Location: Sarasota
Keyword(s): Booker High
Keyword(s) High School: Booker High
Do Not Show Listings
4541 DEL SOL BLVD S, SARASOTA, FL 34243
$469,00024 Days on yellowkey MLS ID: A4698771
1 Days Off yellowkey (back on 7/14/2026)
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1813 Built: 1992Monthly Fee: $11 Tax: $2,963 (2025)Community: Del Sol Village At Longwood Run Ph 02Spa: NoSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$2,963
Elementary School: Emma E. Booker Elementary
High School: Booker High
Tax Year: 2025
Middle School: Booker Middle
Remarks: Under contract-accepting backup offers. Virtually Staged. Experience the best of Florida living in this beautifully maintained three-bedroom, two-bath residence offering 1,813 square feet of living space in the desirable Del Sol Village community of Longwood Run. Designed for easy living, the home features tile flooring throughout, creating a bright, cohesive and low-maintenance interior. The centerpiece of this exceptional property is the private screened swimming pool and expansive lanai, providing the perfect setting for entertaining family and friends, enjoying the Florida sunshine or simply relaxing in your own backyard oasis. Overlooking a serene preserve, the outdoor living area offers a peaceful, private backdrop, allowing you to enjoy nature from the comfort of your own home. The thoughtfully designed floor plan offers comfortable living and dining areas, a spacious primary suite and two additional bedrooms ideal for guests, family or a home office. Large windows and sliding glass doors fill the home with natural light while seamlessly connecting the interior living spaces to the inviting pool and lanai. Situated in Flood Zone X, this property offers added peace of mind and is located within a community with a low HOA fee. Del Sol Village is both bike-friendly and pet-friendly, making it ideal for an active Florida lifestyle. Residents enjoy a convenient location just minutes from UTC's upscale shopping and dining, Nathan Benderson Park, championship golf courses, Sarasota-Bradenton International Airport, downtown Sarasota and the area's renowned Gulf Coast beaches. Sarasota's vibrant arts and cultural scene, including theaters, galleries, museums and performing arts venues, is also just a short drive away. Combining a private pool, preserve views, tile flooring throughout, low HOA fees and an exceptional location, this inviting residence presents a wonderful opportunity to enjoy the very best of the Sarasota lifestyle.
Listing is courtesy of: PREMIER SOTHEBY'S INTERNATIONAL REALTY (941-364-4000)
Listing Agent: Louis Wery (941-232-3001)
5551 BENTGRASS DR #11-117, SARASOTA, FL 34235
$299,00049 Days on yellowkey MLS ID: A4696165
REDUCED by $6,000 (2.0%) on 06/19/2026
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1395 Built: 2002Monthly Fee: $656 Tax: $3,109 (2025)Community: Las Palmas Of SarasotaSpa: NoCondo
Taxes:$3,109
Remarks: One or more photo(s) has been virtually staged. Welcome to Las Palmas, a gated community where convenience meets resort-style living in one of Sarasota’s most desirable locations. Rarely does a fully renovated end-unit with an attached garage and peaceful preserve views become available in Las Palmas. Filled with natural light from additional windows, creating a bright and airy atmosphere, this move-in-ready residence blends modern finishes with one of the community's most private settings, just minutes from UTC, Benderson Park, downtown Sarasota, and the Gulf beaches. This beautifully updated second-floor end unit offers 3 bedrooms and 2 bathrooms. A private entrance and staircase lead to an inviting open-concept layout featuring a desirable split-bedroom floor plan, newly installed luxury vinyl flooring throughout, fresh interior paint, updated lighting, upgraded kitchen cabinetry, and elegant quartz countertops in both the kitchen and bathrooms. The screened lanai overlooks a tranquil nature preserve, providing exceptional privacy and peaceful views. A full-size laundry room and generous closet space add everyday convenience. Major updates include a new roof (2024), A/C (2020), and water heater (2022). Residents enjoy an impressive array of resort-style amenities, including two swimming pools, a hot tub, a fitness center, a clubhouse, tennis courts, a playground, a dog park, an outdoor grilling area, a car wash station, and more. Affordable on-site RV and boat storage is also available. Whether you're a first-time homebuyer, investor, or seasonal resident, this exceptional property offers the perfect blend of comfort, style, and location.
Listing is courtesy of: COLDWELL BANKER REALTY (941-366-8070)
Listing Agent: Keiko Donnelly (941-544-4664)
900 S BLVD OF THE PRESIDENTS #4, SARASOTA, FL 34236
$599,000176 Days on yellowkey MLS ID: O6378668
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 912 Built: 1954Monthly Fee: $536 Tax: $8,717 (2025)Community: White Sands Of LidoSpa: NoCondo
Taxes:$8,717
Elementary School: Southside Elementary
Remarks: Investor opportunity! Cottage on Lido just steps from the beach and a short bike ride to St. Armands. This two-bedroom, two-bath property requires renovation and offers strong value-add potential in one of Sarasota’s most desirable locations. Prime location, high demand area, and excellent upside for those looking to customize and maximize returns.
