South Sarasota Homes with Pickleball Court(s) Amenities

South Sarasota Homes with Pickleball Court(s) Amenities

Welcome to South Sarasota, Florida, a vibrant community nestled in the heart of Sarasota County. Known for its stunning natural beauty, South Sarasota boasts an array of picturesque parks, beautiful beaches, and a welcoming atmosphere that makes it an ideal place to call home. With its close proximity to the sparkling waters of the Gulf of Mexico, residents enjoy a laid-back lifestyle complemented by a wealth of recreational activities and cultural experiences.

One of the standout features of homes in South Sarasota is the growing popularity of properties equipped with pickleball courts. This exciting sport, which combines elements of tennis, badminton, and ping-pong, has taken the community by storm, providing residents with a fun and engaging way to stay active. Imagine stepping out of your backyard and onto your very own pickleball court, ready to challenge friends or enjoy a leisurely game with family. These homes not only promote a healthy lifestyle but also foster a sense of community, as neighbors gather to play and socialize.

In addition to the allure of pickleball, South Sarasota offers a range of amenities, including shopping, dining, and entertainment options that cater to all tastes. With its warm climate and friendly community, South Sarasota is more than just a place to live; it's a lifestyle choice that embraces both relaxation and recreation. Whether you're an avid pickleball player or simply looking for a serene environment to enjoy life, South Sarasota has something for everyone. Come discover your dream home in this charming Floridian gem!

Newest South Sarasota Homes with Pickleball Court(s) Amenities

8227 Varenna Drive, Sarasota
$685,000
3 Beds ⋅ 2 Baths ⋅ Esplanade By Siesta Key SubDv. ⋅ 34231 Zip Code
Expansive lake views and beautifully maintained interiors distinguish this end-unit villa in Esplanade by Siesta Key. Built in 2014, the single-story residence offers three bedrooms, two baths, a den, and an attached two-car garage. Eight-foot doors, plantation shutters, and ceramic tile flooring throughout complement the open layout. Tray ceilings add architectural detail to the den, dining room, living room, and primary bedroom. The kitchen features granite countertops, stainless steel appliances, and breakfast-bar seating that connects naturally to the great room, creating an inviting setting for everyday living and entertaining. The den provides flexible space for a home office or quiet retreat, while a separate laundry room with a built-in utility sink and cherry cabinetry adds storage and convenience. A new HVAC system installed in 2025 and an exterior freshly painted that same year further enhance the home’s appeal. An extended screened paver lanai makes the most of the broad lake outlook, offering a welcoming setting for morning coffee, outdoor dining, and unwinding beside the water. Esplanade by Siesta Key’s gated setting offers residents a clubhouse, fitness center, resort-style pool and spa, tennis and bocce courts, and a dog park. Nearby Siesta Key beaches, local dining, and shopping complete the opportunity to enjoy Sarasota’s coastal lifestyle.

8227 Varenna Drive, 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
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 for added light, 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 from the sliding glass-enclosed lanai 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
84 Southwinds Drive, Sarasota
$264,900
2 Beds ⋅ 2 Baths ⋅ South Winds Mobile Home Park Co-Op SubDv. ⋅ 34231 Zip Code
Welcome home to this absolutely immaculate double-wide in desirable Southwinds Mobile Home Park! Affordable living with monthly HOA dues of only $195 a month make this attractive immediately! Beautifully maintained, this inviting home offers a warm coastal feel from the moment you step inside. Don’t wait on this one—it’s a beauty and you'll love the tasteful furniture and decor! The spacious floorplan features 2 bedrooms plus a versatile den that could easily serve as a 3rd bedroom, home office, or guest space. Enjoy both formal living and dining areas, a comfortable Florida Room, and a spacious kitchen with a separate dinette. Sliding glass doors from the dinette bring in plenty of natural light and overlook the front of the home. Additional features include a covered carport, storage shed, and convenient inside laundry closet with washer and dryer included. Many improvements by Sellers including the following: Shingle Roof 2026*Shed Door 2025*Microwave 2023*Air Conditioner 2023*Washer 2020*Flooring upgraded 2019*FL Room Roof 2019*10 x 8 Shed for storage & much more! Situated toward the back of the community, the home enjoys a quieter location while still being just a short distance from the clubhouse and community amenities. The community pool is always a great place to meet up with your friends in the park, as well as pickleball and shuffleboard too! And ... the location is hard to beat! World-renowned Siesta Key and its beautiful beaches are just minutes away, along with the popular Gulf Gate shops and restaurants. Legacy Trail, Costco, fitness centers, shopping, and an abundance of dining options are all nearby. Cultural downtown Sarasota is approximately 15 minutes away, offering boutique shopping, restaurants, theaters, the opera, Marie Selby Botanical Gardens, and so much more. Southwinds is a welcoming 55+ co-op community known for its friendly atmosphere and wonderful sense of community. Come enjoy the Florida lifestyle and become part of this special neighborhood. This one truly stands out—schedule your showing today!

