Location: Sarasota
Do Not Show Listings
3000 SOUTHWEST DR, SARASOTA, FL 34239
$12,750,000201 Days on yellowkey MLS ID: A4672971
2 Days Off yellowkey (back on 5/26/2026)
REDUCED by $500,000 (3.8%) on 04/30/2026
Bed: 5 Bath: 5.5 Gar: 3 Liv Area Sq Ft: 8125 Built: 2003 Tax: $109,050 (2025)Community: Cherokee ParkSpa: YesSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$109,050
Elementary School: Southside Elementary
High School: Sarasota High
Tax Year: 2025
Middle School: Brookside Middle
Remarks: One of Sarasota’s greatest bayfront estates, this stunning 1.38 acre waterfront home has recently undergone a comprehensive renovation throughout, enhancing every room with refined finishes and modern systems while preserving its timeless architectural character. Hidden away at the end of Southwest Drive within the coveted Cherokee Park neighborhood, this 5-bedroom home offers exceptional seclusion and privacy, surrounded by lush, verdant landscaping, specimen trees and mature oaks, with tranquil water views providing a serene backdrop throughout the entire home. A masterpiece by design, this architectural gem was designed by esteemed architect Clifford Scholtz and built with impeccable craftsmanship by Rich Perrone of Perrone Construction. Among the recent exterior improvements are a new roof and gutters, fresh exterior paint, new decorative landscape lighting, and a refreshed outdoor shower. Inside, thoughtfully curated modern finishes and updates seamlessly blend with classic architectural details such as columns, archways, and a mahogany-paneled office, creating interiors that feel bright, open, and timeless. New European white oak flooring flows through the main living areas, while Stark carpeting adds warmth to the staircase, select bedrooms, and the bonus room. A culinary enthusiast’s dream, the completely updated kitchen boasts Taj Mahal leathered stone countertops, White Haze dolomite backsplash, a micro cement hood, painted cabinetry, an oversized island, new sinks and faucets, a Sub-Zero fridge/freezer, and more. The charming breakfast area and adjacent family room, featuring a new micro cement fireplace with Taj Mahal hearth, are set against a backdrop of expansive windows and glass doors that capture picturesque bay views. A luxurious and peaceful retreat, the elaborate primary suite features a beautifully updated bath showcasing new vanities with Taj Mahal countertops and Brizo fixtures, plus new flooring, soaking tub, and walk-in shower. Secondary baths throughout the home have also been refreshed. Covered patios and loggias extend from the main living areas, creating ideal spaces for relaxation and enjoyment. Upstairs, the expansive gathering room impresses with its custom Perla Venata quartzite bar, freshly painted ceiling beams, large windows, and balcony access overlooking the bay, pool, and lush grounds. This is the perfect perch to enjoy large gatherings, relax at the bar, shoot pool, or have friends and family over on game day. Outside, the property unfolds as a private oasis, with a screened porch featuring Chicago brick pavers, a Wolf gas grill, Sub-Zero fridge, and refreshed finishes including a tiled backsplash, updated hardware, new sink and faucet, and refinished cabinetry. Chicago brick pavers also surround the free-form pool, creating a cohesive outdoor living environment. At the water’s edge, boaters will delight in the protected deep-water boat basin with two lifts (10,000-lb. and 16,000-lb. capacities), providing effortless maritime adventures. A detached oversized 3-car garage, connected by a covered walkway, provides ample space for storage or workshop use. Additional updates of note include updated HVAC systems, tankless water heaters, and modernized electrical throughout. A whole house generator rounds out the superlative systems. This exquisitely updated estate represents a rare offering where timeless elegance meets modern sophistication on one of Sarasota's most extraordinary waterfront settings.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-951-6660)
Listing Agent: Kim Ogilvie (941-951-6660)
3317 PINE VALLEY DR, SARASOTA, FL 34239
$565,656286 Days on yellowkey MLS ID: A4663718
REDUCED by $9,344 (1.6%) on 05/26/2026
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2200 Built: 1964 Tax: $4,160 (2024)Community: Frst Lakes Country Club EstatesSingle Family
Taxes:$4,160
Elementary School: Wilkinson Elementary
Tax Year: 2024
Remarks: REMODELED SPACIOUS OPEN FLOOR PLAN IN FOREST LAKES COUNTRY CLUB CLOSE TO GOLF COURSE THIS CLASSIC FEATURES A NEW KITCHEN WITH A TON OF SHAKER CABINETS AND QUARTZ COUNTER TOPS. ALL NEW STAINLESS APPLIANCES INCLUDING A KITCHENAIDE FRENCH DRAWER REFRIGERATOR.THE REMODEL INCLUDED NEW HURRICANE RATED WINDOWS THROUGHOUT AND A NEW BARREL TILE ROOF. THE INTERIOR IS FRESHLY PAINTED AND HAS ALL NEW DOORS. THE FLOORS FEATURE A MODERN WOODLIKE LAMINATE WHICH GIVES THE INTERIOR A WARM COZY FEEL. BATHROOMS WERE UPDATED WITHOUT NEW VANITIES SHOWER TILE AND STYLISH ARMITAGE AQUA FIXTURES. THE INTERIOR HAS MANY 54" CASA SALERNO CEILING FANS. HUGE FAMILY ROOM WITH FIVE PICTURES WINDOWS OVER LOOKING A SHADY BACKYARD BRINGS A TOUCH OF NATURE INSIDE.THIS EKEGANT HOME ALSO FEATURES A NEW TANKLESS HOT WATER HEATER, NEW LANDSCAPING BEDS, MYRAID OF CLOSET SPACE AND FRESHLY PAINTED EXTERIOR. THE ONLY THING MISSING IS YOU AND YOUR FRUNITURE!!
