South Sarasota Homes with Tennis Court(s) Exterior Features

South Sarasota Homes with Tennis Court(s) Exterior Features

Welcome to South Sarasota, Florida—a vibrant community that perfectly blends the charm of suburban living with the excitement of coastal life. Nestled in the heart of Sarasota County, South Sarasota is renowned for its lush landscapes, picturesque neighborhoods, and an array of recreational opportunities. With its proximity to beautiful beaches, such as Siesta Key and Nokomis, residents enjoy the warm Florida sun and the soothing sounds of the Gulf of Mexico.

One of the standout features of homes in South Sarasota is the availability of properties with tennis courts. Imagine stepping out of your back door onto your private court, where you can practice your serve or enjoy friendly matches with family and friends. These homes not only offer the luxury of a personal tennis facility but also boast beautifully manicured yards and outdoor spaces perfect for entertaining.

Living in South Sarasota means you’ll have access to top-notch amenities, including parks, shopping, and dining options that cater to every taste. The community is also known for its excellent schools and family-friendly atmosphere, making it an ideal place to raise children or enjoy retirement.

Whether you’re an avid tennis player or simply appreciate the elegance of a home with a court, South Sarasota offers a unique lifestyle that balances leisure and luxury. Explore the real estate options available here and discover your dream home in this enchanting part of Florida!

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

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

3 Beds ⋅ 2 Baths ⋅ Pelican Cove SubDv. ⋅ 34231 Zip Code

Welcome to Pelican Cove, one of Sarasota's most sought-after waterfront communities west of the Trail! This bright and spacious end-unit condominium offers 2 bedrooms, 2 bathrooms, plus a den that was originally a third bedroom and can easily be converted back. Located on the second floor, the home is filled with natural sunlight from every angle, creating a warm and inviting atmosphere throughout. Centrally positioned within the community, you'll enjoy picturesque, storybook views of the Pelican Cove yacht basin from your private lanai. The tropical setting provides both beauty and privacy, making it the perfect place to relax and unwind. The open floor plan features numerous upgrades and is being offered furnished, making it truly move-in ready. Easy to show and even easier to fall in love with! Nestled within more than 75 acres of lush, gated waterfront grounds, Pelican Cove offers an unmatched resort-style lifestyle. Amenities include an 86-slip marina with affordable boat dockage, kayak and canoe launch facilities, six heated swimming pools, a spa, three clubhouses, tennis and pickleball courts, basketball courts, walking trails, boardwalks, fishing gazebos, fitness facilities, water exercise programs, dog-walking areas, and much more. Creative and social opportunities abound with two art studios, a pottery workshop, Pelican Cove University classes, and more than 37 clubs covering interests such as photography, fiber arts, cycling, culinary arts, woodworking, sculpting, cards, and music. Evening jazz and classical concerts complete the vibrant community experience. Experience the perfect combination of natural beauty, waterfront living, and an active Sarasota lifestyle. Schedule your private showing today

1601 Pelican Point Drive Unit 215, Sarasota

1 Beds ⋅ 1 Baths ⋅ Sienna SubDv. ⋅ 34231 Zip Code

Location, location! 1 bedroom, 1 bath first floor end unit condo located just 4 miles from world-renowned Siesta Key beach. Offered turnkey furnished, this condo is perfect as a second home or as an investment property. The bright, open floor plan features low-maintenance tile flooring, newer windows and sliding door, an in-unit washer and dryer, new ceiling fans and an HVAC system installed in 2020. The updated kitchen offers stainless-steel appliances, granite countertops and light cabinetry, while the renovated bathroom provides a fresh, modern finish. A private, fenced courtyard with a partially covered patio creates an inviting space for relaxing outdoors or accommodating a pet. Sienna Park amenities include a heated pool, clubhouse with fitness center, tennis and basketball courts, sand volleyball, grilling areas and a fenced dog park. The building’s roof was replaced in 2023, and the assessment has being paid off by the seller. The monthly association fee includes building insurance, water, sewer, trash and exterior maintenance. With its excellent location and successful rental history, this furnished condo offers an appealing opportunity as a primary residence, seasonal retreat or investment property. Sienna Park is convenient located near shops, restaurants & beaches, and only 4 miles to access to I-75. Click Virtual Tour Link to experience the immersive 3D tour.

