South Sarasota Homes with Tennis Court(s) Community Features

South Sarasota Homes with Tennis Court(s) Community Features

Welcome to South Sarasota, Florida—a vibrant gem nestled within Sarasota County that perfectly blends the charm of small-town living with the excitement of coastal life. Known for its stunning beaches, lush parks, and a rich cultural scene, South Sarasota is a haven for families, retirees, and anyone seeking a slice of paradise. With its warm, sunny climate and friendly atmosphere, this area boasts an active lifestyle, offering an array of outdoor activities, dining options, and shopping experiences.

One of the standout features of South Sarasota is its exceptional homes with tennis court communities. Imagine waking up to the sun-drenched Florida mornings and stepping outside to your own private tennis court. These communities not only cater to tennis enthusiasts but also foster a sense of camaraderie among residents. You’ll find beautifully designed homes that offer spacious living areas, modern amenities, and, of course, easy access to tennis courts where you can hone your skills or enjoy friendly matches with neighbors.

In addition to tennis, these communities often feature lush green spaces, walking trails, and resort-style amenities, making it easy to maintain an active lifestyle. Whether you’re looking to engage in a friendly game or simply relax by the pool, South Sarasota’s tennis court communities provide the perfect backdrop for a fulfilling lifestyle.

Explore the charm of South Sarasota and discover the perfect home where you can enjoy both the beauty of Florida living and the thrill of tennis right at your doorstep. Your dream home awaits!

Newest South Sarasota Homes with Tennis Court(s) Community Features

1720 Kestral Park Way S Unit 49, Sarasota
$525,000
3 Beds ⋅ 2 Baths ⋅ Landings Carriagehouse SubDv. ⋅ 34231 Zip Code
Welcome to The Landings, one of Sarasota’s most sought-after gated communities west of the trail, where mature landscaping, winding tree-lined roads, and a true sense of privacy create a lifestyle that feels both peaceful and connected. Perfectly positioned along the only seawall-lined section of the lake, this maintenance-free Carriage House villa offers a rare combination of space, natural light, waterfront tranquility, and thoughtful upgrades in one of Sarasota’s most desirable locations. Offering 1,816 square feet of living space, this beautifully maintained residence features 3 bedrooms plus a flexible office/den, ideal for working from home, accommodating guests, or creating a private retreat. From the moment you step inside, soaring ceilings, expansive windows, and abundant natural light create an immediate sense of openness and comfort. Designed for effortless everyday living and entertaining, the spacious layout flows seamlessly between indoor and outdoor spaces, with multiple private patios and a glass-enclosed sunroom that is fully climate controlled with its own dedicated zoned system, allowing you to enjoy peaceful lake views year-round in total comfort. The interior blends timeless style with modern functionality, featuring quartz and granite countertops, rich wood cabinetry, luxury vinyl flooring, and stainless steel appliances. The primary suite offers a spacious and relaxing retreat with dual closets, an oversized vanity area, and an elegant ensuite bath finished with marble flooring and a walk-in shower. Additional upgrades and features include an Aerus air scrubber and purification system, hurricane-rated impact windows and sliding glass doors, a barrel tile roof replaced in 2022, and generous storage throughout. The detached extended one-car garage adds everyday convenience with an epoxy-coated floor, integrated laundry area, and additional storage space. Beyond the home itself, The Landings offers a lifestyle few communities can match. Residents enjoy scenic lakes, neighborhood parks, over 4 miles of walking and nature trails, a boardwalk, gazebo, and direct access to Roberts Bay with a private fishing pier and kayak launch. Optional membership to The Landings Racquet Club provides access to 8 Har-Tru tennis courts, pickleball, a fitness center, heated pool, spa, pro shop, library, clinics, lessons, tournaments, and year-round social events. Ideally located between the Siesta Key bridges, just minutes from Siesta Key Beach, top-rated schools, shopping, dining, and downtown Sarasota, this is more than a home—it’s an opportunity to experience the best of Sarasota living in a community residents truly love to call home.