Listing is courtesy of: SUNREAL ESTATE INC (941-376-7653)
Listing Agent: Karl Helbig (941-376-7653)
703 WHITFIELD AVE, SARASOTA, FL 34243
$749,000155 Days on yellowkey MLS ID: A4677614
Bed: 2 Bath: 3.0 Gar: 1 Liv Area Sq Ft: 1842 Built: 1958Monthly Fee: $1 Tax: $5,033 (2024)Community: Whitfield EstatesSpa: NoSingle Family
Taxes:$5,033
Elementary School: None
High School: None
Middle School: None
Remarks: Appraised at 750k this completely remodeled home over 375k spent up to an exceptional standard with expansive views of Sara Bay Golf Club. The home sits on a .38-acre lot and has a large completely enclosed swimming pool. Outdoor entertaining is a breeze with the indoor-outdoor patio accessed through expansive sliding doors. The kitchen designed for the chef of the family has stainless steel appliances along with Cambria quartz countertops with waterfall edges. Adjacent to the chef's kitchen is a separate wine and coffee area with built in wine fridge for your evening glass. The Primary bedroom features a huge his and hers closet along with a primary bathroom that has a soaking tub and dual outlet steam shower for your relaxation. The guest bedroom also has a contemporary feel along with walk in shower. All landscaping has been professionally installed and water for the exterior is fed from underground well water. There is also a new exterior shed for your belongings. The roof was replaced in 2023 and the attic completely insulated with closed cell foam insulation in the roof. Quick and easy access to Lido Beach, St. Armands Circle and downtown Sarasota, with UTC, Longboat Key and Anna Maria Island close by as well! Only one mile to Sarasota Bay but not in flood zone (Zone X). Gas is available with new meter. This house must be seen it will not disappoint. Bedroom Closet Type: Walk-in Closet
Listing is courtesy of: MVB REAL ESTATE LLC (702-755-6657)
Listing Agent: Martin Rake (702-755-6657)
440 MEADOW LARK DR, SARASOTA, FL 34236
$11,300,000257 Days on yellowkey MLS ID: A4666605
1 Days Off yellowkey (back on 5/12/2026)
Bed: 4 Bath: 6.0 Gar: 3 Liv Area Sq Ft: 6880 Built: 2023Monthly Fee: $110 Tax: $82,533 (2024)Community: Bird Key SubSpa: YesSingle Family
Taxes:$82,533
Remarks: A breathtaking fusion of architectural brilliance and design sophistication, 440 Meadow Lark Drive is arguably the finest residence ever constructed in Sarasota. Envisioned by the masterful minds of architect Clifford Scholz and Voigt Brothers Construction, this custom estate is a testament to elevated living where no detail has been spared. From the moment you approach the bespoke exterior elevations, crafted to distinguish with striking individuality you realize this is not merely a home, but a work of art. Step inside to discover nearly 7,000 square feet of flawlessly curated interiors where each room tells a story. Italian oak floors, Gucci, Phillip Jeffries, and Holly Hunt wallpapers, and SAWW’s custom cabinetry set the tone for refined elegance. Every room is inspired by the glamor of Kelly Wearstler’s Hollywood Regency style and brought to life by renowned designer Christiana Engert, while the entire home functions as a smart residence, seamlessly blending intuitive technology with timeless luxury. At the heart of the home, the kitchen is both showpiece and workspace, featuring Dolomite marble counters with protective tough-skin, double dishwashers, Wolf, Sub-Zero, and Miele appliances, and a hidden pantry with display cabinetry, wine chiller, and artwork. The adjacent morning room is perfect for casual lounging, complete with custom cabinetry and a discreet TV. The living room exudes warmth with a Nero Marquina marble gas fireplace, generous seating, and captivating water views, while the dining room stuns with a one-piece luxe side table and a dramatic custom chandelier. Entertain effortlessly in the media room with surround sound, three TVs, and a custom bar. An adjacent butler’s pantry includes an additional refrigerator, washer/dryer, dishwasher, and concealed storage. The 1400+ bottle wine cellar is a masterpiece unto itself. With custom artistic designs, backlit lighting, and a commercial capacity cooling system, the one-of-a-kind space is perfect for the most discerning collector. The primary suite is a sanctuary of indulgence with hand-painted wallpaper, sweeping waterway views, and his-and-her closets with exquisite built-ins, chandelier, a marble island, and boutique-style jewelry displays. The spa bathroom features gold-leaf inspired tile, dual vanities, and indoor and outdoor showers. Ascend the single-piece staircase to the upper level, where guest suites are equally impressive with vaulted ceilings, en-suite baths, and private access to the second-floor entertainment terrace. A loft with clerestory windows, serving bar, and hidden storage provides flexibility as a guest lounge, office, or retreat. A separate-access guest suite doubles as an office or bonus room, with its own bath and dramatic architectural lines. Outdoors, resort-level amenities await. The lanai offers seamless indoor-outdoor flow through oversized sliders, a full outdoor kitchen, fireplace, and multiple seating areas beneath tongue-and-groove ceilings. Limestone pavers surround a saltwater pool and spa designed for comfort and elegance, while a 20,000 lb boat lift and 7,000 lb deck lift for kayaks or paddleboards make this an ideal waterfront escape. Stunning privacy landscaping by Michael A. Gilkey ensures serenity across the grounds. With concrete walls on both levels, an 8-inch concrete slab second floor, full-house generator, whole-house water softener, and natural gas, this estate combines enduring structure with breathtaking beauty.
