South Sarasota Homes with Association Recreation - Owned Community Features

South Sarasota Homes with Association Recreation - Owned Community Features

Welcome to South Sarasota, Florida, a charming gem nestled in the heart of Sarasota County. This vibrant community perfectly blends serene suburban living with the vibrant lifestyle that Florida is known for. With its lush landscapes, beautiful parks, and proximity to the stunning Gulf Coast beaches, South Sarasota offers residents a tranquil retreat while still being just a stone's throw away from the excitement of downtown Sarasota.

One of the standout features of South Sarasota is its array of homes with association recreation, making it an ideal choice for families, retirees, and anyone seeking an active lifestyle. These community-oriented neighborhoods boast well-maintained amenities such as sparkling swimming pools, tennis courts, and fitness centers, encouraging residents to engage with one another and enjoy a healthy, active lifestyle. Imagine spending your weekends lounging by the pool, playing a game of tennis, or joining in on community events that foster friendships and create lasting memories.

In addition to the recreational facilities, South Sarasota is conveniently located near shopping, dining, and cultural attractions. The nearby Legacy Trail offers miles of scenic pathways perfect for biking or walking, while the vibrant arts scene in downtown Sarasota provides endless opportunities for entertainment and exploration.

Whether you’re looking for a cozy single-family home or a spacious villa, South Sarasota has a variety of housing options to suit your needs. Come discover the charm and warmth of South Sarasota, where community living meets the laid-back Florida lifestyle!

Newest South Sarasota Homes with Association Recreation - Owned Community Features

2170 Robinhood Street Unit A1-302, Sarasota
$866,250
2 Beds ⋅ 3 Baths ⋅ Bath And Racquet SubDv. ⋅ 34231 Zip Code
Under Construction. Condominium A1-302. This 3rd & 4th Floor European Loft Residence invites with a Huge Balcony on the Living Level plus a Catwalk Balcony from the Bedroom Level! Spacious Kitchen w/ Island Seating, Large Dining & Living Areas, Powder Room & Laundry Room on the Living Level. Private Owner’s Suite w/ Glamour Bath plus “Loft” Guest Ensuite plus a "Wall of Windows" providing abundant natural lighting!!! You’ll find peace of mind in the Rock Solid Construction of Block, Concrete and Steel, the high site elevation, Impact Glass Windows & Doors, Extraordinary Architectural Design & Superb Finishes!!! The Condominiums have access to the Community Pool, Walking/Jogging/Running Trail around the 15 Acre site, Playground, Green Space and Dog Park. _________________________________________________________________________________________________________________You will most likely want to join the new SARASOTA BATH + RACQUET CLUB, an Icon Reimagined, by separate membership. For Half a Century, the original Sarasota Bath & Racquet Club stood as a social and athletic cornerstone to Sarasota. Born in 1969 on this very site, the private tennis club quickly became Sarasota’s heartbeat. Lifelong friendships were forged across clay courts. Laughter echoed over the pool deck. Championship Tennis drew the eyes of the world on Sarasota! During the 1970s, the Bath & Racquet hosted the Virginia Slims of Sarasota, bringing icons like Chris Evert and Martina Navratilova to our local courts. Through the decades that followed, the club expanded to nearly 30 courts, hosted tournaments, added racquetball and squash courts, pool, fitness center, and became the social scene that reflected Sarasota’s golden era of recreation and community. Ranked players from all over the world would show up for a visit while vacationing in Florida. But time took its toll. By the late 2010s, age and the pause of the Covid-19 pandemic left the storied facility shuttered; its once-bustling courts and facilities fell silent. Then came a vision and a rebirth. After careful planning, the City of Sarasota approved the 256 luxury condominiums on the same lush, walkable setting while requiring the perfect balance of Architecture, Landscaping, Preservation and Legacy. The housing component is now in place to assure a vibrant future! The new Bath + Racquet Club is being built on the exact site, but is independent from the condominiums, allowing each owner the freedom of choice to join the Bath + Racquet or simply to live in Urban Luxury and enjoy nearby Siesta Key, Lido Key and downtown Sarasota. The new club will feature a 28,000+sf Indoor Racquet Facility for Tennis, Pickleball & Padel, Golf Simulator, Racquet Simulator, Cold Plunge, Sauna, Juice Bar and Fan Seating all in AIR-CONDITIONED COMFORT. The facility will also serve as an Events Center for special events! Outdoor Tennis will include Red European Clay Courts, Green Clay Courts, 1 Hard Court, and Outdoor Padel and Pickleball. A Restaurant and Lounge will provide In-Resident Dining. Sports Performance Centre, Stretch Lab and Fitness Center, Full Spa, 72' Massive Outdoor Pool with Cabanas w/ Food & Beverage Services, Pro Shop, Youth Tennis Program, Mahjong & Other Card Clubs, European Travel, and more are inspired to keep you connected resident and club members. Wellness Real Estate believes we All Live Our Best Lives when aligned with Active, Healthy Lifestyles that are Highly Connected Socially. This is your invitation to all!

