Location: Sarasota
Do Not Show Listings
2332 SEWARD DR, SARASOTA, FL 34234
$300,00040 Days on yellowkey MLS ID: O6397683
REDUCED by $25,000 (7.7%) on 06/09/2026
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 928 Built: 1985 Tax: $2,904 (2025)Community: Spring OaksSpa: NoSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$2,904
Elementary School: Emma E. Booker Elementary
High School: Booker High
Tax Year: 2025
Middle School: Booker Middle
Remarks: Short Sale. Opportunity to own a 2-bedroom, 2-bath home with a private screened pool in the Spring Oaks subdivision of Sarasota. Offering approximately 928 square feet of living space with a one-car garage, this single-story home features an open floor plan with vaulted ceilings, a living/dining combination, and a kitchen with solid surface countertops. The property includes a fenced yard and a screened pool area, providing potential for outdoor enjoyment once any needed updates are completed. Based on available information, the home may require repairs and/or cosmetic updates, and buyers are encouraged to conduct their own inspections to determine condition. Located in Flood Zone X with no HOA, the property offers flexibility for both owner-occupants and investors, with convenient access to shopping, dining, and major roadways throughout Sarasota. Buyers should verify all information. Agents: Please review all private remarks prior to scheduling a showing.
Listing is courtesy of: KELLER WILLIAMS ELITE REALTY (239-949-8338)
Listing Agent: Jonathon, Pa Mcleod (239-357-8938)
3247 WOODMONT DR, SARASOTA, FL 34232
$385,00067 Days on yellowkey MLS ID: A4690534
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1186 Built: 1979 Tax: $4,642 (2025)Community: Ridgewood Estates 19Th AddSingle Family
Taxes:$4,642
Elementary School: Brentwood Elementary
High School: Sarasota High
Middle School: McIntosh Middle
Remarks: Move-in ready and thoughtfully updated, this Sarasota home offers an open floorplan designed for comfortable everyday living and easy entertaining. The interior features an updated kitchen and bathrooms, along with impact windows and doors for added peace of mind. Recent improvements include a newer roof, updated electrical panel, and new ductwork. Whole house water filtration system. Step outside to enjoy the new lanai (2019) overlooking a fully fenced backyard—perfect for relaxing or entertaining. Additional highlights include a large carport with an attached tool shop, providing extra storage and workspace. Easy to show!
Listing is courtesy of: HARRY ROBBINS ASSOC INC (941-924-8346)
Listing Agent: Marlin Yoder (941-893-7406)
3324 THORNWOOD RD #3324, SARASOTA, FL 34231
$295,00097 Days on yellowkey MLS ID: A4686421
REDUCED by $12,000 (3.9%) on 06/09/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1450 Built: 1981 Tax: $4,017 (2025)Community: Crooked Creek Sec 1Condo
Taxes:$4,017
Elementary School: Wilkinson Elementary
High School: Riverview High
Middle School: Brookside Middle
Remarks: Welcome to this beautifully updated ground-floor condo in the quiet, wooded community of Crooked Creek—locally referred to as “the hidden gem” of Sarasota. Surrounded by the 72-acre Red Bug Slough nature preserve, with private community access, this 2-bedroom, 2-bath residence offers the perfect blend of serenity and convenience, just minutes from everything Sarasota has to offer. Crooked Creek’s original two buildings, designed by Sarasota School of Architecture Modernist master architect Tim Siebert, FAIA, are constructed of CMU with stucco and reflect the clean, timeless lines of this iconic design movement. Inside, the home showcases a contemporary coastal aesthetic filled with natural light and thoughtful design. Hardwood floors flow throughout the main living spaces, complemented by stone flooring, built-ins, detailed molding, and plantation shutters, creating a refined and cohesive look. Four sets of French doors open to a stone-floored Florida room, allowing sunlight to pour into the home while offering peaceful views of the surrounding wooded landscape. Just off the kitchen, a private patio provides an additional outdoor space ideal for morning coffee or quiet relaxation. The kitchen features a recessed ceiling, granite countertops, stainless steel appliances, and a stone backsplash—blending both style and functionality. The spacious primary suite easily accommodates a sitting area or workspace and includes a beautifully appointed ensuite bath with double vanity sinks, stone basins and backsplash, tiled walls and floors, and a soaking tub with an overhead rainfall shower. The great room offers custom built-in shelving and a cozy electric fireplace, creating a warm and inviting space for relaxing or entertaining. This home also includes a security system for added peace of mind. Residents enjoy a range of community amenities including a pool, pool house with kitchen, gazebo, grills, tennis and pickleball courts, carport, storage room, and charming pedestrian bridge—all set within a lush, park-like environment. Located in a peaceful natural environment yet just minutes from world-renowned Siesta Key Beach, as well as shopping, dining, and entertainment, this Crooked Creek condo delivers the very best of Sarasota living.