Listing is courtesy of: WILLIAM RAVEIS REAL ESTATE (941-867-3901)
Listing Agent: Keith Redding (941-894-4216)
4514 WEYBRIDGE #54, SARASOTA, FL 34235
$249,900128 Days on yellowkey MLS ID: A4680970
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1060 Built: 1985 Tax: $2,769 (2025)Community: WeybridgeCondo
Taxes:$2,769
Remarks: MOTIVATED SELLER! Enjoy the added benefit of HOA fees paid in advance for the entire year. Welcome to easy Florida living in this beautifully maintained, turnkey-furnished 2BR/2BA condo in Weybridge at The Meadows. This bright and inviting home features vaulted ceilings, a comfortable open layout, and a spacious screened lanai overlooking the sparkling community pool—an ideal spot to relax and enjoy peaceful mornings or sunset evenings. The updated kitchen with Corian countertops opens into the living and dining areas, making the space comfortable and easy to use every day. The primary suite offers private lanai access and a generous walk-in closet, while tile flooring throughout, full-size washer and dryer, and assigned parking add convenience and comfort. Weybridge residents enjoy fantastic resort-style amenities, including a heated pool, fitness center, tennis and pickleball courts, clubhouse, and scenic walking trails throughout The Meadows. Perfectly located just minutes from UTC Mall, Benderson Park, I-75, downtown Sarasota, dining, golf courses, and the world-famous Gulf Coast beaches. Whether you’re looking for a full-time residence, a seasonal retreat, or a smart investment opportunity, this move-in ready condo offers the best of Sarasota living!
Listing is courtesy of: WRA BUSINESS & REAL ESTATE (407-512-1008)
Listing Agent: Jessica Rangel Marrero (941-242-3125)
3597 FOUNDERS CLUB DR, SARASOTA, FL 34240
$1,950,000190 Days on yellowkey MLS ID: A4673915
1 Days Off yellowkey (back on 5/7/2026)
Bed: 4 Bath: 3.5 Gar: 4 Liv Area Sq Ft: 3957 Built: 2006Monthly Fee: $467 Tax: $17,901 (2024)Community: Founders ClubSpa: YesSingle Family
Taxes:$17,901
Elementary School: Tatum Ridge Elementary
High School: Booker High
Middle School: McIntosh Middle
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)
2554 RUFFING CT, SARASOTA, FL 34237
$749,00085 Days on yellowkey MLS ID: A4686547
1 Days Off yellowkey (back on 5/26/2026)
Bed: 3 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2116 Built: 2022Monthly Fee: $654 Tax: $8,822 (2025)Community: Payne Park Village Phase 2Townhouse
Taxes:$8,822
Elementary School: Alta Vista Elementary
Middle School: Booker Middle
Remarks: Under contract-accepting backup offers. Thoughtfully upgraded and impeccably maintained, this three-level townhome offers a refined take on low-maintenance living in a central Sarasota location, blending modern design with high-end finishes and everyday functionality. Featuring three bedrooms—each with its own private bath—plus an additional powder room, the layout is designed to provide both privacy and flexibility. An in-home residential elevator, installed at construction, connects all levels, enhancing convenience and long-term livability. The open-concept main living level serves as the heart of the home, where kitchen, dining, and living spaces flow seamlessly together. The kitchen has been extensively upgraded with Level 5 Calacatta Alta quartz countertops, cabinetry extended to the ceiling, a designer-wrapped island with added storage, and a Café appliance package with Bosch induction cooktop. A full-height tile backsplash, Hansgrohe professional faucet, and custom pantry shelving further elevate both form and function, while Rev-A-Shelf storage systems maximize efficiency. Upstairs, the primary suite offers a comfortable and well-appointed retreat with a tray ceiling and a custom-designed closet system featuring integrated lighting. The en-suite bath showcases upgraded fixtures and finishes, while all bathrooms throughout the home reflect a cohesive level of quality, including quartz countertops and designer upgrades. Throughout the home, attention to detail is evident in the Mohawk waterproof luxury vinyl plank flooring, upgraded lighting with dimmers, premium Sherwin-Williams paint, and enhanced hardware selections. Additional highlights include plantation shutters, custom Graber window treatments, hurricane-rated windows, and a full ADT security system with exterior cameras. The garage is equally well-equipped, featuring a custom storage system, overhead racks, additional lighting, and a secondary refrigerator, offering practical solutions for organization and storage. Beyond the home, the community offers a heated resort-style pool, private dog park, and professionally maintained landscaping, with association-provided insurance contributing to a simplified ownership experience. Ideally positioned near Payne Park—with tennis courts, walking trails, and green space—and providing direct access to the Legacy Trail, the location also offers walkability to downtown Sarasota’s dining, shopping, and cultural amenities, along with a nearby trolley stop for convenient access to the beaches. A well-executed combination of thoughtful upgrades, modern convenience, and a prime Sarasota setting—this residence delivers both comfort and quality in a highly accessible location.
