Location: Sarasota, 34235
Do Not Show Listings
4777 RINGWOOD MDW, SARASOTA, FL 34235
$449,0005 Days on yellowkey MLS ID: A4698631
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2150 Built: 1980 Tax: $4,200 (2025)Community: Meadows TheSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$4,200
Elementary School: None
High School: None
Tax Year: 2025
Middle School: None
Remarks: Virtually Staged. Gorgeous golf course views, beautiful updates and the peace of mind of hurricane-rated windows come together in this inviting home in The Meadows, a park-like oasis in a phenomenal location. A paver driveway, colorful tropical blooms and a charming front patio welcome you home. Inside, you’ll love the open, light-filled plan with oversized porcelain tile flooring, no popcorn ceilings and a stunning custom Kirkplan kitchen featuring solid-maple soft-close cabinetry, a spacious island, Bradshaw quartz countertops, newer stainless-steel appliances and a travertine mosaic backsplash. Hurricane-rated windows provide comfort, quiet and confidence, while the Florida room offers a perfect place to relax and take in tranquil golf course views framed by oak, mango, crepe myrtle and flamboyant royal poinciana trees. All just two blocks from the ice-cream shop and a short ride to all the fun The Meadows has to offer. On 1,600 park-like acres, The Meadows is a resort-style community just 15 minutes from downtown. Enjoy 14 miles of scenic trails and access to a fitness center, junior Olympic pool, pickleball, golf and Har-Tru tennis. You’ll be minutes from award-winning beaches, vibrant arts and culture, Whole Foods, Trader Joe’s, IKEA, Nathan Benderson Park, the Legacy Trail, Mote SEA Aquarium, the future Sarasota Orchestra and University Town Center: a favorite shopping, dining and entertainment destination. The residence features a 2023 A/C, newer appliances, a 2013 30-year shingle roof, hurricane-rated windows throughout and is above the floodplain in zone X.
Listing is courtesy of: PREMIER SOTHEBY'S INTERNATIONAL REALTY (941-364-4000)
Listing Agent: Fernando Viteri, Pa (941-400-7676)
5361 SAN JUAN DR, SARASOTA, FL 34235
$360,00094 Days on yellowkey MLS ID: N6143756
REDUCED by $25,000 (6.5%) on 07/06/2026
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1913 Built: 1972 Tax: $1,722 (2025)Community: De Soto LakesSingle Family
Taxes:$1,722
Remarks: One or more photo(s) has been virtually staged. MOTIVATED SELLER – BRING YOUR OFFERS! Imagine waking up each morning to peaceful lake views and ending your day with breathtaking sunsets over Crown Lake. Nestled on an oversized lot in the desirable Desoto Lakes community, this beautifully renovated 2-bedroom, 2-bath home offers nearly 2,000 square feet of stylish, move-in-ready living space in one of Sarasota’s most convenient locations. From the moment you step inside, you’ll appreciate the bright, open-concept design that fills the home with natural light and creates an inviting atmosphere perfect for both everyday living and entertaining. The stunning renovated kitchen serves as the heart of the home, featuring brand-new appliances, sleek countertops, modern cabinetry, and a seamless flow into the spacious living and dining areas. Thoughtfully updated throughout, this home blends modern finishes with comfortable living. The previously screened lanai has been professionally converted into additional interior living space, providing endless possibilities for a family room, home office, hobby space, or entertaining area while maximizing the home’s functionality and square footage. One of the most valuable upgrades is already complete—brand-new hurricane impact windows installed throughout the home in 2025, providing enhanced storm protection, energy efficiency, and peace of mind for years to come. For hobbyists, car enthusiasts, or anyone needing extra workspace, the oversized garage and workshop is a rare find. Complete with epoxy flooring and an air compressor, it offers the perfect setup for projects, storage, or pursuing your favorite hobbies. Step outside and enjoy the beauty of your private backyard oasis overlooking picturesque Crown Lake. The manicured grounds and tranquil water views create a peaceful, resort-style setting that feels like a vacation every day. Best of all, with NO HOA and NO deed restrictions, you’ll enjoy the freedom and flexibility to truly make this property your own. Adding even more value, this property is NOT located in a flood zone, meaning NO flood insurance is required. Location is everything, and this home delivers. Conveniently situated just minutes from downtown Sarasota, world-famous Gulf Coast beaches, University Town Center, Lakewood Ranch, exceptional dining, shopping, entertainment, and Sarasota-Bradenton International Airport, you’ll enjoy easy access to everything that makes the Sarasota lifestyle so desirable. Homes offering this combination of lake views, extensive updates, oversized lot, workshop space, hurricane impact windows, and an unbeatable Sarasota location are hard to find. Don’t miss this incredible opportunity—schedule your private showing today and discover why this could be your perfect Florida home.