Listing is courtesy of: BELLA VIEW REALTY LLC (407-460-9019)
Listing Agent: Caroline Perotti (407-460-9019)
1095 BLUE SHELL LOOP, SARASOTA, FL 34240
$3,349,00013 Days on yellowkey MLS ID: A4697771
Bed: 3 Bath: 4.0 Gar: 3 Liv Area Sq Ft: 3474 Built: 2025Monthly Fee: $975 Tax: $6,805 (2025)Community: Wild Blue At WatersideSpa: YesSingle Family
Taxes:$6,805
Elementary School: Tatum Ridge Elementary
Middle School: McIntosh Middle
Remarks: From its architectural presence and refined interiors to its resort-caliber outdoor living, this custom Arthur Rutenberg Taura residence with over $240,000 in post-construction upgrades embodies the highest standard of luxury in one of the area’s premier communities. Completed in 2025 and positioned on a private preserve homesite, this estate offers 3 bedrooms, 4 full baths, a bonus room, and seamless indoor-outdoor living designed for both everyday comfort and sophisticated entertaining. A dramatic foyer with soaring ceilings, exposed decorative beams, statement lighting, and wide-plank wood flooring introduces an open-concept floor plan where the great room is anchored by a stacked-stone media wall and framed by transom windows, panoramic preserve views, and walls of sliding glass that open to the lanai. The gourmet kitchen showcases an oversized quartz island, custom flat-panel cabinetry, designer tile backsplash, under-cabinet lighting, Monogram appliances including double wall ovens, built-in cooktop, designer hood, concealed walk-in pantry with additional prep area and refrigerator, and an adjacent wet bar complete with illuminated display shelving, wine refrigerator, prep sink, and quartz seating peninsula. The dining area is surrounded by zero-corner sliding glass doors that create a true indoor-outdoor living experience. Privately situated, the primary suite opens directly to the lanai and features dual custom walk-in closets and a spa-inspired bath with dual quartz vanities, a freestanding soaking tub on a raised wood platform, a floor-to-ceiling architectural accent wall, an oversized frameless glass shower, and designer finishes throughout. Both guest suites offer walk-in closets and beautifully appointed en-suite baths, while the flexible bonus room overlooks the preserve and opens directly to the outdoor living spaces. Designed for year-round entertaining, the expansive covered lanai features decorative ceiling beams, a linear electric fireplace, outdoor living and dining areas, a fully equipped outdoor kitchen with built-in grill, sink, and beverage cooler, and a resort-style heated saltwater pool with a sun shelf and raised spa, all enclosed by a panoramic screen enclosure with hurricane screens overlooking lush tropical landscaping and tranquil preserve views. Luxury appointments continue with impact-rated glass, remote-controlled blinds and hurricane screens, a whole-house Generac 26kW standby generator, tankless water heater, whole-house water softener, ADT security system with audio and video surveillance, natural gas, dimmable lighting throughout, and an oversized three-car garage with mini-split air conditioning, built-in storage, and epoxy-finish flooring. Beyond the residence, Wild Blue residents enjoy the convenience of walking, biking, or traveling by golf cart to the future clubhouse, where fine and casual dining, curated social events, a state-of-the-art fitness center, wellness classes, personal training, a golf simulator, movie theater, and exceptional resident amenities create a true resort experience. The 13-acre Midway Sports Center features 6 tennis courts, 8 pickleball courts, walking and biking trails, a kayak launch, a playground, and two dog parks. Ideally positioned within Waterside, residents are moments from Waterside Place's waterfront restaurants, boutiques, farmers market, and year-round events, while remaining just a short drive from championship golf, renowned Gulf beaches, and SRQ Airport.
