Location: Sarasota
Do Not Show Listings
3174 PEACHTREE ST, SARASOTA, FL 34231
$468,00035 Days on yellowkey MLS ID: A4692949
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1548 Built: 1988 Tax: $4,143 (2025)Community: Flora-Villa SubSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$4,143
Elementary School: Wilkinson Elementary
High School: Sarasota High
Tax Year: 2025
Middle School: Brookside Middle
Remarks: An actual peach! This lovely sunshine-y home on Peachtree Street is ready for new memories to be made. Located right in the heart of Sarasota, the neighborhood of South Gate Ridge is 10 minutes from everything. This lofty, light filled house is one block from the locally adored Bee Ridge Park, where neighbors gather to play in local softball games; enjoy an evening walk with the puppy; push their kiddos on the swing; or tend to their vegetables in the robust community garden. Tucked back on this spacious lot, this home feels private and peaceful. Once inside, the open and airy floor plan is punctuated by an open loft that is framed by a beautiful wood bannister, adding warmth and dimension to the entire space. A LARGE Primary Suite with West facing windows, wide closets, and a newly remodeled double vanity bathroom, sits on the main level. The already sizable living room, anchored around a stone fireplace, feels even more voluminous with vaulted ceilings and large windows. A BRAND NEW kitchen has been recently completed featuring soft close cabinets and drawers with built in organizers. Coastal blue tiles add a vibrant pop of color that will be on trend for years to come. Upstairs, two large bedrooms share the cozy loft space as well as the freshly RENOVATED second bathroom. Large, New Impact Sliders open up the entire back of the home to the large private backyard with an awesome deck and room for a pool. A true two car garage has its own loft space for extra storage and the brand new washer and dryer conveys with the sale. NEW ROOF in 2023!! Fresh paint inside AND out. All this home needs is you ;) This peach of a property could not be cuter and is completely move-in ready!
Listing is courtesy of: COMPASS FLORIDA LLC (941-279-3630)
Listing Agent: Kelly Drost (941-822-6926)
10125 CRYSTAL ISLES CIR, SARASOTA, FL 34241
$889,00060 Days on yellowkey MLS ID: A4689256
1 Days Off yellowkey (back on 5/6/2026)
Bed: 3 Bath: 3.5 Gar: 3 Liv Area Sq Ft: 2514 Built: 2025Monthly Fee: $358 Tax: $3,595 (2025)Community: Grand Park Ph 2 RepSpa: YesSingle Family
Taxes:$3,595
Elementary School: None
High School: None
Middle School: None
Remarks: Under contract-accepting backup offers. Better than new and beautifully upgraded, this exceptional 2025-built Harvest 3 model in Grand Park delivers luxury living without the wait for new construction. Meticulously maintained, pride of ownership shines throughout every detail of this stunning residence, thoughtfully enhanced with designer finishes, custom lighting, upgraded ceiling fans, and a two-station outdoor kitchen created for effortless entertaining. Offering 3 spacious bedrooms + private den, 3 full baths, a convenient pool bath, and a tandem 3-car garage, the thoughtfully designed split-bedroom floor plan balances comfort and privacy with elegant everyday living. Soaring 10-foot coffered ceilings, abundant natural light, and architectural details create an inviting open-concept atmosphere that feels both refined and warm. At the center of the home, the chef-inspired gourmet kitchen is a true showpiece, featuring a natural gas 5-burner cooktop, built-in wall oven, oversized quartz island, upgraded gold hardware, and designer pendant lighting—perfectly designed for gathering, hosting, and making memories. Step outside to your own private resort-style retreat. The custom heated pool and spa are surrounded by an expansive brick paver lanai and complemented by a fully equipped outdoor kitchen with professional grill, exhaust hood, granite countertops, outdoor refrigerator, and generous prep space—creating the ultimate Florida outdoor living experience. The luxurious primary suite is a private sanctuary, complete with spacious walk-in closets and a spa-inspired bath designed for relaxation and indulgence. Throughout the home extensive upgrades replace original builder selections with elevated, higher-end fixtures and finishes, making this residence truly one of a kind and difficult to duplicate at this price point. Located within Grand Park’s gated, amenity-rich community, residents enjoy two resort-style pools, an elegant clubhouse, fitness center with aerobics studio, pickleball, tennis courts, sports court, walking trails, dog park, and lush green spaces—all conveniently located near I-75, providing easy access to shopping, dining, and Sarasota’s world-renowned Gulf Coast beaches. One look, and you will fall in love. Schedule your private tour today and experience luxury living not to be missed a must see.
