Sarasota Homes with Tennis Court(s) Community Features

Sarasota Homes with Tennis Court(s) Community Features

Welcome to Sarasota, Florida, a vibrant coastal city that seamlessly blends the charm of a small town with the amenities of a bustling metropolis. Known for its stunning beaches, cultural attractions, and a warm, welcoming atmosphere, Sarasota is an ideal destination for those seeking a balanced lifestyle. With the sparkling Gulf of Mexico at your doorstep, residents enjoy year-round sunshine, outdoor activities, and a rich tapestry of art and entertainment.

For those who cherish an active lifestyle, Sarasota is home to exclusive communities featuring homes with tennis courts. Imagine stepping out of your beautifully designed residence and onto your private court, ready to enjoy a match with friends or family. These communities not only provide state-of-the-art tennis facilities but also foster a vibrant social scene, where neighbors become friends and lifelong memories are created.

In addition to tennis, these communities often offer a plethora of amenities, including swimming pools, fitness centers, and clubhouses, ensuring that there’s always something to do. Whether you’re an avid player or just looking to enjoy the sport casually, living in a Sarasota community with tennis courts provides the perfect backdrop for an active, engaged lifestyle.

With its idyllic weather, stunning natural beauty, and a strong sense of community, Sarasota is more than just a place to live – it’s a lifestyle choice. Explore the homes available in this enchanting city and discover the perfect blend of luxury, comfort, and recreation waiting for you. Welcome to your new home in Sarasota!

Newest Sarasota Homes with Tennis Court(s) Community Features

5030 Marsh Field Road Unit 22, Sarasota
$246,000
2 Beds ⋅ 2 Baths ⋅ The Meadows SubDv. ⋅ 34235 Zip Code
YOUR SARASOTA LIFESTYLE STARTS HERE — THE MEADOWS | $246,000 Pool views. Tropical surroundings. Two screened lanais. Contemporary Spanish Mediterranean architecture. And one of Sarasota’s most desirable amenity-rich golf communities. Welcome to this beautifully positioned 2-bedroom, 2-bath second-floor condo in Heronmere at The Meadows, offering 1,191 square feet of interior living space and approximately 1,459 total square feet including two screened outdoor living spaces. Designed for effortless Florida living, the open floor plan connects the spacious living and dining areas with the outdoor lanais, creating an inviting flow between indoor and outdoor living. The kitchen features beautiful stainless-steel appliances, including a washer and dryer, plus a separate wine/beverage cooler—perfect for everyday living or entertaining. Throughout the residence, rich bamboo flooring adds warmth and sophistication, while hurricane-impact windows provide an added layer of protection and peace of mind. The spacious primary suite is designed as a private retreat, featuring a large walk-in closet and ensuite bathroom with a walk-in shower. Two screened lanais provide additional outdoor living space, with pool and lush tropical garden views that bring the beauty of The Meadows right to your doorstep. Beyond the residence, The Meadows offers the lifestyle buyers come to Sarasota for—with miles of scenic walking and biking trails, 55% greenspace, lakes, parks, fitness facilities, tennis, pickleball, community pools and optional golf. Conveniently located near UTC, Benderson Park, downtown Sarasota, SRQ Airport and the Gulf beaches, you're close to shopping, dining, entertainment and everything that makes Sarasota special. A distinctive architectural setting. Two outdoor living spaces. A beautifully appointed interior. And the Meadows lifestyle—all for $246,000. Minimum 3-month lease, permitted twice per year. One small pet allowed with HOA approval. No trucks, pickup trucks, commercial vehicles, boats, RVs or trailers may be parked overnight in locations exposed to public view, including carports, between 11 PM and 5 AM. A separate truck lot is available to residents for a small annual fee.