Listing is courtesy of: KW COASTAL LIVING III (941-900-4151)
Listing Agent: Laura Rode (941-724-9957)
8501 MIDNIGHT PASS RD, SARASOTA, FL 34242
$29,995,00043 Days on yellowkey MLS ID: A4692839
Bed: 6 Bath: 8.5 Gar: 7 Liv Area Sq Ft: 12000 Built: 2024 Tax: $141,465 (2025)Community: Siesta KeySpa: YesSingle Family
Taxes:$141,465
Elementary School: Phillippi Shores Elementary
Remarks: Set across nearly three acres of pristine waterfront on Siesta Key, Crystal Waters is the most significant private estate in Sarasota—a once-in-a-generation offering that redefines luxury living on Florida’s Gulf Coast. With extraordinary scale, architectural pedigree, and 217 feet of direct Sarasota Bay frontage, this landmark property represents a level of craftsmanship, beauty, and exclusivity rarely seen in the region. Designed by renowned architectural firm Stofft Cooney Architects and custom-built by Chris Jorgensen of Florida West Builders, the Palm Beach-inspired estate encompasses 10,267 square feet with five bedrooms, six full baths, and two half baths. Surrounded by lush tropical gardens and panoramic bay views, every aspect of the property has been conceived to deliver an unparalleled waterfront lifestyle. A dual-gated arrival along a Tabby seashell drive leads to a stately façade framed by towering palms and a grand porte cochère. Beyond solid mahogany doors, a magnificent foyer welcomes guests with travertine floors inlaid with cabochon stone and a sweeping staircase featuring hand-crafted Chippendale railings. Walls of impact glass dissolve the boundary between indoors and out, filling the residence with natural light and uninterrupted views of Sarasota Bay. Refined details include a natural gas fireplace with imported limestone hearth, hand-crafted Vitali European oak flooring in a warm Milano finish, custom millwork, and a serene palette of coastal hues. The kitchen is both a showpiece and gathering place, appointed with custom Campbell cabinetry, Cristallo quartzite surfaces, a custom La Cornue range, dual islands, and walk-in and butler’s pantries. A bayfront breakfast nook and formal dining room open seamlessly to expansive waterfront terraces. Nearby, the clubroom showcases hand-painted Gracie chinoiserie panels, vaulted cypress ceilings, and a wet bar. The first-floor primary suite serves as a private sanctuary overlooking the bay, with French doors opening to the pool terrace. Custom dressing rooms and spa-inspired baths surround a striking octagonal vestibule featuring New Ravenna mosaic floors, Calacatta Matarazzo quartzite, a soaking tub, and marble-clad shower. Upstairs, guest suites, a lounge, and an exercise room provide exceptional accommodations. An Old Florida-style guest residence above a four-car garage offers Pecky Cypress-lined interiors, vaulted ceilings, a full kitchen, covered balcony, and spacious bedroom suite. The main residence is further complemented by an oversized three-car garage. Outdoors, winding pathways lead through beautifully curated grounds to a spectacular 56-foot vanishing-edge saltwater pool that appears to merge with the bay beyond. A covered waterfront pavilion with fireplace, summer kitchen, and tongue-and-groove ceiling creates an elegant setting for entertaining. A private tennis court and lighted pavilion with lounge and fireplace complete the resort-caliber amenities. Along the shoreline, a 90-foot dock extends into Little Sarasota Bay and features a floating kayak launch and a 20,000-pound lift capable of accommodating a 34-foot vessel. Crystal Waters is more than a residence—it is Sarasota’s defining waterfront estate. Unmatched in scale, setting, craftsmanship, and provenance, it stands as one of the finest private properties ever created on Florida’s Gulf Coast. Available lot for sale directly across the street enjoys beach access.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-951-6660)
Listing Agent: Kim Ogilvie (941-951-6660)
5206 BOUCHARD CIR #101, SARASOTA, FL 34238
$474,90015 Days on yellowkey MLS ID: A4696352
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1798 Built: 2001 Tax: $4,456 (2025)Community: BotanicaSpa: NoCondo
Taxes:$4,456
Elementary School: Ashton Elementary
Middle School: Sarasota Middle
