Location: The Meadows, Sarasota
Do Not Show Listings
5103 GREENCROFT RD, SARASOTA, FL 34235
$295,000625 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
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$3,642
Elementary School: Gocio Elementary
High School: Booker High
Tax Year: 2023
Middle School: Booker Middle
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)
3038 RINGWOOD MDW #20, SARASOTA, FL 34235
$400,000178 Days on yellowkey MLS ID: A4673638
17 Days Off yellowkey (back on 5/28/2026)
REDUCED by $24,900 (5.9%) on 04/25/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1500 Built: 1981 Tax: $2,924 (2025)Community: Villas Of Papillion - The MeadowsVilla
Taxes:$2,924
Elementary School: None
High School: None
Tax Year: 2025
Middle School: None
Remarks: Unique opportunity! Over $150K in permitted top-to-bottom renovation. Luxuriously reimagined end-unit villa in The Meadows offering refined living in a lush, park-like setting with a phenomenal Sarasota location. A beautiful canopied street and maintenance-free living welcome you home. The interior is bathed in natural light and was thoughtfully remodeled with a designer’s eye by Sand and Shore Remodeling. This is must-see. The heart of the home is a gorgeous open kitchen featuring a stunning Calacatta quartz waterfall island, Franke deep-basin workstation sink, soft-close shaker cabinetry, Arabesque marble backsplash and a paneled French-door refrigerator for a seamless, custom look. Additional upgrades elevate every room with lightly skip-troweled ceilings, square dimmable LED recessed lighting, White Oak luxury-vinyl flooring and solid-core interior doors. All with ideal southwestern exposure for bright, cheerful winters, just 500 feet to the heated community pool, less than two miles to Whole Foods and Trader Joe’s, and convenient from everything The Meadows has to offer. Set 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, for a low fee, access to a fitness center, Junior Olympic pool, pickleball, golf, and Har-Tru tennis. You’ll be minutes to award-winning beaches, vibrant arts and culture, Whole Foods, Trader Joe’s, Nathan Benderson Park, Mote SEA Aquarium, the future Sarasota Orchestra, and University Town Center: a favorite shopping and dining destination. A fabulous Florida lifestyle awaits. With 2023 water heater, 2022 garage door, 2019 full remodel including electrical panel, 2017 air-conditioning system, 2012 tile roof, re-piped and above flood plain in zone X.
Listing is courtesy of: PREMIER SOTHEBY'S INTERNATIONAL REALTY (941-364-4000)
Listing Agent: Fernando Viteri, Pa (941-400-7676)
4429 OAKLEY GREENE #6, SARASOTA, FL 34235
$349,0008 Days on yellowkey MLS ID: A4694535
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1868 Built: 1986 Tax: $2,604 (2025)Community: Oakley Greene - The Highlands - The MeadowsVilla
Taxes:$2,604
Remarks: Serene, easy-living villa with lush views in the prestigious Highlands section of The Meadows, one of Sarasota’s desirable neighborhoods just 15 minutes from downtown. A canopied street, a paver driveway and a charming courtyard welcome you home. Inside, you will love the comfortable floor plan with natural light, oak flooring and tray ceilings in the living areas with walls of sliders showcasing a tropical setting; truly serene. The kitchen features Kona Beige quartz countertops, white appliances and a convenient grilling patio. The spacious primary en suite features dual counter-height vanities, a walk-in shower and an ample closet. All within 100 feet of the heated community pool, near the nature trails and a short ride to all the fun The Meadows has to offer. The Meadows is a sought-after 1,600-acre park-like community just 15 minutes from downtown. Residents enjoy 14 miles of scenic trails and access to a fitness center, a junior Olympic pool, pickleball, golf and Har-Tru tennis. You’ll also be minutes from award-winning beaches, vibrant arts and culture, Whole Foods, Trader Joe’s, Nathan Benderson Park, the Legacy Trail, Mote SEA Aquarium, the future Sarasota Orchestra Music Center and University Town Center’s shopping, dining and entertainment. A fabulous Florida lifestyle awaits! The residence features a 2020 16 SEER air-conditioning system, a 2015 hurricane garage door, a 2004 tile roof, which is the condominium’s responsibility, fully funded reserves, and is above the floodplain in Zone X.