2170 Robinhood Street Unit A1-302, Sarasota
2170 Robinhood Street Unit C1-205, Sarasota
$999,000
3 Beds ⋅ 3 Baths ⋅ Bath And Racquet SubDv. ⋅ 34231 Zip Code
Under Construction. Under Construction-Condominium Unit C1-205 | 2nd Floor This spacious 3-bedroom, 2.5-bath residence offers true one-level living in a thoughtfully designed flat. The home features an expansive kitchen that opens to a generous living area, with two private balconies providing outdoor access. The floor plan includes two owner suites, each with a glamorous bath and double vanity, plus a third guest bedroom, a large powder room, and an oversized laundry room. Built with rock-solid construction, impact glass windows and doors, an exceptional floor plan, and high-quality finishes throughout. Residents have access to a private pool, a walking path around the 15-acre grounds, a dog park, a playground, and lounges overlooking the tennis courts. _________________________________________________________________________________________________________________ About Sarasota Bath + Racquet Residences & Club An Icon Reimagined For half a century, the original Sarasota Bath & Racquet Club was a social and athletic cornerstone of Sarasota. Established in 1969 at 2170 Robinhood Street, it quickly became a community hub where friendships formed on the clay courts and championship tennis brought national attention. In the 1970s it hosted the Virginia Slims of Sarasota, welcoming Chris Evert and Martina Navratilova. It later expanded to nearly 30 courts plus racquetball, squash, and a 40,000-square-foot fitness center. Generations grew up here under the banyan trees, and ranked players from around the world sought it out. Without housing, the club eventually declined. By the late 2010s it stood shuttered. In 2022 it was reimagined as the Bath + Racquet Residences & Club—a contemporary community honoring its past while embracing modern Sarasota living. The City of Sarasota approved 256 luxury condominiums on the same lush site. The new Bath + Racquet Club is being built independently on the original grounds, so owners may join or simply enjoy urban luxury near Siesta Key, Lido Key, and downtown. The club will have indoor and outdoor tennis, pickleball, and padel courts, plus a private restaurant and lounge, Technogym fitness center, spa, sauna, massage room, juice bar, pro shop, and in-residence dining.

2170 Robinhood Street Unit C1-205, Sarasota
3524 Green View Court Unit 49, Sarasota
$220,000
2 Beds ⋅ 2 Baths ⋅ Village In The Pines SubDv. ⋅ 34231 Zip Code
Discover vibrant, worry-free 55+ living in Sarasota’s sought-after Village in the Pines. This beautifully updated, partially furnished (list provided) two-bedroom, two-bathroom villa has been meticulously maintained and offers true peace of mind, with a brand-new A/C, newer roof, custom landscaping, and updated washer/dryer, refrigerator, and stove. Inside, an open layout showcases pristine vinyl plank flooring, quartz countertops, sleek shaker cabinetry, and stylish lighting. It flows seamlessly out to a sunny spacious lanai a perfect spot to relax and watch local birds and wildlife over peaceful green space. Life here is friendly and active. Low-maintenance condo fees cover water, sewer, trash, cable, highspeed internet, pest control, and exterior maintenance, and residents enjoy a sparkling heated pool and clubhouse. Siesta Key Beach, top-rated dining, shopping, and easy highway access are all just minutes away.

3524 Green View Court Unit 49, Sarasota
1640 Stickney Point Road Unit 40-101, Sarasota
$319,000
2 Beds ⋅ 2 Baths ⋅ Castel Del Mare SubDv. ⋅ 34231 Zip Code
Say Hello to a Great Buy! You simply can’t beat this location! This freshly updated, fully furnished 2-bedroom, 2-bath ground-floor condo is located West of the Trail in the highly sought-after waterfront community of Castel Del Mare, just minutes from world-famous Siesta Key. Step inside and discover an inviting, move-in-ready residence featuring Corian countertops, stainless steel appliances, tasteful furnishings, a designer fireplace, and HD Smart TVs in both bedrooms and the main living area. The A/C system and water heater were replaced in 2022, while the separate laundry room offers a full-size washer and dryer plus additional storage. Best of all, ground-floor living means no stairs and easy access! Castel Del Mare offers a true resort-style Florida lifestyle with two sparkling swimming pools—including one overlooking the Intracoastal Waterway—tennis and pickleball courts, kayak launches, fishing piers, community grills, assigned parking, and on-site management. And the location is hard to beat! Siesta Key and its beautiful beaches are just minutes away, while the nearby Southbridge area puts restaurants, shopping, entertainment, and bike and boat rentals practically at your doorstep. With one-month minimum rentals permitted, this property offers excellent flexibility for a full-time residence, seasonal getaway, or investment opportunity. Fully furnished, meticulously maintained, and priced to sell—this is your opportunity to own a little piece of paradise. Welcome home to YOUR Castle by the Sea!