Listing is courtesy of: CORNERSTONE R.E OF SW FL (941-404-4620)
Listing Agent: Ashley Leroy (941-724-1621)
5459 BENTGRASS DR #2-116, SARASOTA, FL 34235
$269,900401 Days on yellowkey MLS ID: A4654512
REDUCED by $10,000 (3.6%) on 07/06/2026
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1615 Built: 2002 Tax: $2,071 (2024)Community: Las Palmas Of SarasotaTownhouse
Taxes:$2,071
Elementary School: Emma E. Booker Elementary
High School: Booker High
Tax Year: 2024
Middle School: Booker Middle
Remarks: One or more photo(s) has been virtually staged. PRICE REDUCED on this luxury Sarasota Townhome with resort style amenities. Don’t miss this 3 Bedroom, 2 Bath spacious three story home in beautiful Las Palmas near UTC Mall. As you enter Las Palmas via its gated private road you will appreciate its quiet and beautifully maintained mature landscape and Mediterranean influenced architecture. From the ample surface parking and your ground-level 1 car garage, you access via your entry foyer and head upstairs to the second story main living areas. At the top of the stairs as you enter the open kitchen that forms the hub of the home, you'll be captivated by the two story soaring ceilings, encircled by the elevated catwalk that forms the 3rd floor walkway. The soaring open ceiling makes the interior light and bright throughout. The main living area includes the kitchen, dinette, living room with slider to east facing lanai, 2nd bathroom and 3rd bedroom. The kitchen features granite counters, breakfast bar, cooking island, pantry, plus an adjoining dining area. On the 3rd floor you’ll find both the 2nd and primary bedrooms. The primary bedroom with ensuite bath features a large walk-in closet, dual sinks, tub-shower combo, private toilet room and 2nd entry to walkway and laundry room. Recent upgrades include new roof 2024, HVAC 2024, hot water tank 2021. Las Palmas is a gated community with welcoming amenities: two clubhouses with heated pools, two fitness centers, tennis courts that also host pickle ball, and a clubhouse with billiards and an outdoor kitchen which includes electric grills, a car wash station, a dog park, and even extra storage for RVs and large trucks. Las Palmas is conveniently located to the famous UTC MALL provides shopping, dining and entertainment, the new Mote Aquarium is opening October 8th, and don’t miss the fun at Pop Stroke golf! Make this your Florida lifestyle!
Listing is courtesy of: DALTON WADE INC (888-668-8283)
Listing Agent: Ray Conrad (860-790-0299)
5294 HUNTINGWOOD CT #59, SARASOTA, FL 34235
$249,90054 Days on yellowkey MLS ID: A4693268
Bed: 3 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 1656 Built: 1987 Tax: $2,152 (2025)Community: HuntingwoodCondo
Taxes:$2,152
Elementary School: Gocio Elementary
Remarks: Located in sought-after The Meadows, this adorable 3-bedroom, 2.5-bath villa with a coveted GARAGE offers comfort, charm, and stunning golf -course views surrounded by mature landscaping. The updated kitchen features newer granite countertops, stainless steel appliances, and convenient access to a darling private courtyard through sliding glass doors — perfect for morning coffee or casual outdoor dining. The spacious combination living and dining area boasts high ceilings and multiple sliding doors that fill the home with natural light while seamlessly connecting indoor and outdoor living spaces. Relax on the back porch overlooking the golf course or unwind in the covered and screened lanai, an ideal setting for afternoon reading or meditation. The primary suite is conveniently located on the first floor and includes an en-suite bath. Downstairs also features a laundry closet and adjacent half bath for guests. Upstairs, you’ll find two additional bedrooms and a full bath, offering plenty of space for family or out-of-town guests. This amenity-rich community offers a pool, tennis, fitness center, golf, and so much more. Conveniently located just minutes from University Town Center for shopping and dining, and close to Nathan Benderson Park with walking trails, biking paths, and year-round events. A wonderful opportunity to enjoy the Florida lifestyle in an unbeatable location!