Remarks: * BEST PRICED CONDOMINIUM IN COMMUNITY * LAKEFRONT * GROUND FLOOR * 2 CAR GARAGE * RESORT STYLE GATED COMMUNITY * Drive through the gates of Botanica into your own private piece of heaven. Botanica is an exclusive, upscale, lushly landscaped, maintenance-free community, just minutes away from everything Sarasota has to offer. Surrounded by 28 acres of preserves, lakes, resort-style 4000 sq.ft. clubhouse, 2 heated pools, fitness center & meeting areas. Beautiful lakefront ground floor "Jasmine" model. Interior features include volume ceilings, crown molding, Ray Routh designer kitchen w/Corian counter tops, breakfast bar, stainless appliances, large kitchen table area, huge living/dining room & lots of windows with beautiful lake views. Neutral color, diagonally laid tile abounds throughout except the bedrooms and the den/study which are wood. Spacious master suite has his and her closets. Both are outfitted California closet style shelving. Hers is the large walk-in, of course! Master bath includes dual sinks, private commode, closet and large walk in shower. Walk out onto the screen enclosed lanai, to partake in fabulous views of the lake & tranquil fountain. Enjoy the peace & tranquility of this spotless & well maintained condominium. Technology features include monitored fire sprinkler system, security alarm, high speed cable modem, community information TV channel & video monitored gate. Don't delay, this property is PRICED UNDER MARKET VALUE & will provide years of enjoyment! Located close to the beaches, shopping, restaurants, parks, a huge YMCA and even the Legacy Trail and just a short drive to everything that Sarasota and Venice have to offer. This is one incredible condominium at a very reasonable price. We dare you to compare! Don't miss out on this nicely priced luxury residence. Furniture (all or part) is available for sale off contract,
Listing is courtesy of: SARASOTA HOME REALTY (941-544-6763)
Listing Agent: Brian Mcgreevy (941-544-6763)
9330 CLUBSIDE CIR #3202, SARASOTA, FL 34238
$275,00052 Days on yellowkey MLS ID: A4692256
REDUCED by $10,000 (3.5%) on 06/04/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1106 Built: 1995Monthly Fee: $605 Tax: $2,785 (2025)Community: Stoneybrook Clubside 3Condo
Taxes:$2,785
Elementary School: None
High School: None
Middle School: None
Remarks: lovely and updated, turn-key furnished condominium with excellent third fairway and lake views. It's your ideal Sarasota getaway! Upgraded luxury vinyl flooring throughout the living spaces and tile floors in the kitchen and baths, neutral décor and paint throughout and plantation shutters. Updated kitchen with quartz counters, recently updated AC. Covered parking and storage space. Suitable for a vacation rental property or personal winter residence. Stoneybrook of Sarasota. a premier member-owned country club. is only a short distance from Siesta Key and offers easy access to shopping and borders the Legacy Trail. Ownership in Stoneybrook Golf and Country Club includes a completely updated 18-hole golf course in 2024 and fully paid for by the owner, clubhouse and restaurant, Har-Tru tennis facility, well-equipped fitness center and additional club pool and spa. Nestled between Downtown Sarasota and Downtown Venice.
Listing is courtesy of: DOUGLAS ELLIMAN (941-867-6199)
Listing Agent: Kenneth Ipox (941-993-7279)
3548 FOUNDERS CLUB DR, SARASOTA, FL 34240
$2,345,000336 Days on yellowkey MLS ID: A4658917
REDUCED by $50,000 (2.1%) on 05/08/2026
Bed: 4 Bath: 4.5 Gar: 3 Liv Area Sq Ft: 5426 Built: 2006Monthly Fee: $499 Tax: $10,982 (2024)Community: Founders ClubSpa: YesSingle Family
Taxes:$10,982
Elementary School: Tatum Ridge Elementary
Tax Year: 2024
Remarks: This is the one * WELCOME TO THE FOUNDERS CLUB, ONE OF THE MOST COVETED COUNTRY CLUB COMMUNITIES IN SARASOTA * This Quality Built Lee Wetherington Executive Home features a VERY PRIVATE SETTING ON OVER 1/2 ACRE * PANORAMIC VIEWS OF A TRANQUIL LAKE IN YOUR BACKYARD WITH SERENE GREENBELT VIEWS FROM YOUR FRONT YARD - THIS IS A PREMIER LOCATION * RARELY AVAILABLE in this sought after neighborhood, this BEAUTIFUL HOME has been LOVINGLY RENOVATED * Step into the Grand Foyer and be amazed * Architectural details are at every turn * The current homeowners painstakingly oversaw every step of the NEW CHEF'S KITCHEN WITH A COASTAL CONTEMPORARY DESIGN BOASTING NEW Custom Wood Cabinets, NEW Quartz Countertops, a Waterfall Island, NATURAL GAS COOK-TOP and a Walk-in Pantry * The Kitchen is open to the SPACIOUS Family Room AND an expansive Glass-enclosed A/C Cabana-style Room with three walls of glass sliders (open the doors in the winter time!), screen windows, a natural gas fireplace, plus a wet bar - this is the perfect space for relaxing, entertaining, and it can even be used as a playroom * This FAMILY ESTATE is remarkable with 5,426+/- A/C SQFT * 4 Bedrooms & 4.5 Baths * Den/Office * Bonus Room * A Multi-use 15x13 Safe Room could be used as a Home Gym or Flex-space * Your Primary Suite features #2 Custom California style Walk-in Closet's and a NEW LOVINGLY RENOVATED Spa-style Bath with custom Cabinets, NEW Garden Tub, and a SPACIOUS Walk-in shower * This THOUGHTFULLY CURATED BATH is a TRUE OWNERS' RETREAT * Formal Living