Sarasota Villas For Sale - 270 villas

Remarks: 721 N Jefferson is only MINUTES away from Downtown Sarasota! An exceptional investment opportunity with strong rental flexibility. No ownership waiting period before leasing, a one-month minimum, and up to four rentals per year—an incredibly rare benefit for an association, particularly this close to downtown Sarasota.This beautifully updated villa in Jefferson Pines has one of the best locations in the community with a private lanai view. Featuring 2 bedrooms and 2 bathrooms, NEW IMPACT WINDOWS, NEW AC, NEW WASHER AND DRYER, UPDATED WATER LINES, Interior paint refreshed, vinyl flooring in the bedrooms, and recently updated kitchen with NEW REFRIGERATOR. The home has an open-concept living space and with the bedrooms to one side of the unit. The community has a fresh new paint on the exterior of the units, a community pool to enjoy and a quiet neighborhood. Enjoy the outdoor living in a private backyard, just minutes from downtown Sarasota's newest restaurants, walkable Bayfront, shopping, and the stunning Gulf Coast Beaches. Being close to Fruitville Road you are almost a straight shot to Lido Beach. Within 5 minutes you can get to downtown, Publix, and Payne park- you truly have everything at your fingertips. A true gem ready for you to move in! Whether you’re searching for a full-time residence or the perfect snowbird getaway, and location tops your list, this move-in-ready villa offers everything you need—along with easy access to downtown Sarasota.

Listing is courtesy of: THE SHORELINE FL REALTY LLC (941-544-1133)

Listing Agent: Nicole Posada (941-302-7549)

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)

Remarks: Experience the best of Sarasota living in this charming two story villa located in the heart of the County! This maintenance free gem features a private courtyard and an attached one car garage, offering both privacy and convenience. The thoughtful layout keeps both bedrooms and two full baths upstairs on the second floor, creating a peaceful retreat away from the main living areas and kitchen. The villa offers a half bath downstairs which is perfect for guests. Enjoy being minutes away from shopping, beaches, grocery stores and some of the best dining in the area. Residents also have access to a refreshing community pool, making every day feel like a vacation. Schedule your showing today!!

Listing is courtesy of: BOUDRIE REAL ESTATE GROUP INC (941-730-5674)

Listing Agent: Rebekah Boudrie (941-730-5674)

Remarks: Charming villa-style condo that beautifully blends privacy, natural light, and an unbeatable Sarasota location. Soaring cathedral ceilings create an open, airy feel, enhanced by windows at the apex of the roof that flood the home with abundant natural light throughout the day. The bright and welcoming interior features thoughtful updates and a highly functional layout. As a bonus, the condo has a new A/C! The primary suite offers a versatile bonus room—perfect for a home office, nursery, workout space, reading lounge, or creative studio—adding flexibility rarely found in similar properties. Step outside to your private, gated patio, ideal for morning coffee, outdoor dining, gardening, or unwinding with a good book. Tucked away in a quiet community yet just minutes from downtown Sarasota, you’re close to Main Street’s dining, shopping, and entertainment, with Lido Beach only a short drive away. Whether you’re seeking a primary residence, seasonal getaway, or income-producing investment, this home checks all the boxes. Low HOA, low taxes, and a prime location make this a must-see opportunity.

Listing is courtesy of: RE/MAX ALLIANCE GROUP (941-954-5454)

Listing Agent: Brett Keyser, Jr (941-957-8425)

Remarks: One or more photo(s) has been virtually staged. Great Location in Village Oaks!!! 2BR/2BA condo/villa all on one floor with a two car garage and nestled in a cozy community not far from downtown and near lots of shopping, restaurants and the beautiful beaches of Sarasota. This villa is move in ready with granite kitchen counter tops, double vanities and large walk-in closet in the primary bedroom. A fully enclosed sun room affords you extra living space in a light and bright area. Newer washer and dryer come with the villa. No exterior maintenance is done by you allowing you the time to enjoy the amenities in Village Oaks such as the beautiful swimming pool, tennis and pickleball courts and walking in a lovely setting in this community. Sarasota also offers so many wonderful activities with the new Mote Marine Aquarium, the circus events, boating and golfing availability, the beautiful University Town Center Mall and all the restaurants and shopping there and surrounding the mall. This is a beautiful piece of paradise where this lovely villa awaits you!

Listing is courtesy of: COLDWELL BANKER REALTY (941-349-4411)

Listing Agent: Jay Mitchell Jr., Pllc (941-349-4411)