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-349-3444)
Listing Agent: Kristina Waskom (941-266-8658)
5387 HUNTINGWOOD CT #4, SARASOTA, FL 34235
$250,0005 Days on yellowkey MLS ID: A4698691
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1263 Built: 1982 Tax: $1,680 (2025)Community: HuntingwoodCondo
Taxes:$1,680
Remarks: Discover refined comfort in this beautifully updated, move-in-ready 2-bedroom, 2-bath villa nestled in the heart of The Meadows. Light-filled and inviting, this residence features dramatic vaulted ceilings, beautiful laminate wood flooring, and an open-concept floor plan designed for today's lifestyle. The stylish kitchen showcases updated cabinetry, generous counter space, and stainless steel appliances, all overlooking a distinctive raised dining area that's perfect for entertaining family and friends. A highly desirable split-bedroom floor plan provides privacy for both owners and guests. Both bathrooms have been tastefully renovated, including the spacious primary suite with dual vanities and an oversized walk-in shower. Outdoor living is where this villa truly shines. Enjoy three separate outdoor retreats, including a screened lanai with architectural wood-beam ceilings and an expansive wraparound garden patio with direct access from the living room and both bedrooms—creating the perfect setting for morning coffee, evening relaxation, or entertaining outdoors. Set within the beautifully maintained, park-like community of The Meadows, residents enjoy miles of walking and biking trails, golf courses, scenic lakes, lush landscaping, community pools, and an unbeatable location just minutes from UTC Mall, downtown Sarasota, world-class dining, SRQ Airport, and the area's renowned Gulf Coast beaches. Offering exceptional style, comfort, and location, this villa represents one of the best values in Sarasota. Schedule your private showing today and discover why this could be your perfect next home.
Listing is courtesy of: RE/MAX ALLIANCE GROUP (941-954-5454)
Listing Agent: Brett Keyser, Jr (941-957-8425)
3416 W CHELMSFORD CT #2, SARASOTA, FL 34235
$420,000545 Days on yellowkey MLS ID: A4634668
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1513 Built: 1990 Tax: $4,165 (2023)Community: The MeadowsVilla
Taxes:$4,165
Tax Year: 2023
Remarks: This beautiful villa sits at the end of a dead-end street, a few steps from the community pool and has stunning lake and golf course views. As you enter the walkway you are greeted by a gated entry gaining access to the front loggia that is accented with pavers and leads to your private entrance. The grand foyer is large and is the perfect space to display your art or family heirlooms. The kitchen has been professionally updated with stunning finishes and features high-end appliances. There is an office or den off the kitchen through dual pocket tiffany doors. The guest bedroom is spacious and provides a view to the front lanai. The living room and dining room provide for gracious living and entertaining allowing expansive views of the golf course and lake. Golf views are also from the primary suite with its large bathroom and walk-in closet. This home features high ceilings throughout, extensive levels of crown moldings, elegant features and finishes and is perfect for year-round living or as a wonderful getaway home for seasonal or frequent visitors.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-907-9595)
Listing Agent: David Dangelo (941-587-7268)
4515 WINSTON LN N #47, SARASOTA, FL 34235
$279,00012 Days on yellowkey MLS ID: A4697979
REDUCED by $20,000 (6.7%) on 07/05/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1359 Built: 1985Monthly Fee: $700 Tax: $1,382 (2025)Community: Hunters Walk - HamletsSpa: NoCondo
Taxes:$1,382
Remarks: Welcome home to 4515 Winston Ln — where "totally updated" actually means it! This light, bright 2-bedroom, 2-bath villa has been refreshed from top to bottom in 2026, so you can skip the to-do list and start enjoying lake views instead. Step inside to wide-plank LVP flooring flowing throughout, a cozy fireplace for movie nights, and a stunning kitchen featuring butcher block counters and all-new appliances (with a new fridge on the way!). The big-ticket stuff is already done too — new roof, new AC, and new water heater in 2026 — so all that's left for you to do is move in. Plus, an in-unit washer and dryer means laundry day just got a whole lot easier. Love the outdoors? You'll have not one but two patios to choose from, including a serene spot overlooking the community lake — perfect for morning coffee or evening unwinding. And when you're ready to be social, the amenities are just steps away: take a dip in the community pool, rally on the pickleball or tennis courts, or mingle at the clubhouse. Covered parking included, because nobody wants a hot steering wheel in Florida. This isn't just a villa — it's a lifestyle upgrade. Come see why 4515 Winston Ln checks every box!