84 Southwinds Drive, Sarasota
5697 Ashton Lake Drive Unit 6, Sarasota
$236,000
2 Beds ⋅ 2 Baths ⋅ Ashton Lakes SubDv. ⋅ 34231 Zip Code
Location! Location! Location! Only 3.5 miles to the world-famous Siesta Key Beach. This much sought after 2-bedroom 2 bath, ground floor unit overlooking the vast expanse of Sunnyside Lake with very pleasant view. The screened lanai faces east and could be your observation deck as the Florida Wildlife entertains you. Unit is bright and airy. Unfurnished. Updated in 2021 with vinyl floor, kitchen cabinets granite counter, updated bathrooms, and new stainless-steel kitchen appliances that will be installed the first week in October. Ashton Lakes is located on 33 acres of luscious greenery, with 4 lakes, a combination of 2 tennis courts and 4 pickleball courts, a shuffleboard, clubhouse, 2 heated pools, the large one with a lap lane, grilling stations and other amenities. Close to I-75 and rte.41, hospitals, schools, restaurants, shopping etc. We are also connected to Merchants Mart shopping center by a foot bridge, shops such as ACE, CVS, Restaurants, beauty salon, liquor store and the famous Detwiller's Farm Market. Roof 2009. Come be a part of this friendly community...

5697 Ashton Lake Drive Unit 6, Sarasota
1711 Pelican Cove Road Unit GL342, Sarasota
$329,000
2 Beds ⋅ 2 Baths ⋅ Pelican Cove SubDv. ⋅ 34231 Zip Code
Welcome to Pelican Cove, one of South Sarasota’s best-kept secrets. This property is rented this January February and March 2027. Set within a stunning 75-acre gated waterfront community, this inviting two-bedroom, two-bath condominium offers a spacious primary bedroom with a walk-in shower, a roomy guest bathroom with a tub/shower combination, and an open-concept dining and living area that flows to a private lanai and outdoor patio. Surrounded by lush tropical landscaping and scenic walking paths, Pelican Cove delivers an exceptional Florida lifestyle with an 86-slip harbor offering affordable boat dockage, a kayak and canoe launch, six heated swimming pools, a hot tub, three clubhouses, lighted tennis and pickleball courts, a basketball court, a dog-walking area, nature trails, boardwalks, fishing, gazebos, a fitness center, water-exercise classes, two art studios and a pottery classroom. Residents can also enjoy Pelican Cove University, more than 37 clubs and special-interest groups—including photography, fiber arts, yoga, culinary arts, card clubs, woodworking, and sculpting—as well as regular jazz and classical music concerts. Whether you are seeking a relaxing retreat, an active social community, or your next investment opportunity, this condominium checks all the boxes. Schedule your showing today!

1711 Pelican Cove Road Unit GL342, Sarasota
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
7364 Cloister Drive Unit 7364, Sarasota
$225,000
2 Beds ⋅ 2 Baths ⋅ Lakeside Club Of Sarasota SubDv. ⋅ 34231 Zip Code
*NEW IMPROVED PRICE* ONLY 5 MILES TO GORGEOUS SIESTA KEY BEACH! Welcome to effortless Florida living in this beautifully updated END-UNIT condo in Sarasota’s desirable Gulf Gate area, complete with a convenient carport and just minutes from Downtown Sarasota, shopping, dining, and entertainment. Offering a wonderful combination of character, modern updates, privacy, and low-maintenance living, this move-in-ready home is ideal as a full-time residence or seasonal Florida escape. A covered entry and front storm door welcome you into the original brick foyer, adding timeless character the moment you step inside. Enjoy peace of mind with a new roof, new flooring, new lighting throughout, a brand-new dishwasher, plus newer HVAC and hot water heater. The kitchen offers plenty of storage, stainless steel appliances, a quaint dining nook, and a convenient serving window opening to the formal dining area. The spacious open-concept family room is filled with natural light from double sliding glass doors that open to a large covered rear patio—perfect for relaxing, entertaining, or enjoying Florida’s beautiful weather. The desirable split-bedroom floor plan provides excellent privacy and functionality for owners and guests. Tucked away at the rear of the home, the primary suite offers a peaceful retreat with an updated tiled walk-in shower, spacious vanity, and private access to the rear patio. The second bedroom is located at the front of the home and features its own private patio, with a full guest bathroom conveniently located nearby. Both patio areas are fenced for added privacy and maintained by the community, along with the yard maintenance, making it easy to enjoy a truly low-maintenance lifestyle. Residents also enjoy a variety of community amenities, including a swimming pool, clubhouse, meeting room, tennis courts, pickleball courts, and more. The Gulf Gate location puts you close to Gulf Gate Village, Gulf Gate Library, shopping, restaurants, entertainment, Downtown Sarasota, and approximately 5 miles from the sugary cool quartz sand and turquoise waters of Siesta Key Beach. With so much of Sarasota within easy reach, this updated end-unit condo offers the perfect combination of location, comfort, privacy, and easy Florida living. Whether you're looking for a year-round home or a seasonal getaway, this one is ready to welcome you home! ALSO AVAILALE FOR IMMEDIATE YEARLY RENTAL.

