South Sarasota Homes with Tennis Court(s) Amenities

South Sarasota Homes with Tennis Court(s) Amenities

Welcome to South Sarasota, Florida, a vibrant community nestled in the heart of Sarasota County. Known for its stunning beaches, lush landscapes, and a laid-back lifestyle, South Sarasota offers the perfect blend of relaxation and recreation. With its close proximity to the sparkling waters of the Gulf of Mexico, residents enjoy year-round sunshine, a thriving arts scene, and an abundance of outdoor activities.

One of the standout features of homes in South Sarasota is the availability of properties with private tennis courts. Imagine waking up to the warm Florida sun and stepping out into your own backyard oasis, where a well-maintained tennis court awaits. These homes not only provide a space for you to perfect your serve but also create an ideal setting for family gatherings, friendly matches, and social events. Whether you’re a seasoned player or just looking to enjoy a leisurely game, having a tennis court at home elevates your lifestyle and encourages an active, healthy routine.

In addition to tennis, South Sarasota boasts a variety of amenities, including parks, golf courses, and recreational facilities. The community is renowned for its friendly atmosphere and is home to a diverse population that values both relaxation and activity. With excellent schools, shopping, and dining options nearby, South Sarasota is not just a place to live; it’s a community where you can truly thrive.

Discover the charm of South Sarasota and explore the exceptional homes with tennis court amenities that await you. Your dream lifestyle is just a serve away!

Newest South Sarasota Homes with Tennis Court(s) Amenities

84 Southwinds Drive, Sarasota
$264,900
2 Beds ⋅ 2 Baths ⋅ South Winds Mobile Home Park Co-Op SubDv. ⋅ 34231 Zip Code
Welcome home to this absolutely immaculate double-wide in desirable Southwinds Mobile Home Park! Affordable living with monthly HOA dues of only $195 a month make this attractive immediately! Beautifully maintained, this inviting home offers a warm coastal feel from the moment you step inside. Don’t wait on this one—it’s a beauty and you'll love the tasteful furniture and decor! The spacious floorplan features 2 bedrooms plus a versatile den that could easily serve as a 3rd bedroom, home office, or guest space. Enjoy both formal living and dining areas, a comfortable Florida Room, and a spacious kitchen with a separate dinette. Sliding glass doors from the dinette bring in plenty of natural light and overlook the front of the home. Additional features include a covered carport, storage shed, and convenient inside laundry closet with washer and dryer included. Many improvements by Sellers including the following: Shingle Roof 2026*Shed Door 2025*Microwave 2023*Air Conditioner 2023*Washer 2020*Flooring upgraded 2019*FL Room Roof 2019*10 x 8 Shed for storage & much more! Situated toward the back of the community, the home enjoys a quieter location while still being just a short distance from the clubhouse and community amenities. The community pool is always a great place to meet up with your friends in the park, as well as pickleball and shuffleboard too! And ... the location is hard to beat! World-renowned Siesta Key and its beautiful beaches are just minutes away, along with the popular Gulf Gate shops and restaurants. Legacy Trail, Costco, fitness centers, shopping, and an abundance of dining options are all nearby. Cultural downtown Sarasota is approximately 15 minutes away, offering boutique shopping, restaurants, theaters, the opera, Marie Selby Botanical Gardens, and so much more. Southwinds is a welcoming 55+ co-op community known for its friendly atmosphere and wonderful sense of community. Come enjoy the Florida lifestyle and become part of this special neighborhood. This one truly stands out—schedule your showing today!