Listing is courtesy of: COASTAL CONNECTION REALTY (941-896-9991)
Listing Agent: Randy Buff (941-704-4310)
4557 KINGSMERE #23, SARASOTA, FL 34235
$287,000112 Days on yellowkey MLS ID: A4685751
REDUCED by $10,000 (3.4%) on 05/07/2026
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1188 Built: 1987 Tax: $3,813 (2025)Community: KingsmereVilla
Taxes:$3,813
Remarks: Spectacular golf course views, partially furnished and priced to sell! Easy living in this spotless, maintenance-free one-story villa with natural light and tranquil golf views in The Meadows, a park-like oasis in a phenomenal location. A canopied street and charming pergola welcome you home. Inside, you will love the cathedral ceilings, new skylights that bathe the great room with soft light, and a relaxing Florida room overlooking the golf course with a preserve in the distance. No neighbors in sight. The kitchen features stainless steel appliances, white shaker cabinetry, Mykonos White quartz countertops and direct access to the private grilling patio. The primary suite pampers you with a walk-in closet and a gorgeous zero-entry Roman shower with mosaic flooring. All just 100 feet to the heated pool, 1.5 miles to Whole Foods and Trader Joe’s and convenient to all The Meadows has to offer. Set on 1,600 park-like acres, The Meadows is a resort-style community only 15 minutes from downtown Sarasota. Residents enjoy 14 miles of scenic biking and walking trails, and, for a low resident fee, a new fitness center, Junior Olympic-size pool, pickleball courts, golf courses and a top Har-Tru tennis complex. Plus, close to the country's award-winning beaches, remarkable arts and culture, and just two miles from Nathan Benderson Park, the new Mote SEA Aquarium, the future Sarasota Orchestra and The Mall at University Town Center, a world-class fashion and dining destination. A fabulous Florida lifestyle awaits. With 2024 shingle roof and above flood plain in zone X.
3415 E CHELMSFORD CT #35, SARASOTA, FL 34235
$399,00011 Days on yellowkey MLS ID: A4697869
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1653 Built: 1993 Tax: $2,942 (2025)Community: Chelmsford CloseVilla
Taxes:$2,942
Remarks: Welcome home to Chelmsford Close. Enter your private courtyard through the iron gate and step into your villa in the 6ft wide hallway. Your eyes are immediately drawn to the 10 foot ceiling capped with classic crown and picture molding. The entire villa has been remodeled, starting with fresh paint. The kitchen features white shaker cabinets, tile backsplash, granite countertops and LG stainless appliances. Both bathrooms have been redone with new vanities, mirrors and faucets. The sunroom at the end of the oversize living/dining area boasts new ceramic tile and a view of the 10th hole on The Meadows course. This air conditioned space brings the total living area to 1653 square feet. No maintenance worries- both A/C and water heater were replaced within the past year. And the very reasonable condo fees cover ALL exterior maintenance, and even include high speed Fiber-Optic internet service. The villa is of solid block construction capped with barrel tile roofs. Chelmsford Close is one of the most recently constructed communities in The Meadows- you’ll find no popcorn ceilings, or cast iron plumbing, and the property is outside of the flood zones. The garage has ample built-in storage cabinets, a second refrigerator and the floor has a brand new epoxy coat finish. The Meadows features numerous pay-to-play opportunities with 3 golf courses, tennis courts, pickleball, a dog park, state of the art fitness center and Jr. olympic pool. Some of the country's most beautiful beaches are nearby, as well as world-class arts and culture, restaurants, entertainment and shopping- you’re literally a 5 minute walk to Benderson Park and just 2 miles from the mall at University Town Center. You have just discovered the Sarasota lifestyle!
Listing is courtesy of: STOKES PROP MGMT & REAL ESTATE (941-355-4880)
Listing Agent: Hal Poschmann (941-284-4315)
4779 TIVOLI PL, SARASOTA, FL 34235
$299,00049 Days on yellowkey MLS ID: A4693816
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1428 Built: 1996Monthly Fee: $919 Tax: $2,321 (2025)Community: Longwood VillasSingle Family
Taxes:$2,321
Remarks: Welcome to this single family home that has been recently painted inside and out. New carpets have been installed in the 3 rooms and a deep clean has been done recently. A spacious private lanai outback is welcomed by a lovely preserve and this home is located on a cul-de-sac for maximum privacy. There are no CDD's in here and the HOA handles the roof replacement and repairs,outside painting,pressure washing,irrigation,driveway and walk repairs along with mowing, trimming and edging.There are lakes that residents can use for kayaking,fishing or just for viewing wildlife. Longwood Run public park is just down the street for enjoying tennis,pickleball,basketball or the playground.Coveniently located to UTC mall, restaurants,markets and much more.