Listing is courtesy of: DOUGLAS ELLIMAN (941-867-6199)
Listing Agent: Donna Soda, Pllc (941-961-5857)
3315 BAY SHORE RD, SARASOTA, FL 34234
$22,000,000236 Days on yellowkey MLS ID: A4673690
Bed: 5 Bath: 10.0 Gar: 4 Liv Area Sq Ft: 10871 Built: 1987 Tax: $89,363 (2024)Community: Indian Beach Map OfSingle Family
Taxes:$89,363
Tax Year: 2024
Remarks: Set on 2.4 gated acres with an impressive 240 feet of pristine waterfront, this rare Sarasota compound offers over 10,000 square feet of pure privacy, serenity, and elevated coastal living. Perfectly positioned in the heart of the city yet worlds away, this estate delivers unobstructed, panoramic views of Sarasota Bay from nearly every room. Designed for both grand entertaining and intimate living, the residence welcomes you with a double-height foyer, cascading natural light, and a sense of scale that is both dramatic and warm. Across sixteen thoughtfully curated rooms, floor-to-ceiling windows frame endless water vistas, bringing the outdoors in and creating an atmosphere of true waterfront elegance. The estate features five spacious bedrooms and nine beautifully appointed bathrooms, including a breathtaking owners’ suite, a private, calming retreat with sweeping bay views, a spa-inspired bath, and a luxe outdoor shower surrounded by lush privacy landscaping. For those who value lifestyle and amenities, this property offers it all: A private tennis court tucked away behind mature tropical landscaping A well-appointed guest house ideal for extended stays A dedicated pool house for effortless entertaining A four-car garage for collectors and hobbyists Expansive terraces and outdoor lounging areas that overlook Sarasota’s most dramatic sunsets
Listing Agent: Inbal August (917-957-8111)
5191 LAKE VILLAGE DR #2, SARASOTA, FL 34235
$249,00067 Days on yellowkey MLS ID: A4694247
0 Days Off yellowkey (back on 6/19/2026)
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1065 Built: 1981 Tax: $2,877 (2025)Community: Village LakeCondo
Taxes:$2,877
Elementary School: Gocio Elementary
Remarks: Bright, airy, and move-in ready! This turnkey furnished corner unit offers peaceful lake views, abundant natural light, and excellent income potential. Featuring hurricane-impact windows installed in 2026 and a 2018 A/C, this well-maintained Sarasota property is perfect as a vacation getaway, seasonal rental, or full-time residence. Relax and enjoy the serene water views while being just minutes from shopping, restaurants, golf, downtown Sarasota, and world-famous Gulf beaches.
Listing is courtesy of: SHOWTIME REALTY (941-822-0890)
Listing Agent: Nelson Reyes (813-843-7003)
3720 ALLENWOOD ST, SARASOTA, FL 34232
$499,900107 Days on yellowkey MLS ID: A4689606
1 Days Off yellowkey (back on 7/13/2026)
REDUCED by $20,000 (3.8%) on 05/18/2026
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1683 Built: 1971 Tax: $2,836 (2025)Community: Glen Oaks Cntry Club EstatesSpa: YesSingle Family
Taxes:$2,836
Elementary School: Tuttle Elementary
Remarks: Under contract-accepting backup offers. Welcome to this beautifully maintained Zen-inspired pool home in the sought after Glen Oaks Country Club Estates community of Sarasota. Situated on a spacious.22-acre lot, this move-in ready residence offers 2,115 square feet of thoughtfully designed living space, featuring two bedrooms, two bathrooms, a Florida room and a two-car garage. Step inside to discover new luxury vinyl flooring throughout, designer finishes, crown molding, and a stunning shiplap accent wall. The flexible floor plan provides comfortable everyday living while offering additional space for a home office, study, or hobby space. A separate dining room creates the perfect setting for entertainment family and friends. The kitchen features granite countertops and flows seamlessly into the main living areas, making it both functional and inviting. The spacious primary suite includes a walk-in closet, a large window overlooking the pool, beautifully updated finishes and a walk and shower. Thoughtfully positioned away from the guest bedroom, the suite provides added privacy and a peaceful retreat. Outside your private retreat awaits. The sparkling south-facing pool and expansive screened lanai creates a peaceful setting for year-round enjoyment. The fully fenced back yard includes a secure dog run and xeriscape landscaping for low maintenance living. Major updates provide peace of mind including a new roof, HVAC system, water heater in 2023, new plumbing lines completed in 2026, and a newly installed hurricane-rated front entry door. The property is not located in a flood zone and includes hurricane shutters including clear plan panels that allow natural light to filter into the home while providing added storm protection. Best of all, the HOA is voluntary. The location is hard to beat just a golf cart drive away from Bobby Jones Golf Course, approximately 3 miles from vibrant downtown Sarasota and a short drive to the area's renowned Gulf beaches, dining, shopping, and cultural attractions. University Town Center (UTC) with its exceptional shopping, restaurants, and entertainment is only 6 miles away. Lovingly maintained and thoughtfully updated this special home combines timeless character and modern conveniences in one of Sarasota's most desirable locations. Move in ready and full of warmth it offers a wonderful opportunity to relax, entertain, and enjoy the Florida lifestyle.