Listing is courtesy of: WEICHERT REALTORS HALLMARK PRO (941-706-2142)
Listing Agent: Georgia Sotiriou (301-346-6227)
9181 FLORIDA ROCK TRL, SARASOTA, FL 34240
$814,900182 Days on yellowkey MLS ID: A4675151
2 Days Off yellowkey (back on 5/9/2026)
Bed: 2 Bath: 2.0 Gar: 5 Liv Area Sq Ft: 2078 Built: 2025Monthly Fee: $388 Tax: $3,497 (2024)Community: Shellstone At WatersideSingle Family
Taxes:$3,497
Elementary School: Tatum Ridge Elementary
High School: Booker High
Tax Year: 2024
Middle School: McIntosh Middle
Remarks: A Unique Opportunity in Shellstone! The Halyard floor plan with an expanded 5-car garage, originally constructed for the Homes by Towne team. Ideal for car collectors, a workshop, or storage. This beautifully upgraded 2-bedroom + den, 2-bath home offers elegant tray ceilings in the foyer and great room, and spacious living areas perfect for entertaining. The chef's kitchen includes a large island, walk-in pantry, and abundant workspace. Community amenities include The Summit at Shellstone Amenity Center with a Social Hall, Fitness Center, Pool and Spa, Firepit, Poolside Cabanas, Poolside BBQ Grills, and Fitness Lawn. Residents also have access to Midway Park featuring a Pro Shop, Screened Pavilion, Play Areas, Dog Parks, Basketball Court, 8 Pickleball Courts, 6 Tennis Courts, Kayak Launch, Outdoor Fitness Area, and Shaded Picnic Areas. Shellstone offers convenient access to Downtown Waterside Place, Gulf Coast beaches, world-class dining and shopping, several hospitals, and is located within the Sarasota School System. Sarasota International Airport is approximately 25 minutes away, and Tampa International Airport is approximately 70 minutes away.
Listing is courtesy of: HOMES BY TOWNE REALTY INC (941-907-9799)
Listing Agent: Marissa Stephenson (941-448-1755)
4068 LYNDHURST CT, SARASOTA, FL 34235
$488,00055 Days on yellowkey MLS ID: A4690209
1 Days Off yellowkey (back on 5/9/2026)
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1963 Built: 1987Monthly Fee: $567 Tax: $4,495 (2025)Community: Meadows TheSingle Family
Taxes:$4,495
Elementary School: Gocio Elementary
Middle School: Booker Middle
Remarks: Under contract-accepting backup offers. Tucked within the desirable Lyndhurst enclave of The Meadows, this beautifully maintained 3-bedroom, 2-bath single-family residence offers a blend of privacy, character, and effortless Florida living. A pavered driveway and tropically landscaped, gated walkway welcome you to a charming side-entry front door. Step into a light-filled interior featuring porcelain tile flooring and ceiling fans throughout, complemented by neutral tones, unique architectural angles, and subtle accent lighting that create a bright, airy ambiance with a relaxed, beach-inspired feel. The living and dining areas are the heart of the home, enhanced by a skylight, a cozy wood-burning fireplace, and a wet bar with built-in cabinetry—perfect for entertaining. The eat-in kitchen is both stylish and functional, showcasing light soft-close cabinetry, quartz countertops, and abundant windows that invite in natural light. A door leads to a private, walled privacy garden complete with a pergola—an ideal spot for morning coffee or quiet evenings. Just off the kitchen, the inside laundry room offers added convenience with upper cabinetry for storage. An enclosed all-weather bonus room, lined with windows, seamlessly connects the living room to the lanai, expanding your living space year-round. The spacious primary suite features sliding glass doors to this bonus area, transom windows, and a large walk-in closet with built-ins. The ensuite bath is thoughtfully designed with quartz countertops, dual sinks with a makeup area, a sunken tub beneath a skylight, and a separate shower, toilet, and additional sink with direct access to the lanai - making it an ideal future pool bath should new owners choose to add a pool. Two guest bedrooms provide flexibility and comfort—one generously sized with a walk-in closet, and the other featuring built-in cabinetry, currently utilized as a den or office. The guest bath includes a separate sink area with quartz countertops and a beautifully updated tiled shower with glass doors. Outdoors, the pebbled and recently rescreened lanai offers tranquil tropical views of the 11th fairway and green, creating a serene backdrop for relaxation or entertaining. The attached two-car garage is equally impressive, featuring an epoxy floor, storage cabinets, pegboard, new pull-down attic stairs, and direct access to the private courtyard. Recent upgrades include NEW HVAC in 2023, refrigerator, dishwasher and disposal in 2022, and washer and dryer in 2021. Enjoy low-maintenance living with an HOA that covers landscaping outside the lanai, roof maintenance and replacement (roof replaced in 2012), exterior home care and painting, irrigation, and exterior pest control—allowing you to fully embrace the Florida lifestyle in one of Sarasota’s most sought-after communities. Lyndhurst also offers a screened community pool and walking trails. Just a 15-minute drive outside this peaceful enclave is downtown Sarasota, with shopping, arts & theatres, museums, dining and entertainment, top-ranked healthcare, beaches and SRQ International Airport. One mile east is the convenience of I-75, University Town Center with over 300 nationally known and homegrown shops, restaurants, fitness studios, services and attractions, the Nate Benderson Park, home of world-class rowing events and the Mote Marine Aquarium. Please note: three exterior SimpliSafe cameras are in place on the property and may be recording.