Listing is courtesy of: COLDWELL BANKER REALTY (941-907-1033)
Listing Agent: David Short (941-961-3995)
3522 FERNDELL, SARASOTA, FL 34235
$470,000123 Days on yellowkey MLS ID: TB8482180
REDUCED by $29,000 (5.8%) on 06/24/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1998 Built: 1980Monthly Fee: $97 Tax: $2,457 (2025)Community: The MeadowsSingle Family
Taxes:$2,457
Remarks: Virtually Staged. Sarasota’s most beloved communities — Location! Location! Motivated seller is offering exceptional value in one of Sarasota’s most sought-after neighborhoods. The Meadows, 1,600 park-like acres in an enviable location, is a resort lifestyle community 15 minutes from downtown. Residents enjoy 14 miles of trails, fun activities, fitness center, Junior Olympic pool, 10 pickleball courts, dining venues plus pay-to-play three 18-hole golf courses and a top-notch tennis complex. This inviting 3-bedroom, 2-bath home features an open, comfortable split floorplan layout designed for effortless everyday living. The kitchen offers multiple dining spaces—from a bar-height counter to a bright breakfast nook—creating the perfect setting for morning routines and casual gatherings. Expansive floor-to-ceiling sliders open the main living area to the spacious lanai and private backyard, seamlessly blending indoor comfort with Florida’s signature outdoor lifestyle. Whether hosting friends or enjoying quiet evenings, the flow feels natural and relaxed. A true split floor plan provides privacy for guests, while the spa-inspired primary suite offers a calming retreat with a sunken whirlpool tub and custom vanity area. Thoughtful finishes throughout add warmth, comfort, and character. Major updates include a 2023 roof and 2025 HVAC, offering valuable peace of mind. Tucked away on a quiet cul-de-sac, this home places you minutes from Siesta Key Beach, Mote Marine Aquarium, Sarasota’s vibrant arts and theater district, UTC Mall, Benderson Park, Lakewood Ranch Waterside, and SRQ Airport—giving you access to the best of Sarasota living. Homes that combine lifestyle, comfort, and community at this new price point are rare. Motivated seller — schedule your private showing today. Quick move-in available.Photos have been virtually stages to illustrate the property's potential
Listing is courtesy of: RE/MAX REALTY UNLIMITED (813-684-0016)
Listing Agent: Marilyn Gioffre (347-802-5489)
4859 WINSLOW BEACON #54, SARASOTA, FL 34235
$169,9003 Days on yellowkey MLS ID: A4699012
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 582 Built: 1985Monthly Fee: $83 Tax: $1,922 (2025)Community: Winslow BeaconCondo
Taxes:$1,922
Remarks: First Floor 1 Bedroom- 1 Bath condo with a very private setting. Vaulted ceilings in the living room overlooking a spacious glassed-in lanai that can be opened up to a screened lanai. You will enjoy the eat in kitchen with a breakfast bar overlooking the living room/glassed in lanai. Large master bedroom with a large closet. Ceramic tile throughout the entire property. Large storage closet for extra storage off the lanai area. Heated community pool located near the condo. Low HOA fees, community shopping center located just a few blocks away with restaurant's, dentist, and so much more! The location to this subdivision is very hard to beat, you are just minutes away from UTC mall, over 30 restaurants, doctors' offices, SRQ airport, near downtown Sarasota, and Downtown LWR. Location Location Location! This would make a great investment that can be rented seasonally or annually or your primary residence.
Listing is courtesy of: MEADOWS REAL ESTATE SERVICES (941-556-9440)
Listing Agent: Mike Babiarz (941-373-5064)
4749 HAMLETS GROVE DR, SARASOTA, FL 34235
$475,00026 Days on yellowkey MLS ID: TB8516535
0 Days Off yellowkey (back on 7/4/2026)
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1796 Built: 1992Monthly Fee: $88 Tax: $3,614 (2025)Community: Hamlets GroveSingle Family
Taxes:$3,614
Remarks: Under contract-accepting backup offers. This beautifully updated home in The Grove at Beekman Place, features an open plan, kitchen with new appliances, large living room and large family sized dining room, both with vaulted ceilings. This home is a classic split plan with an en suite primary bedroom on the east side of the home, with another bathroom and two bedrooms on the west side of the home. The lanai has new panorama screens, looking out onto the water in The Grove. The home has a new roof in 2024. The home features many upgrades, including: flooring, baseboards, interior doors, updated bathrooms with stone counters and a totally reconfigured kitchen with an expansive island for entertaining. The Grove at Beekman Place is comprised of 98 homes situated in a circle on private roads. The home is three miles to University Town Center, Whole Foods, Mote Aquarium and many restaurants and stores. The home is also 6 miles to downtown Sarasota and beaches. Showings are available starting June 13, 2026.
