: a grand main residence with two oversized garages (each for two cars plus workspace) & a private guest or caretaker’s cottage in the exclusive Hidden River Aviation Community. This exceptional property blends manicured pastures, private skies, abundant wildlife, & unspoiled vistas with timeless European craftsmanship, offering an unparalleled lifestyle in East Sarasota’s countryside. A sweeping circular drive with majestic porte cochère leads to an impressive main residence. Inside, soaring wood-beamed ceilings & an antique-brick fireplace rise to the rafters as sunlight pours through walls of glass. The open floor plan frames stunning views of a tranquil pond, sparkling saltwater pool, & screened cabana surrounded by mature palms & oaks. The showpiece kitchen pairs beauty & performance with granite countertops, professional-grade stainless appliances, gas cooktop, smart refrigeration, wine storage, & custom lighting. A nearby powder room & full laundry add convenience. The dining room opens to a spacious deck overlooking pastoral scenery, perfect for sunset gatherings or evenings by the fire pit. The 1,472-square-foot primary retreat features a 13-foot ceiling, triple sliding doors, private decks, dual walk-in closets, seating area, kitchenette, & additional laundry. The spa-like bath offers marble vanities, dual water closets, linen storage, & a walk-in shower with three showerheads supported by a tankless gas system. A versatile bonus room with full bath serves as an office, media lounge, or guest bedroom. Travertine & wood flooring, a three-zone climate system & integrated security ensure comfort & peace of mind. The garages double as workshops with sinks, storage, & a pet station. Across the drive, a charming two-bedroom cottage ideal for guests or staff includes kitchen, bath, laundry & fenced yard. Outdoors, the estate feels like a private resort. A resurfaced saltwater pool and screened cabana with outdoor shower invite year-round enjoyment. Equestrian amenities include a goat barn, two-stall horse barn with tack room, four fenced pastures, multiple wells under agricultural exemption. A large hangar & metal storage building for aircraft, hobbies, or business use served by a private fuel station. With no HOA or deed restrictions, owners have total flexibility. For aviation enthusiasts, neighborhood roads function as taxiways leading to a 2,525-foot illuminated runway at Hidden River Airport (FAA 22FA). Minutes from downtown Sarasota, UTC, dining, arts & Gulf beaches, this estate offers rare versatility, perhaps the most unique property in all of Florida!
Listing is courtesy of: MEDWAY REALTY (941-375-2456)
Listing Agent: Laurie Ann Houghton Pllc (941-666-2476)
2625 STAR APPLE WAY, SARASOTA, FL 34240
$499,999320 Days on yellowkey MLS ID: A4653307
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1861 Built: 2022Monthly Fee: $358 Tax: $7,906 (2024)Community: Windward/Lakewood Ranch Ph 1Single Family
Taxes:$7,906
Remarks: Luxury Living Meets Resort-Style Comfort! Welcome to your Florida dream home, located in the coveted Windward at Lakewood Ranch—one of Sarasota’s most desirable gated communities. This beautifully maintained Dream 2 floorplan offers over 1,860 square feet of living space, featuring three bedrooms, two bathrooms, and a versatile flex room that can serve as a fourth bedroom, office, den, gym, or playroom. From the moment you arrive, the home’s charming curb appeal sets the tone—complete with a tile roof, brick paver driveway, and lush landscaping. Inside, an open-concept layout welcomes you with light-filled living areas, tray ceilings, and luxury wood plank tile flooring. The heart of the home is the spacious great room, which flows effortlessly into the kitchen—a chef’s delight with gas appliances, a large island, ample cabinetry, solid surface countertops, and a walk-in pantry. The dining area is perfect for entertaining, while the breakfast bar is ideal for casual dining or morning coffee. Retreat to the primary suite, a private sanctuary with room for a sitting area and an expansive walk-in closet. The spa-like en-suite bathroom features dual vanities, beautiful tile work, a water closet, and an easy step-in shower. Two guest bedrooms and a stylish full guest bath make this home ideal for families or visitors. Outside, relax or host guests on the covered lanai, the ultimate spot for outdoor living. Windward residents enjoy resort-style amenities, including two pools, a fitness center, pickleball courts, dog parks, a playground, and scenic trails—all managed with the ease of maintenance-free living. A full-time lifestyle director keeps the calendar filled with events and activities. All this, just minutes from Waterside Place, top-rated schools, I-75, and downtown Sarasota. This is more than a home—it’s a lifestyle. Schedule your private showing today!