7364 Cloister Drive Unit 7364, Sarasota
5726 Ashton Lake Drive Unit 11, Sarasota
$350,000
2 Beds ⋅ 2 Baths ⋅ Ashton Lakes SubDv. ⋅ 34231 Zip Code
Location, Location, Location! Only 3.5 miles to the World Famous Siesta Key Beach with its fine sugary sands. Close to I-75 and rte.41, hospitals, shopping, schools, restaurants and downtown Sarasota. There is a storage closet by the front door, ideal to store bikes & beach chairs. This STUNNING & Elegant 2-bedroom 2 bath GROUNDFLOOR unit is TURNKEY furnished and totally renovated in 2021 with 20" ceramic tiles throughout the unit along with CROWN MOLDING as well. The open layout of the kitchen boasts a wraparound granite countertop. Custom built kitchen cabinets and pantry with modern hardware. Updated bathrooms with floor to ceiling tiles. Elegantly furnished. There is a storage closet in the living room. The Master bedroom features king size bed, walk-in closet and walk-in shower. The Guest bedroom features queen size bed, closet and the guest bathroom has a tub/shower combo. Fully updated for immediate occupancy. All you need are your personal belongings and your bathing suit! Unit is bright, airy and very welcoming. There is also a screened lanai featuring electric hurricane shutters, a Jenn-Aire electric grill and a great view of the lake. Be entertained by our Florida wildlife. We are located on 33 acres of luscious greenery, with 4 lakes, 2 heated pools,7 grilling stations, one large pool with lap lane, a combination of 2 tennis courts and 4 pickleball courts, shuffleboard, clubhouse and various other amenities. We are also connected to Merchants Mart by a foot bridge, consisting of CVS, ACE hardware, liquor store, take-outs, and the famous Detwiler's Farm market. Come be a part of this friendly welcoming community...

5726 Ashton Lake Drive Unit 11, Sarasota
5652 Ashton Lake Drive Unit 5652, Sarasota
$325,000
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
1479 Landings Circle Unit 41, Sarasota
$655,000
3 Beds ⋅ 3 Baths ⋅ The Landings SubDv. ⋅ 34231 Zip Code
Escape to your own private retreat nestled amongst the trees in the desirable Landings Treehouse community! This stunning residence offers the perfect blend of modern elegance and comfort, just moments from Sarasota Bay and the area's beautiful beaches. Relax on the expansive screened deck overlooking lush greenery, or step inside to discover a spacious 3-bedroom, 2.5-bath layout featuring vaulted ceilings, skylights, a custom arched window, and an updated wood-burning fireplace. The beautifully renovated kitchen boasts premium appliances, sleek countertops, and a cozy breakfast area with tranquil views from both sides of the home. Neutral tones and elegant tile flooring create a warm and inviting atmosphere throughout. Upstairs, the spacious primary suite features high ceilings, a private balcony, and a fully renovated en-suite bath. Two additional guest bedrooms, each with its own balcony, share an updated bathroom. Enjoy the community's scenic tree-lined streets and nature trails leading to the Intracoastal Waterway, with optional membership available at The Landings Racquet Club, offering tennis, fitness, pool, spa, and social events. Conveniently located near shopping, dining, parks, and major highways.

1479 Landings Circle Unit 41, Sarasota
6947 Woodwind Drive Unit 77, Sarasota
$234,788
2 Beds ⋅ 2 Baths ⋅ Woodside Village East SubDv. ⋅ 34231 Zip Code
This 2-bedroom, 2-bath villa nestled beneath tropical oak canopy in Woodside Village East, Sarasota, offers a blend of tranquil living and convenient access to local attractions. This villa features an updated interior with an open floor plan and cathedral ceilings. The clerestory windows flood the interior with natural light. A Florida room provides an additional 117 sq ft of living space. Recent updates include quartz countertops, new cabinets, brand new stainless steel appliances, luxury vinyl flooring throughout, and updated bathrooms. The community of Woodside Village East provides residents with a heated pool and tennis/pickleball courts, set within a tropical landscape. The property is situated just a few miles from Siesta Key Beach, known for its Powdered-Sugar sands. Downtown Sarasota, with its cultural venues, dining, and shopping options, is also easily accessible. Cultural attractions in downtown Sarasota include the Van Wezel Performing Arts Hall, the Sarasota Opera House, and various art galleries along Palm Avenue, also known as "Gallery Row". The shops of Gulf Gate, offering a mix of local businesses and national chains, are nearby for daily needs and entertainment. This villa presents an opportunity for those seeking a getaway near the beach and cultural attractions, or a permanent residence in Southwest Florida. Virtually Staged

6947 Woodwind Drive Unit 77, Sarasota
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