Location: Sarasota
Keyword(s): Booker High
Keyword(s) High School: Booker High
Do Not Show Listings
8245 GRANDE SHORES DR, SARASOTA, FL 34240
$1,550,0004 Days on yellowkey MLS ID: TB8492764
Bed: 4 Bath: 3.5 Gar: 3 Liv Area Sq Ft: 3579 Built: 2019Monthly Fee: $408 Tax: $2,917 (2025)Community: Lakehouse Cove/Waterside Ph 1Single Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$2,917
Elementary School: Tatum Ridge Elementary
High School: Booker High
Tax Year: 2025
Middle School: McIntosh Middle
Remarks: A custom home in Lakehouse Cove built for indoor-outdoor living, with a preserve lot, heated saltwater pool, and direct access to everything Waterside has to offer. Set within one of Lakewood Ranch's most sought-after addresses, this Tideland model sits on a south-facing preserve lot where the backyard feels genuinely removed from the world. The heated saltwater pool and spa with deck jet water features and panoramic screen enclosure are built for year-round use, and the oversized lanai gives you real room to live outside, not just pass through it. A built-in gas grill makes hosting easy, and the front porch looks out over a quiet neighborhood park with a water view, a detail that never gets old. Inside, the first level is finished in porcelain tile throughout, with 12-foot ceilings accented by decorative trays, 8-foot doors, and plantation shutters that let you control light without sacrificing it. Designer fixtures and fans, thoughtfully placed, add character without competing for attention. The kitchen is built around how people actually cook: a gas range, top-tier built-in appliances, shaker cabinets with wood pullouts and soft-close hardware, and quartz countertops with room to work. It opens naturally into a sunlit dining area and a generous living room anchored by a decorative wall with electric fireplace. A full wall of sliding glass doors erases the boundary between inside and out. The primary bedroom opens directly to the pool via slider and feels like a genuine retreat. The bathroom delivers: dual vanities, a freestanding soaker tub, and a walk-in shower with clean, considered design. Every closet in the home, starting with the primary's custom built-ins, is finished with the same attention to detail. Near the front of the house, a second bedroom with en suite bath and walk-in closet offers privacy for guests or family. A den with windows and slider access to the pool works equally well as a home office, reading room, or a 4th bedroom. The laundry room is smartly fitted with folding and hanging stations, and a mudroom with built-in bench at the entry keeps arrivals organized without effort. A half bath doubles as a pool bath, positioned exactly where you need it. Upstairs, a second living area with kitchenette and newly upgraded carpet gives flexibility for guests, extended family, or a space that simply does something different. The bedroom up here has sweeping preserve views, a large custom walk-in closet, and a full bath, a complete suite unto itself. A three-car garage handles vehicles and hobbies with room to spare. Lakehouse Cove residents have access to a resort-style pool, fitness center, pickleball courts, a private marina with kayak and canoe launch, and a water taxi connecting directly to Waterside Place, a genuine town center worth the trip. This is a home that was designed with intention and lived in with care. Schedule a private showing and see it for yourself.
Listing is courtesy of: REAL BROKER, LLC (855-450-0442)
Listing Agent: Tim Terpening (813-545-5302)
3597 FOUNDERS CLUB DR, SARASOTA, FL 34240
$1,950,000121 Days on yellowkey MLS ID: A4673915
Bed: 4 Bath: 3.5 Gar: 4 Liv Area Sq Ft: 3957 Built: 2006Monthly Fee: $467 Tax: $17,901 (2024)Community: Founders ClubSingle Family
Taxes:$17,901
Tax Year: 2024
Remarks: A True Gem in The Founders Club Elegance, Comfort, and An Outstanding Location Welcome to 3597 Founders Club Drive, an exquisite residence nestled within Sarasota’s premier gated golf community, The Founders Club. Built in 2006, this residence combines quality construction with modern amenities and is walking distance to the club house. The property sits on a 0.47 acre lot, offering both space and intimacy within a prestigious community known for its Robert Trent Jones jr. golf course, clubhouse, and social activities. Spanning 3,957 square feet of living space, this home features four spacious bedrooms, three full baths, and one half bath, thoughtfully designed with a split floor plan to maximize privacy and comfort. The grand foyer opens into formal living and dining areas, while the family room has pocket sliders which open onto the lanai. High ceilings, crown molding, and expansive windows create a light filled ambiance throughout the house. The gourmet kitchen is a chef’s delight, boasting a large center island, breakfast bar, walk in pantry, and custom cabinetry. Stainless steel appliances and ample counter space make entertaining effortless. Adjacent to the kitchen, the family room offers casual elegance with views of the pool and lanai. A separate breakfast nook provides the perfect spot for morning coffee in the sheltered lanai overlooking the 18th fairway. The primary suite is a private retreat, complete with dual vanities, a walk in shower and separate tub. Generous his and her closet space and direct access to the lanai enhance the sense of luxury. Additional bedrooms are well appointed, ideal for family or guests, while a bonus room and dedicated office/den provide flexibility for work or leisure. Outdoor living is at the heart of this home. The expansive screened lanai showcases a sparkling pool and spa, surrounded by ample deck space for lounging or dining al fresco. Mature landscaping ensures privacy, while the backdrop of The Founders Club’s natural beauty creates a tranquil oasis. With his and her two car garages, there is abundant space for vehicles, golf carts, and storage. Living at The Founders Club means enjoying an exclusive lifestyle. Residents benefit from a limited membership golf club, (for which a membership is available for transfer), little traffic, and a vibrant social calendar. Located east of I 75, the community provides convenient access to downtown Sarasota, world class beaches, cultural venues, and fine dining. This home is more than a residence—it is a statement of elegance and comfort. Whether hosting gatherings, enjoying quiet evenings by the pool, or taking advantage of the community’s amenities, 3597 Founders Club Drive offers the perfect blend of sophistication and Florida living. Don’t miss the opportunity to make this exceptional property your own. Schedule a private tour today and experience the unmatched charm of The Founders Club.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-907-9595)