Listing is courtesy of: FINE PROPERTIES (941-782-0000)
Listing Agent: Daniela Soiman (941-779-4797)
6642 41ST STREET CIR E, SARASOTA, FL 34243
$458,00035 Days on yellowkey MLS ID: TB8506610
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1642 Built: 2007Monthly Fee: $577 Tax: $4,359 (2025)Community: Cascades At Sarasota Ph VSingle Family
Taxes:$4,359
Remarks: Location, Location, Location! Move in ready 2-bedroom, 2-bathroom home with a den in the highly desirable 55+ gated community, Cascades of Sarasota! As you walk through the front door you will notice an open floorplan with vaulted ceilings. The kitchen overlooks the living room and dining room and has been tastefully updated with new granite and new stainless appliances! The spacious master suite has two walk-in closets and a large en-suite making it the perfect private retreat after a long day. Enjoy Florida living on the screened in lanai overlooking the back yard. The Cascades of Sarasota is an active 55+ community and has a resort style indoor/outdoor swimming pool, tennis and pickleball courts, and bocce ball. A state-of-the-Art gym. It also has a variety of social events and functions throughout the year. The 25,000SF Clubhouse includes craft, card and game rooms. A large ballroom with kitchen facilities, billiards and a library. Come see why this community is in such high demand! Read Less
Listing is courtesy of: JACK KELLER INC (727-586-1497)
Listing Agent: John Keller (727-586-1497)
1837 WORRINGTON ST, SARASOTA, FL 34231
$619,00035 Days on yellowkey MLS ID: TB8504626
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1008 Built: 1952 Tax: $4,056 (2025)Community: South Highland Amd OfSingle Family
Taxes:$4,056
Remarks: Renovated 1150 sq. ft. beach cottage west of trail with open floorplan. Updated plumbing, new electric, new metal roof, AC 2020. Golf cart to all your favorite spots, Mortons, Libby's, Publix, EOS, Trader Joes, Walts Fish Market. 3 minute drive to Siesta Key bridge. Separate studio that can be used for office or in-law bedroom is not included in the listed square footage.
Listing is courtesy of: HOMECOIN.COM (888-400-2513)
Listing Agent: Jonathan Minerick (888-400-2513)
7815 GENEVA LN, SARASOTA, FL 34243
$375,000122 Days on yellowkey MLS ID: W7882865
1 Days Off yellowkey (back on 5/8/2026)
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1533 Built: 1990Monthly Fee: $200 Tax: $5,093 (2024)Community: Treetops At North 40 - St CharlesSingle Family
Taxes:$5,093
Elementary School: Kinnan Elementary
High School: Southeast High
Middle School: Braden River Middle
Remarks: Under contract-accepting backup offers. Short Sale. FULLY LOADED—and FLAWLESSLY DONE! Tucked inside the boutique, tree-canopied ENCLAVE of Treetops at North Forty, this 3-bedroom, 2-bath single-family home delivers the rare combination of refined upgrades, peaceful surroundings, and an unbeatable central Sarasota location. Homes in this intimate community don’t come along often—especially not ones that have been this thoughtfully and thoroughly improved. Every inch of this home has been elevated with intention. Starting at the top, a BRAND-NEW ROOF and BRAND-NEW WATER HEATER take care of the big-ticket items buyers value most, while fresh interior and exterior paint create a crisp, cohesive look that feels both modern and timeless. The FULLY REMODELED KITCHEN is a true showpiece, featuring STONE countertops, all-new custom-style cabinetry, and a complete suite of BRAND-NEW APPLIANCES, designed to be as functional as it is beautiful. Whether you’re hosting friends or enjoying a quiet morning coffee, this space simply works. Step outside the breezeway, or plant an herb garden here, with tons of square footage for all of your plants. Both bathrooms have been COMPLETELY RENNOVATED with updated finishes, fixtures, showers and tubs, and a spa-inspired feel that turns everyday routines into small luxuries. Plush new carpet in the bedrooms creates a soft, comfortable retreat at the end of the day! A brand-new washer and dryer adds convenience, while the WHOLE HOME WATER PURIFICATION system quietly enhances daily living with cleaner, better-tasting water throughout the house. This home truly stands apart when it comes to storm preparedness. With a new roof already in place and a MANUAL-CAPABLE ELECTRIC AWNING that remains functional even during power outages, the home is thoughtfully equipped for Florida’s weather realities. Adding to its appeal, the property sits above the flood plain, offering increased confidence, reduced flood risk, and potentially lower insurance considerations—an increasingly important factor for today’s buyers. It’s a home designed not just to look good, but to perform well when it matters most. Outside, the lifestyle upgrades continue. The property is positioned on one of the largest lots in the community, backing up to protected CONSERVATION LAND for rare privacy and peaceful views with no rear neighbors. The brand-new electric awning with integrated lighting creates a shaded, flexible outdoor living space—perfect for relaxed evenings, weekend gatherings, or quiet moments surrounded by nature. Treetops at North Forty is a boutique community prized for its quiet charm, mature landscaping, and sense of retreat—yet it offers a COMMUNITY POOL, no age restrictions, no CDD fees, and a welcoming, neighborly atmosphere. All of this is just minutes from UTC Mall, SRQ Airport, New College, and the endless dining, shopping, and cultural experiences that make Sarasota so desirable. This home isn’t just updated—it’s curated, offering a polished, low-maintenance lifestyle in a community that feels private, established, and special! Opportunities like this don’t linger, so schedule your showing and experience it for yourself.