Listing is courtesy of: REALTY ONE GROUP MVP (800-896-8790)
Listing Agent: Ryan Hendricks (941-587-9292)
2950 VISCAYA PL #108, SARASOTA, FL 34237
$239,50054 Days on yellowkey MLS ID: A4682772
0 Days Off yellowkey (back on 3/8/2026)
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1058 Built: 2002 Tax: $2,905 (2025)Community: VillagioCondo
Taxes:$2,905
Elementary School: Tuttle Elementary
Remarks: Under contract-accepting backup offers. Welcome to this charming and meticulously maintained 2-bedroom, 2-bathroom condo with breathtaking water views. This home has been thoughtfully updated with modern finishes and is centrally located within the highly desirable, gated Villagio Condominiums, close to downtown Sarasota. Beautiful pond views greet you as you enter this corner unit, that is conveniently located on the first floor. Inside, you will find modern laminate flooring, paired with a neutral paint palette in every room, creating a clean and inviting atmosphere. Updated fans and light fixtures give the unit a modern touch. The spacious living area is enhanced with crown molding and large windows that allow plenty of natural light to flood the unit. Glass sliding doors lead out to your covered patio, where you can sip a cup of coffee while the serene pond views and Florida's wildlife mesmerize you. Enjoy hosting and cooking in your open concept kitchen with wood cabinetry, stainless steel appliances, gleaming granite countertops and a breakfast bar counter, perfect for casual dining or entertaining guests. Your primary bedroom is completed with a spacious walk-in closet that will hold all your possessions and then some. The ensuite bathroom is fully updated with a nicely tiled garden tub, plenty of storage space and beautiful granite countertops. The guest bedroom is located on the opposite side of the unit, giving you some privacy. There is plenty of storage with dual closets and two windows keep the room nice and bright. The guest bathroom has a tub shower combo and plenty of countertop space. Just off the entrance is an office nook, which will help you keep all your office gear organized. A custom glass door allows you to keep it private, without feeling too enclosed. You will also appreciate the practical laundry closet with high end front load washer and dryer, adding to the home's overall convenience and functionality. The gated community boasts an array of amenities, including a clubhouse with a fitness center, a heated resort-style pool, a tennis / pickleball court and a fenced in dog park. The community had all the buildings painted in 2024 and all the roofs replaced in 2021. Despite recent hurricanes the community has stood strong without any damage to any of the buildings or any flooding ever reported on their grounds. Discover the convenience of living close to downtown Sarasota, marinas, and the Baltimore Orioles' spring training home at Ed Smith Stadium. Lido Key's & Siesta Key's pristine beaches are just a short distance away, while the Sarasota/Bradenton International Airport ensures easy travel. You'll also find a variety of delicious restaurants close by. Whether you are looking for a full-time home, a winter escape or an investment property - Call today to schedule your showing or virtual tour.
Listing is courtesy of: ROSEBAY INTERNATIONAL REALTY, INC (941-366-7673)
Listing Agent: Corinne Gillett (941-321-8330)
952 46TH ST, SARASOTA, FL 34234
$438,00027 Days on yellowkey MLS ID: A4686642
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1292 Built: 1955 Tax: $1,355 (2025)Community: Phillips John Sub Replat OfSingle Family
Taxes:$1,355
Remarks: Under contract-accepting backup offers. A grand oak welcomes you to this charming 2BR 2BA midcentury modern home. The perfect blend of old and new, this home has been thoughtfully updated with an open layout, plus the personality of real oak hardwood floors, high ceilings, and ample wall space with lighting to highlight your artwork. A modern kitchen features an induction range with a convection oven, and views through the home to the mature low-maintenance gardens in the fenced back yard. A large patio covered by a pergola provides a delightful spot for alfresco meals. The electrical and plumbing have been fully updated and hurricane windows have been installed in all but one room. The primary bedroom features an ensuite bath and a large dressing area or office, but would be simple to convert to a three bedroom should the need arise. Convenient to everything, the home is ten minutes from downtown Sarasota, and the bridge to Lido and St. Armands, tucked into the quiet end of a dead end street. Just beyond the Sapphire Shores/Indian Beach neighborhood, near Ringling College and New College, walking distance to the iconic Bahi Hut, and not in a flood zone. Perfect for an artist or collector. A refreshing break from cookie cutter.