Listing Agent: Richard Hearn (941-313-1591)
4461 ASCOT CIR N, SARASOTA, FL 34235
$339,900139 Days on yellowkey MLS ID: A4672368
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1564 Built: 1995Monthly Fee: $919 Tax: $3,968 (2024)Community: Longwood VillasVilla
Taxes:$3,968
Elementary School: Emma E. Booker Elementary
Middle School: Booker Middle
Remarks: This Free Standing Villa is located in a quiet neighborhood located close to the beaches and the airport, let's not forget the UTC mall, Mote Marine, the Ringling Museum and tons of theatre and plenty of restaurants. This Villa has 3 bedrooms with 2 bathrooms. The kitchen has granite counter tops with plenty of cabinet space. The living area has vaulted ceilings and you will notice ceiling fans throughout. Tile and wood flooring are present in this home with no carpet and some of the rooms have new paint. Down the street you have access to the public park at Longwood Run which has tennis, pickleball, basketball, playgrounds, restrooms and picnic tables. Residents have access to a walking path with benches and bridges while enjoying the beautiful water views that are great for photos. The roof was replaced in 2013 and the a/c was replaced in 2019.The HOA fees seem to be high but it covers expenses that as a home owner would cost alot more such as total roof replacement, exterior power washing, painting, lawn maintenance and irrigation.
Listing is courtesy of: COLDWELL BANKER REALTY (941-907-1033)
Listing Agent: David Short (941-961-3995)
5019 STEVENS DR, SARASOTA, FL 34234
$669,90040 Days on yellowkey MLS ID: A4683765
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1592 Built: 1957 Tax: $5,172 (2025)Community: Sapphire HeightsSingle Family
Taxes:$5,172
Remarks: Fully renovated mid-century gem in the charming and highly coveted Indian Beach Sapphire Shores neighborhood of Sarasota. This exceptional three-bedroom, two-bathroom home has been lovingly preserved and thoughtfully restored with a strong emphasis on period-appropriate mid-century design and timeless style. Original terrazzo floors sparkle throughout the main living areas, honoring the home’s architectural roots. The fully renovated kitchen features new high-end appliances and blends seamlessly with the home’s classic aesthetic. The former Florida room has been transformed into comfortable year-round living space with permanent climate control, with the design anchored by an authentic vintage 1960s Preway wood-burning cone fireplace — a true statement piece. High-end mid-century light fixtures are showcased throughout, including multiple authentic Herman Miller pieces. Major updates provide peace of mind, including a new roof (2023), brand-new HVAC system and ductwork (2024), and a new solid wood privacy fence (2024). All bedrooms offer sizable closets, and the large zero-scaped front yard ensures beauty with minimal maintenance. The expansive backyard is a private retreat, featuring a generous paver patio and ample space for a pool or future additions. A newly installed barrel sauna and cold plunge create a spa-like sanctuary along the side yard, with convenient access from the principal suite. The true highlight of the home is the architect-designed principal bedroom and bathroom suite, completed in 2025 — an incredibly rare feature for this neighborhood and era. Designed as a private oasis, the light-filled bedroom includes a picture window and charming window seat, thoughtfully separated from the two guest bedrooms on the opposite wing of the home. The spacious en-suite bathroom is professionally interior designed and features high-end fixtures, a large walk-in shower, a freestanding spa tub, double vanity, and a walk-in closet. An exterior door provides direct access to the outdoor spa area for seamless indoor-outdoor living. Ideally located, this home is within a short distance to multiple beautiful waterfront parks and the renowned The John and Mable Ringling Museum of Art. Just five minutes to downtown Sarasota and ten minutes to the pristine beaches of Lido Key, you’ll enjoy the very best of Sarasota’s natural beauty and vibrant cultural scene — all from the comfort of your exquisitely restored mid-century home in one of the city’s most beloved neighborhoods.
Listing is courtesy of: COLDWELL BANKER REALTY (941-388-3966)
Listing Agent: Agnes Cameron (941-388-3966)
771 JOHN RINGLING BLVD #2, SARASOTA, FL 34236
$599,00069 Days on yellowkey MLS ID: A4679849
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 882 Built: 1965Monthly Fee: $1,186 Tax: $1,628 (2025)Community: Sarasota Harbor EastCondo
Taxes:$1,628
Elementary School: Southside Elementary
Remarks: Newly renovated condominium in unique, prime waterfront community with optional boat slip directly outside your door. Sarasota Harbor East is a 55+ maintenance-free community with an exceptional location and arguably the finest bayfront views in Sarasota! Minutes from downtown Sarasota and St. Armands Circle, Lido Beach, and conveniently located just across the street from the Sarasota Yacht Club. This ground-floor unit features two bedrooms, two full bathrooms, and a fully glassed porch that offers breathtaking views. The windows and sliders are hurricane-to-code. The clubhouse has undergone an upgrade and includes a fully equipped kitchen and outdoor grills available for community use. The large pool has also been recently renewed. Each unit is equipped with a covered carport (this one is directly in front of your door) along with guest parking. There is even a designated area onsite for storing kayaks! Boats (sailboats or powerboats) up to 30 feet in length are permitted. Slips are offered on a first-come, first-served basis, and all costs are included in the maintenance fee (several slips are currently available for your boat!). The quarterly fee encompasses cable/high-speed internet, water, sewer, trash collection, exterior pest control, and all building/community maintenance expenses. Leasing is prohibited for one year following purchase. Pets permitted with valid service or support animal documentation.