Listing is courtesy of: THE WILKINS WAY LLC (407-874-0230)
Listing Agent: Brooke Overton (315-439-3013)
1655 SOUTH DR, SARASOTA, FL 34239
$5,900,000103 Days on yellowkey MLS ID: A4684423
Bed: 5 Bath: 7.0 Gar: 3 Liv Area Sq Ft: 6355 Built: 2011Monthly Fee: $27 Tax: $34,625 (2025)Community: Cherokee ParkSpa: YesSingle Family
Taxes:$34,625
Elementary School: Southside Elementary
Remarks: One or more photo(s) has been virtually staged. In Sarasota's desired West of Trail enclave of Cherokee Park, 1655 South Drive, masterfully designed three-story estate where thoughtful architecture meets effortless luxury. Positioned on a homesite that is not in a Special Flood Hazard Area and enhanced with full home hurricane-impact glass and a whole-home generator, this residence offers the rare combination of refinement and peace of mind. Spanning 6,355+ square feet, the home features five bedrooms, five full baths and four half baths, with a layout tailored for grand entertaining and everyday ease. A rear three-car garage, accessed discreetly from South Lodge Drive, preserves the home's striking street presence. Inside, the main level unfolds into a wide-open living experience with a great room with wet bar, formal dining, and a showpiece chef's kitchen outfitted with Wolf dual-oven six-burner range, dual side by side 36” Sub-Zero Over-and-Under Refrigerator/Freezers, a Wolf microwave drawer, a Wolf warming drawer, and built-in Miele espresso machine. The first-floor primary suite is a private retreat, complete with an in-home gym, a spa-inspired bath and dual custom-fitted closets. A beautifully appointed guest suite (fifth bedroom) with en-suite bath also anchors the main level. Access to the upper floors is seamless via a dramatic staircase with custom wrought-iron railings or the private elevator. Upstairs, three additional en-suite bedrooms include custom walk-in closets, one thoughtfully designed with built-in bunk beds, plus a bonus club room with built-in desks and additional laundry for added convenience. Outdoors, the property transforms into a walled and gated resort-style oasis featuring a gas-heated saltwater pool with sun shelf and spa, and an artificial turf lounge/play area. A screened entertainment lounge with a convenient half pool bath connects to a full outdoor kitchen with sink, TV and gas grill, all complemented by a pergola and a mosquito misting system, ideal for Sarasota's seasons. Above the garage, a spectacular casita-style retreat, accessible by the home’s second private interior elevator or exterior spiral staircase, elevates entertaining to an entirely new level with a 2,000-bottle refrigerated wine room, a fully equipped wet bar, mini- fridge, clear ice maker, and dishwasher. Go onto the covered terrace with a gas fireplace, then unwind on the third floor in the private, pool-like infinity-edge spa, an experience that feels equal parts boutique resort and private club. Ideally in walking distance to A-rated Southside Elementary School, Southside Village, Sarasota Memorial Hospital, downtown Sarasota and short drive to the world-famous sands of Siesta Key Beach, this is a rare opportunity to own a bespoke residence in one of Sarasota's treasured neighborhoods.
Listing is courtesy of: PREMIER SOTHEBY'S INTERNATIONAL REALTY (941-364-4000)
Listing Agent: Katy Mcbrayer (941-400-2406)
8267 SHADOW PINE WAY, SARASOTA, FL 34238
$637,500154 Days on yellowkey MLS ID: A4674924
0 Days Off yellowkey (back on 5/8/2026)
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2371 Built: 1990Monthly Fee: $186 Tax: $6,031 (2024)Community: Deer CreekSpa: NoSingle Family
Taxes:$6,031
Elementary School: Gulf Gate Elementary
High School: Riverview High
Middle School: Sarasota Middle
Remarks: Under contract-accepting backup offers. Welcome to Florida living at its finest. Deer Creek 3-bedroom, 2-bath home with pond views and side-entry garage in a prime Sarasota location. Nestled in a peaceful and well-maintained community, this residence offers a rare combination of privacy, efficiency, and picturesque water views. Situated on a tranquil pond-front lot, the home features a 2-car side-entry garage, beautifully updated kitchens and baths, indoor laundry room, lush landscaping, and a irrigated yard. Inside, the thoughtfully designed split-bedroom floor plan includes spacious living areas, abundant natural light, and a charming wood-burning fireplace that creates a warm focal point for the family room. The kitchen and dining areas flow seamlessly for comfortable everyday living and entertaining. The home offers generously sized bedrooms, including a relaxing primary suite that provides a private retreat after a long day. Thoughtful design touches, ample storage, and natural light throughout enhance the sense of space and comfort. Major upgrades provide peace of mind and long-term value, including a brand-new roof (2025), newer A/C system (2019), and added blown-in insulation, enhancing both comfort and energy efficiency. NEW carpet in bedrooms! This residence offers a rare combination of privacy, efficiency, and picturesque water views situated on a tranquil pond-front lot, the home features a 2-car side-entry garage, lush landscaping, and a fully irrigated yard for easy, low-cost maintenance. The primary suite offers a relaxing retreat with serene pond views, while the additional bedrooms provide flexibility for family, guests, or a home office. Enjoy the beautiful pond views from several rooms — the perfect setting for morning coffee, sunset dinners, or simply unwinding. Ideally located just minutes from top-rated schools, shopping, dining, medical facilities, and Sarasota’s world-famous beaches, this home delivers the lifestyle today’s buyers are seeking. Whether you’re looking for a primary residence, seasonal escape, or investment opportunity, 8267 Shadow Pine Way offers exceptional value in one of Sarasota’s most desirable areas. Schedule your private showing today and discover why this home is the one you’ve been waiting for. Owner shared this home has a VA Assumable Loan at low 2.625 rate.