1720 Kestral Park Way S Unit 49, Sarasota
1711 Pelican Cove Road Unit 443, Sarasota
$309,000
2 Beds ⋅ 2 Baths ⋅ Pelican Cove SubDv. ⋅ 34231 Zip Code
Discover the Pelican Cove Lifestyle Surrounded by lush tropical landscaping and the natural beauty of Sarasota’s waterfront, this inviting two-bedroom, two-bath residence offers a relaxed coastal lifestyle in the sought-after community of Pelican Cove. Vaulted ceilings and skylights bring natural light into the living space, creating an airy, welcoming atmosphere. Thoughtful improvements add to the appeal, including soundproof flooring installed in 2022, a new refrigerator in 2026, and a new kitchen sink and garbage disposal in 2026. Additional updates include a new vanity in the primary bathroom, updated track lighting, and a new living room fan. The open kitchen connects seamlessly with the main living areas, while the split-bedroom layout provides added privacy. An enclosed lanai extends the living space, creating a comfortable spot to enjoy your morning coffee, relax with a book, or take in the peaceful tropical surroundings. Beyond your front door, Pelican Cove offers a distinctive waterfront community experience with beautifully landscaped grounds, walking paths, swimming pools, tennis and pickleball courts, a fitness center, kayak and canoe launch facilities, a harbor, creative studios, and a variety of social clubs and activities. With a gated entrance and abundant opportunities to enjoy the outdoors and connect with neighbors, this vibrant community offers something for a variety of lifestyles. Whether you’re searching for a full-time residence, a seasonal Sarasota retreat, or a low-maintenance home where recreation and relaxation come together, this Pelican Cove condo offers an opportunity to enjoy the best of Florida living.

1711 Pelican Cove Road Unit 443, Sarasota
1634 Stickney Point Road Unit 34-202, Sarasota
$389,000
2 Beds ⋅ 2 Baths ⋅ Castel Del Mare SubDv. ⋅ 34231 Zip Code
Welcome to Castel Del Mare, a waterfront community featuring Spanish Mediterranean architecture along the beautiful shores of Little Sarasota Bay, just minutes from Siesta Key! This turnkey furnished 2-bedroom, 2-bathroom condo offers a comfortable coastal retreat with a thoughtfully updated interior and a covered lanai overlooking one of the community's two swimming pools and lush tropical landscaping. The open-concept living and dining areas flow into a tastefully remodeled kitchen featuring updated cabinetry, finishes, and appliances (2020). Both bathrooms were remodeled in 2019, while additional improvements include a new washer and dryer, interior painting, and bedroom carpeting (2018), a new electrical panel (2017), and a water heater (2022). Enjoy resort-style amenities including two heated swimming pools, one overlooking the bay, tennis courts, a clubhouse, nature trails, and fishing along the waterfront. Ideally situated along the Intracoastal Waterway, Castel Del Mare offers convenient access to nearby marinas, shopping, and dining. Just a short walk across the bridge brings you to the world-famous Siesta Key Beach, known for its powdery quartz sand, while the free Siesta Key Breeze Trolley makes exploring the island's restaurants, boutiques, and entertainment effortless. Whether you're looking for a seasonal getaway or a year-round residence, this furnished condo offers an excellent opportunity to enjoy the best of Florida's Gulf Coast lifestyle.

1634 Stickney Point Road Unit 34-202, Sarasota
1614 Stickney Point Road Unit 1614-1, Sarasota
$330,000
2 Beds ⋅ 2 Baths ⋅ Castel Del Mare SubDv. ⋅ 34231 Zip Code
Location, Location, Location! Enjoy the best of the Sarasota lifestyle at Castel Del Mare, a beautifully maintained waterfront community ideally located just before the Stickney Point Bridge to Siesta Key. This charming 2-bedroom, 1.5-bath condominium is offered fully furnished and features a new A/C system, making it truly move-in ready. Set on approximately eight acres along Little Sarasota Bay, Castel Del Mare offers an exceptional array of amenities, including two swimming pools—one overlooking the bay—tennis, shuffleboard, a waterfront boardwalk, bayside gazebo and clubhouse. Enjoy peaceful waterfront surroundings while being just minutes from the world-famous beaches of Siesta Key, as well as nearby restaurants, shopping and entertainment. Whether you’re looking for a full-time residence, seasonal retreat or investment opportunity, this furnished condo offers an outstanding combination of location, lifestyle and convenience.