Listing Agent: Babette Paige (941-587-1045)
701 TYLER DR, SARASOTA, FL 34236
$5,995,00095 Days on yellowkey MLS ID: A4676329
Bed: 4 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 3832 Built: 1977 Tax: $26,279 (2025)Community: Lido Beach Div BSingle Family
Taxes:$26,279
Remarks: An Exquisite Bayfront Residence on Prestigious Lido Key, Sarasota. This meticulously reimagined two-story bayfront masterpiece embodies the pinnacle of sophisticated coastal living. Offering 3,832 square feet of thoughtfully designed interior space which was fully renovated in 2017, including impact-resistant doors and windows and a new roof. The residence features 4 ensuite bedrooms, a state-of-the-art 2025 gourmet kitchen, designed for discerning entertainers, showcases premium appliances, custom cabinetry, and an expansive island that serves as the heart of the open-plan living areas. The new elegant flooring unifies the bright, voluminous interiors. The second story includes a spacious home office with views over the pool to the bay. Beyond the interiors lies a private waterfront sanctuary: a heated saltwater pool overlooks an expansive floating dock, ideally suited for vessels of varying sizes, kayaks, or paddleboards. Unobstructed sailboat access invites effortless exploration of the bay and beyond. Additional conveniences include a spacious two-car garage, proximity to downtown Sarasota's vibrant cultural scene, a 15-minute drive to Sarasota-Bradenton International Airport. Close by is the pristine sands of Lido Beach with the most spectacular sunsets and moments away is St. Armands Circle's dining and shopping. Framed by the preserved mangroves of Otter Key, the sheltered waters host an abundance of marine life, dolphins, manatees, and graceful wading birds frequently enchant residents with their presence. This extraordinary property represents a rare harmony of tranquil waterfront serenity, impeccable modern enhancements, and unparalleled proximity to Sarasota's finest amenities—an enduring legacy of refined coastal elegance.
Listing Agent: Mark J Baron (941-241-7633)
769 JOHN RINGLING BLVD #3, SARASOTA, FL 34236
$439,000157 Days on yellowkey MLS ID: A4664887
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 641 Built: 1965Monthly Fee: $862 Tax: $1,807 (2024)Community: Sarasota Harbor EastCondo
Taxes:$1,807
Remarks: PRIME LOCATION: Sarasota Harbor East is a charming waterfront community exclusively designed for residents aged 55 and above. It boasts an exceptional location with breathtaking views of Sarasota Bay from this first-floor condominium. Historically, Sarasota Harbor has been celebrated as the premier bayfront condominium in Sarasota. This unit features a spacious one-bedroom with a full bathroom and has undergone a complete remodel. High-impact windows, sliding glass doors, and a new front door enhance the unit’s ambiance. Bosch appliances, quartz countertops and solid wood cabinets, and a clubhouse amenities package, including a fully equipped kitchen, library, and restrooms, contribute to the comfort and convenience of residents. Additionally, a large lap pool with bayfront views provides ample recreational opportunities. Residents enjoy a range of amenities, including boat slips, elevators, shuffleboard courts, kayak and bike storage, and a covered parking space. A generous number of guest parking spaces are also available. The homeowners’ association (HOA) fees cover various expenses, such as dock maintenance, exterior building repairs, cable and direct TV, heated community pool, internet, exterior maintenance, ground maintenance, exterior pest control, pool maintenance, water, sewer, and trash. Residents have easy access to popular attractions like St. Armand’s Circle, Lido Beach, and downtown Sarasota. Boat slips are available and can accommodate a 30’ powerboat or sailboat, they are available on a first-come, first-served basis.
3924 ASHWOOD LN #59, SARASOTA, FL 34232
$199,0001 Day on yellowkey MLS ID: N6143712
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1332 Built: 1973Monthly Fee: $685 Tax: $1,781 (2025)Community: Glen Oaks Ridge Villas 1Villa
Taxes:$1,781
Elementary School: Tuttle Elementary
Remarks: Welcome to your perfect Florida retreat! This beautifully maintained 2-bedroom, 2-bathroom villa is located in the heart of Sarasota within an active and highly sought-after 55+ community, offering the ideal blend of comfort, convenience, and lifestyle. Step inside this light and bright home featuring an open living and dining room combination, along with a separate den that provides additional flexible living space. The enclosed Florida room is perfect for morning coffee or evening relaxation, while the private laundry room offers extra storage and a convenient laundry tub. Numerous updates enhance both style and peace of mind The spacious primary suite features a walk-in closet and an en-suite bathroom with an accessible shower. The guest bedroom is perfect for visitors or can easily function as a home office. Enjoy resort-style amenities including a heated community pool, fitness center, shuffleboard, clubhouse with kitchen, library, game room, and a full calendar of social activities. This is a welcoming community where neighbors truly become friends. Ideally located just minutes from downtown Sarasota, world-famous Siesta Key Beach, shopping, dining, medical facilities, and cultural attractions. Glen Oaks Ridge is also just blocks from the newly renovated Bobby Jones Golf Course. Whether you are looking for a seasonal getaway or full-time residence, this villa offers exceptional value and the best of the Florida lifestyle.