Listing is courtesy of: DOUGLAS ELLIMAN (941-867-6199)
Listing Agent: Nikki Taylor (941-587-9060)
1632 WORRINGTON ST, SARASOTA, FL 34231
$735,000192 Days on yellowkey MLS ID: A4673616
0 Days Off yellowkey (back on 5/25/2026)
REDUCED by $30,000 (3.9%) on 04/21/2026
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1547 Built: 1973 Tax: $2,729 (2024)Community: Johnson EstatesSingle Family
Taxes:$2,729
Elementary School: Phillippi Shores Elementary
High School: Riverview High
Remarks: Under contract-accepting backup offers. One or more photo(s) has been virtually staged. EXCEPTIONAL WEST OF THE TRAIL OPPORTUNITY – RARE 1/3 ACRE LOT! Exceptional opportunity in a coveted area West of the Trail! Situated at the secluded end of a tranquil dead-end street, this oversized 0.33-acre lot is nearly 50% larger than typical area parcels. Whether you are looking for your first home, a high-demand investment rental, or a premier location for a new build on a rare huge lot—the choice is yours! Inside, the great room’s soaring skylights and front-to-back windows frame peaceful nature views, perfectly complementing the fresh interior paint and sun-drenched open floor plan. UNBEATABLE PROXIMITY: Phillippi Shores Elementary School: Less than a mile away. Everyday Conveniences: Less than a mile to Trader Joe’s and Siesta Row shopping. Sarasota Memorial Hospital: Only 2 miles away. Downtown Sarasota: Just 3 miles to dining, arts, and culture. Siesta Key Beach: Less than 4 miles to world-class sands. This is the best land-to-value play in 34231. Bring your offer and secure your spot West of the Trail today!
Listing is courtesy of: LIVE MODERN (941-587-8871)
Listing Agent: Mara Daniel (941-587-8871)
7304 PORTLIGHT LN, SARASOTA, FL 34240
$539,000220 Days on yellowkey MLS ID: A4671031
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1776 Built: 2024Monthly Fee: $235 Tax: $2,133 (2024)Community: Nautique/WatersideTownhouse
Taxes:$2,133
Remarks: Experience the perfect blend of luxury and lifestyle in this one-of-a-kind completely custom townhome located at 7304 Portlight Lane, Sarasota, FL 34240. Located in the heart of Waterside, Lakewood Ranch’s most walkable and amenity-rich neighborhood, This unique residence offers 3 bedrooms, 2.5 bathrooms, a two-car garage, screened in lanai and 1,776 square feet of comfortable living space. This newly constructed residence offers sophisticated design, serene water views, and exceptional craftsmanship throughout. Step inside to discover premier finishes and a curated selection of high-end upgrades. The designer kitchen showcases Taj Mahal quartzite countertops, elegant white oak cabinetry, and premier appliances throughout, creating a stunning and functional culinary space. Every element has been elevated - from the tile wood floors and underlit staircase to the custom wallpaper selections, adding texture and refinement to each space. Enjoy the unparalleled walkability of Waterside, where shops, dining, and recreation are just steps away. This home represents a rare opportunity to own a truly unique property in one of Sarasota’s most desirable communities. This unit has $100,000 worth of upgrades and has NEVER BEEN OCCUPIED.