Listing is courtesy of: LOKATION (954-545-5583)
Listing Agent: Rick Waid (941-735-4207)
5103 GREENCROFT RD, SARASOTA, FL 34235
$295,000663 Days on yellowkey MLS ID: N6134516
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1487 Built: 1979Monthly Fee: $567 Tax: $3,642 (2023)Community: Vivienda At The MeadowsVilla
Taxes:$3,642
Remarks: Resort-Style Living Maintenance-Free includes Tile Roof. One of Sarasota’s most desirable communities. This spacious 2 bedroom, 2 bath, car garage home offers multiple living areas, including a living room, open-concept kitchen/family/dining area, and tranquil greenbelt view from the lanai. Ideally positioned not direct-facing neighbors, this home boasts a generous front yard and privacy. Enjoy true ease of living—landscaping and TILE roof maintenance are covered by the HOA, with reserves in place for future care. Recent upgrades include HVAC (2021), Water Heater (2023), Washing Machine (2024), Refrigerator (2022), as well as a new kitchen faucet, range hood fan, and light (2024). The Meadows Country Club offers membership access to 54 holes of golf, 17 Har-Tru tennis courts, pickleball, a junior Olympic-size pool, fitness center, two restaurants, and over 200 annual events. Explore 14 miles of scenic walking, biking, and nature trails, all just minutes from downtown Sarasota, UTC Mall, and I75. Come home to comfort, community, and the carefree lifestyle you’ve been looking for. Resort-Style Living in The Meadows Golf & Country Club Welcome to The Vivienda, a maintenance-free enclave within The Meadows, one of Sarasota’s most desirable communities.
Listing is courtesy of: BERKSHIRE HATHAWAY HOMESERVICES FLORIDA REALTY (941-207-5055)
Listing Agent: Janet Linaburg (941-225-5289)
3446 BEEKMAN PL #50, SARASOTA, FL 34235
$295,0005 Days on yellowkey MLS ID: A4698881
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1064 Built: 1989 Tax: $1,815 (2025)Community: Forty-Three West IiCondo
Taxes:$1,815
Remarks: Virtually Staged. RARELY AVAILABLE & MOVE-IN READY! Beautifully updated condo in the peaceful community of Forty-Three West. Recent updates include a new roof (2023), new HVAC (2026), luxury vinyl plank flooring in the living room and bedrooms, new tile flooring in the kitchen and baths, updated kitchen and appliances, updated baths, and a freshly painted interior. A front gate leads to a private, spacious paver-brick courtyard patio area at the front entryway. Inside, you'll find vaulted ceilings, abundant natural light, fresh neutral paint, and an open floor plan designed for comfortable living and entertaining. The kitchen features granite countertops and ample cabinetry thoughtfully redesigned to maximize storage. Kitchen sliders lead to the courtyard patio area. Rear living room sliders lead to an enclosed Florida room overlooking the large rear deck (recently rebuilt), with a long view of the pond behind—perfect for relaxing and enjoying Florida's natural beauty. The split-bedroom layout provides privacy, with pocket doors leading to the guest bedroom suite. The spacious primary suite features a walk-in closet, en-suite bath with a new walk-in shower, and private access to the rear deck. Conveniently located near shopping, dining, medical facilities, major roadways, and Sarasota's renowned Gulf Coast beaches, this move-in-ready home offers comfort, convenience, and low-maintenance Florida living, with the added benefit of unusually low condo dues. Don't miss this rare opportunity - this move-in-ready home offers comfort, convenience, and low-maintenance Florida living, with the added benefit of unusually low condo dues. Conveniently located near shopping, dining, and area parks, just a short drive to downtown Sarasota or University Park, and easy access to the airport. Pet-friendly community allows up to two pets.
Listing is courtesy of: COLDWELL BANKER REALTY (941-366-8070)
Listing Agent: Andree Huffine, Pa (941-232-4053)
3927 DESOTO RD, SARASOTA, FL 34235
$749,00092 Days on yellowkey MLS ID: A4689010
INCREASED by $24,000 (3.3%) on 07/03/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1782 Built: 1983Monthly Fee: $13 Tax: $3,686 (2025)Community: Desoto PinesSingle Family
Taxes:$3,686
Remarks: PRICE REDUCED!!!!Set on an expansive 1.06-acre lot, 3927 DeSoto Road in Sarasota offers a rare combination of space, privacy, and versatility. The oversized parcel provides endless possibilities—whether you envision lush landscaping, additional structures, or simply enjoying the open room to spread out. At the heart of the outdoor space is a huge pool, perfect for entertaining, relaxing, or creating a true backyard retreat. With this much land surrounding it, the pool area feels private and resort-like, offering plenty of room for outdoor seating, dining, and recreation. Inside, the home features a spacious interior layout with generous living areas designed for comfort and functionality. Large rooms, open flow, and abundant natural light create an inviting atmosphere that’s ideal for both everyday living and hosting guests. This property stands out for its rare lot size, impressive outdoor amenities, and roomy interior, making it a unique opportunity in Sarasota for anyone looking for space without sacrificing convenience. Home is located very close to UTC, Benderson Park and all local beaches and downtown Sarasota.