5030 Marsh Field Road Unit 22, Sarasota
12028 Legacy Estates Boulevard, Sarasota
$1,150,000
3 Beds ⋅ 4 Baths ⋅ Esplanade On Palmer Ranch SubDv. ⋅ 34238 Zip Code
Florida luxury meets ultimate peace of mind! Nestled in the gated, maintenance-free Legacy Estates at Palmer Ranch, this fully furnished 3BR/3.5BA masterpiece spans 2,862 sq ft and features a 3-car garage. Enjoy absolute security with whole-house hurricane impact glass, roll-down storm screens, and a robust whole-house emergency generator. AC Installed October 2023. The open-concept design boasts tray ceilings, a gourmet kitchen with a massive quartz island, and a luxurious primary en-suite with dual walk-in closets. Seamlessly transition outside to your extended covered lanai and opulent outdoor kitchen, complete with a professional 60,000 BTU gas burner. Resort-style community amenities include a pool, spa, fitness center, splash park, 8 pickleball courts, and a lifestyle manager. Perfectly located near top dining, Gulf beaches, Pine View School, Costco, and the Legacy Trail. Elevate your lifestyle today!

12028 Legacy Estates Boulevard, Sarasota
2806 Butterfly Jasmine Trail, Sarasota
$928,000
4 Beds ⋅ 5 Baths ⋅ Windward At Lakewood Ranch SubDv. ⋅ 34240 Zip Code
Envision the Florida lifestyle in Lakewood Ranch at 2806 Butterfly Jasmine Trail, set on a private preserve lot within the gated community of Windward. This popular two-story Triumph model by Neal Homes features a first-floor primary suite, four bedrooms plus an office, and four full baths—each bedroom with its own ensuite—along with a convenient half bath for guests, offering a thoughtful and functional layout throughout. From the moment you enter, soaring ceilings and stunning sightlines lead straight to the saltwater pool and peaceful preserve beyond. The chef’s kitchen is the centerpiece, complete with stainless steel appliances, gas range, a large island with pendant lighting, soft-close solid wood cabinetry, under-cabinet lighting, a large pantry, and a walk-in pantry. The primary suite and two more bedrooms are located on the first floor, while upstairs offers a private guest retreat with a bedroom and full bath, along with a spacious bonus room ideal for a playroom or family room. Located just minutes from UTC, Waterside, downtown Sarasota, and the Gulf beaches including Siesta Key, Lido, and Anna Maria Island, the location is exceptional. The 9,600 sq. ft. clubhouse, two gyms, playground, tennis and pickleball courts, two dog parks, and two resort style pools making it the perfect place to reconnect with your family and neighbors. Don’t wait years to build when your dream home is awaiting you at 2806 Butterfly Jasmine Trail.

2806 Butterfly Jasmine Trail, Sarasota
1657 Brookhouse Circle Unit 152, Sarasota
$255,000
2 Beds ⋅ 2 Baths ⋅ Pelican Cove SubDv. ⋅ 34231 Zip Code
Virtually Staged. Welcome to Pelican Cove, one of Sarasota’s most distinctive gated waterfront communities! This beautifully updated FIRST-FLOOR condo offers a wonderful combination of comfort, convenience and the relaxed Florida lifestyle, surrounded by lush tropical landscaping with peaceful wooded and pond views. Step inside to a bright and inviting interior featuring tile flooring throughout and an updated kitchen with stone countertops, stainless steel appliances and plenty of cabinet space. The spacious primary bedroom features a walk-in closet and an en-suite bathroom with a walk-in shower. Multiple linen closets throughout the home provide excellent additional storage. The guest bathroom offers a tub with shower and the versatile second bedroom features accordion doors, allowing the space to easily adapt to your needs. One of the highlights of this home is the large 18' x 7' screened porch overlooking the beautiful natural surroundings—the perfect place to enjoy your morning coffee, read a book or simply relax and take in the peaceful wooded and pond views. A separate storage room provides even more functionality with a washer, dryer and utility sink. The A/C was replaced in 2021 for added peace of mind. Even better, one of Pelican Cove’s community pools is just steps away! Residents also have access to an incredible collection of recreational and lifestyle amenities throughout this 75-acre waterfront community on Little Sarasota Bay. Pelican Cove offers SIX heated swimming pools, a hot tub, fitness facilities, four lighted tennis courts, pickleball, shuffleboard, basketball and three clubhouses. Enjoy 5.5 miles of scenic walking trails and boardwalks winding through mature tropical landscaping and beautiful live oak canopies. Boating and water enthusiasts will love Pelican Cove’s private harbor with approximately 86 boat slips and sailboat-water access, along with kayak and canoe launches, paddlecraft storage, fishing areas and waterfront gazebos. The community also offers art studios, a pottery classroom, concerts, classes and more than 37 resident-led clubs, creating an active and engaging lifestyle with something for nearly everyone. All of this in a 24-hour gated Sarasota community convenient to Siesta Key, shopping, dining and everything the area has to offer. Whether you are looking for a full-time residence or your own Florida retreat, this updated first-floor condo offers the opportunity to enjoy nature, waterfront living and an exceptional array of amenities right outside your door.