Room * Formal Dining Room * UPSTAIRS FEATURES A BONUS ROOM AND A SEPARATE GUEST BEDROOM + BATH with a Screened Lanai featuring Lake Views * Just a few of the additional features include: Volume ceilings * IMPACT GLASS WINDOWS + STORM SHUTTERS * SOLID CORE DOOR & CUSTOM WOOD TRIM * NEW Exterior Paint 2021 * NEW Interior Paint 2022 * Whole House Water Softener and Reverse Osmosis System * A 40-kilowatt OLYMPIAN NATURAL GAS WHOLE HOUSE GENERATOR * All of this wraps the PRIVATE HEATED POOL & SPA RECENTLY UPDATED with a NEW HEATER IN 2022 AND RESURFACING WAS DONE IN 2021 * The Founders Club is a beautiful low-density 24/7 guard-gated community with over 700 acres of wetlands and preserve and only 262 homes. The renowned Robert Trent Jones Jr. golf course offers members easy tee times and is one of the only walkable courses in the region. Har-Tru tennis courts & pickle ball courts and a picnic pavilion, and playground, basketball court, and fitness center are also on site. Residents enjoy easy access to the cultural venues of downtown Sarasota and attractions of Lakewood Ranch. Optional golf/social memberships. Members enjoy a 24/7 fitness facility, stately clubhouse, community events, and a restaurant with picturesque veranda. Come see this exceptional home and discover an extraordinary lifestyle. ONE LOOK & YOU'LL FALL IN LOVE *
Listing is courtesy of: RE/MAX ALLIANCE GROUP (941-954-5454)
Listing Agent: Glenn Brown (941-342-6464)
7020 SCRUB JAY DR, SARASOTA, FL 34241
$1,200,000138 Days on yellowkey MLS ID: A4681253
1 Days Off yellowkey (back on 6/9/2026)
REDUCED by $50,000 (4.0%) on 06/01/2026
Bed: 5 Bath: 3.0 Gar: 3 Liv Area Sq Ft: 3847 Built: 2006Monthly Fee: $192 Tax: $6,486 (2025)Community: Red Hawk Reserve Ph 1Spa: YesSingle Family
Taxes:$6,486
Elementary School: Lakeview Elementary
Remarks: Under contract-accepting backup offers. Spectacular estate home offering the perfect blend of privacy, luxury, and serene living in the highly desirable gated community of Red Hawk Reserve. This elegant 3,847-square-foot, five-bedroom residence features a thoughtfully designed and flexible floor plan enhanced by 8-foot doors, crown molding, and refined architectural details throughout. The gourmet kitchen is beautifully appointed with induction cooktop, designer cabinetry, Quartz countertops, a center island, double pantries, and a bright eat-in area overlooking the pool. Formal dining and a spacious family room adjoin the kitchen, creating an ideal setting for entertaining and everyday living. The luxurious primary suite offers a private sitting area, abundant natural light, and generous his-and-hers closets. The spa-inspired primary bath includes dual vanities, a Roman-style walk-in shower, and a dramatic soaking tub. A large media/bonus room provides the perfect space for a home theater or game room. Three additional bedrooms are located upstairs, along with the convenience of a second-floor laundry room. Outdoor living is elevated with a resort-style oasis featuring a soaring two-story screened enclosure, heated pool and spa, and a custom Tiki-style outdoor kitchen, ideal for year-round Florida enjoyment. An oversized three-car garage offers ample room for vehicles and additional storage. Recent upgrades include impact windows and doors, new roof, new hot water heater, Level 2 EV charger, new pool screen, reverse osmosis kitchen system, new pool salt cell, and a whole-house water softener. The gated community features a state-of-the-art kiosk entry system with high-resolution cameras, audio and video monitoring, and licensed virtual guards. This exceptional home is a must-see.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-388-4447)
Listing Agent: Philip Pisano, Iii (941-468-8603)
1966 WISTERIA ST, SARASOTA, FL 34239
$3,349,000251 Days on yellowkey MLS ID: A4668324
0 Days Off yellowkey (back on 6/9/2026)
REDUCED by $51,000 (1.5%) on 05/15/2026
Bed: 4 Bath: 5.0 Gar: 2 Liv Area Sq Ft: 3934 Built: 2026 Tax: $9,291 (2025)Community: Desota ParkSpa: YesSingle Family
Taxes:$9,291
Elementary School: Southside Elementary