Listing is courtesy of: CHARLES RUTENBERG REALTY INC (727-538-9200)
Listing Agent: Gabe Gadah (941-376-4229)
5495 CYNTHIA LN, SARASOTA, FL 34235
$595,00077 Days on yellowkey MLS ID: TB8498165
0 Days Off yellowkey (back on 7/3/2026)
REDUCED by $16,000 (2.6%) on 06/24/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2198 Built: 1993Monthly Fee: $31 Tax: $5,889 (2025)Community: Deer HollowSingle Family
Taxes:$5,889
Remarks: Under contract-accepting backup offers. Stop your search—this is the MOVE-IN READY gem you’ve been waiting for! Tucked away in the quiet, family-friendly enclave of Deer Hollow, this 3-bedroom, 2-bathroom pool home sits on an exceptionally SPACIOUS AND PRIVATE LOT at the end of a peaceful cul-de-sac. Every inch of this residence has been meticulously revitalized, boasting a BRAND NEW ROOF, new water heater, and updated AC and appliances for total peace of mind. Inside, you’ll find a FULLY UPDATED KITCHEN AND BATHROOMS, fresh designer paint inside and out, modern flooring, and upgraded lighting throughout. The versatile Florida room provides that essential ADDITIONAL LIVING SPACE for a home gym or private office, while the outdoor oasis beckons with a RECENTLY RESURFACED POOL and cozy fire pit area. Perfectly positioned near UTC MALL, BENDERSON PARK, AND DOWNTOWN SARASOTA, this home also features HURRICANE SHUTTERS to ensure AFFORDABLE INSURANCE. It truly is the TOTAL PACKAGE!
Listing is courtesy of: REDFIN CORPORATION (617-458-2883)
Listing Agent: Krisztina Juhasz (571-423-8772)
4944 MIDNIGHT LN, SARASOTA, FL 34235
$450,00011 Days on yellowkey MLS ID: A4698194
1 Days Off yellowkey (back on 7/2/2026)
Bed: 5 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 3650 Built: 1991 Tax: $4,416 (2025)Community: CarrieSingle Family
Taxes:$4,416
Remarks: Under contract-accepting backup offers. Investor Special – Unique Opportunity in Sarasota! This is more than a home—it’s your chance to create something truly special. Situated on an expansive 33,949 sq ft lot (that’s over ¾ of an acre!), this 3,650 sq ft property is brimming with potential. Inside, you’ll find 5 spacious bedrooms, 2.5 baths, 3 office/den spaces (one of which has a skylight) and multiple living areas—plenty of room to make it your own. There is a stunning cathedral ceiling that fills the space with natural light. The outdoor space is just as impressive. The large pool, perfect for swimming laps or relaxing with friends and family, is complemented by updated equipment and a resurfaced finish. Love tropical fruit? Your private oasis features mango, avocado, moringa, calamondin and elderberry tree. Plus, with no HOA restrictions, you’ve got the flexibility to park an RV, build another residence, or even craft an outdoor paradise. This home already has solid improvements, including a newer roof (2019), two AC units (2019), and hot water units replaced in 2016 and 2023. Real hardwood floors add a timeless touch, and the wrap-around porch is as charming as it gets. While the home is fully hooked up to sewer, it’s also equipped with well water and while the electrical system dates back to 1991, this property is priced to reflect its potential—perfect for a flipper or dream-home renovator. This ideal location will provide easy access to Downtown Sarasota and the many dining, arts, cultural and shopping options. Easy access to Sarasota Bradenton International Airport, UTC Mall, Mote Science Education Aquarium, and many of the west coast beaches including Siesta Key and Lido Beach, this tropical haven is waiting for you. Schedule your tour today—opportunities like this are rare!