84 Southwinds Drive, Sarasota
5697 Ashton Lake Drive Unit 6, Sarasota
$236,000
2 Beds ⋅ 2 Baths ⋅ Ashton Lakes SubDv. ⋅ 34231 Zip Code
Location! Location! Location! Only 3.5 miles to the world-famous Siesta Key Beach. This much sought after 2-bedroom 2 bath, ground floor unit overlooking the vast expanse of Sunnyside Lake with very pleasant view. The screened lanai faces east and could be your observation deck as the Florida Wildlife entertains you. Unit is bright and airy. Updated in 2021 with vinyl floor, kitchen cabinets granite counter, updated bathrooms, and new stainless-steel kitchen appliances that will be installed the first week in October. Ashton Lakes is located on 33 acres of luscious greenery, with 4 lakes, a combination of 2 tennis courts and 4 pickleball courts, a shuffleboard, clubhouse, 2 heated pools, the large one with a lap lane, grilling stations and other amenities. Close to I-75 and rte.41, hospitals, schools, restaurants, shopping etc. We are also connected to Merchants Mart shopping center by a foot bridge, shops such as ACE, CVS, Restaurants, beauty salon, liquor store and the famous Detwiller's Farm Market. Roof 2009. Come be a part of this friendly community...

5697 Ashton Lake Drive Unit 6, Sarasota
4887 Peregrine Point Circle E, Sarasota
$1,200,000
3 Beds ⋅ 3 Baths ⋅ Landings SubDv. ⋅ 34231 Zip Code
Virtually Staged. What if home felt like your own private Sarasota retreat, surrounded by nature, minutes from the water, and close to everything you love? Welcome to 4887 Peregrine Point Circle, a beautiful 3-bedroom home tucked inside The Landings, one of Sarasota’s distinctive gated West of Trail communities. Set on a large corner lot, this home offers 2 full baths, 1 half bath, a spacious den or office, generous living areas and a 3-car garage. Step outside and the backyard becomes your own Florida retreat, complete with a heated PebbleTec saltwater pool and covered screened lanai made for relaxed afternoons, outdoor dining and easy entertaining. Inside, skylights and Pella hurricane-impact windows fill the split-bedroom floor plan with natural light. Restored Saltillo tile, hardwood floors, graceful archways, decorative columns and crown molding bring warmth and character throughout. At the heart of the home, the open kitchen makes gathering easy with custom solid wood cabinetry, an oversized island, wet bar and walk-in pantry. Multiple living spaces open naturally to the lanai and pool, creating the indoor-outdoor connection Sarasota living is known for. Thoughtful updates include a new roof and skylights in 2021, HVAC system and all-new ductwork in 2023, renovated primary bath in 2023, new pool cage in 2024, new pool heat pump in 2025, restored Saltillo tile, sprinkler system in 2019, plus fresh interior and exterior paint in 2026. Beyond the home, The Landings offers a setting that is hard to duplicate, with winding tree-lined streets, lush tropical landscaping, shaded walking and biking trails, access to Roberts Bay and an extraordinary 78-acre contiguous mangrove preserve. Residents can launch a kayak or paddleboard from the waterfront, while optional membership to The Landings Racquet Club adds tennis, swimming and additional recreational and social amenities. With 24-hour gated security, shopping, dining and coffee just outside the gates, plus Siesta Key and downtown Sarasota only minutes away, this is a rare opportunity to enjoy space, privacy, nature and the Sarasota lifestyle in one special place. Come experience 4887 Peregrine Point Circle for yourself and schedule your private showing today.

4887 Peregrine Point Circle E, Sarasota
1622 Stickney Point Road Unit 22-102, Sarasota
$229,000
1 Beds ⋅ 1 Baths ⋅ Castel Del Mare SubDv. ⋅ 34231 Zip Code
Embrace effortless coastal living in this beautifully maintained, turnkey furnished and updated one-bedroom residence at Castel Del Mare, a welcoming waterfront community ideally located just minutes from the beaches, dining and attractions of Siesta Key. This desirable ground-floor home offers convenient walk-out access and a comfortable layout designed for an easy Florida lifestyle. The updated kitchen connects seamlessly with the main living space, creating a comfortable and functional setting for everyday living and entertaining. The expansive sliding glass door extends the living area to a generous screened lanai—a peaceful setting for morning coffee or evening relaxation overlooking lush green space, Intracoastal waters and the community tennis courts. Castel Del Mare offers an impressive array of amenities, including two heated swimming pools—one beautifully positioned along the Intracoastal Waterway—tennis courts, a barbecue area, kayak storage and a fishing pier. Flexible short- and long-term rental options offer attractive income potential, making this an appealing opportunity for those seeking both personal enjoyment and rental flexibility. Just across the Stickney Point Bridge, Siesta Key’s renowned white-quartz sand, turquoise Gulf waters, restaurants and laid-back island lifestyle are all within easy reach. Whether envisioned as a charming Sarasota pied-à-terre, a seasonal retreat, full-time residence or an income-producing rental, this inviting home offers an effortless way to enjoy the best of Sarasota coastal living.

