South Sarasota Homes with Tennis Court(s) Community Features

South Sarasota Homes with Tennis Court(s) Community Features

Welcome to South Sarasota, Florida—an enchanting blend of sun-soaked beaches, lush parks, and vibrant communities. Nestled in the heart of Sarasota County, this charming area is renowned for its laid-back lifestyle and rich cultural scene. Residents enjoy easy access to stunning coastlines, world-class dining, and a plethora of outdoor recreational activities. Whether it’s a leisurely stroll along the picturesque Siesta Key Beach or an afternoon spent exploring the local art galleries, South Sarasota offers a lifestyle that truly embraces the best of Florida living.

One of the standout features of South Sarasota is its exclusive Homes with Tennis Court(s) communities. These neighborhoods are perfect for those who appreciate an active lifestyle and enjoy the sport of tennis. Imagine waking up to the sun streaming through your windows, with the promise of a day filled with exercise and relaxation just steps from your door. Many of these homes are designed with spacious layouts, modern amenities, and beautiful outdoor spaces that invite you to unwind after a match.

Living in a community with tennis courts not only promotes physical health but also fosters a sense of camaraderie among residents. Whether you’re a seasoned player or just starting out, you’ll find neighbors eager to share a game or join in on community events. With beautifully landscaped grounds and well-maintained facilities, these neighborhoods offer an idyllic setting for both socializing and staying active.

Discover the charm of South Sarasota and the vibrant lifestyle that awaits you in its Homes with Tennis Court(s) communities. Your dream home in this sunny paradise is just around the corner!

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

$329,000
2 Beds ⋅ 2 Baths ⋅ Pelican Cove SubDv. ⋅ 34231 Zip Code
Welcome to Pelican Cove, one of South Sarasota’s best-kept secrets. 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
$250,000
2 Beds ⋅ 2 Baths ⋅ South Winds Mobile Home Park Co-Op SubDv. ⋅ 34231 Zip Code
Look no further in Southwinds Mobile Home Park—this is the one! Immaculate, beautifully maintained and built in 2012, this TURNKEY FURNISHED home is tastefully appointed and ready to enjoy. The bright, open floor plan offers comfortable Florida living, including a glass-enclosed lanai that provides additional light-filled living space. There is also a workshop/storage area for added convenience. The spacious primary bedroom features TWO walk-in closets, while two skylights—one in each bathroom—bring in plenty of natural light. Additional features include a NEW ROOF IN 2023, motion lighting, a security system with cameras and so much more. Ideally located toward the back of the park, the home is just steps from the clubhouse and community pool. Southwinds is a friendly, welcoming community with an incredibly LOW MONTHLY FEE OF ONLY $195! Co-op communities like this are hard to find—especially this close to the world-famous beaches of Siesta Key. Enjoy nearby restaurants, Gulf Gate shopping, fitness centers and the Legacy Trail. Downtown Sarasota is approximately 15 minutes away, offering exceptional dining, theaters, the opera, Selby Gardens, shopping and more. Don’t miss this beautiful, move-in-ready Florida home. With its condition, location and low monthly fees, this one is a must-see!

238 Southwinds Drive, Sarasota
$249,900
1 Beds ⋅ 1 Baths ⋅ Castel Del Mare SubDv. ⋅ 34231 Zip Code
WELCOME TO THIS BEAUTIFULLY RENOVATED FIRST-FLOOR CONDOMINIUM IN A HIGHLY DESIREABLE CASTEL DEL MARE, OFTEN REFERRED TO AS THE "HIDDEN JEWEL ON THE BAY." PERFECTLY POSITIONED AS THE GATEWAY TO SIESTA KEY, THIS BAYFRONT COMMUNITY OFFERS AN UNBEATABLE BLEND OF CONVENIENCE, LIFESTYLE, AND VALUE. THE BEST PART OF THIS CONDO IS THE POSITION OF IT....WITH THE DOUBLE DOORWALLS LEADING RIGHT OUT TO THE POOL, CREATING A BEAUTIFUL OUTDOOR SPACE PERFECT FOR RELAXING OR ENJOYING THE FLORIDA BREEZE. THIS CONDO INCLUDES ALL FURNISHINGS, PLUS A SLEEPER SOFA IN THE LIVING ROOM. THE KITCHEN HAS GRANITE COUNTERTOPS AND STAINLESS STELL APPLIANCES. AND THE PRIMARY SUITE HAS AN UPDATED BATHROOM WITH A GRANITE COUNTERS AND A WALK-IN SHOWER. THIS CONDO HAS A WASHER/DRYER IN IT. CASTEL DE MARE RESORT-STYLE AMENITIES COMPLETE THE EXPERIENCE WITH 2 SWIMMING POOLS (ONE OVERLOOKING THE INTERCOASTAL WATERWAY), TENNIS/PICKLEBALL COURTS, SHUFFLEBOARD, KAYAK RACKS AND LANCE, BOARDWALK AND BAYSIDE GAZEBO, AND FISHING PIER, ALL SET AGAINST A PICTURESQUE WATERFRONT BACKDROP. WHETHER YOU'RE SEEKING A FULL-TIME RESIDENCE, SEASONAL ESCAPE, OR INVESTMENT OPPORTUNITY, THIS UPDATED COASTEL CONDO AND IT'S EXCEPTIONAL LOCATION TRULY THE BEST SARASOTA LIVING!