Listing is courtesy of: COMPASS FLORIDA LLC (941-279-3630)
Listing Agent: Beth Harris (941-321-7148)
5515 DOWNHAM MDWS, SARASOTA, FL 34235
$649,900133 Days on yellowkey MLS ID: A4681324
REDUCED by $25,100 (3.7%) on 07/02/2026
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2640 Built: 1992Monthly Fee: $193 Tax: $4,691 (2025)Community: Devonshire PlaceSpa: YesSingle Family
Taxes:$4,691
Remarks: Curb appeal begins at the street with beautifully selected driveway pavers that create an inviting approach and set the stage for what awaits inside. Step through the double-door entry and you are immediately drawn to sweeping views—across the expansive lanai and solar-heated pool and spa, over the tranquil lake that winds through The Meadows, and onward to the lush fairways of the golf course. * * * Offering 3 bedrooms, 2.5 baths, and 2,640 square feet under air, this thoughtfully designed residence provides a comfortable and highly functional layout ideal for both everyday living and entertaining. The primary suite is privately situated apart from the secondary bedrooms, creating a peaceful retreat, while the guest bedrooms at the opposite end of the home offer flexibility and privacy for family or visitors. * * * Multiple living spaces enhance the home’s versatility, including formal living and dining rooms, as well as a spacious great-room style family room that includes a casual dining area just off the kitchen. A striking coral stone fireplace serves as a beautiful focal point in the family room, adding warmth, character, and architectural interest to the space. * * * The kitchen is light and bright, featuring white cabinetry and light gray countertops that create a fresh, timeless feel. Abundant, well-designed cabinetry surrounds the cook, offering exceptional storage and an efficient layout that makes meal preparation both comfortable and convenient. * * * Outdoor living is equally impressive. The large screened lanai, solar-heated pool, and spa provide the perfect backdrop for relaxing afternoons, evening swims, or entertaining friends while taking in picturesque water and golf course views. The seamless indoor-outdoor flow embodies the very best of the Florida lifestyle. * * * Residents of The Meadows enjoy one of Sarasota’s most established and amenity-rich communities, known for its scenic lakes, miles of walking and biking trails, golf and social opportunities, and convenient proximity to University Town Center, I-75, downtown Sarasota, and renowned Gulf Coast beaches. * * * A home that combines generous living spaces, exceptional views, and an outstanding location—an opportunity not to be missed.
Listing Agent: Marilyn Kneafsey (941-373-0999)
3033 WILLOW GRN #10, SARASOTA, FL 34235
$247,00071 Days on yellowkey MLS ID: A4691560
REDUCED by $3,000 (1.2%) on 07/02/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1221 Built: 1980 Tax: $2,758 (2025)Community: Willow GreenCondo
Taxes:$2,758
Remarks: Welcome to your peaceful Florida retreat! This highly desirable 2-bedroom, 2-bathroom condo in the Willow Green subdivision of The Meadows offers the perfect blend of affordability, comfort, and active resort-style living. Priced competitively at $247K, this home is an exceptional opportunity for seasonal "snowbirds," downsizers, or anyone wanting the quintessential Sarasota lifestyle without the hefty price tag. Step inside to a bright, low-maintenance layout designed for easy living. The Willow Green community is famous for its park-like setting, featuring mature oak trees, beautifully landscaped grounds, and a refreshing community pool just steps from your door. Best of all, this community is completely pet-friendly, so your four-legged family members are welcome here! Walk to The Meadows Shopping Center for Massage, Dental, Daycare, or a Bite to Eat. Includes Covered Carport Parking with Extra Storage. Plenty of Guest Parking. Option to Park Second Car. Primary Bedroom and Laundry are on First Floor. Located in the heart of The Meadows, you will enjoy access to 14 miles of shaded walking trails, 85 scenic lakes, a fitness center, pickleball courts, and optional country club golf memberships. Convenience is unmatched—you are within walking distance to the community dog park and the popular Sunday fresh market. Plus, you are just minutes from world-class shopping at the University Town Center (UTC) mall, dining, Nathan Benderson Park, I-75, and a short drive to Downtown Sarasota and pristine Gulf beaches. 25 mins to Lido Key Beach, Siesta Key Beach, and Longboat Key. 20 Minutes to SRQ Airport. Come Play Tennis, Pickleball. Relax in The Spa, Swim Laps at Our Olympic Size Clubhouse Pool. Three Great Golf Courses. Come See All The Meadows and Willow Green Beauty. Home to be Sold Furnished or Unfurnished. Schedule your private tour today and start living the maintenance-free Florida dream! Sellers are Motivated.
Listing is courtesy of: CENTURY 21 BEGGINS ENTERPRISES (813-658-2121)
Listing Agent: George Lange (813-658-2121)
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