Remarks: VILLA ON FOREST HILLS CIR. at Stoneybrook Golf & Country Club, this well-maintained residence offers 2 bedrooms, two baths, a den/office, a private pool, and a two-car garage making this an exceptional vlaue. There is a new roof and a newer air conditioning system, ensuring peace of mind for years to come. The villa is perfectly positioned on the right side of the circle, providing morning sun on the front entry patio and full afternoon sun by the inviting pool area - ideal for outdoor relaxation and entertainment. (For those social gatherings, the Forest Hills Community Pool is very close by.) Inside, the kitchen has the unique feature of a skylight that fills the space with natural light, creating an inviting atmosphere for cooking and gathering. The laundry room serves as an entryway to the spacious two- garage, and the bright and sunny den/office is separated from the living area behind beautiful etched glass. Sliding glass doors from the living room showcase the crystal clear pool. The home offers tremendous potential to make it your own, whether you're looking for a vacation retreat, an income property, or a full-time residence. Stoneybrook Golf & Country Club offers an amenity-rich lifestyle, featuring a newly modernized, amazing Kipp Schulties golf course, a beautiful clubhouse with restaurant and gathering rooms, a spacious heated pool and several Har Tru lighted tennis courts, pickleball courts, bocce ball, and all of the activities one would expect from a country club. The location on Paler Ranch is just a short drive from the pristine beaches of the world-famous Siesta Key beach, shops, and restaurants, and the community borders the very popular Legacy walking and biking trail. This is an opportunity to enjoy the country club lifestyle and your own little piece of paradise.

Listing is courtesy of: BERKSHIRE HATHAWAY HOMESERVICE (941-556-2150)

Listing Agent: Vicki Reilly (941-266-5962)

Remarks: Welcome to Heritage Oaks Golf & Country Club! This wonderful "Innverness" model golf villa is the perfect amount of space for both full time owners or seasonal residents. Nestled in a private, less traveled part of the neighborhood and located directly across the street from one of the five heated pools in the community, this lovely property features 2 bedrooms, 2 bathrooms, a den/study that can double as a third bedroom and an attached two car garage. Designed with both everyday living and entertaining in mind, the home features an open and airy layout filled with natural light. Spacious living and dining areas flow seamlessly, providing plenty of room to gather with friends and family. Large windows and sliding glass doors connect the interior to the outdoors allowing you to fully appreciate Florida's indoor-outdoor lifestyle. The owner has just replaced the A/C (2025) giving the new owner years of worry-free living. The kitchen is thoughtfully designed with ample cabinetry, generous counter space, and a functional layout that makes cooking and hosting effortless. The primary suite provides a peaceful sanctuary, complete with abundant closet space and a well appointed en-suite bath. One additional bedroom and a den/study provide flexibility for guests ensuring the home can expand when guests come to visit. Step onto the rear lanai and enjoy the oversized screened area with gorgeous, private views of preserves and nature. Enjoy time with a coffee in the morning and watch the abundance of wildlife that roam this Certified Audubon Neighborhood. Heritage Oaks is known for its pristine 18-hole golf course, har-tru tennis courts, fitness center, 24-hour security, an impressive clubhouse with 2 restaurants including the sensational 19th Hole Lounge, 5 heated swimming pools, and a calendar of events packed with activities. Are you ready to call Heritage Oaks home?

Listing is courtesy of: ROSEBAY INTERNATIONAL REALTY, INC (941-366-7673)

Listing Agent: Doug Figgins (941-725-1060)

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)

Remarks: Experience the best of coastal luxury in this beautifully upgraded villa—designed for comfort, style, and effortless living. Step inside and feel the difference: brand-new PGT hurricane-impact windows and doors, fresh interior paint, elegant crown molding, tray ceilings, and luxury vinyl flooring that flows throughout. A modern kitchen with granite countertops, new ceiling fans, and thoughtful custom details add both beauty and function to every room. Convenience continues outdoors with a covered carport and additional storage in the laundry room—perfect for tools, hobbies, and your beach gear. Set within the highly desirable 55+ community of Strathmore Villas, this property offers more than just a home—it's a lifestyle. Located minutes from Siesta Key's world-famous beaches, you're also steps from the marina with direct access to Phillippi Creek, Sarasota Bay, and the Gulf of Mexico. Boat slips are available on a first-come, first-serve basis, making this a dream opportunity for boating enthusiasts. Residents enjoy a resort-style array of amenities including a heated pool, clubhouse, fitness center, library, sauna, billiards, shuffleboard, meeting rooms, and an active social calendar. Friendly neighbors, active living, and coastal convenience—it’s all here. Welcome home—your Sarasota retreat is waiting.

Listing is courtesy of: RE/MAX ALLIANCE GROUP (941-954-5454)

Listing Agent: Larisa Trexler (941-928-1347)

Remarks: BRAND NEW ROOF MARCH 2025. You will love this villa with two ensuites. The primary bedroom has a large walk in Cedar Closet and a comoletely remodeled Primary Bath with walk in custom rain shower and separate spa style tub, tons of storage and countertops. Gorgeous Villa D Este is available now. Golf style luxury Villa in Prestancia/TPC (Tournament of Players Club) located near the 17th hole. You will love this completely renovated stylish Villa with 2 large bedroom suites. Open and bright fully furnished large leather arm chairs and comfy sofas to casually spend your evenings in Palmer Ranch most premier community. Small heated community pool is minutes away for morning swims and evening cocktails hour with your neighbors and players. You will love the casual elegance of Prestancia. The South gate is minutes from COSTCO shopping & gas. Stickney Point bridge is only minutes away to land on world famous Siesta Key Beaches. Weeks and Months Available. No membership required. Golf and Social Memberships are available with a tour of club facilities. All of Villa D Este has new roofs everyone paid same assessment individually $55k

Listing is courtesy of: ROSEBAY INTERNATIONAL REALTY, INC (941-366-7673)

Listing Agent: Marianne Lebar (941-650-0337)