Remarks: Under contract-accepting backup offers. Set within the coveted West of the Trail enclave, this newly constructed estate is a striking statement of contemporary design and quality craftsmanship. Thoughtfully designed with clean architectural lines and seamless indoor-outdoor flow. Exceptional attention to detail throughout the residence with 4-bedrooms + office/den + bonus loft and 6-bathrooms. European engineered hardwood and porcelain tile flooring, 9-foot interior doors, recessed ceilings and lighting, and a Level 5 wall finish. PGT impact-resistant, Low-E windows and expansive sliding glass doors flood the interiors with natural light. The open-concept great room is a dramatic focal point, featuring a soaring double-height ceiling and a striking slatted wood accent wall. State-of-the-art kitchen with premium Thermador appliance package, custom Studio Luxe cabinetry by Miralis, quartz countertops, and a waterfall island with designer breakfast bar seating. Opening seamlessly to the dining area and covered lanai, creating an ideal setting for entertaining. Large walk-in pantry, dedicated laundry room with Electrolux washer and dryer, elevator-ready storage space, and private office ensure everyday convenience is met with elegance. The main-level primary suite serves as a private retreat, featuring a spa-inspired bathroom and professionally designed, boutique-style custom closet. The second level offers three en-suite bedrooms, each with beautifully finished bathrooms and walk-in closets. Bathrooms are appointed with quartz countertops, LED mirrors, frameless glass shower enclosures, designer tilework, multiple shower heads, built-in niches, and integrated bench seating. A spacious loft lounge includes a wet bar with beverage refrigerator. Two expansive balconies provide additional space for relaxation or entertaining. Enjoy serene moments by the heated saltwater pool and integrated spa, covered lanai with summer kitchen, including grill, sink and refrigerator, and a dedicated poolside half bath. The backyard is fully enclosed with a six-foot privacy fence and includes green space suitable for pets or gardening. The pool area is screen-enclosure ready for year-round enjoyment. Ideally located just minutes from downtown Sarasota, top-rated schools, dining, shopping, and cultural attractions, this exceptional residence offers a rare opportunity to enjoy sophisticated West of Trail living with uncompromising design integrity and quality. Offering a one-year full developer warranty.
Listing Agent: Linda Driggs (941-374-2920)
1711 PELICAN COVE RD #443, SARASOTA, FL 34231
$325,000260 Days on yellowkey MLS ID: A4667279
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1112 Built: 1979Monthly Fee: $771 Tax: $3,667 (2024)Community: Pelican Cove XivSpa: YesCondo
Taxes:$3,667
Remarks: It is easy to enjoy the beauty of coastal waterfront living in Pelican Cove and this 2 bedroom/2 bath condo. The open floor plan with high ceilings and natural light/skylights creates a spacious and inviting atmosphere. The split floor plan includes a master bedroom with updated bathroom, walk-in closet and upstairs attic space for additional storage as well as luxury vinyl flooring throughout. As you drive past the gate, the lush tropical setting, fruit trees, bird watching and manatee sightings in the harbor will offer instant serenity and relaxation. Amenities include art studio, woodworking shop, sculpting garden, 6 pools, yoga, tennis, pickleball, water aerobics, biking, new exercise room and kayak launches to name a few activities. Enjoy an impressive offering of performing arts, annual art show, cinema & culinary club, bridge and fiber arts club.
Listing is courtesy of: COLDWELL BANKER SARASOTA CENT. (941-487-5600)
Listing Agent: Judy Limekiller (941-374-4802)
8750 MIDNIGHT PASS RD #501, SARASOTA, FL 34242
$649,00099 Days on yellowkey MLS ID: A4686287
REDUCED by $11,000 (1.7%) on 06/09/2026
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1232 Built: 1980 Tax: $6,787 (2025)Community: TortugaCondo
Taxes:$6,787
Remarks: Experience the relaxed elegance of Gulf-front living at Tortuga on the quiet south end of Siesta Key. This beautifully positioned northwest corner residence offers direct views of the Gulf of Mexico and Turtle Beach, where spectacular sunsets paint the sky each evening. With 1,232 square feet of living space, this 2-bedroom, 2-bath condominium is designed to capture natural light and coastal breezes from multiple exposures. Step onto your private lanai and take in panoramic water views, the soothing sound of the surf, and the tranquil atmosphere that makes the south end of Siesta Key so special. Inside, the spacious layout offers comfortable living and dining areas ideal for entertaining or simply relaxing after a day at the beach. Residents of Tortuga enjoy a private beachfront location, heated swimming pool, tennis courts, clubhouse, and convenient access to kayaking and paddleboarding along the nearby lagoon. Covered parking and additional guest parking are included. Located just minutes from Siesta Key Village, dining, and shopping, yet tucked away on the peaceful Turtle Beach side of the island, this residence offers the perfect balance of privacy, nature, and coastal lifestyle. Come discover why Tortuga is one of Siesta Key’s most treasured beachfront communities. CONDO ALL UPGRADED WITH HURRICANE WINDOWS!