Listing is courtesy of: HOMESMART (407-476-0461)
Listing Agent: Scott Swonger (941-600-3534)
1208 OAK HAMMOCK RD, SARASOTA, FL 34240
$1,850,0005 Days on yellowkey MLS ID: A4684570
Bed: 4 Bath: 3.0 Gar: 3 Liv Area Sq Ft: 3800 Built: 1986Monthly Fee: $75 Tax: $9,393 (2024)Community: Bern Creek The Ranches AtSingle Family
Taxes:$9,393
Remarks: COUNTRYSIDE LIVING WITH MODERN LUXURY This stunning 4-bedroom, 3-bathroom home, ADU ready sitting gracefully on a generous 5-acre lot, offering the perfect blend of privacy and comfort. Newly remodeled with meticulous attention to detail, this 3,800 square foot residence features an innovative layout with complete first-floor living and an independent second-floor in-law suite that includes its own primary bedroom, bathroom, living room, kitchenette and private oversized screened-in balcony. The open floor plan creates an airy, welcoming atmosphere throughout. The gourmet kitchen boasts Kitchen-Aid appliances and custom cabinetry that would make any home chef smile. High-end Moen fixtures add a touch of elegance in all bathrooms, which have been completely renovated. New French doors showcase breathtaking views and open to reveal your personal oasis – a spectacular backyard featuring a serene pond and unforgettable sunset vistas. Enjoy the Florida lifestyle from your screened lanai and pool area. The oversized saltwater heated pool has been renovated with new finishing and tile as well as all new equipment. Practical luxury continues with new PGT impact windows, new roof, new HVAC systems, fresh new tile throughout, generous walk-in custom closets, and an oversized garage with ample storage space which has also been totally renovated. Complete with an underground propane tank and a full house generator. There is nothing this home is missing but you! Nature lovers will appreciate the tranquil environment where you can truly escape the hustle and bustle. And yes, horse enthusiasts – equine friends are welcome here! Nearby attractions include Waterside, The Out-of-Door Academy, parks including the picturesque Boat House at Lakehouse Cove, and convenient shopping all just a short drive away. This isn't just a house – it's a retreat where memories will be made for years to come!
Listing is courtesy of: SARASOTA REALTY CENTER LLC (941-702-3635)
Listing Agent: Frank Golio Jr., Pllc (941-363-1075)
4828 ANTRIM DR, SARASOTA, FL 34240
$665,00061 Days on yellowkey MLS ID: A4680038
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2643 Built: 2021Monthly Fee: $204 Tax: $7,285 (2025)Community: Worthington Ph 1Single Family
Taxes:$7,285
Remarks: Newly Adjusted Price! HURRY on this one! Luxury, upgrades, and serene water views come together in this meticulously enhanced residence offering a premium pond setting and breathtaking sunset views. Designed for both comfort and sophistication, this home features hurricane-impact windows throughout (2025), providing peace of mind and energy efficiency. Step inside to discover upgraded flooring on the first floor and stairs, complemented by crown molding, upgraded baseboards, and additional can lighting across both levels. The great room impresses with a tray ceiling accented by crown molding, built-in 5.1 surround sound, and power blinds on the sliding doors—perfect for effortless indoor-outdoor living. The gourmet kitchen is a true showpiece, featuring GE Profile appliances including a gas cooktop, wall oven, convection microwave, and refrigerator. An upgraded hood vented to the exterior, under-cabinet lighting, soft-close drawers and doors, and upgraded matching cabinetry and countertops—carried seamlessly throughout the kitchen and baths—elevate both form and function. Retreat to the primary suite, where a tray ceiling with crown molding, a custom Closet-Tec walk-in closet, and a spa-inspired bath await. The primary bath showcases floor-to-ceiling tile, a frameless glass shower enclosure, and refined finishes. Both secondary baths also feature floor-to-ceiling tile and thoughtfully designed shower niches. Outdoor living is exceptional with an extended screened lanai and fully equipped outdoor kitchen complete with refrigerator, sink, and gas grill—conveniently connected to a natural gas line (no propane tanks). Enjoy tranquil pond views and unforgettable sunsets from your private backyard oasis. Additional highlights include custom ceiling fans throughout, a custom stair handrail and spindles, upgraded carpet padding on the second floor, an upgraded front door with waterfall privacy glass, and an epoxy-coated garage floor with upgraded garage door and pull-down attic storage. The laundry room offers upgraded cabinetry, a utility sink, and gas or electric dryer hookup. This home is equipped with a tankless water heater, upgraded TRANE two-zone HVAC system with dual UV air quality lights, wireless monitored smoke alarms, a monitored security system, and rough-ins for whole-house water filtration and security cameras. A termite control system with annual inspections is in place, along with twice-yearly HVAC maintenance and quarterly pest treatment—providing true move-in-ready confidence. A rare opportunity to own a thoughtfully upgraded home with exceptional views, modern systems, and luxury finishes throughout.