Listing is courtesy of: SVN COMMERCIAL ADVISORY GROUP (941-387-1200)
Listing Agent: Larry Starr (941-914-6869)
7147 LAGO ST, SARASOTA, FL 34241
$379,900203 Days on yellowkey MLS ID: A4672479
REDUCED by $20,000 (5.0%) on 05/06/2026
Bed: 4 Bath: 3.0 Liv Area Sq Ft: 2056 Built: 1977 Tax: $4,455 (2024)Community: Lake SarasotaSingle Family
Taxes:$4,455
Elementary School: Lakeview Elementary
Middle School: Sarasota Middle
Remarks: Under contract-accepting backup offers. TAKING BACK UP OFFERS !! Lake Sarasota- Great Opportunity -Move-in Ready Home in Lake Sarasota Includes 4 Bedrooms & 3 Full Bathrooms, Designed w/ a Split Bedroom plan that Offers Privacy & Convenience ~ all within 2056 A/C square feet of living area. This Home's Floor Plan, Provides Room for Guest/In-law or home office, Flex Room w/ separate entrance. Home has Mature Oak Trees & Landscaping, w/ Fenced Back Yard, Covered Carport w/ a Large Paver Driveway. The Primary Bedroom / Bathroom upstairs plus additional walk-in storage space in a walk-in Attic Area. !!!NEW ROOF in 2025!!!Easy access to Lakeview PAW PARK, a Sarasota County Park with amenities including Canoe/Kayak Launch, Dog-Friendly (leash required), Just Across the Street!. Very conveniently located to I-75, and near a variety of restaurants, Sarasota/Tampa airports, the University Town Center mall. Siesta Key Beaches just a short drive away. Come See this Great Home with and Make it Yours!!
Listing is courtesy of: MS REALTY MICKEY SCHWEITZER & ASSOCIATES LLC (941-914-2460)
Listing Agent: Mickey Schweitzer (941-914-2460)
5378 SARAPOINTE CT, SARASOTA, FL 34232
$550,00025 Days on yellowkey MLS ID: A4694119
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1988 Built: 1986Monthly Fee: $62 Tax: $3,186 (2025)Community: Eastpointe Ph 01Spa: NoSingle Family
Taxes:$3,186
Elementary School: Gocio Elementary
Remarks: Under contract-accepting backup offers. Waterfront Pool Home. Tucked away on a quiet cul-de-sac in the sought-after Eastpointe community, this beautifully maintained 4-bedroom, 2-bath residence offers the perfect blend of comfort, privacy, and Florida lifestyle. Set on a scenic lakefront lot with tranquil water views, this home features a versatile floor plan with two primary suites, including a private second-floor retreat with its own mini-split system. Step inside to soaring vaulted ceilings in the living room, a cozy wood-burning fireplace, and a wet bar—ideal for entertaining. The eat-in kitchen is thoughtfully designed with convenient pull-out shelving in the cabinets, while many major appliances are less than one year old, adding peace of mind for the next owner. The outdoor living space is a true retreat, featuring a heated pool, expansive pavered pool deck, and an outdoor shower, all overlooking the peaceful lake setting. The spacious yard includes multiple fruit trees, creating your own tropical oasis. Additional upgrades include: Impact windows (2025) / Impact-rated garage door /Hardie fiber cement plank siding /Engineered acacia hardwood flooring in bedrooms/Solid core interior doors /Roof replaced in 2016 /A/C replaced in 2017 Located just minutes from downtown Sarasota, this home offers exceptional convenience—only 7.3 miles to Siesta Key Beach, close to Nathan Benderson Park, and near The Mall at University Town Center for premier shopping, dining, and entertainment. Easy access to I-75 makes commuting a breeze. With low HOA fees and no CDD, this exceptional waterfront home offers the ideal combination of location, upgrades, and lifestyle.
Listing is courtesy of: ALBERT WOOSTER & COMPANY (941-350-1220)
Listing Agent: Timothy Trojanowski (941-320-1399)
8793 DAYBREAK ST, SARASOTA, FL 34241
$245,00088 Days on yellowkey MLS ID: N6143448
0 Days Off yellowkey (back on 5/26/2026)
REDUCED by $14,000 (5.4%) on 05/02/2026
Bed: 2 Bath: 2.5 Liv Area Sq Ft: 1238 Built: 2024Monthly Fee: $175 Tax: $5,499 (2025)Community: Skye Ranch Nbrhd 2 Twnhms NortTownhouse
Taxes:$5,499
Remarks: Own this practically brand-new townhome in the highly sought after growing community of Skye Ranch. This 2024 built townhouse has been meticulously maintained and is being offered partially furnished. Furniture will include the solid wood dining table with six chairs, 4 barstools, and both bedroom sets (king size bed with memory foam mattress and two twin beds with memory foam mattresses). The first floor enjoys an open concept floor plan with a beautiful kitchen that features grey shaker style cabinets, sparkling quartz countertops, and a sleek stainless steel appliances package. Neutral tile runs throughout the entire main floor. The dining room easily accommodates a large gathering, and the living room is perfect for relaxing at the end of a long day. There is a slider that leads to a covered lanai with extra storage area. The owners had the lanai screened-in as an after-market upgrade. The first floor also has a half bathroom for convenience, as well as a proper storage pantry. On the second floor, all the builder grade carpet was removed, and a luxury vinyl plank was installed throughout, including on the stairs. The primary bedroom has a large walk-in closet and an en suite bathroom with dual sink vanity and upgraded rain shower head with wand in the walk-in shower. A convenient laundry closet can be found on the landing upstairs. There is a second light filled bedroom that also enjoys an en suite bathroom. The unit comes with two deeded parking spaces, and all exterior maintenance is included. NO FLOOD INSURANCE REQUIRED and LOW HOA FEES. The community pool is just a quick walk away. Skye Ranch enjoys a state-of-the-art school, beautiful parks, and tons of green space. Just minutes to all the shopping and conveniences that can be found on Clark Rd, this location also offers easy access to I-75 and is a short drive to the world-famous Siesta Key Beach. This townhome is perfect as a full-time residence, a part-time vacation home, or even a savvy investment. Set up a private showing today!