1614 Stickney Point Road Unit 1614-1, Sarasota
8227 Varenna Drive, Sarasota
$685,000
3 Beds ⋅ 2 Baths ⋅ Esplanade By Siesta Key SubDv. ⋅ 34231 Zip Code
Expansive lake views and beautifully maintained interiors distinguish this end-unit villa in Esplanade by Siesta Key. Built in 2014, the single-story residence offers three bedrooms, two baths, a den, and an attached two-car garage. Eight-foot doors, plantation shutters, and ceramic tile flooring throughout complement the open layout. Tray ceilings add architectural detail to the den, dining room, living room, and primary bedroom. The kitchen features granite countertops, stainless steel appliances, and breakfast-bar seating that connects naturally to the great room, creating an inviting setting for everyday living and entertaining. The den provides flexible space for a home office or quiet retreat, while a separate laundry room with a built-in utility sink and cherry cabinetry adds storage and convenience. A new HVAC system installed in 2025 and an exterior freshly painted that same year further enhance the home’s appeal. An extended screened paver lanai makes the most of the broad lake outlook, offering a welcoming setting for morning coffee, outdoor dining, and unwinding beside the water. Esplanade by Siesta Key’s gated setting offers residents a clubhouse, fitness center, resort-style pool and spa, tennis and bocce courts, and a dog park. Nearby Siesta Key beaches, local dining, and shopping complete the opportunity to enjoy Sarasota’s coastal lifestyle.

8227 Varenna Drive, Sarasota
1703 Starling Drive Unit 1703, Sarasota
$645,000
3 Beds ⋅ 3 Baths ⋅ The Landings SubDv. ⋅ 34231 Zip Code
Eagles Point Villa | The Landings, West of the Trail Tucked behind The Landings’ 24 hour manned gatehouse in the coveted area West of the Trail, this Eagles Point villa offers the kind of easy, lock and leave living that makes Sarasota feel like a permanent vacation. A private gated courtyard welcomes you into a light and bright home with southern exposure and serene preserve views. The main level is designed for the way people actually live: an open living and dining area with volume ceilings flows out to a screened lanai with soaring 24 foot ceilings and wonderful privacy. A pass through connects to the eat in kitchen, complete with granite counters, stainless appliances and a walk in pantry, along with a separate laundry room and a powder room for guests. The first floor primary suite is a true retreat, featuring an updated en suite bath and a custom walk in closet. Upstairs, a skylit loft overlooks the living area below, ready to become an office, den or reading nook. Two additional bedrooms and a full bath complete the level, offering plenty of room for family, guests or a creative studio. Designer lighting and fans add a polished finish, while storage is abundant throughout. The two car garage with built in storage is a rare find in The Landings. Very good news for anyone who owns more beach chairs than they care to admit. Membership in The Landings Racquet Club brings lighted Har-Tru tennis courts, pickleball, a heated pool, fitness center and a lively social calendar. Stroll to the Intracoastal to watch the boats drift by, then enjoy nearby shopping and dining, with Sarasota Memorial Hospital and Siesta Key’s famed Crescent Beach just minutes away. The residence is staged to showcase its possibilities and is offered unfurnished, a blank canvas ready for your own style.

1703 Starling Drive Unit 1703, Sarasota
1708 Glenhouse Drive Unit 314, Sarasota
$320,000
2 Beds ⋅ 2 Baths ⋅ Pelican Cove SubDv. ⋅ 34231 Zip Code
Own your little piece of paradise at Pelican Cove. Enjoy the convenience of ground-floor living in this spacious 2-bedroom, 2-bath condo, with one of the community's many pools just steps from your lanai, perfect for relaxing or taking a refreshing dip anytime. This residence is located just a short stroll to the Glenhouse pool and tennis courts, in this picturesque canopy-tree community on the shores of Sarasota Bay. Pelican Cove is a 75-acre gated, vibrant, waterfront community nestled among manicured tropical foliage truly offering something for everyone. Abundant amenities include an 86-slip boat harbor with sailboat water, a launch dock for kayaks and canoes, 6 heated swimming pools, hot tub, 3 clubhouses, 4 lighted tennis courts, pickleball, shuffleboard, basketball, dog walk area, 5.5 miles of walking trails and boardwalks as well as fishing gazebos, water exercise classes, exercise facilities, 2 art studios and a pottery classroom. Take classes at Pelican Cove University or join one of the more than 37 clubs, including photography, fiber art, bike riding, yoga, Tai Chi, culinary arts, and card clubs. Woodworking, sculpting and evening jazz & classical music concerts round out the active lifestyle. Come and see it today!