1657 Brookhouse Circle Unit 152, Sarasota
8389 Wingate Drive Unit 2320, Sarasota
$265,000
2 Beds ⋅ 2 Baths ⋅ Pinestone At Palmer Ranch SubDv. ⋅ 34238 Zip Code
Beautiful Move-In Ready Condo in Pinestone at Palmer Ranch Welcome to Pinestone at Palmer Ranch, where comfort, convenience, and resort-style living come together! This beautifully maintained 2-bedroom, 2-bathroom, 1,138-square-foot residence offers an inviting combination of comfort, modern updates, and an exceptional gated-community lifestyle. The home features high ceilings throughout, a spacious layout, and a screen-enclosed lanai—perfect for relaxing and enjoying Florida’s beautiful weather. The interior has been recently painted and is exceptionally clean and in move-in condition. Recent improvements include new LVT flooring in the kitchen and bathrooms. New lighting and ceiling fans add a fresh, contemporary feel. The home also features a new HVAC system (2025), new washer and dryer (2026), and a new stove (2026). The kitchen features a large breakfast bar and stone countertops. The flooring in entrance and hallway has a light, natural wood look throughout. Generous closet space provides excellent storage. Pinestone offers an outstanding collection of amenities, including a resort-style heated Olympic-size pool, hot tub/spa, two lighted tennis courts, pickleball courts, 1/2 basketball court, fitness room, billiard room, card room, library, and a 32-seat community movie theater. The community also features an on-site manager and beautifully maintained grounds and gardens. A low monthly HOA fee includes extensive services and amenities, including complete grounds maintenance and landscaping, exterior upkeep, roof reserves, trash removal, water and sewage. Security and convenience are also priorities, with a gated community and 24-hour security. Outdoor enthusiasts will love the location near the Legacy Trail, popular with walkers and cyclists. Siesta Key and Venice are less than 15 minutes away, while shopping, restaurants, and everyday conveniences are close by. With its beautiful surroundings, extensive amenities, numerous recent upgrades, and convenient Palmer Ranch location, this is an exceptional opportunity to enjoy the best of the Sarasota lifestyle in a well-maintained, resort-style community. Come see this beautiful home and make it your own!