3416 W CHELMSFORD CT #2, SARASOTA, FL 34235
$420,000507 Days on yellowkey MLS ID: A4634668
3 Days Off yellowkey (back on 5/26/2026)
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1513 Built: 1990 Tax: $4,165 (2023)Community: The MeadowsVilla
Taxes:$4,165
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)
5656 PIPERS WAITE #34, SARASOTA, FL 34235
$569,00043 Days on yellowkey MLS ID: A4690221
0 Days Off yellowkey (back on 5/13/2026)
REDUCED by $16,000 (2.7%) on 04/28/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2350 Built: 1984 Tax: $4,505 (2025)Community: The MeadowsSpa: YesVilla
Taxes:$4,505
Remarks: Under contract-accepting backup offers. Beautifully updated turn key home in The Meadows! Designer touches in every corner including pecan flooring, modern fixtures, a tropical primary bath, quartz counters, LED lighting, grasscloth feature walls, and custom cabinets. This home encourages rest and relaxation with its zen color palette, loads of natural light and stunning designer accents. Living more like a single family residence, this condo has all rooms on one floor and green views out every window. Fabulous layout with split primary and third bedroom being used as an office. Community pool shaded by lovely live oaks is just steps out the back door. Lanai is enclosed and can be an art studio, extra office or living space. Oversized garage is a bonus and the HVAC was replaced in Oct 2025. If you have been looking for an updated, easy living home this is it! Furniture and art are negotiable. The Meadows is a wonderful community in the heart of Sarasota. It is 15 minutes to downtown, 18 minutes to the airport and 20 minutes to Lido Beach not to mention 5 minutes from UTC shopping centers and teh new MOTE Aquarium.
Listing is courtesy of: CORCORAN DWELLINGS REALTY (941-200-4663)
Listing Agent: Gemma Hobbs (941-586-3723)
5222 MYRTLE WOOD #9, SARASOTA, FL 34235
$279,888116 Days on yellowkey MLS ID: A4680262
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1176 Built: 1981 Tax: $3,347 (2025)Community: Somerset/The MeadowsSpa: NoVilla
Taxes:$3,347
Remarks: Seller is motivated, all REASONABLE offers will be considered. Nestled within the lush, park-like setting of The Meadows, this astounding, fully renovated two-bedroom, two-bath villa is the epitome of refined Florida living. Meticulously updated from top to bottom, the residence lives like a private home while offering the ease and peace of mind of maintenance-free ownership. Arrive beneath your attached, assigned carport and step into a charming front courtyard—a warm prelude to the light-filled interior beyond. Inside, cathedral ceilings soar above a bright, open floor plan designed to capture abundant natural light. New lighting, contemporary finishes, tiled entry and kitchen, and premium vinyl flooring throughout (no carpet) create a seamless flow from room to room, culminating in a glass-enclosed Florida room. Primary bathroom is wheelchair accessible. Here, a wall of sliders frames tranquil garden views and a community pool, inviting indoor-outdoor living year-round. The open-concept kitchen is both elegant and functional, appointed with gleaming new white quartz countertops, a generous breakfast bar, brand-new white cabinetry, and all new stainless-steel appliances. Sliding glass doors provide easy access to the front patio—perfect for morning coffee or evening gatherings. The airy layout is tailored for carefree, casual living, with no neighbors above or below and chic, contemporary appointments throughout. Additional highlights include an exterior storage closet, interior washer and dryer, and thoughtful proximity—just steps from the heated community pool and a scenic nature walking trail. Set across 1,600 acres of resort-style grounds, The Meadows offers an exceptional lifestyle only minutes from downtown Sarasota and the UTC. Residents enjoy 14 miles of biking and hiking trails, a fitness center, a Junior Olympic pool, pickleball courts (available via separate memberships), dining options, and pay-to-play access to award-winning golf courses and a premier tennis complex at remarkably accessible pricing. Ideally located near the area’s best attractions—including Nathan Benderson Park, Mote SEA Aquarium, and The Mall at University Town Center—this villa places award-winning beaches, vibrant arts and culture, shopping, and dining within easy reach. Pet-friendly and move-in ready, this exceptional condo delivers a truly hassle-free lifestyle in a coveted location. The gorgeous furnishings are available under separate bill of sale. This is an exceptional opportunity to purchase at a lower price per square foot than competing properties while securing a truly modern, move-in-ready home.(Association rules apply: no trucks or commercial vehicles permitted for overnight parking.)
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-951-6660)
Listing Agent: Amy Chapman (941-225-1500)
3864 CHATSWORTH GREENE CT #10, SARASOTA, FL 34235
$399,00065 Days on yellowkey MLS ID: A4687597
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1928 Built: 1990 Tax: $5,059 (2025)Community: Chatsworth Greene - The Meadows - The HighlandsVilla
Taxes:$5,059
Remarks: Sweeping golf course views with ideal southeastern exposure in the desirable Highlands section of The Meadows, one of Sarasota’s sought-after and ideally located neighborhoods. Chatsworth Greene is the premier villa enclave of its kind. Mature landscaping, ample rooms, natural light, high ceilings with tray in the great room, and walls of windows bring in stunning golf course views. Retreat to the primary suite, featuring a walk-in closet, separate dual sinks and soaking tub. The relaxing lanai is ideal for enjoying quiet mornings and entertaining friends. All adorned by sweeping golf course views with ideal southeastern exposure, a block to the heated pool and spa, 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, for a low fee, access to a fitness center, Junior Olympic pool, pickleball, golf and Har-Tru tennis. You’ll be minutes to award-winning beaches, vibrant arts and culture, Whole Foods, Trader Joe’s, Nathan Benderson Park, Mote SEA Aquarium, the future Sarasota Orchestra and University Town Center, a favorite shopping and dining destination. A 2019 air-conditioning system, 2008 tile roof, above flood plain in zone X. Furniture optional.
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