Sarasota Homes with Tennis Court(s) Exterior Features

Sarasota Homes with Tennis Court(s) Exterior Features

Welcome to Sarasota County, Florida, a vibrant coastal paradise known for its stunning beaches, cultural richness, and exceptional lifestyle. Nestled along the Gulf of Mexico, Sarasota boasts a unique blend of natural beauty and urban sophistication, making it a sought-after destination for homebuyers. With a thriving arts scene, top-rated dining options, and an array of outdoor activities, there’s something for everyone in this sun-soaked haven.

One of the standout features of many properties in Sarasota County is the inclusion of homes with tennis courts. Imagine waking up in your luxurious residence and stepping out to your very own private tennis court, perfect for both casual play and competitive matches. These properties offer not just a home, but a lifestyle that promotes health, wellness, and social engagement. Whether you’re a seasoned player or just looking to enjoy a friendly game with family and friends, having a tennis court at your doorstep elevates your living experience.

Beyond the courts, Sarasota’s real estate market is diverse, featuring stunning waterfront estates, charming bungalows, and modern condos, all set against the backdrop of the region’s lush landscapes and picturesque sunsets. The community is known for its welcoming atmosphere, with numerous parks, recreational facilities, and vibrant neighborhoods that foster a sense of belonging.

Discover the joy of living in Sarasota County, where every day feels like a vacation. Explore homes with tennis courts and embrace a lifestyle filled with activity, relaxation, and the beauty of Florida living. Your dream home awaits in this enchanting coastal gem!

Newest Sarasota Homes with Tennis Court(s) Exterior Features

$285,000
2 Beds 2 Baths Cypress Falls SubDv. 34289 Zip Code
Welcome to this beautifully maintained 2-bedroom, 2-bath home with a den, located on the water in the gated community of Lakeside Plantation in North Port. Not in a flood zone and lovingly cared for by the original owner since the home was built. This home offers a wonderful Florida lifestyle with beautiful water views and an abundance of natural light. The tile roof was replaced in 2025, the interior walls and lanai painted. A skylight keeps the home bright throughout the day with natural sunshine and adds a special touch in the evening with moonlight. The kitchen features granite countertops and under-cabinet lighting, while the main living areas have tile flooring and the bedrooms have luxury laminate. The bathrooms feature glass-enclosed showers and upgraded hardware for an added touch of sophistication. Enjoy the outdoors from the screened lanai in the back overlooking a preserve, or from the unique screened front entrance overlooking the water. Lakeside Plantation offers an active lifestyle with a clubhouse, heated pool, exercise pool and spa, fitness center, tennis, pickleball, bocce ball, dog park and other recreational and social activities. Lakeside Plantation offers an exceptional resort-style lifestyle with a clubhouse, heated pool, exercise pool and spa, fitness center, tennis, pickleball, bocce ball, dog park, and an array of recreational, fitness, and social activities. Set within a truly exceptional community, this elegant waterfront home offers the perfect opportunity to enjoy the comfort, beauty, and relaxed luxury of the Florida lifestyle.

2590 Oswego Drive, North Port

$625,000
2 Beds 2 Baths Harbor Towers Y & R SubDv. 34242 Zip Code
Turnkey and ready for its next chapter, this spacious residence in the curve of Harbor Towers Yacht & Racquet Club is one of the largest floor plans in the building, featuring a split layout with each bedroom offering its own private bathroom. Sold completely furnished, this unit makes it effortless to fly or drive down and start enjoying it immediately, or begin renting it out right away. A rare find: existing washer/dryer electric hookups are already in place beneath the kitchen counter, a feature the building no longer permits for new installations. There's also a washer and dryer room located on the second floor just a few doors down. Picture the perfect Florida day: morning coffee on your enclosed patio overlooking the peaceful pond, then a match on the on-site tennis courts before laying out by the beautiful pool, both with views over the dock and water. Hop the trolley or take a short drive to the rose quartz sand beaches of Siesta Key, then wind down with happy hour and live music in Siesta Key Village. This unit can be rented short-term with a two-week minimum, and owners have the flexibility to use the community's on-site property management or bring in their own. Just three minutes to Siesta Key's world-famous beaches and five minutes to the shops and restaurants of Siesta Key Village, this is the perfect Florida lifestyle. Schedule your private showing today. Buyer to verify HOA rules regarding laundry hookups, boat slip rental terms, property management options, and rental restrictions.