1708 Glenhouse Drive Unit 314, Sarasota
1640 Stickney Point Road Unit 40-101, Sarasota
$304,900
2 Beds ⋅ 2 Baths ⋅ Castel Del Mare SubDv. ⋅ 34231 Zip Code
Say Hello to a Great Buy! You simply can’t beat this location! This freshly updated, sells fully turnkey furnished 2-bedroom, 2-bath ground-floor condo is located West of the Trail in the highly sought-after waterfront community of Castel Del Mare, just minutes from world-famous Siesta Key. Step inside and discover an inviting, move-in-ready residence featuring Corian countertops, stainless steel appliances, tasteful furnishings, a designer fireplace, and HD Smart TVs in both bedrooms and the main living area. The A/C system and water heater were replaced in 2022, while the separate laundry room offers a full-size washer and dryer plus additional storage. Best of all, ground-floor living means no stairs and easy access! Castel Del Mare offers a true resort-style Florida lifestyle with two sparkling swimming pools—including one overlooking the Intracoastal Waterway—tennis and pickleball courts, kayak launches, fishing piers, community grills, assigned parking, and on-site management. And the location is hard to beat! Siesta Key and its beautiful beaches are just minutes away, while the nearby Southbridge area puts restaurants, shopping, entertainment, and bike and boat rentals practically at your doorstep. With one-month minimum rentals permitted, this property offers excellent flexibility for a full-time residence, seasonal getaway, or investment opportunity. Fully furnished, meticulously maintained, and priced to sell—this is your opportunity to own a little piece of paradise. Welcome home to YOUR Castle by the Sea!

1640 Stickney Point Road Unit 40-101, Sarasota
1423 Landings Place Unit 59, Sarasota
$670,000
3 Beds ⋅ 3 Baths ⋅ Landings Treehouse SubDv. ⋅ 34231 Zip Code
Virtually Staged. Step inside this beautifully renovated treehouse in the desired Landings Community. Enter under a majestic oak tree at the front door. Elegant walnut wood flooring throughout, stunning grass cloth focal wall, neutral paint throughout and tongue and groove woodwork on the vaulted living room ceiling. The mature landscaping Treehouse community is nature at its finest. Expansive wrap around porch allows you to enjoy the views and entertain year round.The kitchen is a chef's delight with custom wood cabinetry, granite countertops, center island and high end appliances. Wolf induction cooktop, SubZero refrigerator and Bosch dishwasher. On the second level is the upgraded master ensuite and custom designed master closet. A guest suite is currently used as an office and opens with double pocket doors to overlook the mail living space- a well thought our option for anyone working from home.The laundry has been relocated to the second floor.. The third bedroom has a walk-in closet and a private balcony. The guest bathroom has a spa tub. The attention to detail and luxury is a must see in this treehouse.2 new AC units were installed in 2023. Move in ready. Large dogs welcome. Membership to the Landings Racquet Club is optional.

1423 Landings Place Unit 59, Sarasota
3458 Wilkinson Woods Drive Unit 2, Sarasota
$335,000
2 Beds ⋅ 2 Baths ⋅ Wilkinson Woods SubDv. ⋅ 34231 Zip Code
UPDATED THROUGHOUT, NEWER FLOORING, WATER HEATER, LED DIMMABLE LIGHTING, SOFT CLOSE CABINETRY, TILE, JETTED SPA TUB, OVERSIZED WALK IN SHOWER, GRANITE SINKS, HIGH END FAUCETS, LADIES VANITY, WALK IN CLOSETS, MURPHY BED, TWO FULL UPDATED BATHROOMS, LARGE ENCLOSED LINAI, PRIVATE PATIO, NEWER WATER HEATER, WASHER AND DRYER, UTILITY SINK, HUGE DRIVEWAY, 2 CAR GARAGE. HEATED SWIMMING POOL, CLUBHOUSE & TENNIS JUST STEPS AWAY. EXTERIOR MAINTENANCE, INSURANCE, INTERNET AND CABLE INCLUDED. CALL FOR A SHOWING TODAY