Listing is courtesy of: KW COASTAL LIVING II (941-556-0500)
Listing Agent: Rebecca Adams (815-540-1560)
3876 PRUDENCE DR, SARASOTA, FL 34235
$332,5002 Days on yellowkey MLS ID: A4688372
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1211 Built: 1961 Tax: $2,837 (2025)Community: Kensington ParkSingle Family
Taxes:$2,837
Elementary School: Gocio Elementary
Remarks: KENSINGTON PARK where we have NO HOA rules AND NO HOA FEES! LOCATION, LOCATION, LOCATION...Near UTC, shopping, downtown, beaches and I-75! BONUS: you have a new park/playground was just installed on 27th Parkway. Check out the contemporary A-Frame style home with Cathedral (high) ceilings throughout AND Transome windows letting the morning sun in! The 2 bedroom, 2 bath home has an addition that could easily be converted into a PRIMARY and 3rd bedroom with private bath and exterior door to the back yard but still part of the main home access. HOW ABOUT A NEW METAL ROOF and NEW 200 AMP ELECTRIC PANEL plus A NEW ELECTRIC POLE? The washer and dryer are only one year old and most other appliances are 13 years old. TWO of the exterior doors are scheduled to be replaced and on special order now...paid for by the owner/seller. The carport has been converted into a covered/screened lanai. The HVAC ($6400) was installed in 2022 and the Sewer lines replaced in 2013 ($7,800)! COME STEAL THIS HOME TODAY for $332,500!
Listing is courtesy of: VUE REALTY, LLC (941-269-8400)
Listing Agent: Scotty Ledford (941-400-7360)
640 N OSPREY AVE, SARASOTA, FL 34236
$1,295,000139 Days on yellowkey MLS ID: A4672346
Bed: 3 Bath: 3.0 Liv Area Sq Ft: 1738 Built: 2005 Tax: $7,718 (2025)Community: Gillespie Park SubSingle Family
Taxes:$7,718
Elementary School: Alta Vista Elementary
Remarks: Welcome to this unique custom offering of blended versatility, which includes 3 bedrooms with 3 baths. A concrete block custom build in 2005. Directly across the road from Gillespie Park, a dazzling 10-acre monitored park. Ideal for extended family, visitors, artist studio, and/or additional rental income, so just let your imagination run wild. High-impact hurricane windows and a newly installed roof in 2024 with hurricane tie-downs. The freshly painted main house features a double sided gas fireplace, stained acid-washed floors, a common feature throughout the compound, newly installed granite-honed countertops, new subway tiles in the kitchen and freshly painted solid wood cabinets. If it is purity you want, try the Apec Reverse Osmosis dispenser at the newly installed kitchen sink. Bosch gas cooktop, dishwasher and convection wall oven, Whirlpool refrigerator with Electrolux washer and dryer. Tankless on-demand hot water, gas for the main house, and an additional electric unit for the guest suites. A well for irrigation, EV 220-volt 50-amp charging station, storage bins and racks for kayaks, two driveways, private hedging with magnolia, holly, black bamboo and hibiscus, or if it's the fruit you want, mango, avocado, lemon, papaya and banana trees. An outdoor shower, brick pavers throughout the inspiring courtyard with hanging lights, and a fire pit to capture those spectacular starry evenings. One guest suite was built with the original house with a kitchenette, while the second was built in 2022, complete with a full kitchen and washer/dryer combo. Both suites come complete with mini-split heat pumps, one installed in 2023, and are turnkey furnished. Gillespie Park, which is directly across the street, features grand oaks, recreational trails, a lake, tennis courts, a pickleball court, a gazebo, a dog park and a basketball court. Centrally located and within short distance of Sprouts, Whole Foods, restaurants and local shopping, this neighborhood offers a vibrant and ever-evolving downtown neighborhood.
Listing is courtesy of: PREMIER SOTHEBY'S INTERNATIONAL REALTY (941-364-4000)
Listing Agent: Dennis Girard (941-809-0041)
1558 4TH ST #216, SARASOTA, FL 34236
$775,000187 Days on yellowkey MLS ID: A4665163
REDUCED by $70,000 (8.3%) on 04/04/2026
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1023 Built: 2024Monthly Fee: $994 Tax: $8,489 (2025)Community: Zahrada 2Condo
Taxes:$8,489
Remarks: **Motivated Seller in the Exquisite Rosemary District!** Experience Sarasota at full speed in this chic, Rosemary District pied-à-terre! Step outside and you’re instantly surrounded by the very best of downtown and the vibrant Rosemary District—art galleries, theaters, boutiques, cafés, waterfront parks, and world-famous Gulf beaches just minutes away. This is the heartbeat of Sarasota, and you’re living right in the middle of it. Be the first to call this brand-new, never-lived-in 2-bedroom, 2-bath modern home your own. Chef’s kitchen with glittering quartz counters, stainless-steel appliances, and designer two-tone cabinetry with lacquered uppers. Slide open the glass doors and step into your private courtyard oasis—the perfect spot to enjoy your morning coffee or cocktails beneath the stars. Head upstairs to your loft bedroom retreat, complete with city views, an ensuite bath, and a custom-built closet. The living space is drenched in natural light thanks to an enormous two-story window, highlighted by a vaulted ceiling. Beautiful tile flooring runs throughout, adding style and easy-care comfort. Enjoy secure, under-building parking for one vehicle, plus abundant street parking right outside your door. This home is the perfect blend of luxury, convenience, and urban excitement!