1622 Stickney Point Road Unit 22-102, Sarasota
1711 Pelican Cove Road Unit GL342, Sarasota
$329,000
2 Beds ⋅ 2 Baths ⋅ Pelican Cove SubDv. ⋅ 34231 Zip Code
Welcome to Pelican Cove, one of South Sarasota’s best-kept secrets. This property is rented this January February and March 2027. Set within a stunning 75-acre gated waterfront community, this inviting two-bedroom, two-bath condominium offers a spacious primary bedroom with a walk-in shower, a roomy guest bathroom with a tub/shower combination, and an open-concept dining and living area that flows to a private lanai and outdoor patio. Surrounded by lush tropical landscaping and scenic walking paths, Pelican Cove delivers an exceptional Florida lifestyle with an 86-slip harbor offering affordable boat dockage, a kayak and canoe launch, six heated swimming pools, a hot tub, three clubhouses, lighted tennis and pickleball courts, a basketball court, a dog-walking area, nature trails, boardwalks, fishing, gazebos, a fitness center, water-exercise classes, two art studios and a pottery classroom. Residents can also enjoy Pelican Cove University, more than 37 clubs and special-interest groups—including photography, fiber arts, yoga, culinary arts, card clubs, woodworking, and sculpting—as well as regular jazz and classical music concerts. Whether you are seeking a relaxing retreat, an active social community, or your next investment opportunity, this condominium checks all the boxes. Schedule your showing today!

1711 Pelican Cove Road Unit GL342, Sarasota
5239 Heron Way Unit 102, Sarasota
$345,000
2 Beds ⋅ 2 Baths ⋅ The Landings SubDv. ⋅ 34231 Zip Code
Come live the Landings lifestyle in this 2 bedroom, 2 bath coach home at Landings South III. Walk into the residence and water views of the lake and fills the space with light, bright, and airy feeling from the moment you walk in. Luxury vinyl flooring runs throughout, giving the home a sleek, cohesive feel that's as easy to live with as it is to look at. The spacious primary suite offers two closets, giving you the kind of room to breathe that's hard to find, and interiors throughout have been thoughtfully updated, so you get move in ready polish paired with the everyday comfort of coach home living. A private garage adds everyday convenience, and furnishings are negotiable, making the transition as easy as the setting itself. Step outside and the lake view becomes your daily backdrop, whether you're sipping coffee on the patio or simply enjoying the quiet. And when you're ready to be social, the Landings Racquet Club is right there with eight har tru tennis courts, a heated pool and spa, an exercise room, and a calendar full of activities that make it easy to meet people and build real friendships. The Landings also offers a nature trail leading to a fishing pier and gazebo, complete with kayak storage for those who like their weekends a little wetter. Tucked into a gated neighborhood west of the trail, this community keeps you close to the revitalized Landings Shopping Center, Siesta Key, and downtown Sarasota, so everything you need is always just around the corner.

5239 Heron Way Unit 102, Sarasota
1519 Pelican Point Drive Unit 288, Sarasota
$375,000
2 Beds ⋅ 2 Baths ⋅ Pelican Cove SubDv. ⋅ 34231 Zip Code
Welcome to your fully furnished, TURNKEY water view condo. Simply move-in and take in the tranquil Little Sarasota Bay and marvel at the dolphins, manatees, birds, and other wildlife. This remodeled 2 bed/2 bath condo features soaring cathedral ceilings, clerestory windows, generous open floor plan and luxury vinyl flooring throughout. This bright and peaceful second-floor unit is centrally located within the 75-acre, botanic garden-like setting of Pelican Cove. Across the way is the private picturesque 87-boat slip harbor. Boat and kayak to Midnight Pass and have direct access to the gulf. Residents gain entry to the unique blend of natural habitats, miles of scenic trails, a fitness room, multiple heated pools and hot tub. There are six new pickle-ball courts and resurfaced tennis courts with active clubs for play. Many more recreational and cultural events are hosted year around. Robust live music, art and culture, and educational seminars are abundant in season. The community is also conveniently located with shopping and restaurants nearby. Siesta Key and downtown Sarasota are in very close proximity as well.