3413 Clark Road Unit 114, Sarasota

2 Beds ⋅ 2 Baths ⋅ Ashton Lakes SubDv. ⋅ 34231 Zip Code

Welcome to Ashton Lakes, a maintenance-free community set on 33 acres of lush landscaping with four lakes — less than two miles from the beaches of Siesta Key. This beautifully maintained 2—bedroom, 2-bath residence has been thoughtfully updated throughout and delivers an easy blend of comfort, convenience, and coastal charm. Step inside to soaring vaulted ceilings and an abundance of natural light that gives the entire home an airy, light coastal feel. Sweeping lake views frame the living space, and a desirable one-car garage — a rarity at this price point — adds everyday practicality. The primary bath has been fully renovated, with additional updates in the guest bath, and a newly installed Murphy bed maximizes flexibility for guests, a home office, or both. Life at Ashton Lakes centers on its exceptional amenities: a recently updated clubhouse, two heated pools including a large pool with a dedicated lap lane, two tennis courts and four pickleball courts, shuffleboard, grilling stations, and more. A private footbridge connects residents directly to Merchants Mart shopping center, home to CVS, ACE Hardware, a Dollar store, restaurants, and Detwiler's Farm Market. You're also minutes from the Whole Foods anchored redevelopment at Sarasota Square and Siesta Promenade, the new 24-acre mixed-use project at the northwest corner of U.S. 41 and Stickney Point Road. Downtown Sarasota and I-75 are both an easy reach. Recent updates include: HVAC in Jan 2026, deluxe fabric roller shade throughout in Feb 2026, murphey bed in Feb 2026, smart garage open in Feb 2026, refrigerator and washer in 2023, dry bar, primary bathroom, and guest bathroom.

5652 Ashton Lake Drive Unit 5652, Sarasota

2 Beds ⋅ 2 Baths ⋅ Castel Del Mare SubDv. ⋅ 34231 Zip Code

CASTEL DEL MARE - one of the most popular condo complexes in Sarasota, located near the south bridge to Siesta Key yet on the mainland. Enjoy a bike ride or walk to the world-famous beach awaiting you on the other side of the bridge which spans the Intracoastal Waterway. This 2-bedrooms/2-bath unit lies on the upper floor of a 2-story building almost in the center of the complex. New carpeting for the living room and bedrooms. Back enclosed lanai has access to the yard below. Inside unit stackable washer & dryer, or for the larger loads, there are laundry facilities on the grounds. For your pleasure, try some tennis, shuffleboard, or a swim in one of the 2 pools. In the evening, stroll to the beach to watch incredible sunsets. Make this your home all-year-around, or your winter hideaway to escape the cold northern weather. As an investment, you will never have a problem renting this unit. Within a 3-mile radius shops, eateries, banks, and medical facilities abound.

1640 Stickney Point Road Unit 201, Sarasota

3 Beds ⋅ 2 Baths ⋅ Pelican Cove SubDv. ⋅ 34231 Zip Code

It's easy to enjoy the beauty of coastal waterfront living in Pelican Cove and this 3-bedroom end unit condo is centrally located within the complex. Everything in this condo is exquisitely done and no expense was spared with new flooring, new lighting, updated bathrooms, new kitchen with all new appliances, sink, lighting, counters and backsplash. Enjoy volume ceilings and the open floor plan that this three-bedroom unit provides. Pelican Cove is a magical place with lush landscaping that sits on gorgeous acres overlooking the Little Sarasota Bay. This is what Florida living is all about, stroll to the Pelican Point Observation deck, the bird sanctuary or the through the gardens. This community is a boaters dream with more than 87 boat harbor slips with each slip having water and electric. There are six heated pools to choose from, pickle ball, kayak and canoe launch and storage, gym, 4 lighted tennis courts, shuffleboard, basketball, 5 miles of amazing walking trails and Musical concerts. Pelican University offers classes and clubs for all including woodworking, photography, and clay sculpture, to name a few.

1508 Pelican Cove Road Unit 235, Sarasota

2 Beds ⋅ 2 Baths ⋅ Lakeside Club Of Sarasota SubDv. ⋅ 34231 Zip Code

NEW PRICE ~ The Lakeside Club of Sarasota -2nd Floor Condo Unit w/ Vaulted Ceiling & Sky Lights Makes it Bright and Cheerful- Super Clean Carpet and Tile Flooring /Ready for NEW Resident Occupancy! Spacious 2-Bedroom, 2-Bath with Large Screened Porch + Lagoon View. Refridge, Range, Dishwasher & Newer A/C 2023 ! Condo has Laundry Closet in the Kitchen, Attic Storage with Ladder! Assigned Carport & Guest Parking ! Plus Tennis Court & Community POOL with a Beautiful Lake View! The Association Includes: Exterior Bldg, Ground Maintenance, Roof, Recreational - Tennis, & Pool - Must See Condo in the Gulf Gate Area Close to the Gulf Gate Library / Costco / Shopping / Restaurants and minutes away from Siesta Beach!!

