Displaying: For Sale
Location: Sarasota
Property Type(s): Villas
Price: $300,000 to $399,000
Do Not Show Listings
Sarasota - 65 properties found
3407 WILKINSON WOODS DR #58, SARASOTA, FL 34231
$379,90077 Days on yellowkey MLS ID: A4689291
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1812 Built: 1980Monthly Fee: $596 Tax: $1,982 (2025)Community: Wilkinson WoodsVilla
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$1,982
Elementary School: None
High School: None
Tax Year: 2025
Middle School: None
Remarks: Immaculate, Fully Renovated Home!!! Welcome to this beautifully updated 3-bedroom, 2-bath residence offering 1,812 square feet under air. 2 large skylights help keep it bright with a very open-concept floor plan designed for comfortable living and effortless entertaining. Every detail of this home has been thoughtfully upgraded—truly move-in ready. The stunning chef’s kitchen features all-new cabinetry, elegant quartz countertops, and a full suite of brand-new stainless steel appliances, seamlessly flowing into the expansive living and dining areas. Deluxe vinyl flooring runs throughout the home, enhancing both style and durability. Both bathrooms have been completely renovated, and the entire interior boasts brand-new stucco ceilings, creating a clean, modern aesthetic throughout. A convenient interior laundry room adds everyday functionality. Major system upgrades provide peace of mind, including a brand-new HVAC system with all-new ductwork, new blown-in attic insulation, and a completely new electrical panel featuring 12 arc-fault breakers and a surge protectors. The home also includes a brand-new 50-gallon Leisure water heater located in the garage. The two-car garage is finished with beautiful epoxy flooring, perfect for storage or hobbies. Located in a well-maintained 55+ community, residents enjoy access to a community pool, clubhouse, and tennis courts, all supported by a very reasonable HOA fee. The community also allows one small pet, making it ideal for relaxed, low-maintenance living. Every inch of this home has been updated—just bring your furniture and start enjoying the Florida lifestyle.
Listing is courtesy of: HOOK & LADDER REALTY INC (941-356-7530)
Listing Agent: Bill Howell (941-356-7530)
4309 CALLISTA LN, SARASOTA, FL 34243
$399,000161 Days on yellowkey MLS ID: N6142386
2 Days Off yellowkey (back on 4/6/2026)
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1728 Built: 2005Monthly Fee: $145 Tax: $4,054 (2025)Community: Callista VlgSpa: NoVilla
Taxes:$4,054
Elementary School: Emma E. Booker Elementary
High School: Booker High
Middle School: Booker Middle
Remarks: Under contract-accepting backup offers. One or more photo(s) has been virtually staged. LOCATION, LOCATION, LOCATION!!!! Freshly painted and meticulously maintained, this stylish 2-bedroom plus den home in the highly desirable Callista Village offers a perfect blend of comfort, function, and Florida luxury. Located at 4309 Callista Lane in Sarasota, the home welcomes you with bright, open living spaces featuring soaring ceilings and abundant natural light. The open-concept layout flows from a chef-ready kitchen with stainless steal appliances and ample cabinetry into spacious living and dining areas, making it ideal for both quiet evenings and lively gatherings. The flexible den can serve as a home office, guest space, or library, while the oversized lanai provides a tropical retreat for year-round relaxation. This move-in-ready gem is perfectly suited for full-time residence or a seasonal escape, with UTC Mall, SRQ International Airport, and world-renowned Gulf beaches just minutes away. Callista Village offers maintenance free grounds and a friendly, active community, along with a beautiful park in your backyard. Don’t miss your chance to schedule a private showing and experience Sarasota living at its finest.
Listing is courtesy of: CORNERSTONE R.E OF SW FL (941-404-4620)
Listing Agent: Ashley Leroy (941-724-1621)
3350 W CHELMSFORD CT #13, SARASOTA, FL 34235
$363,000155 Days on yellowkey MLS ID: TB8466391
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1513 Built: 1990 Tax: $2,699 (2025)Community: Chelmsford CloseVilla
Taxes:$2,699
Elementary School: Gocio Elementary
Remarks: Located in the desirable Chelmsford Close enclave of The Meadows, this well-maintained and freshly painted 2 bedroom, 2 bathroom villa with a 2-car garage offers over 1,500 square feet of comfortable living space and golf course frontage with peaceful fairway views. Built in 1990 and carefully cared for by the original owners, the home enjoys a prime setting close to the community pool and is surrounded by mature landscaping and manicured grounds. Chelmsford Close is known as one of the newer villa communities in The Meadows, featuring solid construction, attractive architecture and a quiet, private feel. Residents enjoy a park-like setting within a 1,600-acre master-planned community offering 14+ miles of walking and biking trails, lakes, green spaces, fitness facilities, pickleball and optional golf and tennis memberships. Ideally situated near Nathan Benderson Park, University Town Center shopping and dining, and just minutes to downtown Sarasota, cultural attractions and world-class Gulf beaches. Competitively priced, this villa presents an excellent opportunity to enjoy the Sarasota lifestyle—schedule your private showing today before it’s gone!
Listing is courtesy of: SMITH & ASSOCIATES REAL ESTATE (813-839-3800)
Listing Agent: Tyler Gilley (847-347-4734)
3864 CHATSWORTH GREENE CT #10, SARASOTA, FL 34235
$399,00090 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.
Listing is courtesy of: PREMIER SOTHEBY'S INTERNATIONAL REALTY (941-364-4000)
Listing Agent: Fernando Viteri, Pa (941-400-7676)
4687 CHANDLERS FORDE #25, SARASOTA, FL 34235
$330,000218 Days on yellowkey MLS ID: A4672530
0 Days Off yellowkey (back on 3/19/2026)
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 2255 Built: 1981Community: Chandlers FordeVilla
Taxes:
Tax Year:
Remarks: Under contract-accepting backup offers. Tucked into one of the most peaceful pockets of The Meadows, this inviting 3-bed, 2-bath villa feels like a retreat wrapped in nature. Step inside and you’re greeted by vaulted ceilings, an airy sense of volume, and a wood-burning fireplace that instantly sets the tone for cozy evenings and memorable gatherings. Large windows frame views of the wooded preserve, giving the home a wonderfully private feel—where mornings begin with birdsong and evenings end to the gentle rustle of palms. The comfortable layout flows easily from room to room, offering a move-in-ready opportunity while allowing the next owner to personalize with updates if desired. The roof, maintained by the association, was replaced in 2022—adding peace of mind for years to come. Just steps away, the community pool provides a relaxing afternoon escape. Venture a bit farther and you’re minutes from UTC, Nathan Benderson Park, endless shopping, dining, and everything that makes Sarasota so desirable. Living in The Meadows is more than owning a home, it’s a lifestyle. Enjoy access to an active community center, miles of walking and biking trails, lush green space, and a vibrant social calendar for all interests. A rare blend of nature, convenience, and community—Sarasota living at its best.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-951-6660)
Listing Agent: Ryndie Brusco (941-809-6913)
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