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-748-6300)
Listing Agent: Ian Schmitzerle (734-664-5466)
4127 FOUNDERS CLUB DR, SARASOTA, FL 34240
$2,925,0003 Days on yellowkey MLS ID: A4686487
Bed: 4 Bath: 4.5 Gar: 3 Liv Area Sq Ft: 4381 Built: 2017Monthly Fee: $655 Tax: $12,512 (2025)Community: Founders ClubSingle Family
Taxes:$12,512
Remarks: WHEN YOU SEE IT, YOU KNOW... From the moment you arrive, the grand entry sets the tone for this beautifully designed John Cannon residence, where elegance and intentional design create an immediate sense of arrival. Set on nearly two-thirds of an acre within the guard gated community of The Founders Club, the home captures sweeping golf and water views, creating a private and picturesque setting. The generous homesite provides a sense of space and privacy that is increasingly rare, adding to the overall experience of the home. Step inside and the home unfolds with refined architectural details, spacious living areas, and an atmosphere that feels both elegant and welcoming. Recent updates elevate both the interior and exterior, including fresh interior and exterior paint, newly installed quartz countertops in the kitchen and butler’s pantry, and a fully renovated outdoor kitchen designed for effortless entertaining. The kitchen showcases premium appliances, including a Sub-Zero refrigerator and Wolf range. A versatile guest suite offers generous proportions, ideal as a second primary suite, private office, or media retreat, with integrated audio enhancing the space. The floor plan flows naturally to the outdoor terrace, where indoor and outdoor living come together with ease. With its northeast exposure, the terrace offers a comfortable setting throughout the day while capturing the home’s sweeping views. Remote-controlled blinds in the main living areas provide both convenience and comfort while framing the scenery beyond. Interior and exterior lighting have been updated with recessed trim can lighting, creating a clean and cohesive ambiance throughout the home. Here, the experience comes together, with golf and water views providing a beautiful backdrop for relaxing evenings or entertaining. The home features a centralized multi-zone audio system, with surround sound in the great room and built-in speakers in the dining room, kitchen, guest suite, and outdoor terrace, creating a seamless sound experience throughout key living areas. A private entry casita offers a refined and versatile retreat, positioned to provide both separation and connection, ideal for visiting guests, extended family, or a secluded home office. Located within The Founders Club, a private golf community known for its natural beauty and championship course, this home offers convenient access to Sarasota’s dining, cultural venues, shopping, and Gulf Coast beaches. This is a rare opportunity to experience luxury living in one of Sarasota’s most sought-after communities. It is a home that reveals itself over time, where design, setting, and experience come together in a way that feels both immediate and lasting.
Listing Agent: Etta Carter (941-413-6175)
3012 DESOTO RD, SARASOTA, FL 34234
$999,00077 Days on yellowkey MLS ID: A4678237
Bed: 5 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 3470 Built: 1957 Tax: $1,143 (2025)Community: Desoto AcresSingle Family
Taxes:$1,143
Remarks: Discover the extraordinary charm of 3012 Desoto Road, an exceptional property nestled in the heart of Desoto Acres. Spanning an impressive 2.4 acres—nearly a hectare of prime land—this unique estate features a serene pond and five on-site buildings. * * * Step inside the main house, a historic gem built in 1957, offering 3,470 square feet of character and warmth. Adorned with terrazzo floors, smooth ceilings, two inviting stone fireplaces, and warm wood paneling, this home exudes the timeless charm characteristic of properties of its era. With five spacious bedrooms and a den equipped with a Murphy bed—often utilized as a sixth bedroom—there’s ample space for family and guests. The large pool, enclosed in an elevated cage installed in 2012, invites you to relax and enjoy the view of the expansive surrounding property and spectacular canopy trees. The large on-property pond offers peaceful spaces for quiet reflection and the enjoyment of its natural beauty. * * * The delightful 1,000-square-foot guest house, built in 1994 and fully renovated just three years ago, features one bedroom and a full bath, making it perfect for visitors or as a private retreat. * * * Among the 3 additional on-site buildings, you’ll find a self-contained, air-conditioned atomic bomb shelter with a ½ bath that dates back to the 1950s (remember the Cold War or the Bay of Pigs?) - - - it is still fully functional today; a handy storage shed; and, even though the home is connected to public water, the water utility building houses a water pump, ensuring you have reliable access to water in any emergency. * * * This property has a rich history, having served as an auxiliary rectory for Catholic priests for decades. The expansive property provides a serene sense of seclusion - - - and with 14 strategically placed security cameras, an unparalleled sense of safety. * * * All the windows are hurricane-strength, the pool was just resurfaced in 2023, and the inclusion of an electric car charger in the two-car garage adds to the property’s modern conveniences. Offered with most furnishings included, this home is not just a place to live but a unique lifestyle opportunity. Its distinctive character has even attracted the attention of television, with an episode of "Cops" filmed inside, making it a part of pop culture lore. Don't miss your chance to own this remarkable estate!