8389 Wingate Drive Unit 2320, 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
$335,000
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
3194 Charles Macdonald Drive, Sarasota
$1,699,000
4 Beds ⋅ 4 Baths ⋅ Laurel Oak Estates SubDv. ⋅ 34240 Zip Code
Set against an expansive backdrop of manicured fairways, this beautifully updated Arthur Rutenberg residence captures the space, privacy and indoor-outdoor lifestyle that make Laurel Oak Estates so desirable. Positioned on nearly half an acre with sweeping golf course views, the custom four-bedroom, four-bath home offers more than 3,800 square feet of single-level living, a three-car garage and a resort-inspired screened pool and spa. A circular pavered drive leads to double entry doors and a light-filled interior with high 12’ ceilings, architectural detailing and generous proportions. The thoughtful split-bedroom floor plan balances defined living and dining spaces with an open kitchen and family room designed for everyday comfort and entertaining. Built-in cabinetry and a wet bar enhance the living room, while abundant windows and sliding doors draw attention to the pool and golf course beyond. The kitchen was refreshed in 2025 with new quartz countertops, backsplash and lighting, complementing rich wood cabinetry, a substantial center island, breakfast bar and walk-in pantry. Premium appliances include Sub-Zero refrigeration, Wolf cooktop, two built-in Wolf ovens and a Miele dishwasher. The adjoining family room was renovated in 2024 with custom built-ins and luxury vinyl flooring, while a separate office with extensive built-in workspaces creates an ideal work-from-home setting. Privately positioned, the spacious primary bedroom features dual walk-in closets and a completely renovated 2025 en-suite bathroom with a freestanding soaking tub, dual vanities, quartz surfaces, walk-in shower and private water closet. Three additional bedrooms provide excellent flexibility, including two connected by a Jack-and-Jill bath and a private guest suite with an en-suite bath renovated in 2022 with quartz counters, new cabinetry and a zero-entry shower. Outside, the expansive screened lanai creates a private resort-like setting overlooking the Jones Course. Covered lounging and dining areas surround the saltwater pool and raised spa with waterfall feature, while a summer kitchen with granite countertops and bar seating makes entertaining effortless. The pool heater and glass blocks at the pool and spa were replaced in 2025. Additional improvements include two new Lennox HVAC systems in 2024, a 2017 tile roof, epoxy flooring and built-in cabinetry in the three-car garage, a 50-amp EV charging outlet and interior painting throughout most rooms in 2025. Laurel Oak Estates offers a gated setting with private roads and 24-hour guard service, with membership at Laurel Oak Country Club available separately. Conveniently located east of Downtown Sarasota, the community provides easy access to UTC, Lakewood Ranch, Waterside Place, Sarasota’s renowned dining, arts and cultural attractions, and the Gulf beaches of Siesta Key. Beautifully updated, exceptionally spacious and designed to embrace its golf-course setting, 3194 Charles MacDonald Drive offers a compelling combination of privacy, single-level living and resort-style outdoor space in the heart of Laurel Oak Estates.

3194 Charles Macdonald Drive, Sarasota
5320 Hyland Hills Avenue Unit 2222, Sarasota
$250,000
2 Beds ⋅ 2 Baths ⋅ Heritage Oaks Golf & Country Club SubDv. ⋅ 34241 Zip Code
Welcome to this beautifully appointed second-floor Barrington Veranda in Heritage Oaks Golf & Country Club, offered fully furnished and move-in ready. Enjoy expansive water and golf course views from the rear terrace, including a picturesque view of the community’s iconic 14th hole. The light-filled interior features soaring vaulted ceilings, an open and inviting layout, and numerous updates throughout. The kitchen offers quartz countertops, stainless steel appliances, and ample space for entertaining. The split-bedroom floor plan provides privacy for owners and guests, while the enclosed den offers flexible use as a home office, study, or additional sleeping area. The spacious primary suite features an updated private bath with dual vanities and a generous shower, while the guest bath has also been tastefully updated. A detached one-car garage provides added convenience and storage, and the residence is conveniently located near one of the community's pools. Heritage Oaks offers a resort-style country club lifestyle with golf, clubhouse amenities, tennis, fitness facilities, multiple pools, dining, social activities, and 24-hour security. Whether used as a seasonal retreat, full-time residence, or furnished rental property, this turnkey home offers the flexibility to enjoy the Sarasota lifestyle from day one. A well-maintained residence with desirable views, furnishings included, and a location that offers easy access to the many amenities of Heritage Oaks.