3458 Wilkinson Woods Drive Unit 2, Sarasota
1636 Stickney Point Road Unit 201, Sarasota
$315,000
2 Beds ⋅ 2 Baths ⋅ Castel Del Mare SubDv. ⋅ 34231 Zip Code
Welcome to This Move In (and Rent Ready) Condo in the Highly Desirable Castel Del Mare Condo Community in Siesta Key ! This Bayfront Neighborhood is ideally Situated at the Gateway to the "Hidden Jewel of the Bay" & Offers an Unmatched Combination of Convenience & Lifestyle Amenities for the Value. Step Inside to Neutral Decor & an open Floor Plan ! Many Furnishings Negotiable ! Solid Surface Flooring Throughout. The Updated Kitchen Features Plenty of Cabinetry, Granite Counters, Pantry, & Eat In Breakfast Bar Accompanied by a Dining Area. The Spacious Great Room Offers Plenty of Space to Entertain & Has Access to the Covered Lanai. Down the Hall are the Bedrooms Including the Primary Suite Which Includes an En Suite Bath, Large Walk in Closet, & Private Access to the Lanai. The Laundry & More Storage Area Can Also be Found Outside. Newer HVAC ! This Resort Style Complex Makes for the Complete Lifestyle Experience with Two Pools (One Overlooking the Intercoastal), Tennis/Pickleball Courts, Shuffleboard, Kayak Racks, Boardwalk & Bayside Gazebo, & a Fishing Pier All Set Up Amongst a Gorgeous Waterfront. Located Just Steps From Shopping, Fine Dining, & Everything You Need - Including the Beach ! Whether for a Full Time Residence, Seasonal Escape, or an Investment Opportunity - This Affordable Condominium in a Fantastic Location is a Must See for Your Dream Sarasota Living !

1636 Stickney Point Road Unit 201, Sarasota
3416 Wilkinson Woods Drive Unit 63, Sarasota
$309,000
3 Beds ⋅ 2 Baths ⋅ Wilkinson Woods SubDv. ⋅ 34231 Zip Code
Beautifully updated 3-bedroom, 2-bath villa in the desirable Wilkinson Woods community, offering a spacious, comfortable floor plan in an incredibly convenient Sarasota location! Step inside and you’ll immediately appreciate the attention to detail, including crown molding, abundant natural light, and an updated kitchen designed for both style and everyday functionality. The kitchen features attractive finishes and thoughtfully designed pull-out storage, making cabinets and pantry items easy to access. The spacious living and dining areas flow nicely for entertaining, while the enclosed sunroom provides additional flexible living space with the floor professionally raised to create a level transition with the rest of the home. The large dining room mirror conveys and adds an attractive finishing touch to the space. Additional improvements include impact-resistant windows throughout the home, with the exception of the double French doors in the office, which are not impact glass. The HVAC system was installed in 2021 or newer and features a UV light installed in 2026. The water heater was replaced in August 2024, followed by the addition of a hot water circulation system in October 2024. The washer and dryer also convey. Storage is another standout feature, with a new attic access ladder and illuminated attic storage space above the garage. An invisible pet fence provides another convenient feature for pet owners. Wilkinson Woods offers a relaxed Sarasota lifestyle with community amenities including a clubhouse, swimming pool, tennis courts, and reclaimed-water irrigation. Association fees include cable TV, community pool access, common area insurance, exterior maintenance, grounds maintenance, and recreational facilities. The association has indicated that roof replacement is anticipated as part of a future community-wide roof project; timing and details should be independently verified with the association. Located in the heart of Sarasota, this home provides convenient access to shopping, restaurants, grocery stores, medical facilities, downtown Sarasota, Siesta Key and its world-famous beaches, Gulf Gate, cultural attractions, and Sarasota-Bradenton International Airport. If you’ve been looking for an updated Sarasota villa with generous living space, extensive improvements, community amenities, and easy access to everything the area has to offer, 3416 Wilkinson Woods Drive is one you’ll want to see!

3416 Wilkinson Woods Drive Unit 63, Sarasota
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