Listing is courtesy of: KATHLEEN GOFF LICENSE R.E. BROKER (941-350-3902)
Listing Agent: Kathleen Goff (941-350-3902)
16409 WINBURN PL, SARASOTA, FL 34240
$599,00042 Days on yellowkey MLS ID: A4691548
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1020 Built: 1985Monthly Fee: $63 Tax: $5,501 (2025)Community: Rainbow Ranch AcresSingle Family
Taxes:$5,501
Remarks: Under contract-accepting backup offers. A rare opportunity to own a unique 5-acre “Old Florida” property bordering the Myakka Preserve! This cedar house is totally private among native woods, palms and bamboo. Inside, you will find 2 bedrooms and 2 baths, plus a fully equipped, updated kitchen with modern appliances for comfortable living. This unique home features a solid black walnut floor and a wood-burning fireplace. Up the spiral staircase, you’ll find a loft bedroom with a newly updated bathroom. In the main floor bathroom, there’s a 102-year-old clawfoot tub with black walnut surround, and a washer/dryer hookup in place. The kitchen features solid countertops and solid beech wood cabinets. Watch the deer and other wildlife from the large porch and rear deck. Roof is new! AC is 5 years old. Irrigation available in multiple locations on the property. The Large pole barn allows for covered parking for equipment, tools, vehicles, & boats. Raise your animals, plant your garden, bring your toys! Plenty of room on the East side of the property to build a larger home with its own gate and driveway already in place. Only 5 miles to the North Entrance to Myakka State Park, 13 miles to I-75, Shopping & Restaurants, 16 miles to Waterside at Lakewood Ranch, 19 miles to Downtown Sarasota, 22 miles to Lido Beach and 25 miles to the famous Siesta Key! Schedule your showing today and come see this cabin in the midst of raw beauty of wild and rare acreage.
Listing is courtesy of: ROSEBAY INTERNATIONAL REALTY, INC (941-366-7673)
Listing Agent: Tina Timmons (941-350-5030)
5883 WHISTLEWOOD CIR, SARASOTA, FL 34232
$485,000213 Days on yellowkey MLS ID: A4671389
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1530 Built: 1979 Tax: $5,067 (2024)Community: Ridgewood Estates 20Th AddSpa: NoSingle Family
Taxes:$5,067
Elementary School: Brentwood Elementary
Remarks: Welcome to 5883 Whistlewood, a centrally located Sarasota retreat, with no HOA, that blends everyday convenience with the best of Florida living. If you’ve been searching for a home that offers a relaxed, coastal lifestyle with quick access to everything Sarasota is known for, this is it. Live just 7.5 miles from downtown Sarasota, where world-class dining, shopping, and entertainment await. Enjoy easy evenings at spots like Ocean Prime, weekend strolls along the Bayfront, or spur-of-the-moment outings to the Farmers Market. When you’re craving beach time, Siesta Key, consistently ranked America’s #1 beach, is only 7 miles away, making sunrise walks, sunset sessions, and full beach days part of your weekly routine. Back at home, unwind in your private swimming pool or relax in the screened-in lanai overlooking a fully fenced backyard, perfect for pets, play, and peaceful afternoons outdoors. Inside, the home offers 4 bedrooms, giving you the flexibility to create guest space, a home office, or a hobby room. The location is ideal for those who value both privacy and connectivity. The neighborhood is quiet and established, yet you’re only 0.8 miles from I-75, making commutes smooth and travel effortless. Outdoor enthusiasts will love being just 2 miles from Urfer Family Park, with walking trails, playgrounds, and green space to enjoy year-round. Whether you’re looking for a primary residence, a seasonal escape, or a property that balances lifestyle with convenience, 5883 Whistlewood delivers a truly complete Sarasota experience, pool days, beach weekends, downtown nights, and a peaceful home base in the heart of town.
Listing is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: Traci Bolen (941-914-5159)
132 TALL TREES CT, SARASOTA, FL 34232
$520,00064 Days on yellowkey MLS ID: A4689367
REDUCED by $10,000 (1.9%) on 05/08/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1865 Built: 2001Monthly Fee: $199 Tax: $3,522 (2025)Community: Oak Court Ph 2-A & 2-BSpa: YesSingle Family
Taxes:$3,522
Elementary School: Fruitville Elementary
Remarks: Located in Oak Court, a gated community of approximately 60+ homes just off Fruitville Road, this updated, west-facing, single-story residence offers convenient access to downtown Sarasota, University Town Center (UTC), Gulf beaches, golf courses, parks, and I-75. Set on a private dead-end street with mature canopy trees and landscaped surroundings. Extensive upgrades include roof (2021), AC (2025), and water heater (2026). Interior features professionally curated paint selections and 24-inch tile flooring (2025) in select areas including two bedrooms and foyer. The layout offers a flexible front room off the entry, ideal for dining, sitting, or office use. The home then opens into the main living area with vaulted ceilings and an open connection to the kitchen. A separate dining area is positioned just off the kitchen, creating a natural flow for everyday living and entertaining. The living space provides direct access to the screened lanai and hot tub, which conveys with the sale. Kitchen features a Samsung appliance suite (2025), soft-close cabinetry, pull-out drawers, island workspace, and adjacent dining area. Bathrooms updated with Calcutta wall tile and energy-efficient commodes (2025). Primary suite includes dual sinks, walk-in shower, and walk-in closet. Secondary bedrooms offer built-in storage and custom paint finishes. Smart home features include Eufy video doorbell and upgraded digital AC thermostat. Additional interior improvements include plantation shutters, vertical blinds, updated lighting fixtures, and ceiling fans. Garage includes epoxy-coated floor (Galaxy Blue, 2025), custom overhead storage, and fresh interior paint. Exterior upgrades include backyard privacy landscaping with Areca palms (2025) and redesigned irrigation system. Community amenities include pool, cabana, lake with fountain, and irrigation.
