South Sarasota Homes with Tennis Court(s) Exterior Features

South Sarasota Homes with Tennis Court(s) Exterior Features

Welcome to South Sarasota, Florida, a hidden gem nestled in the heart of Sarasota County. Known for its stunning beaches, vibrant arts scene, and friendly community, South Sarasota offers a perfect blend of relaxation and recreation. With its warm climate, residents enjoy year-round sunshine, making it an ideal location for outdoor enthusiasts and those seeking a laid-back lifestyle.

One of the standout features of homes in South Sarasota is the availability of properties with tennis courts. Imagine stepping out of your beautifully designed home and onto your private court, ready for a match with friends or a leisurely game with family. These homes not only cater to tennis lovers but also provide ample space for entertaining and enjoying the Florida sunshine.

The architectural styles in South Sarasota vary from modern masterpieces to charming Mediterranean villas, all designed to complement the lush surroundings. Many properties boast expansive outdoor living areas, complete with pools, gardens, and, of course, tennis courts. Whether you’re a seasoned player or just starting, having a court at home elevates your lifestyle and promotes an active, healthy routine.

In addition to tennis, South Sarasota is conveniently located near world-class dining, shopping, and cultural attractions. With easy access to beautiful beaches, parks, and nature preserves, residents can enjoy a myriad of recreational activities.

Discover the perfect blend of luxury, leisure, and community in South Sarasota, where your dream home with a tennis court awaits! Embrace the Florida lifestyle and make this vibrant city your new home.

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

1515 Clower Creek Drive Unit HA158, Sarasota
$395,000
3 Beds ⋅ 2 Baths ⋅ Pelican Cove SubDv. ⋅ 34231 Zip Code
Welcome to the award-winning waterfront community of Pelican Cove, where lush tropical grounds, an incredible array of amenities, activities, and social clubs create a truly exceptional Sarasota lifestyle. This GROUND-FLOOR WATERFRONT CONDO enjoys a prime location overlooking the entrance to beautiful Clower Creek. The light and bright end-unit features additional windows, neutral tile flooring, updated bathrooms, a newer electrical panel, upgraded raised-panel doors throughout, modern paint colors, and a new A/C system. Step outside to the oversized waterfront Trex-type deck and relax while enjoying abundant wildlife, tropical surroundings, and boats as they cruise into the canal. Offered turnkey furnished, this inviting condo is move-in ready and provides the perfect opportunity to enjoy the Pelican Cove lifestyle from day one. PELICAN COVE FEATURES includes over 28+ organized clubs including art & sculpture, active yacht club, folk music, photography & cinema clubs, social clubs, and many more. There is a for-fun “Pelican Cove University” covering several diverse subjects like politics, history, financial topics, and much more. The community has a woodworking studio, pottery studio, many card-playing clubs, water exercise & yoga, and a tennis club. There are several yearly jazz and cultural concerts and a few harborside concerts as well. Pelican Cove has a 24-hour gated and staffed entrance, 87-slip boat harbor with over 130 kayak/canoe storage racks & launch docks, fishing docks, three very active clubhouses, large exercise room, six heated pools, hot tub, basketball, dog exercise area, 5.5 miles of meandering boardwalks & nature trails, two lighted tennis courts and six lighted pickleball courts all in an award-winning community with unbelievably well-manicured tropical grounds! Welcome to Pelican Cove!

1515 Clower Creek Drive Unit HA158, 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
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
1601 Bayhouse Point Drive Unit 204, Sarasota
$399,000
3 Beds ⋅ 2 Baths ⋅ Pelican Cove SubDv. ⋅ 34231 Zip Code
Move-in and take in the tranquil Little Sarasota Bay and marvel at the dolphins, manatees, birds, and other wildlife. Enjoy incredible sunsets and star gazing in the evenings from your private porch. This 3 bed/2 bath townhome condo features soaring cathedral ceilings, clerestory windows, generous open floor plan with a high-capacity AC system and water heater. This bright and peaceful second & third floor unit is centrally located within the 75-acre, botanic garden-like setting of Pelican Cove. The historic Wilbanks clubhouse and pool are only steps away, where the main heated resort-style pool awaits. 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 near by. Siesta Key and downtown Sarasota are in very close proximity as well. You will love this phenomenal unit in this one-of-the-kind, gated, maintenance-free living community of Pelican Cove!

1601 Bayhouse Point Drive Unit 204, 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
3262 Cross Creek Drive Unit 3262, 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
1608 Stickney Point Road Unit 8-107, Sarasota
$489,900
2 Beds ⋅ 2 Baths ⋅ Castel Del Mare SubDv. ⋅ 34231 Zip Code
Your Slice of Paradise Awaits at Castel Del Mare! Enjoy outstanding Intracoastal Waterway views from this beautifully remodeled, first-floor 2-bedroom, 2-bath condo, perfectly positioned to capture the relaxed Sarasota waterfront lifestyle. Step inside and you’ll immediately appreciate the thoughtful redesign and stylish finishes throughout. Wood-look plank tile flooring flows through the living areas, complemented by rich wood cabinetry and striking California granite countertops. Both bathrooms have been beautifully updated with quartz countertops, sleek sliding glass shower doors and carefully selected designer flooring. Hurricane-impact windows, Samsung appliances, and fresh interior paint add comfort and peace of mind. This residence has undergone a complete transformation and is truly move-in ready. Carport and storage unit included with sale. Castel Del Mare feels like a waterfront retreat with two community swimming pools, including one directly on the Intracoastal Waterway—an incredible spot to relax poolside while watching boats cruise by. Enjoy the fishing pier, tennis, shuffleboard and beautifully maintained community surroundings. Best of all, you’re just minutes from the world-famous sands of Siesta Key Beach, along with nearby restaurants, shopping and everyday conveniences. With monthly rentals permitted, this property also offers excellent investment potential. Don't wait this is the perfect lock and go unit as everything on the outside is maintenance-free! Water views, gorgeous updates, a first-floor location and the Siesta Key lifestyle—this one checks all the boxes! Sold Turnkey Furnished!