5320 Hyland Hills Avenue Unit 2222, Sarasota
7973 Grande Shores Drive, Sarasota
$1,385,000
3 Beds ⋅ 3 Baths ⋅ Lakewood Ranch SubDv. ⋅ 34240 Zip Code
This beautifully appointed three-bedroom, three-bath plus den, Pinnacle model showcases refined design, thoughtful upgrades, and serene conservation lot living in the highly desirable Shoreview community of Waterside. The manicured landscaping and elegant glass door create a welcoming entry the moment you arrive. Inside, luxury floors flow seamlessly throughout the home. Stylish crown molding and tray ceilings add architectural details to the open concept floor plan. A chef’s kitchen complete with GE Café and Monogram appliances, shaker cabinets, and a wine cooler make for effortless entertaining and everyday living. The primary suite is a peaceful sanctuary with large windows and a spa-inspired walk-in shower. One guest bedroom boasts stunning bump-out windows and an ensuite bath while the second guest bedroom is serviced by a dedicated full bath providing privacy and comfort for family and guests. The private den features built-in cabinetry ideal for a home office. The outside showcases a screened lanai, an outdoor kitchen, a saltwater pool and an expansive view to the prized, conservation area. Additional upgrades include hurricane rated windows, a whole-house generator, a spacious three-car garage, plantation blinds landscape lighting, laundry upgrades, a water system, new lighting, Toto toilets, solid core doors, and more. Shoreview at Waterside residents enjoy a resort-inspired lifestyle with access to a clubhouse, a state-of-the-art fitness center, a resort-style pool and spa, tennis and pickle ball courts, a dog park, and scenic walking trails along lakes and ponds. Waterside offers charming, waterfront dining, boutique shopping, vibrant community events and picturesque views throughout the area. This exceptional residence offers a blend of luxury and comfort in one of Sarasota and Lakewood Ranch’s most sought- after neighborhoods. See feature list for full updates!

7973 Grande Shores Drive, Sarasota
4025 Crockers Lake Boulevard Unit 22, Sarasota
$240,000
2 Beds ⋅ 2 Baths ⋅ Vintage Grand SubDv. ⋅ 34238 Zip Code
Experience an elevated Sarasota lifestyle in this beautifully appointed 2BR/2BA second-floor condo at Vintage Grand, boasting breathtaking water views from every room! The interior features warm wood flooring in the bedrooms and a kitchen equipped with elegant granite countertops and wood cabinetry. The spacious primary suite offers direct access to a private balcony, perfect for enjoying peaceful lakefront sunsets. Vintage Grand delivers an exceptional resort-style community package with TWO expansive swimming pools, a hot tub, tennis, pickleball, basketball, a 24-hour fitness center, a clubhouse, and walking paths around a scenic lake with fish docks. The premier location puts you within walking distance of the Legacy Trail and minutes from world-famous Siesta Key Beach. Directly across from the exciting Sarasota Square redevelopment, you will enjoy effortless access to upcoming hot spots like Whole Foods, Trader Joe's, CAVA, and Chipotle.

4025 Crockers Lake Boulevard Unit 22, Sarasota
6311 43rd Court E, Sarasota
$539,000
3 Beds ⋅ 2 Baths ⋅ Cascades At Sarasota SubDv. ⋅ 34243 Zip Code
Ready to trade your to-do list for poolside lounging and 55+ community fun? This move-in-ready, three-bedroom split-plan home in Cascades at Sarasota delivers both! Enjoy 24-inch diagonal tile, light and bright paint, and updates throughout. The kitchen shines with contemporary white cabinetry, 2025 slate-finish appliances, and a built-in buffet with upper cabinets. The spacious primary suite features two walk-in closets, dual sinks, a makeup counter, and a walk-in shower. Even laundry gets an upgrade with a 2025 slate-finish washer and dryer. Open the sliding glass doors and step out to your private patio, saltwater pool, and spa—your own backyard happy place! Pool updates include a 2025 pump, 2024 salt cell and automatic drain/fill system, and 2023 resurfacing. Accordion shutters protect the windows and doors, and the two-car garage has space for your golf cart, ready for clubhouse adventures. At the clubhouse, enjoy a fitness center, tennis pro shop, six lighted Har-Tru courts, bocce and pickleball, heated indoor and outdoor pool, a hot tub, sauna, billiards, performing arts, and social clubs. HOA fees include lawn maintenance, cable TV, internet, and home security. Your next chapter at Cascades at Sarasota is ready to make a splash!

6311 43rd Court E, Sarasota
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