Listing is courtesy of: CHROME REALTY LLC (941-363-6300)
Listing Agent: Erin Difazio (941-870-8060)
1100 UNIVERSITY PKWY #54, SARASOTA, FL 34234
$138,000262 Days on yellowkey MLS ID: A4659676
Bed: 2 Bath: 1.0 Liv Area Sq Ft: 470 Built: 1965Monthly Fee: $185 Tax: $704 (2024)Community: Desoto PlaceMobile Home
Taxes:$704
Elementary School: Englewood Elementary
Remarks: Better Than New — Fully Renovated 55+ Home (Now Bigger Too!) Move right into this beautifully renovated single-wide that lives like a double-wide. Completely updated from the ground up for low-maintenance, modern living in a friendly 55+ community—ideal for seasonal residents or anyone seeking an affordable, move-in-ready home. Highlights: - Converted lanai now conditioned living space (˜232 sq ft) with lounge and additional bedroom - Gourmet kitchen: stainless range, microwave, dishwasher, refrigerator, tiled backsplash, double sink, ample upper & lower cabinetry - Clerestory windows flood the interior with natural light - Durable laminate flooring throughout - Updated bath with tiled walk-in shower; stackable washer/dryer included - Primary bedroom with built-in wardrobes - Large outdoor shed(S) for beach gear and storage Location & Community: - Club House plus heated and screened pool. - 1 mile to Ringling Museum • 3.5 miles to downtown Sarasota • 6 miles to Lido Key • 10 miles to Siesta Key - Close to UTC Mall, Sarasota Farmers Market, restaurants, and cultural venues - Service/emotional support animals (ESA) welcome with board-approved accommodation Enjoy stylish, affordable living in an unbeatable Sarasota location—perfect for seasonal escapes or year-round comfort. Schedule your showing today!
Listing is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: Karen Sweat (941-323-6707)
4674 HIDDEN RIVER RD, SARASOTA, FL 34240
$1,099,000180 Days on yellowkey MLS ID: A4668851
2 Days Off yellowkey (back on 4/2/2026)
Bed: 4 Bath: 4.5 Gar: 6 Liv Area Sq Ft: 4023 Built: 1985 Tax: $14,627 (2025)Community: Hidden RiverSingle Family
Taxes:$14,627
Remarks: Under contract-accepting backup offers. Hidden River, in a gated private fly-in community. Experience privacy, luxury and space in this stunning original-owner estate set on 10.61 acres with a fenced pasture area is ideal for horses or outdoor recreation within a sought-after fly-in community! Custom home with over 4,000 square feet offers three spacious bedrooms, 4.5 baths and a versatile game room. The outdoor kitchen and large resort-style pool make this property an entertainer’s dream. An expansive terrace upstairs extends the living area outdoors and could also be enclosed for additional indoor square footage. Car enthusiasts will love the six-car garage, providing ample space for RVs, vehicles, workshop or storage. Designed with attention to detail, this home features numerous upgrades, including two kitchens! Lending comfort and sophistication, you will also enjoy the peace of a voluntary HOA community. Come Live the lifestyle.
Listing is courtesy of: PREMIER SOTHEBY'S INTERNATIONAL REALTY (941-907-9541)
Listing Agent: Linda Dooley (941-400-7359)
1000 BOULEVARD OF THE ARTS #1507, SARASOTA, FL 34236
$1,339,00014 Days on yellowkey MLS ID: A4688479
0 Days Off yellowkey (back on 4/1/2026)
Bed: 1 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1400 Built: 2026Community: 1000 Boulevard Of The ArtsCondo
Remarks: Under contract-accepting backup offers. Pre-Construction. To be built. Residence 1507 offers a distinctive harbor-front perspective from the 15th floor, overlooking Quay Harbor, the Ringling Bridge, and glimpses of The Gulf in the distance. Part of the elevated Harbor residence collection, this home captures the movement of marina life, yachting and sunset skies, creating a dynamic and visually engaging living environment. The interior features an open, contemporary layout with floor-to-ceiling glass, a refined kitchen with European cabinetry and premium appliances, and a generous private terrace oriented toward the harbor and bridge views. The primary suite is designed as a tranquil retreat with a spa-inspired bath, while additional bedrooms provide comfort and privacy. A den offers flexible space for work or relaxation. At 1000 Boulevard of the Arts, residents enjoy a walkable waterfront lifestyle in Sarasota’s Quay Waterfront District, with access to resort-style amenities, concierge services, and immediate proximity to dining, cultural venues and marina promenades.
Listing Agent: Joey Lopez (917-962-2448)
1000 BOULEVARD OF THE ARTS #1202, SARASOTA, FL 34236
$2,099,00014 Days on yellowkey MLS ID: A4688477
Bed: 2 Bath: 3.0 Gar: 1 Liv Area Sq Ft: 1664 Built: 2026Community: 1000 Boulevard Of The ArtsCondo
Remarks: Under contract-accepting backup offers. Pre-Construction. To be built. Residence 1202 delivers an intimate bayfront experience overlooking The Bay Sarasota Park and Sarasota Bay from the sixth floor. This Bay residence is thoughtfully positioned to capture lush park views paired with expansive water vistas, offering a balanced connection to nature and city life. The open living design features floor-to-ceiling glass, a contemporary kitchen with European cabinetry and premium appliances, and a private terrace extending the living space outdoors. The primary suite includes a spa-like bath and generous closet space, while additional rooms provide flexibility for guests or a home office. 1000 Boulevard of the Arts offers a refined residential setting with resort-style amenities, concierge services, and immediate access to Sarasota’s Arts & Culture District, marina promenade and downtown dining, all just near the front door.
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