South Sarasota Homes with Clubhouse Community Features

South Sarasota Homes with Clubhouse Community Features

Welcome to South Sarasota, Florida – a hidden gem nestled in the heart of Sarasota County, where sun-kissed beaches meet vibrant community life. This charming area is known for its lush landscapes, friendly neighborhoods, and an abundance of cultural attractions. With its proximity to the stunning Gulf Coast, residents enjoy a laid-back lifestyle complemented by outdoor activities, shopping, and dining options that cater to every taste.

One of the standout features of South Sarasota is its inviting homes within clubhouse communities. These thoughtfully designed neighborhoods offer more than just a place to live; they create a lifestyle filled with amenities and social opportunities. Picture yourself unwinding at the community clubhouse, where you can engage with neighbors, host events, or simply relax by the pool. Many of these communities boast state-of-the-art fitness centers, tennis courts, and walking trails, making it easy to stay active and connected.

In South Sarasota, you’ll find a diverse selection of homes that cater to various preferences and budgets, from charming single-family residences to luxurious villas. The sense of community is palpable, as residents come together to enjoy organized activities, holiday celebrations, and workshops that foster friendships and camaraderie.

Whether you’re seeking a peaceful retreat or a vibrant social scene, South Sarasota’s clubhouse communities offer it all. Embrace the opportunity to live in a place where every day feels like a vacation, surrounded by the natural beauty and warm hospitality that Florida is known for. Come discover your dream home in South Sarasota today!

Newest South Sarasota Homes with Clubhouse Community Features

7214 Cloister Drive Unit 7214, Sarasota
$165,000
2 Beds ⋅ 2 Baths ⋅ Lakeside Club Of Sarasota SubDv. ⋅ 34231 Zip Code
Spacious, serene, and full of potential, this two-bedroom, two-bath condo is tucked away on a cul-de-sac with convenient access to Siesta Key Beach, dining, and shopping. Inside, vaulted ceilings and expansive double sliders create an open feel, connecting the living space to a screened porch that overlooks open greenspace. You’ll appreciate the in-unit laundry and an exceptionally large attic for tons of storage spanning much of the home, complete with a pull-down ladder and lighting—remarkable for a condo of this size! Clean and well cared for, the home offers a great opportunity to personalize and make it your own. Recent updates include HOA replacement of the roof and skylight in 2025, PGT hurricane-rated front windows in 2023, a water heater replaced in 2023, and newer HVAC installed in 2023. A spacious condo with desirable features and room to add your own changes—come see the possibilities!

7214 Cloister Drive Unit 7214, Sarasota
1614 Stickney Point Road Unit 1614-1, Sarasota
$330,000
2 Beds ⋅ 2 Baths ⋅ Castel Del Mare SubDv. ⋅ 34231 Zip Code
Location, Location, Location! Enjoy the best of the Sarasota lifestyle at Castel Del Mare, a beautifully maintained waterfront community ideally located just before the Stickney Point Bridge to Siesta Key. This charming 2-bedroom, 1.5-bath condominium is offered fully furnished and features a new A/C system, making it truly move-in ready. Set on approximately eight acres along Little Sarasota Bay, Castel Del Mare offers an exceptional array of amenities, including two swimming pools—one overlooking the bay—tennis, shuffleboard, a waterfront boardwalk, bayside gazebo and clubhouse. Enjoy peaceful waterfront surroundings while being just minutes from the world-famous beaches of Siesta Key, as well as nearby restaurants, shopping and entertainment. Whether you’re looking for a full-time residence, seasonal retreat or investment opportunity, this furnished condo offers an outstanding combination of location, lifestyle and convenience.

1614 Stickney Point Road Unit 1614-1, Sarasota
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
1703 Starling Drive Unit 1703, Sarasota
$645,000
3 Beds ⋅ 3 Baths ⋅ The Landings SubDv. ⋅ 34231 Zip Code
Eagles Point Villa | The Landings, West of the Trail Tucked behind The Landings’ 24 hour manned gatehouse in the coveted area West of the Trail, this Eagles Point villa offers the kind of easy, lock and leave living that makes Sarasota feel like a permanent vacation. A private gated courtyard welcomes you into a light and bright home with southern exposure and serene preserve views. The main level is designed for the way people actually live: an open living and dining area with volume ceilings flows out to a screened lanai with soaring 24 foot ceilings and wonderful privacy. A pass through connects to the eat in kitchen, complete with granite counters, stainless appliances and a walk in pantry, along with a separate laundry room and a powder room for guests. The first floor primary suite is a true retreat, featuring an updated en suite bath and a custom walk in closet. Upstairs, a skylit loft overlooks the living area below, ready to become an office, den or reading nook. Two additional bedrooms and a full bath complete the level, offering plenty of room for family, guests or a creative studio. Designer lighting and fans add a polished finish, while storage is abundant throughout. The two car garage with built in storage is a rare find in The Landings. Very good news for anyone who owns more beach chairs than they care to admit. Membership in The Landings Racquet Club brings lighted Har-Tru tennis courts, pickleball, a heated pool, fitness center and a lively social calendar. Stroll to the Intracoastal to watch the boats drift by, then enjoy nearby shopping and dining, with Sarasota Memorial Hospital and Siesta Key’s famed Crescent Beach just minutes away. The residence is staged to showcase its possibilities and is offered unfurnished, a blank canvas ready for your own style.