5855 Midnight Pass Road Unit 222, Sarasota

$329,000
2 Beds 2 Baths Casa Del Sol SubDv. 34233 Zip Code
Virtually Staged. Welcome to 4112 Vallarta Court, a beautifully renovated 2-bedroom, 2-bath villa in the desirable Casa Del Sol community of Sarasota. This spacious, single-story residence has been thoughtfully updated with all-new cabinetry, new flooring throughout, new kitchen appliances, and fresh interior paint, creating a clean, updated, move-in-ready feel. The open living and dining areas offer plenty of space for everyday living and entertaining, while the renovated kitchen features generous workspace and flows naturally into the main living areas. The primary suite includes a large walk-in closet, private bath, and direct access to the screened porch—a great spot to enjoy your morning coffee or unwind at the end of the day. A comfortable second bedroom and full guest bath provide plenty of space for guests. Additional features include an interior laundry room, abundant storage, and an attached two-car garage. Casa Del Sol is a well-established, maintenance-free community known for its beautifully manicured grounds and extensive amenities, including a heated community pool, clubhouse, fitness center, tennis courts, shuffleboard, walking and bike paths, and an active social atmosphere. The central Sarasota location puts shopping and dining just minutes away, with convenient access to medical facilities, I-75, downtown Sarasota, golf, and the Gulf Coast beaches. Beautifully updated, easy to maintain, and centrally located, 4112 Vallarta Court offers a great opportunity to enjoy the Sarasota lifestyle from day one.

4112 Vallarta Court Unit 3041, Sarasota

$225,000
2 Beds 2 Baths Sunrise Golf Club Ph I SubDv. 34238 Zip Code
Virtually staged and ready to welcome you home! This charming 2-bedroom, 2-bath villa in the established Sunrise Golf Club community of Sarasota (34238) places you just minutes from world-famous Siesta Key Beach, the scenic Legacy Trail for walking and cycling, a first-class fitness and health center, vibrant Downtown Sarasota, and an abundance of entertainment, shopping, and restaurants. Offering 1,592 total square feet with a convenient covered carport located right in front of the villa, complete with additional storage, the home features an open floor plan designed for comfortable everyday living and easy entertaining. Cathedral ceilings bring volume and natural light throughout the main living areas, while the split-bedroom layout provides welcome privacy between the primary suite and guest bedroom. Both bedrooms include walk-in closets. The spacious living and dining areas flow seamlessly into the kitchen and outdoor living spaces, creating a functional layout perfect for relaxing or hosting guests. The villa setting delivers low-maintenance living in a well-kept Sarasota community. The condo association is responsible for the common exterior walls, metal roof, and foundations, helping simplify exterior upkeep. One pet is permitted. Residents also enjoy a serene short walk along the community walking trail to the pool and pickleball/tennis courts. Whether you’re seeking a seasonal retreat or full-time residence, this Sarasota villa combines updated features, flexible living space, practical maintenance coverage, and an unbeatable location just minutes from Siesta Key Beach and everything that makes the Gulf Coast lifestyle so desirable. Reasonable HOA. Schedule your private showing today and experience the convenience and comfort this home has to offer.

6246 Draw Lane Unit 12, 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

$1,399,000
2 Beds 2 Baths Condo On The Bay SubDv. 34236 Zip Code
Assumable VA Mortgage of $1,329,662.36 at 5.74! Borrower need not be a Veteran to assume. 2021 new HVAC, Hot Water Heater and Unit Replumbed to PEX. Rarely available "A" Stack end unit offering Panoramic Luxury at Condo on the Bay. Like lounging on the bow of a boat, the views don't get any better than this! Experience the pinnacle of waterfront living in this luxury 10th-floor corner residence, where modern design meets breathtaking views of Sarasota Bay and the Ringling Bridge. Recently transformed by a professional staging designer, the home features a sun-drenched open floor plan with gorgeous tile flooring, custom cabinetry, and a Bay view kitchen equipped with upscale appliances. Floor-to-ceiling windows and private terraces in both the living area and primary suite ensure nature’s canvas is always on display. Located in a premier gated luxury community, residents enjoy 24/7 security, concierge services, two resort-style pools, tower 1 pool offers a grill, and racquet sport courts. Perfectly positioned steps from the vibrant new waterfront park, The Bay, and minutes from downtown’s fine dining and theaters, this residence offers an unparalleled Sarasota lifestyle. No wait to lease after purchase. Basic Cable with one set top box and two transponders included in HOA. 24 hour security guard, Concierge, Pest Control, Unit Water, Waste and Trash Removal included in HOA. No assessments upcoming. The Association is Fully Funded. No Cash Contribution to join the Association. No Smoking. No Pets. Borrower must apply with lender to assume the mortgage.