Listing Agent: Lori Carey, Llc (941-780-3427)
8533 BEECHLAKE CT, SARASOTA, FL 34240
$959,90053 Days on yellowkey MLS ID: A4694964
0 Days Off yellowkey (back on 6/16/2026)
Bed: 3 Bath: 3.0 Gar: 3 Liv Area Sq Ft: 2300 Built: 2023Monthly Fee: $204 Tax: $9,565 (2025)Community: Worthington Ph 2Spa: NoSingle Family
Taxes:$9,565
Remarks: Positioned on one of Worthington’s most desirable waterfront cul-de-sac homesites with coveted southern exposure, this exceptional, like-new 2023 Cardel Homes residence showcases luxury living at its finest. Featuring IMPACT-rated windows and sliding glass doors throughout and over $90,000 in premium post-construction upgrades, this meticulously maintained home offers the perfect blend of quality craftsmanship, modern design, and resort-style outdoor living. The popular Asher floor plan features 3 bedrooms, 3 full bathrooms, a private office, and a versatile den that can easily serve as a fourth bedroom. The barely lived-in interior is enhanced by plantation shutters throughout, upgraded designer lighting, privacy door film on the entry doors, elegant tray ceilings, 8-foot interior doors, and refined finishes that create a sophisticated yet welcoming atmosphere. Designed for both everyday living and entertaining, the gourmet kitchen serves as the heart of the home and features a 36-inch gas cooktop, built-in wall oven and microwave, custom wood vent hood extending to the ceiling, quartz countertops, designer tile backsplash, single Silgranit undermount sink, extended cabinetry, additional island cabinetry for additional storage, and enhanced under- and over-cabinet lighting. The luxurious primary suite offers a private retreat with a tray ceiling, custom closet built-ins in one of the two closets, and a spa-inspired ensuite bathroom featuring upgraded mirrors and hardware, Kohler shower fixtures, a handheld shower system, frameless glass shower enclosure, and designer tile finishes. Two spacious guest bedrooms are privately situated on the opposite side of the home and share an upgraded secondary bathroom. The flexible den is positioned toward the rear of the home with an adjacent full bath and convenient access to the pool area where outdoor living is equally impressive featuring a fully equipped summer kitchen featuring a gas grill, stainless steel vent hood, and bar seating overlooking the covered lanai. The private saltwater pool with gas heater, decorative bubblers, and deck jets that create a true backyard oasis for year-round enjoyment. Beyond the pool area, additional green space provides room for fencing, while the pool cage was recently rescreened and reinforced in 2026 for added peace of mind. Additional upgrades include a beautifully designed laundry room with upper and lower cabinetry, built-in sink, and expansive folding counter; whole-house water softener and filtration system; HVAC ultraviolet air-scrubbing system; aluminum gutters; extensive landscaping enhancements; irrigation and drainage improvements; custom garage cabinetry and workstation; epoxy-coated flooring; and a spacious 3-car garage with keypad entry. Residents enjoy low HOA fees, no CDD fees, and a prime location with convenient access to I-75, Celery Fields, the Lakewood Ranch Farmers’ Market, Sarasota Polo Club, UTC shopping and dining, top-rated schools, and world-famous Siesta Key Beach. Offering the rare combination of newer construction, impact-rated protection, award-winning craftsmanship, luxury upgrades, and exceptional indoor-outdoor living, this move-in ready residence delivers the ultimate Florida lifestyle with every detail already completed and ready to be enjoyed from day one.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-907-9595)
Listing Agent: Barbara A Milian, P.A. (941-504-0660)
1703 N TAMIAMI TRL #306, SARASOTA, FL 34234
$444,00037 Days on yellowkey MLS ID: A4697607
Bed: 1 Bath: 1.5 Gar: 1 Liv Area Sq Ft: 810 Built: 2022 Tax: $4,737 (2025)Community: The Strand Of SarasotaCondo
Taxes:$4,737
Remarks: A MUST SEE, sold TURNKEY AND FURNISHED (tastefully) and PRICED TO SELL! Welcome to this captivating condominium in the waterfront community: The Strand of Sarasota, built in 2022. The seller's thoughtful decor is inspired by a famous artist (Salvador Dali) with many upgrades including stone counters in kitchen and baths, luxury vinyl flooring, backsplash in kitchen, designer light fixtures and fans, upgraded LG washer in dryer, high end furnishings including a split king adjustable bed with massage capability, thoughtful designer finishes and the property has been lovingly maintained. Nine foot ceilings, impact rated doors and windows. Approximately 1 mile to downtown Sarasota and conveniently located to The Bay, Sarasota's arts, theater, shopping, restaurants, boutiques, bay front entertaining, marina, St. Armand's Circle and Sarasota's famous pristine white powdery sand beaches. Take a stroll along The Strand's 47 boat docks and enjoy the colorful and peaceful sunsets along Whitaker Bayou. The view from your spacious private balcony overlooks the serene azure heated pool and spa. Amenities include a gated community, on site management, waterfront community, fitness center, a parking garage space, additional storage space, ample guest parking, EVCSs, gas grills, fire pit, dog friendly community with dog park, kayak launch/storage. Investors are welcome as there is 1 week minimum rentals/ 52 times per year. This could be your full time home, a vacation getaway or an investment property in an affordable conveniently located waterfront community just minutes to downtown Sarasota.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-383-7591)
Listing Agent: Lisa Sebastian (941-544-5413)
4779 TIVOLI PL, SARASOTA, FL 34235
$299,00068 Days on yellowkey MLS ID: A4693816
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1428 Built: 1996Monthly Fee: $919 Tax: $2,321 (2025)Community: Longwood VillasSingle Family
Taxes:$2,321
Remarks: Welcome to this single family home that has been recently painted inside and out. New carpets have been installed in the 3 rooms and a deep clean has been done recently. A spacious private lanai outback is welcomed by a lovely preserve and this home is located on a cul-de-sac for maximum privacy. There are no CDD's in here and the HOA handles the roof replacement and repairs,outside painting,pressure washing,irrigation,driveway and walk repairs along with mowing, trimming and edging.There are lakes that residents can use for kayaking,fishing or just for viewing wildlife. Longwood Run public park is just down the street for enjoying tennis,pickleball,basketball or the playground.Coveniently located to UTC mall, restaurants,markets and much more.