1640 Stickney Point Road Unit 40-101, Sarasota
1423 Landings Place Unit 59, Sarasota
$670,000
3 Beds ⋅ 3 Baths ⋅ Landings Treehouse SubDv. ⋅ 34231 Zip Code
Virtually Staged. Step inside this beautifully renovated treehouse in the desired Landings Community. Enter under a majestic oak tree at the front door. Elegant walnut wood flooring throughout, stunning grass cloth focal wall, neutral paint throughout and tongue and groove woodwork on the vaulted living room ceiling. The mature landscaping Treehouse community is nature at its finest. Expansive wrap around porch allows you to enjoy the views and entertain year round.The kitchen is a chef's delight with custom wood cabinetry, granite countertops, center island and high end appliances. Wolf induction cooktop, SubZero refrigerator and Bosch dishwasher. On the second level is the upgraded master ensuite and custom designed master closet. A guest suite is currently used as an office and opens with double pocket doors to overlook the mail living space- a well thought our option for anyone working from home.The laundry has been relocated to the second floor.. The third bedroom has a walk-in closet and a private balcony. The guest bathroom has a spa tub. The attention to detail and luxury is a must see in this treehouse.2 new AC units were installed in 2023. Move in ready. Large dogs welcome. Membership to the Landings Racquet Club is optional.

1423 Landings Place Unit 59, 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
1637 Brookhouse Court Unit 244, Sarasota
$396,500
3 Beds ⋅ 2 Baths ⋅ Pelican Cove SubDv. ⋅ 34231 Zip Code
Don’t miss this spacious, TURNKEY FURNISHED unit in Pelican Cove – Sarasota’s premier 75-acre, gated community along Little Sarasota Bay. Your updated 3-bedroom home is light and bright with vaulted ceilings, three balconies and water views. With a convertible 3rd bedroom with sleeper sofa, you have plenty of space for family and friends. The main balcony sliders can be opened to enjoy the sights and sounds from this lushly landscaped property. The interior has 20” tile throughout the unit. The updated eat-in kitchen has white cabinets, solid surface countertops and sliding glass doors to the 2nd balcony where you can enjoy your morning coffee. The primary bedroom has water views and sliding glass doors to the balcony. There are dual closets in the primary bedroom– one is a cedar lined walk-in. Both bathrooms have been refreshed with new vanities and granite countertops. A large laundry room is located off the balcony. Lots of closet space and attic storage is a plus. One of the communities six pools is just around the corner. Award-winning Pelican Cove has 3 Clubhouses that host year-round activities. There is a fitness room, studio space for art, photography and woodworking. The large auditorium is used for concerts, lectures and art shows. Miles of scenic pathways lead to tennis and pickleball courts and the community-friendly dog park. Pelican Cove Yacht Basin has access to Midnight Pass and the Gulf with no fixed bridges. The marina includes an 86-boat slip marina with the ability to lease slips on a first-come-first serve basis along with canoe and kayak launch facilities-including over 100 storage racks. Visit the fishing docks or spend time at the waterside gazebo. With over 35 social clubs, you can be as busy as you want. Best of all, Pelican Cove is close to Siesta Key beaches. Great shopping and restaurants are just minutes away. Feel close to everything while living in the Sarasota’s hidden gem.

1637 Brookhouse Court Unit 244, 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
7143 Wood Creek Drive Unit 203, Sarasota
$229,900
2 Beds ⋅ 2 Baths ⋅ Woodside Terrace SubDv. ⋅ 34231 Zip Code
Just 8 minutes from SIESTA KEY this 2/2 condo Is fully FURNISHED in a modern/coastal decor. It has an open floor plan featuring stainless appliances, granite counters, 2 renovated baths, & inside laundry rm. There's a screened lanai, w/ new 2005 hurricane shield protecting both sliders. A large storage area and carport at your doorstep. Low maint fees ( $ 603) include INTERNET, ROOF REPLACEMENT, ext maint, HEATED POOL, ext insurance, pest control, management, TRASH, landscaping etc. The remodeled clubhouse has a grill, full kitchen W/WINE BAR, internet, lg TV, darts, & a library. There's always fun social events ( poolside TIKI BAR ) in this 55+, well maintained community. There are brand new Roofs on this 2story, carports & clubhouse ( 9/15/26 ) The complex & unit did not experience any water damage during the last hurricanes. Located just a few blocks from the fun & funky VILLAGE of GULF GATE . EASY TO VIEW!

7143 Wood Creek Drive Unit 203, 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
1638 Starling Drive Unit 105, Sarasota
$295,000
2 Beds ⋅ 2 Baths ⋅ Landings South SubDv. ⋅ 34231 Zip Code
Be part of this wonderful, gated community called “The Landings” located West of The Trail and famous for its amenities, proximity to schools, Siesta Key beach and downtown Sarasota. You will enjoy this very well appointed first floor end unit which features 2 split bedrooms, 2 baths, a spacious kitchen, a great room, a laundry room, a private terrace overlooking nature, and one car garage. All the rooms are freshly painted, a new A/C unit installed in 2026, and a new roof. It is ready for immediate occupancy; the furniture is negotiable. The Landings Racquet Club offers eight har-tru tennis courts, heated pool and spa, exercise room, and activities for all occasions — The Landings also has a nature trail leading to a fishing pier/gazebo with storage for kayaks. For your convenience, the revitalized Landings Shopping Center is located right by the entrance to accommodate your day-to-day needs. Call today to schedule your private showing.

1638 Starling Drive Unit 105, Sarasota
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