888 Blvd Of The Arts Unit 1008, Sarasota

$365,000
2 Beds 2 Baths Westwoods At Sunrise SubDv. 34238 Zip Code
Serenity awaits at Westwoods at Sunrise Country Club in South Sarasota. Bright and airy, this beautifully renovated two-bedroom, two-bath villa offers 1,794 square feet and an exceptional combination of privacy, natural beauty, spacious living and resort-style amenities in a desirable Sarasota location. Tranquil pond and greenbelt views provide a peaceful backdrop, while new neutral painted interior, luxury vinyl plank flooring and designer light fixtures throughout create a polished, cohesive feel and enhance the home’s light-filled interiors. Begin your mornings with coffee or unwind at day’s end surrounded by lush tropical scenery, peaceful water views and native Florida wildlife. Soaring cathedral ceilings and skylights fill the residence with abundant natural light and create an open, welcoming ambiance. The spacious kitchen with adjoining dining area provides an inviting setting for everyday living and entertaining, while the expansive family room features dual skylights and generous space to gather and relax. A walk-in laundry room adds everyday convenience, while the private Florida room offers an ideal year-round retreat overlooking the serene pond and natural surroundings. The generous owner’s suite enjoys peaceful views and a private en-suite bath, creating a comfortable sanctuary within the home. Residents enjoy maintenance free living and resort-style amenities, including a community pool nearby, along with tennis and pickleball courts. Convenient access to Interstate 75, shopping, dining, medical services and everyday conveniences. Spend your days along the world-renowned quartz sands and turquoise Gulf waters of Siesta Key Beach, or experience the vibrant lifestyle of downtown Sarasota, celebrated for its exceptional dining, theaters, galleries, performing arts, waterfront parks and cultural attractions. An inviting opportunity awaits to enjoy the relaxed sophistication and natural beauty of the Sarasota lifestyle! Westwood 2 is NOT a 55+ area of the community.

6892 Approach Road Unit 40, Sarasota

$220,000
3 Beds 2 Baths Bella Villino SubDv. 34238 Zip Code
Welcome to this spacious 3 bedroom, 2 bathroom end unit in the sought-after, amenity-rich, gated community of Bella Villino! One of Palmer Ranch's most established and walkable neighborhoods. This end unit location offers extra privacy and natural light, plus the added convenience of a covered carport space. Bella Villino residents enjoy resort-style living with a heated swimming pool and spa, lighted tennis courts, a fully equipped fitness center, indoor racquetball and basketball courts, a clubhouse with billiards and social spaces, and beautifully maintained grounds with lakes and fountains throughout, all behind secure, 24-hour gated access. The location is unbeatable: you're directly connected to the Legacy Trail for biking, walking, and running, minutes from Costco, and the soon to be reimagined shopping and dining of the Sarasota Square Mall. Just a short drive to the world famous sugar white sands of Siesta Key Beach. Downtown Sarasota and St. Armands Circle are also within easy reach for those looking to enjoy everything the Gulf Coast lifestyle has to offer. This end unit offers a fantastic opportunity to bring your personal style and updates to a spacious floor plan in one of Palmer Ranch's locations. Whether you're looking for a move in project or an investment to customize, this is your chance to own in a gated community at a compelling price point.

4126 Central Sarasota Parkway Unit 2027, Sarasota

$310,000
2 Beds 2 Baths Village Des Pins SubDv. 34238 Zip Code
Weekly rentals allowed. Charming 2-Bedroom Villa with Garage & Screened Lanai – Minutes from Siesta Key. Welcome to this charming and well-maintained 2-bedroom, 2-bathroom villa with an attached garage, ideally located in the desirable Village des Pins community in Sarasota. Offering approximately 1,353 sq. ft. of comfortable living space, this furnished villa features a bright and inviting open floor plan with tile flooring throughout the main living areas and abundant natural light. The open kitchen overlooks the living and dining areas and comes fully equipped with appliances, ample cabinetry, and everything needed for everyday living and entertaining. The spacious primary suite features a king-size bed, generous storage, and sliding glass doors providing direct access to the screened lanai. The second bedroom offers two twin beds and a large closet. Both bathrooms feature walk-in showers. Step outside to the screened lanai, a peaceful space to enjoy your morning coffee, relax, or dine outdoors while enjoying the Florida lifestyle. Additional features include in-unit washer and dryer, an attached garage, and a welcoming outdoor sitting area at the front of the villa. Village des Pins offers residents a community pool and a convenient Sarasota location close to shopping, dining, beaches, parks, and entertainment. Ideally situated approximately 15 minutes from Siesta Key Beach and Turtle Beach, 20 minutes from Downtown Sarasota, and 20 minutes from Myakka River State Park. Whether you're looking for a full-time residence, seasonal retreat, or Sarasota investment property, this villa offers an excellent combination of comfort, location, and low-maintenance Florida living.