Listing is courtesy of: COLDWELL BANKER REALTY (941-907-1033)
Listing Agent: David Short (941-961-3995)
5515 DOWNHAM MDWS, SARASOTA, FL 34235
$649,900152 Days on yellowkey MLS ID: A4681324
REDUCED by $25,100 (3.7%) on 07/02/2026
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2640 Built: 1992Monthly Fee: $193 Tax: $4,691 (2025)Community: Devonshire PlaceSpa: YesSingle Family
Taxes:$4,691
Remarks: Curb appeal begins at the street with beautifully selected driveway pavers that create an inviting approach and set the stage for what awaits inside. Step through the double-door entry and you are immediately drawn to sweeping views—across the expansive lanai and solar-heated pool and spa, over the tranquil lake that winds through The Meadows, and onward to the lush fairways of the golf course. * * * Offering 3 bedrooms, 2.5 baths, and 2,640 square feet under air, this thoughtfully designed residence provides a comfortable and highly functional layout ideal for both everyday living and entertaining. The primary suite is privately situated apart from the secondary bedrooms, creating a peaceful retreat, while the guest bedrooms at the opposite end of the home offer flexibility and privacy for family or visitors. * * * Multiple living spaces enhance the home’s versatility, including formal living and dining rooms, as well as a spacious great-room style family room that includes a casual dining area just off the kitchen. A striking coral stone fireplace serves as a beautiful focal point in the family room, adding warmth, character, and architectural interest to the space. * * * The kitchen is light and bright, featuring white cabinetry and light gray countertops that create a fresh, timeless feel. Abundant, well-designed cabinetry surrounds the cook, offering exceptional storage and an efficient layout that makes meal preparation both comfortable and convenient. * * * Outdoor living is equally impressive. The large screened lanai, solar-heated pool, and spa provide the perfect backdrop for relaxing afternoons, evening swims, or entertaining friends while taking in picturesque water and golf course views. The seamless indoor-outdoor flow embodies the very best of the Florida lifestyle. * * * Residents of The Meadows enjoy one of Sarasota’s most established and amenity-rich communities, known for its scenic lakes, miles of walking and biking trails, golf and social opportunities, and convenient proximity to University Town Center, I-75, downtown Sarasota, and renowned Gulf Coast beaches. * * * A home that combines generous living spaces, exceptional views, and an outstanding location—an opportunity not to be missed.
Listing Agent: Marilyn Kneafsey (941-373-0999)
776 ANEGADA LN, SARASOTA, FL 34234
$729,99044 Days on yellowkey MLS ID: A4696936
REDUCED by $64,180 (8.1%) on 07/11/2026
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2201 Built: 2025Monthly Fee: $250 Tax: $4,506 (2025)Community: Gracewater At SarasotaSpa: YesSingle Family
Taxes:$4,506
Remarks: Pool home in the sought after Gracewater Community right in the heart of Sarasota. Our Waters Edge home offers generous living space for the whole family to enjoy. With 4 bedrooms, 2.5 bathrooms there’s plenty of room for everyone to have their own space. And when it’s time to come together, the open kitchen and great room provide the perfect setting for gathering and entertaining. The attached two-car garage offers convenience and peace of mind for storing vehicles and equipment. The lanai and pool area add even more excitement to this already impressive home. Gracewater is a maintenance free, gated community minutes to downtown and beaches.
Listing is courtesy of: PRIVADA REALTY (941-233-6000)
Listing Agent: Perry Pope (941-737-9124)
2480 ALAMEDA AVE, SARASOTA, FL 34234
$1,395,00053 Days on yellowkey MLS ID: A4695803
REDUCED by $55,000 (3.8%) on 07/01/2026
Bed: 4 Bath: 3.5 Liv Area Sq Ft: 2421 Built: 1960 Tax: $8,192 (2025)Community: Sarasota Bay ParkSpa: NoSingle Family
Taxes:$8,192
Remarks: Located within Sarasota city limits in the Indian Beach/Sapphire Shores neighborhood, 2480 Alameda Ave offers a beautifully remodeled, move-in ready home with real flexibility for how you use it. This 4-bedroom, 3.5-bathroom home was completely remodeled starting in 2021 with all-new plumbing, updated HVAC, new flooring, a reimagined kitchen, and fully remodeled bathrooms. The open floor plan is warm and inviting, featuring a custom fireplace with mantle, quartz counters, wood cabinetry, and a pantry off the kitchen leading to a dedicated laundry room. Outside, a saltwater pool and paver patio added in 2025 create a private oasis perfect for full-time living or generating exceptional rental income. A separate detached structure on the property opens the door to even more possibilities — artist studio, home office, she-shed, or additional guest accommodations. Already a proven rental performer before the pool was added, this property is primed for even stronger returns. Live here full time, rent it seasonally, or lease it annually — the choice is yours. Minutes to Downtown Sarasota, St. Armand's Circle, and Sarasota's famous Gulf beaches.