Listing is courtesy of: COLDWELL BANKER REALTY (941-493-1000)
Listing Agent: Walter Shepherd (941-445-2455)
3230 VILLAGE GREEN DR #1032, SARASOTA, FL 34239
$180,000113 Days on yellowkey MLS ID: A4683197
REDUCED by $9,000 (4.8%) on 05/26/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1419 Built: 1971 Tax: $3,030 (2025)Community: South Gate Village Green 10Condo
Taxes:$3,030
Remarks: Welcome to a classic Florida home that perfectly blends comfort, style, and functionality. With its solid construction and timeless character, the home blends classic design with the potential for modern updates, making it perfect for buyers looking to personalize their space. Spacious living areas, abundant natural light, and a functional layout create an inviting atmosphere ideal for both relaxing and entertaining. The open-concept layout creates a seamless flow between the kitchen, dining, and living areas, making it all the more inviting. Village Green is a 55+ community that has a ton of amenities. Right on the other side of the neighborhood is even an executive golf course that can meet all your golfing needs.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-966-8000)
Listing Agent: James Graves (678-817-8166)
7207 39TH LN E, SARASOTA, FL 34243
$574,990105 Days on yellowkey MLS ID: A4684258
REDUCED by $24,010 (4.0%) on 04/30/2026
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2253 Built: 1997Monthly Fee: $55 Tax: $7,261 (2024)Community: The Trails Ph IvSingle Family
Taxes:$7,261
Elementary School: Kinnan Elementary
High School: Southeast High
Middle School: Braden River Middle
Remarks: One or more photo(s) has been virtually staged. Nicely updated, open plan pool home located in the beautiful, deed restricted neighborhood of "The Trails". This home features real hardwood & ceramic tile floors, vaulted ceilings, updated baths & kitchen with granite counter tops, stainless appliances and cozy wood burning fireplace. The back yard features a pond view backed by trees so plenty of privacy. The pool features a vertical descent waterfall, newer pool heater, large screened lanai with enough roofed area for plenty of outdoor furniture. In addition there is a newer paver deck that wraps around the outside of the lanai for fishing off or just sitting. The front yard features a recently enlarged paver driveway, paver walkway and professional landscaping. The GARAGE IS OVERSIZED with steel ceiling shelves for additional storage. "The Trails" amenities include paver sidewalks everywhere, a community pool, tennis/pickleball court, common area maintenance and all included in a very "LOW ANNUAL HOA FEE". HVAC replaced in 2020, Pool heater replaced in 2024, hot water heater replaced 2025, master bath, walk-in closet shelf system & guest bath updated in 2024. Interior walls, trim and pool deck repainted in 2026.
Listing is courtesy of: PILEGGI REALTY GROUP LLC (941-376-0282)
Listing Agent: Stephen Pileggi (941-376-0282)
4954 CANDLEBUSH CIR, SARASOTA, FL 34241
$599,00033 Days on yellowkey MLS ID: A4693252
REDUCED by $10,000 (1.6%) on 05/26/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2136 Built: 1983Monthly Fee: $60 Tax: $2,956 (2025)Community: Bent Tree VillageSpa: NoSingle Family
Taxes:$2,956
Remarks: This home is situated on a large private cul-de-sac lot in the highly desirable Bet Tree Village 2 Community. Updates include a recently rescreened mansard pool cage in 2025 and a the large in-ground pool was just remarcited this year. A new roof was installed in 2025 and both the interior and exterior of the house has just been painted. The kitchen has also been updated with wood cabinetry, a storage pantry and granite counter tops. The SS appliances are new. The kitchen also offers a built-in breakfast bar and sliding glass pass-through windows that open onto the lanai/pool area. The open floorplan is family friendly and features a "split bedroom" layout, with walk-n closets in all the bedrooms. The large common bathroom also opens to the pool area. The large family room has vaulted ceilings and a built-in entertainment cabinet. The living room is also spacious and is adjoins the dining area. All 4 of the sliding glass doors completely recess as to allow a wide open airy access to the big lanai/pool area. Bent Tree Village 2 offers a fantastic gated community with winding roads, a community park area and larger than average lots...