Listing is courtesy of: COLDWELL BANKER REALTY (941-366-8070)
Listing Agent: Marilyn Kneafsey (941-373-0999)
1111 RITZ CARLTON DR #1803, SARASOTA, FL 34236
$3,895,000136 Days on yellowkey MLS ID: A4641539
Bed: 3 Bath: 3.5 Gar: 3 Liv Area Sq Ft: 4276 Built: 2001 Tax: $55,267 (2024)Community: Residences At The Ritz CarltonCondo
Taxes:$55,267
Remarks: Move in ready Ritz Carlton Penthouse is the mark of distinction worldwide. 1111 Ritz Carlton Drive, Unit 1803, Sarasota, Florida is a true penthouse perched atop the prestigious Ritz-Carlton Residences and hotel. This 4,276-square-foot masterpiece offers breathtaking panoramic views of Sarasota Bay and the vibrant downtown skyline. Meticulously remodeled, this residence boasts three spacious bedrooms, each with a versatile den/office space, and luxurious en-suite bathrooms. The mother-in-law suite includes its own den, kitchen, and entrance with doorbell. The open concept living area features rich wood floors and expansive windows that flood the space with natural light and showcases stunning water vistas. The state-of-the-art kitchen is a chef’s dream, equipped with brand-new Wolf appliances, a Sub-Zero refrigerator, and elegant solid wood cabinetry. The master suite is a private sanctuary, offering a lavish bathroom and a huge custom walk-in closet. Living at this Ritz holds a special significance. Residents enjoy exclusive access to Ritz-Carlton’s world-class amenities, including a heated bayfront pool and spa. Uniquely in Sarasota, you and your guests will be greeted by a Ritz Carlton attendant who will cover your chaise lounge, give you pool towels with one rolled on which to rest your head, and bring you a bucket of ice with bottled water. Menu service of drinks, cocktails, and food can be charged to your Residences personal tab. Valet guest parking is available at the main hotel entrance. The property comes with three premium extra wide parking spaces and two spacious storage areas. Newspaper and package delivery to your unit are two more of the many services. Don’t feel like making breakfast, lunch, or supper? Call Ritz Carlton room service from Jack Dusty’s kitchen for white linen service in your room for you, two, or the whole family. Or maybe just a late-night dessert. The Ritz Carlton hotel provides coastal sophistication dining with two in building restaurants, Jack Dusty’s and The Rafa. Situated in the heart of Sarasota, you’re just moments away from Marina Jack, upscale dining such as the new Ocean Prime, boutique shopping, and the rich cultural offerings of the Theater District and Van Wezel Performing Arts Hall. The pristine Gulf beaches are also within easy reach, making this residence the epitome of sophisticated coastal living. Located as the hub of Sarasota’s finest neighborhood you will experience the pinnacle of elegance and comfort in this exceptional Ritz-Carlton penthouse. Be treated with the luxury you deserve. It can all be yours – always!
Listing Agent: Tom Cinquegrano (941-284-5049)
5310 N TUTTLE AVE, SARASOTA, FL 34234
$850,00010 Days on yellowkey MLS ID: A4685035
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2408 Built: 1956 Tax: $7,598 (2025)Community: Desoto AcresSingle Family
Taxes:$7,598
Remarks: Invest in one of central Sarasota’s most versatile acreage opportunities with this gated 2.23-acre RE1-zoned estate in the historic Desoto Acres community, offering rare land-use flexibility with no active HOA and no enforced deed restrictions. Positioned for future growth, the property is fully secured with perimeter fencing and an electronic security gate at the 53rd Street entrance, with dual asphalt driveways already installed to support expanded use. A cleared and prepped secondary build site provides immediate potential for a detached guest house, ADU, or professional-grade workshop. Approximately $106,000 in recent capital improvements—including a 2023 roof, 2019 HVAC, new water heater, heavy-duty double septic system with lift station, and a deep-drilled 251-ft well recently rejetted with a brand-new submersible pump—significantly reduce future infrastructure costs and strengthen development readiness. While the existing residence is dated, it is fully functional and refreshed with a brand-new mini-split system in the owner’s suite, providing immediate climate-controlled comfort for a primary resident or a phased renovation project. A four-car garage configuration includes an oversized attached two-car garage and a detached air-conditioned workshop, plus 50-amp RV hookups to accommodate specialty storage needs. Located just minutes from UTC and downtown Sarasota, this property represents a strategic land-bank or custom compound opportunity with substantial upside potential. This is a rare find for the buyer who values independence, infrastructure, and a blank canvas for their Florida lifestyle. Schedule your private tour and evaluate the possibilities today.