Listing is courtesy of: KW COASTAL LIVING III (941-900-4151)
Listing Agent: Catherine Aganmayo (612-910-9915)
1775 7TH ST, SARASOTA, FL 34236
$1,195,00069 Days on yellowkey MLS ID: A4692920
REDUCED by $55,000 (4.4%) on 06/09/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1793 Built: 2019 Tax: $13,221 (2025)Community: Schindler SubSpa: YesSingle Family
Taxes:$13,221
Elementary School: Alta Vista Elementary
Remarks: STYLISH NEWER CONSTRUCTION POOL HOME close to Downtown Sarasota with 3 Bedrooms / 2 Baths and ACTIVE Airbnb History! Located in one of the few areas within Sarasota allowing WEEKLY RENTALS, this beautifully designed residence offers the ideal blend of modern luxury, indoor-outdoor living and incredible proximity to Downtown Sarasota, Bayfront Park, St. Armands Circle and the Gulf beaches. Inside, the home features a thoughtfully designed layout filled with natural light, high ceilings and contemporary finishes throughout. The spacious kitchen offers sleek cabinetry, stainless steel appliances, oversized island seating and easy access to both the dining and living areas creating a comfortable flow for everyday living and entertaining. The split-bedroom design creates privacy and functionality while the spacious primary suite feels like a true retreat featuring a spa-inspired ensuite bath with dual sinks, soaking tub and stunning open-air shower. Two additional guest bedrooms offer flexibility for visitors, family or home office space. Designed to embrace the Florida lifestyle, the outdoor living area is truly exceptional featuring a private pool, hot tub, outdoor kitchen, beverage fridge and multiple entertaining spaces surrounded by lush tropical landscaping. Whether enjoying quiet mornings poolside or hosting guests for dinner and cocktails, the seamless indoor-outdoor flow creates the ultimate Sarasota retreat. Currently operating as an active Airbnb, this property offers outstanding flexibility for full-time living, seasonal use or investment potential. Recent addition of solar panels for cost friendly utility bills. Conveniently located just minutes from Sarasota’s top dining, shopping, entertainment and waterfront attractions, this is a rare opportunity to own a newer construction home with weekly rental flexibility in one of Sarasota’s most desirable areas.
Listing Agent: Melissa Killion (941-248-6840)
3328 TOBERO LN, SARASOTA, FL 34235
$715,00088 Days on yellowkey MLS ID: A4691639
REDUCED by $14,000 (1.9%) on 07/06/2026
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2438 Built: 1982 Tax: $2,976 (2025)Community: Tobero WoodsSpa: YesSingle Family
Taxes:$2,976
Remarks: Virtually Staged. Welcome to your private country retreat—where comfort, charm, and space come together to create the perfect place to call home. Nestled on a quiet dead-end road and set on over half an acre, this inviting two-story residence offers the peace and privacy you’ve been searching for, surrounded by lush greenery and natural beauty. A warm and welcoming front porch sets the tone, ideal for morning coffee or unwinding at sunset. Inside, you’ll find a thoughtfully designed layout featuring three spacious bedrooms upstairs and the primary suite with separate rooms which could be converted to create an ideal private space for family. There is an additional office or den space on the first level which could easily accommodate a 4th bedroom with large closet and storage. The home is perfectly suited for both everyday living and entertaining. The beautifully updated kitchen is the heart of the home, showcasing granite countertops, stainless steel appliances, and crisp white cabinetry with convenient pull-out drawers. It flows seamlessly into the family and dining areas, highlighted by rich engineered oak wood flooring that adds both style and durability. Practical touches like an upstairs laundry chute leading to the lower-level laundry room make daily living effortless, while major updates—including a new roof (2023), hot water heater (2025), and dual A/C units (2019)—offer peace of mind for years to come. Step outside and discover your own fenced backyard oasis with ample space and lighting. Designed for entertaining, the expansive brick-paver patio and soaring screened lanai create the perfect setting for gatherings. The private heated pool—with a new heat pump, outdoor hot/cold shower, fire pit, and fully fenced yard—delivers a true resort-style experience right at home. Additional highlights include a spacious garage with a hurricane-rated door, ample storage, a whole-house attic fan, and on the opposite side of the home a private outdoor area complete with its own porch with dedicated power for future self-contained spa and shell deck. The well on the property has a new tank and services 6 water bibs around the exterior. Lovingly maintained by its original owners, this home combines tranquil country living with everyday convenience—just minutes from shopping, dining, an organic farm, and walking distance to Gocio Elementary School. Don’t miss the opportunity to experience this exceptional property—be sure to explore the 3D and aerial tours.