1519 Pelican Point Drive Unit 288, Sarasota
7364 Cloister Drive Unit 7364, Sarasota
$235,000
2 Beds ⋅ 2 Baths ⋅ Lakeside Club Of Sarasota SubDv. ⋅ 34231 Zip Code
ONLY 5 MILES TO GORGEOUS SIESTA KEY BEACH! Welcome to effortless Florida living in this beautifully updated END-UNIT condo in Sarasota’s desirable Gulf Gate area, complete with a convenient carport and just minutes from Downtown Sarasota, shopping, dining, and entertainment. Offering a wonderful combination of character, modern updates, privacy, and low-maintenance living, this move-in-ready home is ideal as a full-time residence or seasonal Florida escape. A covered entry and front storm door welcome you into the original brick foyer, adding timeless character the moment you step inside. Enjoy peace of mind with a new roof, new flooring, new lighting throughout, a brand-new dishwasher, plus newer HVAC and hot water heater. The kitchen offers plenty of storage, stainless steel appliances, a quaint dining nook, and a convenient serving window opening to the formal dining area. The spacious open-concept family room is filled with natural light from double sliding glass doors that open to a large covered rear patio—perfect for relaxing, entertaining, or enjoying Florida’s beautiful weather. The desirable split-bedroom floor plan provides excellent privacy and functionality for owners and guests. Tucked away at the rear of the home, the primary suite offers a peaceful retreat with an updated tiled walk-in shower, spacious vanity, and private access to the rear patio. The second bedroom is located at the front of the home and features its own private patio, with a full guest bathroom conveniently located nearby. Both patio areas are fenced for added privacy and maintained by the community, along with the yard maintenance, making it easy to enjoy a truly low-maintenance lifestyle. Residents also enjoy a variety of community amenities, including a swimming pool, clubhouse, meeting room, tennis courts, pickleball courts, and more. The Gulf Gate location puts you close to Gulf Gate Village, Gulf Gate Library, shopping, restaurants, entertainment, Downtown Sarasota, and approximately 5 miles from the sugary cool quartz sand and turquoise waters of Siesta Key Beach. With so much of Sarasota within easy reach, this updated end-unit condo offers the perfect combination of location, comfort, privacy, and easy Florida living. Whether you're looking for a year-round home or a seasonal getaway, this one is ready to welcome you home!

7364 Cloister Drive Unit 7364, Sarasota
2794 Moss Oak Drive Unit 2, Sarasota
$349,000
2 Beds ⋅ 2 Baths ⋅ Woodbridge Estates SubDv. ⋅ 34231 Zip Code
Woodridge Estates at its finest! Perfect villa, with total privacy, vaulted ceilings in almost every room, wood and ceramic tile flooring throughout. This villa style home lives like a single-family home with eat-in-kitchen has wooden cabinets, stainless steel appliances, Quartz countertops, under mount sink, back splash tile and pass-through to the dining room. Living room opening to the screened porch. Master bedroom has one huge walk-in -closet and an additional deep closet. Master bath has dual sinks, bathroom with walk-in-shower and soaking tub. The den-office is located off the foyer and has access to the guest bathroom. The second bedroom is totally private with a bath on suite. Open. The 2-car garage is oversized, and both garage door and extra space for a work bench. Woodbridge is located on 13 acres, with 60 villas and the amenities are tennis/pickleball courts, Manor house with 2 suites available to rent for guests and heated swimming pool. The community is gated from 7pm to 7am. The location is perfect for getting to the beach, shopping and 5 miles to I-75.

