Location: Meadows, Sarasota
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5273 VILLA MAJORCA CT #25, SARASOTA, FL 34235
$299,999Listed 07/13/2026 11:53PM MLS ID: A4699342
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1475 Built: 1981Monthly Fee: $76 Tax: $3,466 (2025)Community: MeadowsVilla
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$3,466
Elementary School: None
High School: None
Tax Year: 2025
Middle School: None
Remarks: BRAND NEW ROOF, Completely freshly painted throughout, this is a MUST SEE! Location Location Location want to be in the MEADOWS with a garage? Updated Kitchen with new appliances and flooring already done. Beautiful peaceful setting to enjoy year round or seasonally. Two bedroom and two bathroom with space for a potential 3rd bedroom or office. Great floorplan and flow with natural light. A short drive or bike ride to the Meadows Village Center and 15 miles of scenic walking/biking trails. Meadows residents also enjoy a new fitness/activities center with state-of-the-art equipment, an activities director, three golf courses (discounted rates to residents), roaming security throughout the community, a Junior Olympic pool, dining options, pickleball, and 17 Har-Tru tennis courts. (Membership plans for some of the amenities are required but totally optional.) There are many clubs, lectures, and social events scheduled through the Meadows Country Club. All residents receive The Meadoword, a monthly community publication which features general information as well as news and schedules of upcoming events. Conveniently located near the UTC corridor and its fabulous dining and retail options, the Meadows has easy access to the Sarasota airport, I-75, the area’s world-class beaches, and beautiful downtown Sarasota with its outstanding theatre, opera, ballet, museums, restaurants, and the award-winning Marie Selby Botanical Gardens! This villa is in a gorgeous, much-desired community. Make an appointment to tour it today! AC 2014
Listing is courtesy of: GOOD LIFE REALTY LLC (941-342-9889)
Listing Agent: Raffilena Hamilton (941-685-2441)
5103 GREENCROFT RD, SARASOTA, FL 34235
$295,000670 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
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)
3416 W CHELMSFORD CT #2, SARASOTA, FL 34235
$420,000552 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
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)
4004 PENSHURST PARK, SARASOTA, FL 34235
$749,00039 Days on yellowkey MLS ID: A4695985
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2606 Built: 1989Monthly Fee: $932 Tax: $4,822 (2025)Community: Penshurst Park - The Highlands - The MeadowsVilla
Taxes:$4,822
Remarks: Warm contemporary design, impact-window peace of mind, tranquil golf course views and a phenomenal location come together in Penshurst Park, The Meadows’ premier maintenance-free enclave. A canopied street, paver driveway and charming courtyard welcome you home. Inside, this beautifully updated residence feels light and open, with high ceilings, abundant natural light, specialty LED lighting, tall windows and walls of sliders that frame deep golf course views and a daily parade of birds. The chef’s kitchen impresses with Greystone Cambria quartz countertops, KitchenAid and Bosch appliances, including a multi-mode wall oven and induction cooktop and soft-close cabinetry. Relax in the serene and spacious primary retreat, offering a custom-fitted walk-in closet and a spa-like bath with dual sinks, a soaking tub and a generous Roman shower. All just 300 feet from the heated community pool, near nature trails and 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 2021 PGT hurricane windows and doors, a 2015 16 SEER air conditioner with an air purifier, a 2005 tile roof, which is the HOA’s responsibility, a whole-house surge protector and is 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)
4424 HIGHLAND PARK #5, SARASOTA, FL 34235
$550,00071 Days on yellowkey MLS ID: A4692053
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2120 Built: 1988Monthly Fee: $171 Tax: $3,107 (2025)Community: MeadowsSpa: YesVilla
Taxes:$3,107
Remarks: Beautifully remodeled villa-style home in the premier Sarasota community of The Meadows. Recent updates include fresh interior paint, new flooring, tile, and appliances, creating a clean, move-in-ready feel throughout. Spacious Great Room featuring a wood burning fireplace and built in wet bar. This free-standing residence is in the charming Highland Park enclave, offering privacy with no adjoining walls and a generously sized two-car garage. High ceilings with molding and eight-foot sliding glass doors fill the home with natural light while framing beautiful views. The floor plan flows exceptionally well, creating a sense of openness, comfort, and privacy. Enjoy the exceptional lifestyle of The Meadows, known for its 85 lakes and waterways, 14 miles of walking and biking trails, majestic oak trees, preserved open spaces, and commitment to wildlife and ecology. Community amenities include golf, 15 Har-Tru tennis courts, eight new pickleball courts, a lifestyle center, and a Junior Olympic-size pool. Ideally situated between UTC and downtown Sarasota, this location offers convenient access to world-renowned restaurants, exclusive shopping, vibrant arts and culture, Nathan Benderson Park, the newly opened Mote Marine Aquarium, and Sarasota’s sparkling Gulf Coast beaches. A wonderful opportunity to enjoy comfort, convenience, and the natural beauty of one of Sarasota’s most established communities
Listing is courtesy of: MORGAN JOHNSON REALTY LLC (941-932-5939)
Listing Agent: Kathy Morgan (941-932-5939)
5222 MYRTLE WOOD #9, SARASOTA, FL 34235
$279,888161 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
$399,000110 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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