Listing is courtesy of: MANGROVE REALTY ASSOCIATES (941-957-0080)
Listing Agent: Antonio Lopez (626-664-5124)
6271 STURBRIDGE CT, SARASOTA, FL 34238
$599,00066 Days on yellowkey MLS ID: A4687332
REDUCED by $51,000 (7.8%) on 04/30/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1987 Built: 1999Monthly Fee: $146 Tax: $3,705 (2025)Community: Hamptons Unit 1Single Family
Taxes:$3,705
Elementary School: Ashton Elementary
Remarks: The Palmer Ranch Hamptons subdivision is centrally located to all Sarasota has to offer. This well-manicured quite subdivision has an ambiance as soon as you drive in. The residence is the perfect size 3 bed 2 bath.... with office/den. The covered patio overlooks a very well cared for Zen Garden. "Relaxing" This is a must see to appreciate the upgrades thru out, but the master suite is a must see! Additional pluses include new tile roof 2025, new a/c 2022, new front door 2021, new gas stove etc.
Listing is courtesy of: MS REALTY MICKEY SCHWEITZER & ASSOCIATES LLC (941-914-2460)
Listing Agent: Keith Groesbeck (941-266-7601)
2357 APPALOOSA CIR, SARASOTA, FL 34240
$444,90044 Days on yellowkey MLS ID: A4691947
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2146 Built: 1997Monthly Fee: $57 Tax: $5,797 (2025)Community: Paddocks NorthSingle Family
Taxes:$5,797
Remarks: One or more photo(s) has been virtually staged. This charming 4-bedroom, 2-bath block home offers 2,146 square feet of comfortable living space on over one-third of an acre, featuring a desirable open floor plan with high ceilings that create a bright, airy feel throughout. Enjoy cozy evenings by the wood-burning fireplace, and take advantage of multiple living spaces including a formal living room, dining area, and spacious family room—perfect for both relaxing and entertaining. The home sits on a private, fenced corner lot with serene preserve views, providing added privacy and a peaceful natural backdrop. Recent updates include a 2023 roof, and the property also features a long driveway and a 2-car garage for ample parking. Located in the sought-after Paddocks North community, this home is nestled in a quiet, established neighborhood in Sarasota County known for its larger homesites, mature landscaping, and tranquil setting. Residents enjoy a balance of privacy and convenience, with easy access to shopping, dining, hospital, and the interstate. The area is just a short drive to Siesta Key’s world-renowned beaches, as well as parks, golf courses, and all the cultural attractions that Sarasota has to offer.
Listing is courtesy of: ALLEGIANT REAL ESTATE GROUP (941-685-3958)
Listing Agent: Lori Campbell (941-685-3958)
4755 WOODBROOK DR, SARASOTA, FL 34243
$409,000149 Days on yellowkey MLS ID: A4678195
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1680 Built: 2013Monthly Fee: $179 Tax: $5,269 (2025)Community: Woodbrook Ph ISpa: NoSingle Family
Taxes:$5,269
Elementary School: Robert E Willis Elementary
High School: Braden River High
Remarks: Under contract-accepting backup offers. Welcome to this stunning residence in the sought-after Woodbrook community, where luxury meets convenience in a thoughtfully designed living space spanning 1,680 square feet. This elegant three-bedroom, two-and-a-half-bath home presents an ideal blend of comfort and sophistication. Step through the welcoming front porch or access your private brick-paved courtyard, perfectly designed for outdoor entertaining and peaceful relaxation. The courtyard connects to a spacious two-car garage, while the carriage lane provides additional parking for two vehicles – ample space for all your automotive needs and recreational equipment. The first floor showcases an open-concept design that seamlessly integrates the living, dining, and kitchen areas. A versatile nook, currently serving as a home office, offers flexibility for your lifestyle needs. The kitchen features upgraded ceramic tile work that extends to the convenient powder room, while a dedicated laundry area completes the main level's practical amenities. Upstairs, the luxurious primary bedroom suite opens to a private balcony overlooking serene preserve views. Two additional bedrooms share a well-appointed Jack and Jill bathroom, ensuring comfort for family members or guests. This premium lot location places you steps away from the community pool, spa, and park. The neighborhood's strategic position provides easy access to Sarasota's vibrant arts scene, University Town Center's shopping and dining destinations, and numerous recreational opportunities including golf, tennis, kayaking, and beautiful beaches. Experience the perfect balance of luxury living and modern convenience in this meticulously maintained home, where every detail has been carefully considered to enhance your lifestyle.
Listing is courtesy of: PREFERRED SHORE LLC (941-999-1179)
Listing Agent: Dorota Swierkowska (847-208-8700)
SARASOTA, FL 34233
$349,900238 Days on yellowkey MLS ID: A4668891
0 Days Off yellowkey (back on 2/26/2026)
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1955 Built: 1998Monthly Fee: $46 Tax: $3,426 (2024)Community: Three OaksSingle Family
Taxes:$3,426
Remarks: Under contract-accepting backup offers. Short Sale. SHORT SALE: Listing price may not be sufficient to pay the total of all liens and costs of sale, and sale of property at full listing price may require approval of seller's lender(s) All room dimension are estimates. Property sold as is with right to inspect. The AC system does not work. Proof of Funds must accompany all offers. Seller has no information regarding HOMEOWNER association and documents if applicable. All information pertaining to these docs, financials, & costs associated with obtaining them shall be the responsibility of Buyer. Inspections must be done within 10 days of effective date not short sale approval date.