Listing is courtesy of: COMPASS FLORIDA LLC (941-279-3630)
Listing Agent: Kelly Trippe (941-330-7750)
2989 TAYWOOD MEADOW #19, SARASOTA, FL 34235
$265,000115 Days on yellowkey MLS ID: A4684414
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1069 Built: 1982 Tax: $1,651 (2025)Community: Chartwell GreenCondo
Taxes:$1,651
Remarks: GREAT LOCATION, BEAUTIFUL VIEW, REFRESHED WITH NEW FLOORS, LIGHTING, PAINT, KITCHEN CEILING/LIGHTING, SMOKE ALARMS, RANGE, MICROWAVE AND DISHWASHER. Here's your opportunity to live the resort lifestyle in The Meadows, a wonderful golf course community offering 1650 acres of open space, over 85 ponds and lakes, and 14 miles of walking and bike trails. Whether you're looking for a full-time residence, seasonal escape from the harsh northern weather, or an investment for the future, this first floor unit is move-in ready and being offered furnished or unfurnished for the buyer's convenience. The living/dining area is open to the sliding doors and a screened-in patio with roll-down storm shutters and a peaceful view overlooking the pond and golf course. The primary bedroom is spacious, light and bright with windows to the pond and golf course and access to the screened-in patio by sliding doors. Easy access to the unit from your parking space right outside your door. Plus, the community has its own heated community pool/gathering area that overlooks the pond and golf course. Now's the time to make the move to this great community - close to I-75 and downtown Sarasota, Gulf beaches, University Town Center, the new Mote Marine Aquarium and Benderson Park. The condo is also available for an annual lease. Don't just take a vacation - live every day like you're on vacation!
Listing is courtesy of: SHOWTIME REALTY (941-822-0890)
Listing Agent: Nelson Reyes (813-843-7003)
2507 BENEVA RD #5, SARASOTA, FL 34232
$149,90025 Days on yellowkey MLS ID: A4694465
REDUCED by $5,100 (3.3%) on 06/07/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1260 Built: 1964Monthly Fee: $510 Tax: $1,013 (2025)Community: Forest Lakes Country Club EstateCondo
Taxes:$1,013
Remarks: Sarasota Condo Living at Its Finest — Steps from the Best of the Gulf Coast! Welcome to your perfect Florida retreat! This beautifully appointed 2-bedroom, 2-bathroom condo places you right in the heart of one of Florida's most vibrant and sought-after destinations — Sarasota, Florida. Whether you're searching for a full-time residence, a seasonal getaway, or a savvy investment property, this gem checks every box. Step inside to discover a bright, open-concept floor plan bathed in natural light, featuring comfortable living spaces designed for the ultimate Florida lifestyle. The primary suite offers a peaceful escape with a private en-suite bath, while the spacious guest bedroom and second full bathroom provide comfortable accommodations for family and friends — because everyone will want to visit! What truly sets this property apart is its unbeatable location. You can walk to many local bars and restaurants located at Beneva Road and Webber. You're just a short drive — or a scenic bike ride — to the beautiful sands of Siesta Key Beach, consistently ranked among the top beaches in the nation, as well as the breathtaking shores of Lido Key and Longboat Key. Sunsets on the Gulf of Mexico are simply never get old. Craving culture, cuisine, or nightlife? Downtown Sarasota is right at your fingertips. Stroll to an eclectic mix of locally-owned restaurants, craft cocktail bars, wine lounges, and rooftop hotspots. Explore the renowned Sarasota farmers market, catch a performance at the Sarasota Opera House, or browse the galleries along Palm Avenue. The best of Sarasota's arts, dining, and entertainment scene is truly your backyard
Listing is courtesy of: EXIT KING REALTY (941-497-6060)
Listing Agent: Michael Jackson (941-400-5509)
3249 BENEVA RD #103, SARASOTA, FL 34232
$159,900112 Days on yellowkey MLS ID: TB8480817
REDUCED by $5,100 (3.1%) on 05/18/2026
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1106 Built: 1975 Tax: $1,981 (2025)Community: Village Brooke Sec 1Condo
Taxes:$1,981
Remarks: Motivated Seller! Come see this ground-floor condo located in the heart of Sarasota. This 3-bedroom, 2-bathroom condominium in Village Brooke is known for providing well-manicured landscaping, beautifully maintained amenities, and low condo dues. This unit has one bathroom recently remodeled and there's materials/supplies on hand to complete the 2nd bathroom. HVAC only a few years old. Update and refresh this condo and have immediate sweat equity. Association amenities include TWO neat-as-a pin heated pool areas, 2 tennis/pickleball courts, shuffleboard, peaceful ponds, covered gazebos, bike rack stations, barbeque areas, water, sewer, trash-dumpster, pest control, cable television, and a well-equipped club house complete with a full kitchen area, tables, pool/ping pong table, and lounge space with large screen TV. Wash and dry two loads of laundry at the same time in one of the many convenient laundry areas, one being located in this same building. Find coins to be cumbersome? Choose to use the smart phone app instead. This home is located less than 20 minutes to both Siesta and Lido Key beaches. This specific unit is located near the entrance to the complex, clubhouse, pool, and is walking or biking distance to many shopping and public transportation options. Great value and priced to sell.