1630 Stickney Point Road Unit 30-101, 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
$295,000
2 Beds ⋅ 2 Baths ⋅ Landings South SubDv. ⋅ 34231 Zip Code
Be part of this wonderful, gated community called “The Landings” located West of The Trail and famous for its amenities, proximity to schools, Siesta Key beach and downtown Sarasota. You will enjoy this very well appointed first floor end unit which features 2 split bedrooms, 2 baths, a spacious kitchen, a great room, a laundry room, a private terrace overlooking nature, and one car garage. All the rooms are freshly painted, a new A/C unit installed in 2026, and a new roof. It is ready for immediate occupancy; the furniture is negotiable. The Landings Racquet Club offers eight har-tru tennis courts, heated pool and spa, exercise room, and activities for all occasions — The Landings also has a nature trail leading to a fishing pier/gazebo with storage for kayaks. For your convenience, the revitalized Landings Shopping Center is located right by the entrance to accommodate your day-to-day needs. Call today to schedule your private showing.

1638 Starling Drive Unit 105, 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
$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
$229,000
2 Beds ⋅ 2 Baths ⋅ Baywood Colony Southwood SubDv. ⋅ 34231 Zip Code
Virtually Staged. **This is the One!** Move-in ready, updated 2-bedroom, 2-bathroom condo in South Sarasota! Walk into a light and inviting space offering comfortable living in a beautifully maintained community. The open living and dining area features updated flooring, plantation shutters, and plenty of natural light, with sliding glass doors extending the living space to a spacious screened lanai overlooking the lush surroundings. The updated kitchen features white cabinetry, quartz countertops, stainless steel appliances, subway tile backsplash, recessed lighting, and a breakfast bar that opens to the main living area. The spacious primary suite offers ample room to unwind, while the versatile layout provides plenty of space for guests or a home office. Enjoy the convenience of covered parking and a heated saltwater community pool surrounded by tropical landscaping. Updates include but not limited to, **2023 A/C, 2022 Guest Bathroom Renovation, Plantation Shutters in 2022, 2021 Primary Bathroom, 2023 Countertops, Washer and Dryer 2026** Ideally situated near shopping, dining, Downtown Sarasota, Siesta Key, and the area's beautiful Gulf beaches, this home offers an effortless Florida lifestyle in a prime location! Reach out to schedule a private tour and see for yourself!

1647 Southwood Street Unit 1647, 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
$278,000
2 Beds ⋅ 2 Baths ⋅ Crooked Creek SubDv. ⋅ 34231 Zip Code
Live the Florida Life Style! 2 bed/2 bath ground floor remodeled condo surrounded by the Red Bug Slough! New Ceramic tile floors in living/dining, kit and bath. Entire condo freshly painted ,some new baseboards. New solid counter top, new backsplash, new cabinets and hardware, sink and faucet. Undercounter lighting, ceiling lighting and can lighting. New fans w/ remotes, Plantation shutters and motorized blinds on the Lanai sliders. New water heater and all new outlets throughout the condo. The Lanai has been freshly painted and new screening.

3262 Cross Creek Drive Unit 3262, Sarasota
$339,000
2 Beds ⋅ 2 Baths ⋅ Ashton Lakes SubDv. ⋅ 34231 Zip Code
Location! Location! Location! Only 3.5 miles to the world-famous sugary sands of Siesta Key Beach. Experience the unique fine quartz sand from the Appalachian Mountains. This tastefully decorated turnkey furnished unit is also safe and secure from the elements. THIS UNIT HAS HURRICANE IMPACT SLIDING GLASS LANAI DOORS, KITCHEN & BEDROOM WINDOWS. Installed in 2018. Unit is on the 2nd floor of a 3-story building with a newly furbished elevator access or stairs. Updated kitchen and bathrooms. Kitchen walls opened, making it bright and cheerful. The entire unit is bright, airy and welcoming. Relax on the screened lanai and let our wildlife entertain you. Ashton Lakes Community is located on 33 acres of luscious greenery, with 4 lakes, a combination of 2 tennis courts and 4 pickleball courts, 2 heated swimming pools, one with lap lane, shuffleboard, clubhouse, grilling stations and other amenities. Close to I-75, rte.41, shopping, restaurants, hospitals and schools. We are also connected to the Merchants Mart by a foot bridge. Shops include CVS, take-outs, ACE hardware, liquor store, beauty salon and the famous Detwiler's Farm market. It's all there for your shopping convenience Make this slice of heaven your paradise in the sun. Disclosures, updates attached. Roof 2014, Air handler 2021. UNIT RENTED FOR FEB & MARCH 2027. Buyer must honor rental lease. Our location is a well-kept secret. Come be a part of this friendly community. Welcome to Ashton Lakes.

5627 Ashton Way Unit 5627, Sarasota
$240,000
2 Beds ⋅ 2 Baths ⋅ Crooked Creek SubDv. ⋅ 34231 Zip Code
A little Sarasota gem you didn't know existed. Quiet and secluded Crooked Creek is hidden near Red Bug Slough Preserve where you have a private gated entrance to the park. A laid-back community with a newer roof & carport, heated pool, gazebo, poolside kitchen, gas and charcoal grills, tennis and pickleball court, and community storage with private lockers. This adorable dog friendly 2 bedroom 2 bath condo is positioned perfectly on the first floor and near the pool with an unobstructed view of Crooked Creek. With 1,027 sf of living space, there is room to accommodate a dedicated home office space and entertaining guests comfortably. The kitchen is large with a pantry, bar seating and a garden window. The primary bedroom has windows facing the creek, a walk-in closet and a second built-in closet, and an en-suite bathroom that also hosts the washer and dryer. A spacious and versatile second bedroom is ready to suit your needs and is adjacent to the guest bath. Embrace the Sarasota lifestyle and enjoy dog friendly Red Bug Slough with over 3 miles of combined unpaved and accessible nature paths. Minutes to Siesta Key & Turtle Beach, Gulf Gate, The Legacy Trail, shopping and dining.

3365 Cross Creek Dr Unit 3365, Sarasota
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