Listing is courtesy of: DALTON WADE INC (888-668-8283)
Listing Agent: Kay Winefordner (941-302-1707)
5939 CASPIAN TERN DR, SARASOTA, FL 34238
$629,90094 Days on yellowkey MLS ID: A4684960
3 Days Off yellowkey (back on 5/8/2026)
REDUCED by $19,100 (2.9%) on 04/22/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2100 Built: 2016Monthly Fee: $478 Tax: $6,357 (2025)Community: Sandhill PreserveSingle Family
Taxes:$6,357
Elementary School: Laurel Nokomis Elementary
High School: Venice Senior High
Remarks: Under contract-accepting backup offers. Welcome to an exceptional residence in the highly desirable Sandhill Preserve on Palmer Ranch, a private enclave of just over 300 homes surrounded by tranquil preserve landscapes and resort-style amenities. This vibrant community offers an impressive lifestyle with a newly renovated clubhouse and social center, state-of-the-art fitness facility, barefoot bar, beautifully appointed social kitchen, and a spectacular Olympic-size resort pool and spa. This beautifully maintained home showcases the highly sought-after Martin Ray floor plan, offering a bright and open design with 3 spacious bedrooms, a private den, and 2 full baths. Thoughtfully designed for both everyday comfort and elegant entertaining, the home features numerous upgrades including a new roof, solar panels owned (not leased), new air-conditioning system, impact-rated windows and doors along with natural gas service. The interior is warm and inviting, highlighted by generous living spaces and refined finishes. A stylish bar area with wine refrigerator creates the perfect setting for entertaining guests. Expansive sliding patio doors open fully to the oversized lanai, seamlessly blending indoor and outdoor living and creating a true Florida lifestyle experience. The luxurious primary suite serves as a private retreat, complete with dual vanities and an expansive walk-through shower designed for comfort and relaxation. The home has been meticulously maintained and recently painted on the exterior, reflecting pride of ownership throughout. Perfectly positioned in one of Sarasota’s most desirable locations, this home offers convenient access to the world-famous quartz sands of Siesta Key Beach along the sparkling Gulf of Mexico, as well as the charming shops and restaurants of Siesta Key Village. Enjoy nearby coastal destinations including Lido Key Beach and the renowned boutiques and dining at St. Armands Circle. Additional nearby beaches include Venice Beach and Nokomis Beach, while the cultural arts, dining, and waterfront charm of Downtown Sarasota are just minutes away. This is a rare opportunity to enjoy refined living, energy-efficient upgrades, and the best of the Sarasota coastal lifestyle.
Listing is courtesy of: COLDWELL BANKER REALTY (941-349-4411)
Listing Agent: Stephen Clementi (912-704-2116)
388 S SHORE DR, SARASOTA, FL 34234
$18,950,000253 Days on yellowkey MLS ID: A4665863
Bed: 5 Bath: 4.5 Gar: 8 Liv Area Sq Ft: 7428 Built: 2025 Tax: $36,594 (2024)Community: Sapphire Shores Resub Blk MSpa: YesSingle Family
Taxes:$36,594
Elementary School: Emma E. Booker Elementary
Remarks: World-renowned as Florida’s cultural coast, Sarasota’s heritage of culture and the arts provides a distinguished backdrop for its newest architectural tour de force – Lunara. Set in Sapphire Shores, one of Sarasota’s most historic and culturally rich neighborhoods, the location is quintessentially Sarasota. This prized location, originally chosen by one of the city's foremost visionaries for his own Ca' d'Zan mansion, commands what are widely regarded as the city's best views, with sweeping panoramas of Sarasota Bay, the downtown skyline, and the landmark Ringling Bridge. Steeped in a tradition of the future, Lunara transforms state-of-the-art materials from around the world through the enduring craft of local artisans. Designed by Mark Sultana of DSDG Architects and built by Michael Voigt of Voigt Brothers Construction, the residence reveals itself with dramatic geometry and floating planes. Every angle captures the shimmer of water, every surface plays with light, and every room welcomes you into a life surrounded by beauty. The heart of the home opens with dramatic presence — the 11-foot pivot entry door leads to a soaring double-height living space, where an 11-foot automated glass wall extends to an equally lofty trellised sun deck. Despite its scale, the residence feels warm and personal, thanks to a no-hallway design directive that connects each area with purposeful flow. The impressive entertainment bar, which features floating liquor display shelves and a climate-controlled wine display, stands distinct yet linked to the ultra-high-end kitchen, which includes a retractable pass-through to a concealed prep kitchen. Outside, the al-fresco kitchen and pool deck share the same floor level as the interior, creating a connected indoor-outdoor living experience that amplifies the home’s spacious elegance. Lunara’s pleasures are abundant, anchored by amenities that blend function with imagination. A two-level swimming pool cascades from infinity edge to lap lane, offering a visual spectacle as much as a place for play or exercise. The glass elevator, tallest of its kind in a Sarasota residence, glides between levels with clarity and grace. The 10-car garage is designed to be more than just storage with bay-facing sliding glass doors that invite fresh breezes, natural light and a perfect view to enjoy while caring for your prized collection. The rooftop deck, a stage for Sarasota’s sunsets, invites leisure and entertainment in equal measure, complete with a putting green, fire pit and a flex space adaptable to yoga at dawn or cocktails at dusk. Even the practical touches are elevated – a dedicated “Christmas tree closet”, concealed floor-to-ceiling doors, and a movable wall of privacy glass that transforms the primary bath into either open vista or private retreat. Beyond prestige, the best of Sarasota is always close at hand. Within one mile you’ll find SRQ International Airport and The Ringling Museum. Downtown Sarasota, The Bay park, and Marina Jack are just five miles away, with Sarasota Memorial Hospital, St. Armands Circle and Lido Beach within six miles. IMG Sports Academy and St. Stephens School are within eight miles from your door. It is rare to find a residence that is at once a work of art and a place of retreat, where scale feels human and luxury feels livable. In Lunara, architecture becomes lifestyle, and lifestyle becomes sanctuary. This is a home that does not merely impress, it endures.