7214 Cloister Drive Unit 7214, Sarasota

3 Beds ⋅ 2 Baths ⋅ Sienna SubDv. ⋅ 34231 Zip Code

Perfect condo for full-time living, seasonal getaways, or an investment opportunity at an affordable price! This charming 3-bedroom, 2-bathroom end unit is being sold turnkey furnished. Beautiful luxury vinyl and laminate flooring throughout the living/dinning area and in all bedrooms, with tile in the entryway, kitchen, and bathrooms. The kitchen offers ample storage, stunning granite countertops, wood cabinetry, and a brand new range. The dining area boasts a built-in dry bar, perfect for entertaining guests. Water heater 2022, A/C 2023, Washer 2024, NEW ROOF! The community has a heated pool, tennis courts, BBQ area and a fenced around dog run. The monthly fee includes: water, sewer, trash collection, building insurance and exterior maintenance including the roof and grounds.Conveniently located near excellent shops and restaurants, this condo is just 3 miles from Crescent Beach and only 4 miles from Siesta Key Public Beach. Sarasota downtown, the Ringling Museum, Selby Gardens, St. Armands Circle, Island Park, Marina Jack's Harbor,.... are only a short drive away.

3469 Clark Road Unit 268, Sarasota

2 Beds ⋅ 2 Baths ⋅ Pelican Cove SubDv. ⋅ 34231 Zip Code

Attention Buyers — This is the one! A rare FIRST-FLOOR condo in Pelican Cove with direct Bay Views and unbeatable indoor/outdoor living. Step into your new 2-bedroom, 2-bath home featuring an open floor plan that flows seamlessly from the kitchen through the dining and living areas straight out to your private waterfront deck. Both bathrooms offer walk-in showers, and the condo is being sold fully furnished, making your move effortless. This residence is vacant and easy to show, and the moment you walk in, the water views will grab your attention. Sit outside and enjoy boats passing by throughout the day and spectacular sunsets in the evening. It’s the perfect blend of comfort, convenience, and coastal beauty. Pelican Cove located in South Sarasota west of the trail. This community is over 80 acres in a lush gated tropical setting! Your new condominium is on the FIRST floor. Lots of natural light pours into your home. The setting at the back of the condo is a tropical paradise and it’s also private. Open floor with many upgrades throughout your home! Condo will be sold furnished and very easy to show! Pelican Cove is a 75-acre, gated, vibrant-waterfront community nestled among manicured tropical foliage. Truly offering something for everyone. Abundant amenities include the 86-slip boat harbor with excellent rates & a launch dock for kayaks and canoes, 6 heated swimming pools, hot-tub, 3 clubhouses, lighted tennis/pickleball courts, basketball, dog walk area, walking trails and boardwalks, as well as fishing gazebos, water exercise classes, exercise facility, 2 art studios and a pottery classroom. Take classes at Pelican Cove University or join one of the more than 37 clubs for photography, fiber art, bike riding, culinary arts and card clubs. Woodworking, sculpting, and evening jazz & classical music concerts round out the active lifestyle. Come and see what you have been waiting for.