Listing is courtesy of: GENEROUS PROPERTY (941-275-9399)
Listing Agent: Joyce Sacco (941-445-3937)
5246 MANORWOOD DR #4C, SARASOTA, FL 34235
$345,000111 Days on yellowkey MLS ID: A4688263
REDUCED by $5,000 (1.4%) on 06/25/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1997 Built: 2007Monthly Fee: $1,285 Tax: $3,889 (2025)Community: Grande Oaks PreserveCondo
Taxes:$3,889
Remarks: LOCATION, LOCATION, LOCATION! BEAUTIFULLY FURNISHED SPACIOUS PENTHOUSE living minutes from University Town Center-Gated resort amenities and almost NO maintenance responsibilities. Truly lock and leave. Elevated living in exquisite penthouse residence sitting high amongst Oak trees, situated within the highly sought-after Grande Oaks Preserve, just moments from the vibrant UTC. This is a rare opportunity to own the only penthouse currently available in this gated enclave, where solid block construction ensures both enduring quality and peace of mind. Upon entering, you are welcomed into a beautifully appointed three-bedroom, two-bathroom home defined by soaring 12-foot ceilings, elegant tray ceilings in both the kitchen and primary suite, intricate crown molding, and stately 8-foot doors that enhance the home’s light-filled, refined ambiance. The thoughtfully designed third bedroom offers versatility as a private study or guest retreat. Expansive French doors lead to a generously sized, screened lanai featuring impact-rated sliders and serene fountain views, creating an ideal setting for both quiet relaxation and effortless entertaining. The chef’s kitchen and spa-inspired baths showcase rich solid wood cabinetry, blending timeless craftsmanship with sophisticated style. Additional highlights include two spacious assigned indoor garage parking spaces and an oversized climate-controlled storage unit, providing both convenience and comfort. Residents of Grande Oaks Preserve enjoy an exceptional lifestyle INCLUDING access to resort-style amenities, including a sparkling pool and 2 spas, a fully equipped fitness center, clay tennis courts and pickleball courts, and beautifully maintained grounds within a secure, gated environment as well as water/sewer & trash removal. Perfectly positioned in one of Sarasota’s most desirable corridors, Grande Oaks Preserve offers an exceptional location that seamlessly blends convenience with an upscale, tranquil setting. Just moments away, University Town Center presents a premier destination for luxury shopping, fine dining, and entertainment, featuring renowned retailers and an array of top-tier restaurants. Residents enjoy effortless access to everyday conveniences, from boutique grocers to cafes and wellness services, all within a short distance. The community is also ideally situated near Nathan Benderson Park, a picturesque waterfront destination known for its walking trails, rowing events, and outdoor activities. A short drive brings you to the cultural and coastal treasures that define Sarasota living, including the pristine shores of Siesta Key Beach, consistently ranked among the finest beaches in the country. Downtown Sarasota, with its vibrant arts scene, theaters, galleries, and marina, is also easily accessible, offering an unmatched blend of sophistication and leisure. With convenient proximity to major roadways and just 12 minutes from Sarasota-Bradenton International Airport, travel is effortless, whether for business or pleasure. This extraordinary location places the very best of the region—shopping, dining, recreation, and world-class beaches—right at your doorstep while preserving the privacy and serenity of an exclusive gated community. This extraordinary penthouse offers a seamless blend of luxury, location, and lifestyle—an exceptional offering not to be missed.
Listing Agent: Tami Cashi (941-527-9088)
2813 MIDNIGHT PEARL DR, SARASOTA, FL 34240
$375,000169 Days on yellowkey MLS ID: A4681734
REDUCED by $5,000 (1.3%) on 06/22/2026
Bed: 3 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 1813 Built: 2022Monthly Fee: $171 Tax: $3,902 (2025)Community: Bay LandingTownhouse
Taxes:$3,902
Remarks: Price Improvement! Built in 2022, this end-unit townhome looks and feels brand new, offering a bright, open floor plan with tasteful improvements and beautiful light and bright Florida Light and Bright Cabinetry! Take peace of mind and receive insurance discounts with an insulated storm rated front door and heavy gauge metal shutters! Inside, the stylish kitchen features granite countertops, Stainless Steel appliances, subway tile backsplash, a walk-in pantry, and more! Sparkling large ceramic tile fill the first floor and upper floor bathroom spaces. Energy efficient insulation blown in to the newer Roof, newer Hot Water Heater and newer HVAC system have all been well maintained and keep your home comfortable. Low E, energy efficient double pane, tinted windows keep your home cool in the summer and warm in the winter. Upstairs, spacious separate bedrooms and a flexible loft provide room to relax, work and unwind. Enjoy added privacy with poured concrete block construction and a concrete party wall. You'll appreciate everyday conveniences including a smart-home package, washer/dryer inside, one-car garage and two exterior parking spaces. The screen enclosed lanai open to the green belt is a wonderful private outdoor space to cookout, relax in the fresh air and enjoy Florida, . Residents enjoy a gorgeous resort-style pool, fitness center, dog park, playground and more. Minutes from Waterside Place, Lakewood Ranch, UTC, Downtown Sarasota, and the world renowned beaches! No CDD fees and low HOA dues make this gorgeous home a standout value! Call today to schedule a private tour and see for yourself! Restrictions for lender contribution apply.