Listing Agent: Andrew Tanner (941-539-0998)
12028 LEGACY ESTATES BLVD, SARASOTA, FL 34238
$1,299,000112 Days on yellowkey MLS ID: A4682813
REDUCED by $50,500 (3.7%) on 05/07/2026
Bed: 3 Bath: 3.5 Gar: 3 Liv Area Sq Ft: 2862 Built: 2017Monthly Fee: $560 Tax: $7,835 (2025)Community: Legacy Estates On Palmer RanchSingle Family
Taxes:$7,835
Middle School: Laurel Nokomis Middle
Remarks: Experience Florida luxury in this exquisite fully furnished 2862 square feet, 3-bedroom, 3.5-bath with 3 car garage residence, nestled in the gated maintenance free enclave of Legacy Estates at Palmer Ranch. This meticulously designed home combines unparalleled comfort, offering complete peace of mind with a robust emergency generator, whole-house impact glass windows and roll down hurricane screens. Entertainers will delight in an open floor plan that leads to the opulent outdoor kitchen, featuring a professional 60,000 BTU gas burner—the perfect setting for creating culinary masterpieces under the Florida sun. The inviting en-suite primary bedroom features two walk-in closets. Designed for a care-free lifestyle, the open floor plan flows seamlessly, highlighting elegant finishes throughout. This home features a gourmet kitchen with an expansive quartz island, tray ceilings and extended covered outdoor lanai. Residents enjoy exclusive access to resort-style amenities, including dog parks, 8 Pickleball courts, 2 tennis courts, splash park, a stunning pool, spa, fitness center, and a dedicated lifestyle manager. This home offers the perfect blend of security, convenience, and luxury living in one of Sarasota's most sought-after communities, close to beaches and top-tier dining. Convenient Sarasota location with easy access to Pine View Gifted School, Costco, Legacy bike and walking trail. Nearby Whole Foods and Trader Joes opening soon. Make your life easy and elevate your lifestyle today.
Listing is courtesy of: REALTY HUB (407-900-1001)
Listing Agent: Valentina Pippin (407-900-1001)
2637 STAR APPLE WAY, SARASOTA, FL 34240
$550,000178 Days on yellowkey MLS ID: A4675339
0 Days Off yellowkey (back on 5/7/2026)
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2466 Built: 2022Monthly Fee: $290 Tax: $8,336 (2025)Community: Windward At Lakewood Ranch Phase 1Single Family
Taxes:$8,336
Remarks: Under contract-accepting backup offers. One or more photo(s) has been virtually staged. Located within the well-established Windward neighborhood in Sarasota, 2637 Star Apple Way presents a refined residential offering that balances comfort, functionality, and convenient access to the area’s most desirable amenities. With 4 bedrooms and 2.5 bathrooms and 2,466 square feet, it is ideal for true Sarasota living. Thoughtfully positioned on a quiet street, the home provides a welcoming setting suited for both full-time living and seasonal enjoyment. The interior is designed with an emphasis on natural flow and everyday livability and enjoy the brand new matching floors throughout the home. Well-proportioned living spaces are enhanced by abundant natural light, creating an inviting atmosphere throughout the home. The layout supports a variety of lifestyles, offering flexibility for entertaining, remote work, or relaxed daily living. Architectural details and finishes reflect a timeless aesthetic, allowing the home to appeal to a wide range of tastes. At the heart of the residence, the kitchen is arranged to serve as a central gathering space, with ample cabinetry, generous counter space, and a functional layout suited for both casual meals and hosting guests. Adjacent living and dining areas transition seamlessly, providing a cohesive environment that encourages connection and comfort. The primary suite offers a private retreat, thoughtfully separated from secondary living areas. It features comfortable proportions, closet space, and an en-suite bath designed for ease and practicality. Additional bedrooms provide versatility for guests, home office use, or hobbies, allowing the home to adapt to changing needs over time. Outdoor areas extend the living space and invite enjoyment of Florida’s year-round climate. Whether used for quiet mornings, evening relaxation, or entertaining, the exterior setting offers flexibility to personalize, subject to applicable community guidelines. The surrounding neighborhood contributes to a sense of stability and established character, enhancing the overall appeal of the property. Star Apple Way benefits from its proximity to shopping, UTC mall, dining, medical facilities, parks, and the 75 interstate, it makes daily errands and travel throughout Sarasota both convenient and efficient. Downtown Sarasota, cultural venues, and Gulf beaches are all within a reasonable driving distance, offering access to the lifestyle for which the area is well known. 2637 Star Apple Way represents an opportunity to enjoy a thoughtfully designed home in a desirable Sarasota location. With its balanced layout, comfortable living spaces, and convenient setting, this property is well suited for buyers seeking enduring value and a relaxed Florida lifestyle.
Listing is courtesy of: LPT REALTY, LLC (877-366-2213)
Listing Agent: Jeffrey Bray, Pllc (941-718-1213)
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