Listing is courtesy of: WORTH CLARK REALTY (800-991-6092)
Listing Agent: Jim Litrocapes (941-444-9142)
9221 BERNINI PL, SARASOTA, FL 34240
$1,050,00083 Days on yellowkey MLS ID: A4688126
REDUCED by $99,999 (8.7%) on 06/01/2026
Bed: 3 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 3066 Built: 2023Monthly Fee: $438 Tax: $9,467 (2025)Community: Artistry SarasotaSpa: YesSingle Family
Taxes:$9,467
Remarks: Under contract-accepting backup offers. This highly sought-after 3 bedroom + Den and 3 bath model in Artistry Sarasota offers the perfect blend of luxury, privacy, and opportunity—ideal for buyers seeking a refined Sarasota lifestyle with the ability to personalize and elevate the home to their own taste. Perfectly positioned on a tranquil lake with peaceful views of the community nature trail beyond, this property delivers a rare sense of serenity and privacy while remaining just 10 miles from downtown Sarasota. Designed for seamless indoor-outdoor living, the open-concept floor plan features two expansive, Impact sliding glass doors that lead to a private outdoor retreat complete with a saltwater pool and spa. The lanai is already equipped with gas, water, and electric connections for a future outdoor kitchen, creating the perfect foundation for a custom entertaining space tailored to your lifestyle. Inside, the bright and airy kitchen features quartz, countertops, waterfall counter tops on the island, custom cabinetry, under-sink water filtration, and generous gathering spaces designed for both everyday living and entertaining. A whole-home water softener and Impact windows add additional comfort and convenience. The spacious primary suite is filled with natural light from elegant bay windows and features a spa-inspired bath with an oversized walk-in shower. A flexible den offers space for a home office, media room, fitness studio, or additional guest accommodations. Luxury buyers will appreciate the strong architectural foundation, premium homesite, and exceptional location—offering the ability to enhance and curate the interiors over time while already enjoying the best of Florida living today. Residents of Artistry Sarasota enjoy maintenance-free living and resort-style amenities including a community pool, pickleball courts, basketball courts, playground, and scenic walking trails. Located approximately 10 miles from downtown Sarasota, this home offers convenient access to world-class dining, shopping, arts, golf, and Gulf Coast beaches while maintaining a peaceful residential setting.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-907-9595)
Listing Agent: Laurie Minear (717-824-5703)
5547 ASHTON LAKE DR #5547, SARASOTA, FL 34231
$299,50099 Days on yellowkey MLS ID: A4686214
3 Days Off yellowkey (back on 4/26/2026)
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1225 Built: 1990Monthly Fee: $550 Tax: $3,248 (2025)Community: Ashton Lakes 01 & 02Condo
Taxes:$3,248
Elementary School: Gulf Gate Elementary
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)
2111 FAIRFIELD AVE, SARASOTA, FL 34232
$349,90015 Days on yellowkey MLS ID: O6414126
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1166 Built: 1978 Tax: $3,813 (2025)Community: Sarasota SpgsSpa: NoSingle Family
Taxes:$3,813
Remarks: This charming 3-bedroom, 2-bathroom single-story home offers a highly functional, stairs-free layout that ensures broad, long-term market appeal. The heart of the home features an efficient kitchen beautifully equipped with a sleek suite of stainless steel appliances, perfectly paired with durable, low-maintenance laminate countertops. Moving through the residence, the private quarters serve as a warm and quiet retreat, with plush carpeting in all the bedrooms to provide maximum comfort and sound dampening underfoot. Complete with an attached 1-car garage that provides secure parking and excellent extra storage space, this classic ranch-style home is designed for easy, comfortable living.