Listing is courtesy of: LOYD ROBBINS & CO. LLC (941-957-9300)
Listing Agent: Scott Spencer (941-350-0029)
941 VIRGINIA DR, SARASOTA, FL 34234
$1,500,000102 Days on yellowkey MLS ID: A4684540
Bed: 6 Bath: 4.5 Liv Area Sq Ft: 3492 Built: 1945 Tax: $9,217 (2025)Community: Bay HavenSpa: YesSingle Family
Taxes:$9,217
Elementary School: Emma E. Booker Elementary
Remarks: A Rare Piece of Sarasota History. Four turn-key furnished residences. Three City Lots. One Extraordinary Piece of Sarasota History. Welcome to 941 Virginia Drive, a truly unique historic property originally built by John Ringling Jr., offering vintage Sarasota charm paired with modern flexibility and lucrative income. Set on three city lots, this 125-foot-long masonry residence creates an extraordinary private compound with four distinct living spaces. The main residence features two bedrooms, one and a half bathrooms, and an office or den, highlighted by timeless architectural details including stone porches, arched doorways, pecky cypress paneling, tall vaulted beamed ceilings and a wood-burning fireplace. Modern updates complement the historic character with stainless steel appliances, granite countertops, and updated fixtures. The property is designed for lifestyle, opportunity and flexibility for extended family, guests or continued successful short-term rental business. In addition to the main home, the estate includes three separate guest residences providing privacy and versatility. There are two in-law suites that feature full kitchens, a private pool, hot tub, outdoor shower, patio access and a private bathroom; one offers one bedroom and the other two bedrooms. There is an additional one-bedroom dwelling with a convenient kitchenette, private bathroom and laundry. Located just two miles north of downtown Sarasota, the property offers easy access to Lido Key, Longboat Key, St. Armands Circle, and the vibrant dining, arts, and cultural scene of downtown Sarasota. Whether you envision a private historic estate, a multi-generational compound or a unique established vacation rental business, this rare property offers exceptional character, privacy and opportunity in one of Sarasota’s most desirable locations. Don’t miss this opportunity to Own a Piece of Ringling History — A Private Sarasota Compound with Vintage Charm and Resort-Style Living.
Listing Agent: Angela Adams (941-809-9760)
12719 IRIS BLOSSOM RD, SARASOTA, FL 34238
$324,000114 Days on yellowkey MLS ID: A4683255
REDUCED by $4,880 (1.5%) on 05/19/2026
Bed: 3 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 1673 Built: 2026Monthly Fee: $183Community: Gardens At Bay StreetTownhouse
Taxes:$0
Elementary School: Laurel Nokomis Elementary
High School: Venice Senior High
Tax Year: 2026
Middle School: Laurel Nokomis Middle
Remarks: Under Construction. HOME OF THE WEEK - Limited-Time Pricing Available This Week Only! MOVE IN READY! Receive up to $15,000 towards closing costs and special interest rates with the use of our preferred lender - Now through Sunday, May 31st. Experience comfortable, low-maintenance townhome living at The Gardens at Bay Street. Offering open-concept floor plans, energy-efficient features and high-end finishes, this townhome community is perfect for many lifestyles. The Glen floorplan has 3 beds, 2.5 baths and 1-car garage, offering 1,673 sq. ft. of living space. The Glen also comes with a spacious driveway for storing up to two additional vehicles. All homes in The Gardens at Bay Street come equipped with a stainless-steel appliance package, including a range, microwave, refrigerator, dishwasher and laundry machines. Quartz countertops can be found in the kitchen and each of the bathrooms. All-concrete-block construction is utilized for both the first and second floor.
Listing is courtesy of: D.R. HORTON REALTY OF SARASOTA (941-256-7010)
Listing Agent: Sarah Bordeaux (941-367-2571)
800 BENJAMIN FRANKLIN DR #607, SARASOTA, FL 34236
$950,000235 Days on yellowkey MLS ID: A4669063
REDUCED by $50,000 (5.0%) on 05/11/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1150 Built: 1978 Tax: $11,434 (2024)Community: Lido AmbassadorSpa: NoCondo
Taxes:$11,434
Remarks: Experience the best of beachfront living at Lido Ambassador with this rarely available 6th-floor residence, lovingly maintained by long-time owners and offering captivating Gulf views, impact-rated windows and sliders, and endless potential to personalize. Perfectly situated on the sandy shores of Lido Beach and just moments from world-famous St. Armands Circle, this condo offers the ideal balance of coastal tranquility and vibrant Sarasota living. This two-bedroom, two-bath unit features a desirable split floor plan, open living/dining area, and a private balcony where you can soak in breathtaking sunset views, sea breezes, and the ever-changing colors of the coastline. Meticulously cared for over the years, this home is move-in ready or the perfect canvas to update to your personal style. The spacious primary suite offers ample closet space and an en-suite bath, while the guest bedroom and bath provide a private retreat for visitors. Natural light, a thoughtful layout, and the overall condition reflect the pride of ownership throughout. Lido Ambassador is a well-managed community of just 74 residences, known for its pristine grounds and attentive upkeep. The Gulf-front heated pool and sun deck are currently undergoing a full renovation, soon to reopen better than ever, with a refreshed, resort-style atmosphere for residents to enjoy. Additional amenities include a fitness center, catering kitchen, private storage, and assigned covered parking. Steps from the Lido Beach Resort Tiki Bar and short distance of St. Armands Circle, Longboat Key, and the arts and culture of downtown Sarasota, this location is unmatched. Whether you’re seeking a coastal getaway, investment opportunity, or full-time residence, this 6th-floor unit delivers exceptional location, views, and value. Discover why Lido Ambassador is one of the most coveted addresses on Lido Key.