Listing Agent: Tonna Gruber (941-232-8950)
4859 WINSLOW BEACON #54, SARASOTA, FL 34235
$169,90022 Days on yellowkey MLS ID: A4699012
0 Days Off yellowkey (back on 7/12/2026)
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 582 Built: 1985Monthly Fee: $83 Tax: $1,922 (2025)Community: Winslow BeaconCondo
Taxes:$1,922
Remarks: Under contract-accepting backup offers. First Floor 1 Bedroom- 1 Bath condo with a very private setting. Vaulted ceilings in the living room overlooking a spacious glassed-in lanai that can be opened up to a screened lanai. You will enjoy the eat in kitchen with a breakfast bar overlooking the living room/glassed in lanai. Large master bedroom with a large closet. Ceramic tile throughout the entire property. Large storage closet for extra storage off the lanai area. Heated community pool located near the condo. Low HOA fees, community shopping center located just a few blocks away with restaurant's, dentist, and so much more! The location to this subdivision is very hard to beat, you are just minutes away from UTC mall, over 30 restaurants, doctors' offices, SRQ airport, near downtown Sarasota, and Downtown LWR. Location Location Location! This would make a great investment that can be rented seasonally or annually or your primary residence.
Listing is courtesy of: MEADOWS REAL ESTATE SERVICES (941-556-9440)
Listing Agent: Mike Babiarz (941-373-5064)
805 MOLLY, SARASOTA, FL 34232
$529,900256 Days on yellowkey MLS ID: C7517344
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2070 Built: 2016Monthly Fee: $219 Tax: $3,827 (2025)Community: Whitaker ParkSingle Family
Taxes:$3,827
Remarks: SELLER MOTIVATED! LARGE PRICE REDUCTION! BRING OFFERS! Looking for a great location in Sarasota? Look no further than this 2016 built 3-bedroom, 2-bathroom, waterfront home nestled in the Whitaker Park Community. When you step inside you immediately notice the welcoming, open, floor plan with its massive Living & Dining rooms, overlooking and with direct access to the Lanai and backyard. The heart of the home, the kitchen, has gorgeous, higher level GRANITE countertops, an oversized island with pendant lighting, pantry, hood vent, & tile backsplash. An added feature is the BONUS ROOM, offering space for an office, den, or gaming room. The Owner’s Bedroom is adorned with a large, tray ceiling, enormous 12’ closet, an en-suite bathroom with dual sinks, HUGE fully tiled shower that is durable & easy to maintain, private water closet, and a convenient linen closet. Outside there’s not only a screened and covered lanai, there’s also a large patio for outdoor grilling, tanning, or container garden. The property has public water & public sewer, there is NO FLOOD INSURANCE REQUIRED, and the home is 100% hurricane protected. Low monthly HOA fee of $219 includes lawncare! Quiet neighborhood, yet minutes to the I-75, and University Town Center, this ideal locality is convenient for daily commutes, school runs, shopping, medical care, and to the #1 rated beach in American, Siesta Key Beach. Don’t wait on this Florida gem, get your slice of paradise before it’s gone!
Listing is courtesy of: RE/MAX PALM REALTY (941-743-5525)
Listing Agent: Holly Drilling (716-812-0512)
266 OAK HILL DR #34, SARASOTA, FL 34232
$285,00044 Days on yellowkey MLS ID: A4696620
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1024 Built: 1985Monthly Fee: $559 Tax: $2,638 (2025)Community: Village Oaks Sec AVilla
Taxes:$2,638
Remarks: Welcome to this beautifully maintained 2BR/2BA villa with a private single-car garage, offering comfort, updates, and peace of mind in a prime Sarasota location. Major improvements have already been done, including impact windows and sliding glass doors (2025), a new A/C system (2025), new roof and gutters (2024), and water heater (2020), dishwasher (2026), No popcorn ceilings, updated master bathroom making this home truly move-in ready with lower maintenance costs for years to come Located in a quiet, established community surrounded by mature oak trees and lush green space, this villa offers a relaxed Florida lifestyle just minutes from everything: Downtown Sarasota, I-75, UTC Mall, St. Armands Circle, and the world-famous Lido Key beaches. Residents enjoy resort-style amenities including a lakeside heated pool, tennis courts, and pickleball—perfect for staying active or socializing with neighbors in a friendly, well-kept neighborhood.
Listing is courtesy of: FINE PROPERTIES (941-782-0000)
Listing Agent: Julianna Kovacs (941-518-6485)
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