Listing is courtesy of: BETTER HOMES AND GARDENS REAL ESTATE ATCHLEY PROPE (941-556-9100)
Listing Agent: Tory Uccello, Jr (941-504-8052)
1039 23RD ST, SARASOTA, FL 34234
$675,00020 Days on yellowkey MLS ID: A4686390
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1513 Built: 1951 Tax: $7,175 (2025)Community: Sylvan ShoresSingle Family
Taxes:$7,175
Remarks: Completely rebuilt in 2017, this beautifully updated 3-bedroom, 2-bath home offers modern construction and thoughtful design throughout. Major improvements include new plumbing, updated electrical with a new meter, a new AC system with updated ductwork, a metal roof with new trusses, and modern windows for added efficiency and peace of mind. The single-story layout offers 1,513 sq ft of well-designed living space featuring tile flooring throughout, tray ceilings with integrated lighting, and a vaulted ceiling in the living room that creates a bright, open feel. The open-concept floor plan seamlessly connects the living, dining, and kitchen areas, ideal for entertaining and everyday living. An 8-foot sliding glass door opens to a covered porch and a large fenced backyard, creating an easy indoor-outdoor lifestyle. The kitchen features sleek countertops, modern cabinetry, and Whirlpool stainless steel appliances with ample counter space and storage. Bedrooms are spacious and filled with natural light. The primary suite includes a modern en-suite bath with dual sinks and a walk-in shower, while both bathrooms feature clean, contemporary finishes. The backyard offers plenty of room to add a pool and create your own private outdoor retreat. No HOA. The home can be sold furnished or unfurnished. Strong investment potential in a favorable short-term rental market, ideal for buyers seeking income opportunities. Conveniently located just minutes from the Ringling Museum, downtown Sarasota, St. Armands Circle, Sarasota-Bradenton International Airport, and the beaches of Lido Key and Longboat Key.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-388-4447)
Listing Agent: Wayne Fastzkie (941-315-0442)
4511 DEL SOL BLVD S, SARASOTA, FL 34243
$454,90072 Days on yellowkey MLS ID: A4679694
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1764 Built: 1995Monthly Fee: $11 Tax: $3,357 (2025)Community: Longwood RunSingle Family
Taxes:$3,357
Remarks: Located in the desirable Longwood Run – Del Sol Village community, this beautifully maintained 3-bedroom, 2-bath residence offers privacy and peaceful preserve views. Soaring ceilings and abundant natural light enhance the open-concept layout, designed for both comfortable daily living and entertaining. Plantation shutters add character, and the spacious lanai overlooks a lush natural backdrop. Major updates include a new HVAC system (2026) with a 10-year warranty, a newer roof (2018), a whole-house water softener, a triple-filter kitchen water system, and an upgraded 50-gallon water heater. The extra-long garage accommodates larger vehicles. Situated in Flood Zone X with a low HOA, the community is bike-friendly and pet-friendly, and conveniently located near Sarasota’s beaches, upscale shopping, dining, and cultural attractions. Move-in ready and thoughtfully updated, this home offers privacy, comfort, and convenience in a serene setting.
Listing Agent: Louis Wery (941-232-3001)
3531 FOUNDERS CLUB DR, SARASOTA, FL 34240
$1,999,900116 Days on yellowkey MLS ID: A4672261
Bed: 3 Bath: 3.5 Gar: 3 Liv Area Sq Ft: 3182 Built: 2013Monthly Fee: $500 Tax: $8,064 (2024)Community: Founders ClubSingle Family
Taxes:$8,064
Remarks: “The BEST” upscale Florida lifestyle just Reduced $100,000! AND FULLY FURNISHED! With fabulous furniture. Large lovely lanai with pool. Look no further than this immaculate Lee Wetherington custom-designed home in Sarasota’s premier gated golf community, The Founders Club, where all homes are custom built by premier builders. No CDD small HOA. Optional Golf. When you pull up to the home, you are greeted with a lovely paver driveway, exquisite and mature landscaping with inviting arches over the covered front entry. This FULLY FURNISHED 3-bedroom, 3.5-bath residence offers 3,182 square feet of thoughtfully designed living space on nearly half an acre. As you enter the home, there is an office near the front door, across from the dining room and great room. Features include soaring ceilings, abundant storage, and an open-concept layout that flows from the gourmet kitchen to spacious living and dining areas. All rooms are on one level, showcasing timeless architecture and high-end finishes. Sunlight pours through large windows in the elegant primary suite that frame serene views of the lush backyard. A private door offers seamless access to the pool and lanai for morning swims or evening relaxation. Two spacious walk-in closets, each custom-designed with built-in systems, provide organization and generous storage, elevating everyday living with comfort and sophistication. The primary bathroom is bathed in natural light and features a garden tub, walk-in shower, dual sinks, and a dedicated vanity area with seating—offering both comfort and functionality in a spa-like setting. Expansive windows and sliding glass pocket doors span the back of the home, offering beautiful views of the pool and spa. The covered lanai provides generous space for outdoor dining and relaxation, ideal for enjoying Florida’s year-round sunshine. Beyond the screened enclosure, a good-sized backyard bordered by mature trees and lush landscaping creates a private retreat for poolside enjoyment. A glimpse of the 17th hole of the championship golf course adds a scenic touch to this tranquil setting. Convenient to the pool is a bonus room with a bathroom for guest use. On the other side of the home from the primary bedroom is a guest suite with two additional bedrooms, each with ensuite baths. The Florida-style basement provides extra climate-controlled storage and the three-car garage has plenty of space for vehicles and a golf cart. Furniture is included- except for items marked in the home with a red dot. This home is truly move-in ready, so you could start enjoying the Florida lifestyle right away! Located within a 700-acre community offering a Robert Trent Jones Jr. championship golf course, fitness center, Har-Tru tennis courts, and Golf Hall, which is a 24,000 sq ft center of social activity, with fine and casual dining. The Founders Club neighborhood has a lot for residents. Convenient to hospitals, shopping, and dining, with easy access to Lakewood Ranch Main Street, Waterside Place, the University Town Center Mall, Sarasota/Bradenton International Airport, and I-75. The neighborhood is in close proximity to top-rated Sarasota County schools, including public, charter, and private options. The neighborhood is minutes from Sarasota’s world-renowned beaches and cultural attractions. NO CDD!! Call to set up a showing!
Listing Agent: Christy May (781-258-6022)
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