1515 Pelican Point Drive Unit BA185, Sarasota

2 Beds ⋅ 2 Baths ⋅ Castel Del Mare SubDv. ⋅ 34231 Zip Code

Enjoy the coastal Sarasota lifestyle just minutes from world-famous Siesta Key Beach! Located in the waterfront community of Castel Del Mare, this turnkey furnished 2-bedroom, 2-bath condo combines comfort, convenience, and scenic surroundings in one of Sarasota’s most desirable locations. Inside, the condo features over 1,000 sqft of space with an open living and dining area, laminate flooring, and direct access to the spacious glass-enclosed lanai overlooking lush greenery and the community tennis court. The updated kitchen is designed for both function and style, with solid surface counters, stainless steel appliances, generous cabinet storage, and tiled backsplash. The primary suite offers a spacious walk-in closet and private en-suite bath, while the secondary bedroom includes simple closet space and easy access to the second full bathroom. This residence is ready for immediate enjoyment as a full-time home, seasonal retreat, or investment opportunity. Castel Del Mare is a beautifully maintained intracoastal waterfront community featuring resort-style amenities including two heated pools, tennis courts, kayak storage and launch access, a club house, grilling areas, walking paths, and scenic waterfront seating areas perfect for watching sunsets over Sarasota Bay. Residents also enjoy elevator access, assigned parking, and easy access to a variety of shopping, dining, and boating opportunities. Positioned just over the south bridge to Siesta Key, this location places you moments from powder-soft Gulf beaches, waterfront restaurants, marinas, and vibrant entertainment options. Whether enjoying a day at the beach, exploring nearby nature preserves, or dining along the water, this property delivers the ideal blend of relaxation and access!

1624 Stickney Point Road Unit 1624-208, Sarasota

2 Beds ⋅ 2 Baths ⋅ Pelican Cove SubDv. ⋅ 34231 Zip Code

Pelican Cove – Turnkey Furnished First-Floor End Unit. Welcome to Pelican Cove, one of Sarasota’s most sought-after gated waterfront communities. This first-floor END unit offers the perfect blend of comfort, privacy, and Florida living at its best. Inside, the main bathroom features a walk-in shower, while the guest bath includes a convenient tub/shower combination. This residence is being sold turnkey furnished, allowing you to move right in and start enjoying the Pelican Cove lifestyle from day one. Recent upgrades include new water tank, air/heating, heavy duty garbage disposal, ceramic floor in living room and kitchen, full handicap entrance wheel chair/scooter accessible, new up to code electrical box, outside outlet, combination door lock. Step outside and explore miles of scenic walking trails that wind through a bird sanctuary and lush botanical gardens. Residents enjoy an impressive array of amenities, including: Six heated pools, well-equipped fitness center, lighted tennis/pickleball courts, three clubhouses with a full calendar of activities, 87-slip safe-harbor marina with kayak and paddleboard launch. Boaters will appreciate direct access to the Intracoastal Waterway, Little Sarasota Bay, and the sparkling Gulf Coast. This charming 2-bed/2-bath condo offers an affordable opportunity to enjoy the Pelican Cove lifestyle. Start your mornings with coffee on the private patio off the kitchen, surrounded by nature. The main living area overlooks a peaceful preserve, creating a serene indoor/outdoor experience that feels uniquely Floridian. Residents also receive a monthly community newsletter filled with special events, classes, and social gatherings—there’s always something happening in Pelican Cove.

1707 Pelican Cove Road Unit GL351, Sarasota

3 Beds ⋅ 3 Baths ⋅ Crooked Creek SubDv. ⋅ 34231 Zip Code

Hey… have you heard about this little hidden gem called Crooked Creek? Tucked away alongside the natural beauty of Red Bug Slough, this community is one of Sarasota’s best-kept secrets—and this rarely available end-unit villa might just be the one you’ve been waiting for. Offering 3 bedrooms, 3 bathrooms, and a 2-car garage, this spacious residence just under 1,700 sq ft lives large with a flexible layout that’s hard to find. Two of the bedrooms are generous ensuites, perfect for guests or multi-generational living, while the third bedroom offers versatility as a home office or den with its own patio. Inside, you’ll love the no-carpet lifestyle with stylish vinyl plank and tile flooring throughout, complemented by two skylights that fill the home with natural light. Enjoy the large enclosed sunroom as well as an open outdoor private patio, ideal for morning coffee or unwinding in the peaceful, lush surroundings of mature Florida landscaping. This amazing community was Designed by renowned Sarasota School of Architecture architect Tim Seibert, and this villa blends timeless design with a serene, nature-inspired setting. The lifestyle? It’s just as impressive. Residents enjoy a heated pool, pergolas, large Gazebo, wooden footbridge, scenic walking paths, and the tranquility of nearby Red Bug Slough Preserve—all while being minutes from shopping, dining, and Siesta Key beaches. The HOA offers exceptional value, covering roof maintenance, exterior building care, ground maintenance, private roads, cable, and WIFI, Pest control, and trash, making for truly low-maintenance living. Plus, no age restrictions—this is NOT a 55+ community. Opportunities like this don’t come around often… especially in Crooked Creek. Come take a look—you may just fall in love.

3351 Thornwood Road Unit 3351, Sarasota

Start Your Search