Listing is courtesy of: ENTERA REALTY LLC (888-216-6364)
Listing Agent: Robert Salmons (888-216-6364)
221 DADE AVE, SARASOTA, FL 34232
$575,00015 Days on yellowkey MLS ID: A4696280
Bed: 4 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1534 Built: 1978 Tax: $1,790 (2025)Community: Greers Homeland RepSpa: NoSingle Family
Taxes:$1,790
Remarks: 221 DADE AVE. 4bd/2ba $575,000 4 bedroom, 2 bath home features an extra large circular driveway and sits on 1/3 of an acre. No deed Restrictions with plenty of room to build out and/or park vehicles, RV and boat. This one of a kind built home on a cul-de-sac has been fully remodeled inside and out. The house opens to a vaulted ceiling in the large living area and features a tongue in groove ceiling in cedar. Most renovations have been completed in the last 5 years. Brand New Oversized European Eat -In Kitchen with finished cabinet interiors and granite countertops. Mined Stone Slate tile from India throughout. 4th bedroom can be an office or den with coordinated laid stone tile work. Ikea and Floor and Décor Remodeled bathrooms and New Carpeting and new plush padding in all the bedrooms, New Modern Hunter Ceiling fans in every room and 3 fans outdoors in the screened pool lanai. Double walk in closets in the Master and Easy entry walk-in shower with floating glass wall and waterfall showerhead. New woodwork, carpentry and fixtures throughout. New Windows and Upgraded window coverings for all windows and sliding doors included for immediate privacy in this like new home built perfectly for a family. Newly completed $7,000.00 garage remodel with new ceiling and epoxy flooring. New pool surface and New pool cage 2022. Roof is less then 10 years old and a brand new electrical panel replaced with room on the panel for additions. Features a new Kinetico whole home water purification system and RO purified water in the kitchen. Kitchen Sliding doors to the pool and patio with room for an outdoor kitchen. The home comes equipped for RV hookup on the side of the house. Expansive backyard with landscape built out like the start of a tropical sanctuary. A hundred species of birds have visited the creek at the back end of the property. Home sits minutes from right between Downtown Sarasota and UTC. 14 blocks to the oceanfront, 3 miles to Lido Beach. Upgrades do not reflect on the appraisal. This is not a cookie cutter house with plastic floors and discount cheap material updating. House is solid and built with higher standards. Like stepping into Florida life with a beautifully appointed home for parties and entertaining. Home is move in ready, meticulously clean. Some furnishings may be left for an additional price and at the buyers request. No Lowball offers. Cash Buyers Welcome.
Listing is courtesy of: SAVVY AVENUE, LLC (888-490-1268)
Listing Agent: Moe Mossa (888-490-1268)
2119 & 2125 MONTCLAIR DR #1 & 2, SARASOTA, FL 34231
$990,00015 Days on yellowkey MLS ID: A4696057
Bed: 6 Bath: 0.0 Gar: 2 Liv Area Sq Ft: 4972 Built: 2007 Tax: $4,981 (2025)Community: Montclair VillasApartment
Taxes:$4,981
Remarks: Montclair Villas offers a rare opportunity to own a 2007 masonry construction duplex in the Coquina Island area, just minutes from Siesta Key. The property features two spacious, two-story 3-bedroom / 2.5-bathroom units, each with an open living area, tile flooring, sliding glass doors, recessed lighting, decorative tray ceiling with crown molding, private swimming pool, screened patio, private yard, and two-car garage. Each unit also includes spacious bedrooms with decorative tray ceilings, crown molding, recessed lighting, and ceiling fans. All utilities are separately metered and paid directly by tenants, helping reduce owner-paid expenses. Additionally, each unit and the common area have separate parcel IDs, offering potential future flexibility through an individual condo sell-off strategy. Given its proximity to Siesta Key, the property may also be well-positioned for potential vacation rental use, providing multiple paths for future ownership flexibility. With quality construction, private outdoor amenities, garage parking, and a highly desirable location, Montclair Villas offers a compelling blend of residential appeal and long-term investment upside.
Listing is courtesy of: THE MULTIFAMILY FIRM LLC (941-444-6160)
Listing Agent: Phil Ginexi (631-404-6060)
1006 DE LEO DR, SARASOTA, FL 34243
$325,00018 Days on yellowkey MLS ID: A4696192
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1345 Built: 1972 Tax: $2,416 (2025)Community: Whitfield Country Club Heights Un 5Single Family
Taxes:$2,416
Remarks: Charming and ideally located in Whitfield Estates, this 2-bedroom, 2-bath home offers the perfect blend of character, comfort, and convenience. Inside, you’ll find original wood floors that add warmth and timeless appeal, while major system updates provide peace of mind for years to come. The home features hurricane impact windows and doors, a newer HVAC system, a recently updated water heater, and fully paid-off solar panels that help keep electric costs remarkably low currently averaging less than $40 per month. With 1,345 square feet of living space, the layout is both functional and inviting, making it an excellent option for first-time homebuyers, seasonal residents, or investors seeking rental flexibility. Whitfield Estates allows short-term rentals, creating an opportunity for personal enjoyment and income potential. Location is everything, and this home delivers. Situated just minutes from IMG Academy, Abel Elementary School, Sarasota-Bradenton International Airport, downtown Sarasota, St. Armands Circle, and the area’s world-renowned Gulf Coast beaches, you’ll enjoy easy access to everything that makes Sarasota one of Florida’s most desirable destinations. Sara Bay Marina is also nearby, offering convenient dry dock storage and access to Sarasota’s waterfront lifestyle. Whitfield Estates also offers a voluntary neighborhood association for only $40/year, providing culinary access to the Sara Bay Country Club. Whether you’re searching for a primary residence, winter retreat, or investment property, this charming Whitfield Estates home is ready to welcome its next owner.
Listing is courtesy of: SARABAY REAL ESTATE INC (941-355-7696)
Listing Agent: Jessie Bonner (941-356-3182)
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