2794 Moss Oak Drive Unit 2, Sarasota
4615 Oak Forest Drive E Unit 22, Sarasota
$324,900
3 Beds ⋅ 2 Baths ⋅ Oak Forest Villas SubDv. ⋅ 34231 Zip Code
Nestled on a quiet cul-de-sac in a prime central location, this beautifully updated villa offers the perfect blend of total privacy and classic Florida charm—just minutes from world-famous Siesta Key Beach. Lush Preserve Views: Enjoy endless, serene views of canopied oak trees and complete privacy from your full-width paver patio. Open & Airy Living: The open-concept floor plan features a soaring vaulted ceiling in the great room, a spacious breakfast nook, and a dedicated sitting area designed to capture the surrounding nature. Lovingly owner-occupied and updated, complete with custom hand-built office cabinetry ideal for a remote workspace, home library, or collectibles display. Equipped with a specialized A/C system featuring built-in air filtration and a dedicated dehumidifier for premium indoor air quality. Features a dedicated indoor laundry room (washer and dryer included) and an attached two-car garage. Community heated pool, tennis courts and clubhouse. Whether you are looking for a peaceful full-time residence or a low-maintenance coastal getaway, this private sanctuary delivers high-end custom details in an unbeatable location.

4615 Oak Forest Drive E Unit 22, Sarasota
210 Southwinds Drive, Sarasota
$124,900
1 Beds ⋅ 1 Baths ⋅ South Winds Mobile Home Park Co-Op SubDv. ⋅ 34231 Zip Code
Make this wonderful 1 Bedroom, 1 Bath Mobile Home in sought after Southwinds Mobile Home Park yours today! Affordable and priced to sell! Well maintained by Seller and it shows! Large Carport for 2 vehicles, spacious 4-season heated & cooled 9 x 25 Lanai and an inviting interior that makes you feel comfortable the minute you walk in. Seller has installed a 2.5 Ton air conditioner in 2025 and there is a 12 year warranty. If the mobile home is purchased before June 2027, buyer can add an extended warranty. This mobile home is located in the back of the park and near the clubhouse and pool. This is a friendly community and the LOW MONTHLY FEES ARE ONLY $195 a month! Co-ops like this are hard to find. Siesta Key is just over the bridge and the Gulf Gate shops and restaurants are nearby as well. Cultural downtown Sarasota is 15 minutes away for fine dining, movies, opera, shopping and more. Make this opportunity yours today!

210 Southwinds Drive, Sarasota
5726 Ashton Lake Drive Unit 11, Sarasota
$350,000
2 Beds ⋅ 2 Baths ⋅ Ashton Lakes SubDv. ⋅ 34231 Zip Code
Location, Location, Location! Only 3.5 miles to the World Famous Siesta Key Beach with its fine sugary sands. Close to I-75 and rte.41, hospitals, shopping, schools, restaurants and downtown Sarasota. There is a storage closet by the front door, ideal to store bikes & beach chairs. This STUNNING & Elegant 2-bedroom 2 bath GROUNDFLOOR unit is TURNKEY furnished and totally renovated in 2021 with 20" ceramic tiles throughout the unit along with CROWN MOLDING as well. The open layout of the kitchen boasts a wraparound granite countertop. Custom built kitchen cabinets and pantry with modern hardware. Updated bathrooms with floor to ceiling tiles. Elegantly furnished. There is a storage closet in the living room. The Master bedroom features king size bed, walk-in closet and walk-in shower. The Guest bedroom features queen size bed, closet and the guest bathroom has a tub/shower combo. Fully updated for immediate occupancy. All you need are your personal belongings and your bathing suit! Unit is bright, airy and very welcoming. There is also a screened lanai featuring electric hurricane shutters, a Jenn-Aire electric grill and a great view of the lake. Be entertained by our Florida wildlife. We are located on 33 acres of luscious greenery, with 4 lakes, 2 heated pools,7 grilling stations, one large pool with lap lane, a combination of 2 tennis courts and 4 pickleball courts, shuffleboard, clubhouse and various other amenities. We are also connected to Merchants Mart by a foot bridge, consisting of CVS, ACE hardware, liquor store, take-outs, and the famous Detwiler's Farm market. Come be a part of this friendly welcoming community...

5726 Ashton Lake Drive Unit 11, Sarasota
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