Listing Agent: Lindsay Nock (941-735-7005)
538 MAGELLAN DR, SARASOTA, FL 34243
$799,000360 Days on yellowkey MLS ID: A4656417
Bed: 3 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2410 Built: 1968 Tax: $7,968 (2024)Community: Whitfield Country Club Add RepSingle Family
Taxes:$7,968
Remarks: Welcome to "Serenity on 7" – Where Coastal Charm Meets Everyday Relaxation. Discover the perfect blend of casual elegance, coastal living, and lasting quality in this completely remodeled retreat, located on the 7th hole of the historic Sara Bay Golf & Country Club. Situated on one of the most sought-after streets in Whitfield Estates, “Serenity on 7” offers timeless style, unmatched location, and peace of mind. From the moment you arrive, the charm begins. A grand circular driveway welcomes you and your guests with ample parking. The entry courtyard and covered porch invite you into a home that instantly feels right—calm, welcoming, and filled with natural light and tranquil views. Inside, this spacious split-bedroom floor plan is designed for privacy and comfort. The newly renovated kitchen boasts quartz countertops, a cozy breakfast nook, and sweeping views of the pool and golf course. The primary suite offers serene views and a peaceful escape, while the opposite wing includes two well-appointed guest rooms. A major highlight of this home is the semi-attached Casita, complete with a private entrance, full bath, patio, and its own stunning golf course and pool views—perfect for guests, a home office, rental income, gym, or multigenerational living. Built to last, this home features a standing seam metal roof and hurricane-impact windows and doors throughout, offering durability, safety, and peace of mind. This home remained safe and dry through last year’s storms with no damage or flooding. Step outside and take in the view—your private pool oasis seamlessly blends into the lush greens of the golf course. Whether you're enjoying a swim, dining al fresco, or simply relaxing, the setting is unforgettable. Located between Downtown Sarasota and Downtown Bradenton, with Sarasota Bay just minutes away, you’re truly in the heart of it all. Even if you’re not a golfer, you’ll still enjoy a complimentary social membership to the club, offering access to fine dining and community events. Live the lifestyle you’ve always dreamed of—sunshine, golf, bay breezes, and effortless comfort. Homes like this rarely come available. Current owner has made huge capital improvements since purchasing in 2022: New metal roof $42k, New impact windows and doors $65k, New AC/ Duct work $16k, New patio pavers $6k, new sewer lines $26k, New kitchen $15k. Schedule your private showing today and experience "Serenity on 7" for yourself.
Listing is courtesy of: EXIT KING REALTY (941-497-6060)
Listing Agent: Robert Halbman (941-677-3948)
6020 MIDNIGHT PASS RD #42, SARASOTA, FL 34242
$474,000235 Days on yellowkey MLS ID: A4669061
REDUCED by $25,000 (5.0%) on 04/13/2026
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 672 Built: 1964Monthly Fee: $607 Tax: $4,320 (2025)Community: Aloha Kai AptsCondo
Taxes:$4,320
Remarks: Under contract-accepting backup offers. Siesta Key Aloha Kai One-story villa, just like new! Welcome to your slice of paradise on world-famous Siesta Key Beach! This stunning one-bedroom, one-bath villa offers the ultimate in coastal living with direct beach access. Enter into a fully remodeled interior, professionally remediated and redesigned from top to bottom, including stylish furnishings, so you can move right in or start renting immediately. Featuring luxury vinyl floors, private patio, barbecue grill, screened front lanai, new roof and turnkey furnished this condominium offers peace of mind and modern convenience. Short-term rentals allowed. On Siesta Key on Florida’s West Coast in Sarasota, this is a gated beachfront community on one of the top-rated beaches in the United States. Aloha Kai is a laid-back, friendly vacation community with a large swimming pool and direct access to the most spectacular beach on Florida’s Gulf Coast. A beach vacation destination with a laid-back vibe and plenty of places to relax or have an active getaway.
Listing is courtesy of: PREMIER SOTHEBY'S INTERNATIONAL REALTY (941-364-4000)
Listing Agent: Lisa Gullick (941-364-4000)
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