1608 Stickney Point Road Unit 8-107, Sarasota
5627 Ashton Way Unit 5627, 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
3365 Cross Creek Dr Unit 3365, 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
1720 Glenhouse Drive Unit 328, Sarasota
$319,900
2 Beds ⋅ 2 Baths ⋅ Pelican Cove SubDv. ⋅ 34231 Zip Code
COMPLETELY RENOVATED AND MOVE-IN READY IN PELICAN COVE! Almost everything inside this spacious 2-bedroom, 2-bath condo has been updated, giving you the opportunity to move in and immediately start enjoying one of Sarasota's most unique gated waterfront communities. Step inside to a bright, open living and dining area featuring new flooring throughout, fresh interior paint, new lighting and ceiling fans and a beautifully renovated kitchen overlooking the main living space. The kitchen features new quartz countertops, cabinetry, stainless steel appliances, subway-tile backsplash and updated fixtures. Both bathrooms have been beautifully updated with new vanities, countertops, fixtures and finishes, including a newly tiled tub/shower surround. The bedrooms feature the same new flooring and fresh, neutral finishes found throughout the home. The closets have also been upgraded with new shelving, providing plenty of useful storage. Enjoy the large screened lanai, surrounded by Pelican Cove's lush tropical landscaping, with the added convenience of an in-unit washer and dryer located just off the lanai. Another feature you'll appreciate every day is the covered parking located right by the unit — no long walk from your car to your condo. And then there's Pelican Cove. This gated, approximately 75-acre waterfront community offers a lifestyle that's difficult to duplicate in Sarasota, with a private harbor and boat slips, direct access to the Intracoastal Waterway, kayak/canoe/paddleboard facilities, fishing areas, multiple heated swimming pools, tennis and pickleball courts, fitness facilities, three clubhouses, and miles of scenic walking paths and boardwalks winding through lush tropical landscaping. Pelican Cove is also known for its exceptionally active community, offering numerous resident clubs, art and creative programs, educational opportunities, concerts, fitness activities and year-round social events. All of this is tucked away in a beautiful Sarasota location, convenient to Siesta Key, shopping, restaurants, the Legacy Trail and downtown Sarasota. Everything has been done — bring your furniture and start enjoying the Pelican Cove lifestyle!

1720 Glenhouse Drive Unit 328, Sarasota
1136 N Lake Shore Drive, Sarasota
$11,375,000
4 Beds ⋅ 8 Baths ⋅ Oyster Bay Estates SubDv. ⋅ 34231 Zip Code
Some properties offer a view. This extraordinary 1.41 acre Oyster Bay estate offers an entire waterfront world of its own and is one of the best waterfront locations that Sarasota has to offer, with more than 430 feet along Sarasota Bay and a setting that feels virtually irreplaceable. Spanish and Mediterranean inspired architecture lends warmth, character, and timeless sophistication to this remarkable six bedroom residence, while its expansive shoreline creates a front row seat to spectacular sunsets, passing boats, and the natural beauty of Sarasota’s coastal landscape. With access to the Intracoastal Waterway and Gulf of Mexico, this is a rare opportunity for the luxury buyer who believes life is best lived on the water. Spanning more than 10,000 total square feet, with nearly all principal living areas on one level, the home was created for both grand entertaining and relaxed waterfront living. Dramatic ceilings, distinctive architectural details, expansive windows, and a spectacular gallery space with an interior fountain establish a sense of occasion, while multiple intimate gathering areas make the estate equally comfortable for everyday life. A commercial grade chef’s kitchen with professional appliances is equipped for effortless entertaining, from elegant dinners to large celebrations. The primary suite is a private sanctuary framed by beautiful bay views, featuring an expansive custom wardrobe and an indulgent bath with soaking tub, oversized shower, and dedicated massage and sauna room. Five additional bedroom suites provide exceptional privacy for family and guests, each with its own bath and generous storage. Beyond the interiors, the estate unfolds like a private resort. A swimming pool, tennis court, fitness room, billiard room, private office, three car garage, abundant storage, and permitted dock replacement create a property designed for recreation, relaxation, and life on the water. A new roof completed in 2024 adds further value and peace of mind. The address is equally exceptional. Oyster Bay Estates places you near The Field Club, Siesta Key, Southside Village, Sarasota Memorial Hospital, and Downtown Sarasota, offering remarkable access to world class beaches, boating, fine dining, shopping, arts, and culture while remaining tucked within a prestigious waterfront enclave. For those with an even greater vision, the magnificent acreage and extraordinary bay frontage also present the opportunity to create a completely new custom waterfront estate. The property may offer potential for division into two buildable homesites if the existing residence is removed, subject to verification and applicable approvals. With its commanding Sarasota Bay frontage, boating access, acreage, privacy, and coveted location, 1136 N Lake Shore Drive is not simply a place to live. It is the opportunity to claim an extraordinary piece of Sarasota’s waterfront lifestyle.

1136 N Lake Shore Drive, Sarasota
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