1703 Starling Drive Unit 1703, Sarasota
2320 Aquabluff Place Unit V274, Sarasota
$248,000
2 Beds ⋅ 2 Baths ⋅ Strathmore Riverside SubDv. ⋅ 34231 Zip Code
Vibrant 55+ maintenance-free coastal living (4.4 miles from Siesta Key Beach) awaits in the highly sought-after waterfront community of Strathmore Riverside Villas! This immaculate 1,120 sq. ft. villa boasts modern structural peace of mind, featuring impact glass windows, a new roof, and updated HVAC. An absolute dream for boaters and anglers alike, the community showcases a fishing pier with a cleaning station and a newly updated concrete seawall marina. Two boat spots available accommodating up to a 24?x8? watercraft (available on a first-come, first-served basis, wait list) for just $1,400 annually, offering direct, single-bridge navigable access down Phillippi Creek straight to the Intracoastal Waterway (1.4 miles/15 min). The comprehensive $725/mo condo fee bundles premium value, covering your water, sewer, trash, internet, master building insurance, grounds maintenance, on-site manager, and fully funded escrow reserves. Steps away, enjoy a lavish waterfront clubhouse complete with a fitness center, billiards, card rooms, saunas, and a sprawling geothermally heated outdoor pool. Two pets are welcome (dogs restricted to 15? shoulder height).

2320 Aquabluff Place Unit V274, Sarasota
1708 Glenhouse Drive Unit 314, Sarasota
$340,000
2 Beds ⋅ 2 Baths ⋅ Pelican Cove SubDv. ⋅ 34231 Zip Code
Own your little piece of paradise at Pelican Cove. Enjoy the convenience of ground-floor living in this spacious 2-bedroom, 2-bath condo, with one of the community's many pools just steps from your lanai, perfect for relaxing or taking a refreshing dip anytime. This residence is located just a short stroll to the Glenhouse pool and tennis courts, in this picturesque canopy-tree community on the shores of Sarasota Bay. Pelican Cove is a 75-acre gated, vibrant, waterfront community nestled among manicured tropical foliage truly offering something for everyone. Abundant amenities include an 86-slip boat harbor with sailboat water, a launch dock for kayaks and canoes, 6 heated swimming pools, hot tub, 3 clubhouses, 4 lighted tennis courts, pickleball, shuffleboard, basketball, dog walk area, 5.5 miles of walking trails and boardwalks as well as fishing gazebos, water exercise classes, exercise facilities, 2 art studios and a pottery classroom. Take classes at Pelican Cove University or join one of the more than 37 clubs, including photography, fiber art, bike riding, yoga, Tai Chi, culinary arts, and card clubs. Woodworking, sculpting and evening jazz & classical music concerts round out the active lifestyle. Come and see it today!

1708 Glenhouse Drive Unit 314, Sarasota
3458 Wilkinson Woods Drive Unit 2, Sarasota
$335,000
2 Beds ⋅ 2 Baths ⋅ Wilkinson Woods SubDv. ⋅ 34231 Zip Code
UPDATED THROUGHOUT, NEWER FLOORING, WATER HEATER, LED DIMMABLE LIGHTING, SOFT CLOSE CABINETRY, TILE, JETTED SPA TUB, OVERSIZED WALK IN SHOWER, GRANITE SINKS, HIGH END FAUCETS, LADIES VANITY, WALK IN CLOSETS, MURPHY BED, TWO FULL UPDATED BATHROOMS, LARGE ENCLOSED LINAI, PRIVATE PATIO, NEWER WATER HEATER, WASHER AND DRYER, UTILITY SINK, HUGE DRIVEWAY, 2 CAR GARAGE. HEATED SWIMMING POOL, CLUBHOUSE & TENNIS JUST STEPS AWAY. EXTERIOR MAINTENANCE, INSURANCE, INTERNET AND CABLE INCLUDED. CALL FOR A SHOWING TODAY

3458 Wilkinson Woods Drive Unit 2, 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
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
$325,000
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
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
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