3715 Pinecone Court Unit 169, Sarasota

$112,500
2 Beds 2 Baths Quails Run SubDv. 34223 Zip Code
Virtually Staged. Welcome to Quails Run, one of Englewood’s hidden gems! Ideally located near Historic Dearborn Street and some of Florida’s finest Gulf Coast beaches, this ground-floor end-unit condo offers the perfect combination of convenience, privacy, and relaxed Florida living. Being ground floor means no stairs or elevators to navigate, making everyday living and bringing in groceries, beach gear, or luggage easy and convenient. As an end unit, the additional windows bring in an abundance of natural light and provide extra views of the mature landscaping, creating a bright, open, and welcoming atmosphere throughout the home. Step outside to the spacious 25-foot screened lanai, where you can enjoy peaceful pond views and the beauty of the surrounding mature landscape. It’s the perfect place for morning coffee, afternoon relaxation, or entertaining friends while enjoying the Florida sunshine. Inside, the updated kitchen features granite countertops, soft-close cabinetry, and newer appliances. Both bedrooms have sliders opening directly to the large screened lanai, making it easy to enjoy the beautiful outdoor setting from multiple rooms. Quails Run offers wonderful amenities, including a heated community pool, tennis courts, and clubhouse, all within a welcoming community setting. And with Historic Dearborn Street, shopping, dining, and beautiful Gulf Coast beaches nearby, you’ll have everything you need to enjoy the Englewood lifestyle. Whether you’re searching for a winter retreat, seasonal escape, or year-round Florida home, this ground-floor end unit is a wonderful opportunity to enjoy the best of Englewood. Come see why this special Quails Run condo could be your perfect Florida getaway! Schedule your private showing today.

3 Quails Run Boulevard Unit 3105, Englewood

$1,595,000
3 Beds 3 Baths Veinte SubDv. 34228 Zip Code
Panoramic Gulf views, more than 2,100 square feet under air, and the privacy of a boutique 20-residence beachfront building set this TURN-KEY corner condo apart on Longboat Key. Located at Veinte, this beautiful 3-bedroom, 3-bath Gulf-front residence captures sweeping views of the Gulf of Mexico throughout with private resident beach access just steps away. Natural light fills the spacious interior, highlighting high-end tile flooring, elegant crown molding, and a layout designed to keep the water in view. The renovated kitchen blends style and function with Cambria quartz countertops, stainless steel appliances, an induction cooktop, wall ovens, and a wet bar. The primary suite offers its own peaceful retreat with beautiful water views, an office nook or sitting area, spacious walk-in closet, and a luxurious bath finished with Cambria quartz. From both the primary suite and main living area, step onto the private screened lanai to enjoy morning coffee, Gulf breezes, and unforgettable Florida sunsets. Guests are comfortably accommodated with a generously sized bedroom and private bath. Never rented and sparingly used by its owners, this well-maintained residence also features a 2023 water heater and 2019 A/C system. Additional conveniences include reserved under-building parking with EV charging, bicycle storage, and guest parking. With only 20 residences, Veinte offers an intimate Gulf-front setting that feels distinctly different from Longboat Key’s larger condominium communities. Residents enjoy a beachside heated pool, private beach access, tennis and pickleball court, BBQ area, and secure key-fob entry through the lobby and garage. The building also features a new roof with no current HOA assessments. Everyday conveniences are remarkably close, with Publix, CVS, shopping, and dining just across Gulf of Mexico Drive. St. Armands Circle and downtown Sarasota are also within easy reach for acclaimed restaurants, boutique shopping, galleries, theater, arts, and entertainment. For buyers searching for a TURN-KEY Gulf-front condo on Longboat Key, this corner residence brings together generous interior space, panoramic Gulf views, private beach access, boutique-building privacy, and one of the island’s most convenient locations.

2675 Gulf Of Mexico Drive Unit 204, Longboat Key

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