South Sarasota Homes with Pool Community Features

South Sarasota Homes with Pool Community Features

Welcome to South Sarasota, a hidden gem nestled in the heart of Florida's picturesque Gulf Coast. Known for its stunning natural beauty and vibrant community spirit, South Sarasota offers the perfect blend of suburban tranquility and urban convenience. With its lush landscapes, beautiful beaches, and a variety of recreational activities, this charming city is an ideal place to call home.

One of the standout features of South Sarasota is its inviting homes with pool community options. Imagine stepping out into your backyard oasis, where a sparkling pool awaits you, perfect for those warm Florida afternoons. These homes not only provide a private retreat but also foster a sense of community, as many neighborhoods feature shared amenities, including clubhouses, fitness centers, and landscaped parks.

Living in South Sarasota means you’re just minutes away from the stunning Siesta Key Beach, renowned for its powdery white sands and crystal-clear waters. Enjoy leisurely strolls along the shoreline, indulge in water sports, or simply bask in the sun with family and friends. The area also boasts an array of dining options, shopping venues, and cultural experiences, from art galleries to theaters, ensuring there’s always something to explore.

Whether you’re a first-time homebuyer or looking to settle into a vibrant community, South Sarasota’s homes with pool community features offer an unparalleled lifestyle. Embrace the Florida sunshine and discover the perfect home where relaxation and community intertwine. Welcome to South Sarasota, where your dream home awaits!

Newest South Sarasota Homes with Pool Community Features

$185,000
2 Beds ⋅ 2 Baths ⋅ Gulf Gate SubDv. ⋅ 34231 Zip Code
Your Florida Paradise Awaits! Fully Furnished 2BR/2BA Home in an Active 55+ Community Near the Beach Welcome to easy Florida living in this beautifully maintained 2-bedroom, 2-bath single-wide mobile home, offered fully furnished and ready for immediate enjoyment. Featuring a bright, inviting interior with coastal-inspired décor, this home offers comfortable living spaces, abundant natural light, and plenty of room to relax and entertain. The spacious covered carport provides a welcoming outdoor living area, perfect for enjoying morning coffee or gathering with friends and neighbors. Inside, you'll find a functional layout with an open living and dining area, a well-appointed kitchen, and a generous primary suite with private bath. Located in a friendly and active 55+ social community, residents enjoy an array of amenities including a community pool, shuffleboard courts, and clubhouse, offering endless opportunities for recreation and social activities. Conveniently located near beautiful Gulf beaches, shopping, restaurants, golf courses, and local attractions, this move-in-ready home is ideal as a year-round residence or seasonal retreat. Just bring your suitcase and start enjoying the Florida lifestyle! Highlights: 2 Bedrooms | 2 Bathrooms Fully Furnished Covered Carport & Outdoor Seating Area Active 55+ Community Community Pool, Shuffleboard & Clubhouse Close to Beaches, Shopping & Dining Move-In Ready

2036 S Mobile Estates Drive, Sarasota
$349,000
2 Beds ⋅ 2 Baths ⋅ Woodbridge Estates SubDv. ⋅ 34231 Zip Code
Woodridge Estates at its finest! Perfect villa, with total privacy, vaulted ceilings in almost every room, wood and ceramic tile flooring throughout. This villa style home lives like a single-family home with eat-in-kitchen has wooden cabinets, stainless steel appliances, Quartz countertops, under mount sink, back splash tile and pass-through to the dining room. Living room opening to the screened porch. Master bedroom has one huge walk-in -closet and an additional deep closet. Master bath has dual sinks, bathroom with walk-in-shower and soaking tub. The den-office is located off the foyer and has access to the guest bathroom. The second bedroom is totally private with a bath on suite. Open. The 2-car garage is oversized, and both garage door and extra space for a work bench. Woodbridge is located on 13 acres, with 60 villas and the amenities are tennis/pickleball courts, Manor house with 2 suites available to rent for guests and heated swimming pool. The community is gated from 7pm to 7am. The location is perfect for getting to the beach, shopping and 5 miles to I-75.

2794 Moss Oak Drive Unit 2, Sarasota
$125,000
2 Beds ⋅ 2 Baths ⋅ Village In The Pines SubDv. ⋅ 34231 Zip Code
This spacious 2-bedroom, 2-bathroom villa in the desirable 55+ community of Village In The Pines offers an open floor plan filled with natural light The master suite features a walk-in closet and a private bathroom, while community amenities like a clubhouse and swimming pool provide a vibrant social environment. Perfectly situated for convenient coastal living, the property is located less than 3 miles from Siesta Key Beach and just minutes from Sarasota Square, downtown Sarasota, I-75, dining, shopping, and medical facilities. Call for a private viewing today!

6259 Green View Circle Unit 108, Sarasota
$229,000
2 Beds ⋅ 2 Baths ⋅ Baywood Colony Southwood SubDv. ⋅ 34231 Zip Code
Virtually Staged. **This is the One!** Move-in ready, updated 2-bedroom, 2-bathroom condo in South Sarasota! Walk into a light and inviting space offering comfortable living in a beautifully maintained community. The open living and dining area features updated flooring, plantation shutters, and plenty of natural light, with sliding glass doors extending the living space to a spacious screened lanai overlooking the lush surroundings. The updated kitchen features white cabinetry, quartz countertops, stainless steel appliances, subway tile backsplash, recessed lighting, and a breakfast bar that opens to the main living area. The spacious primary suite offers ample room to unwind, while the versatile layout provides plenty of space for guests or a home office. Enjoy the convenience of covered parking and a heated saltwater community pool surrounded by tropical landscaping. Updates include but not limited to, **2023 A/C, 2022 Guest Bathroom Renovation, Plantation Shutters in 2022, 2021 Primary Bathroom, 2023 Countertops, Washer and Dryer 2026** Ideally situated near shopping, dining, Downtown Sarasota, Siesta Key, and the area's beautiful Gulf beaches, this home offers an effortless Florida lifestyle in a prime location! Reach out to schedule a private tour and see for yourself!

1647 Southwood Street Unit 1647, Sarasota
$279,000
2 Beds ⋅ 2 Baths ⋅ Baywood Colony SubDv. ⋅ 34231 Zip Code
Welcome to an exceptional opportunity to own a beautifully updated villa in one of Sarasota's most desirable location West of Trail in Baywood Colony. Offering an outstanding combination of location, value, and peace of mind, this may be the best-priced villa available in this sought-after area. This well-maintained residence has been thoughtfully updated with many of the big-ticket items already taken care of. The home has never flooded and features hurricane impact windows installed in 2025, a new HVAC system from 2025, and a new water heater installed in 2026. The kitchen was renovated in 2023, the electrical panel was updated in 2021, and the sewer lines were updated in 2018. The property also features a durable rubber membrane roof, plenty of storage and a quaint brick paved patio for grilling out and sunbathing! Inside, the villa offers a comfortable Florida lifestyle with an inviting layout and modernized finishes, making it easy to move right in and enjoy. With so many important improvements already completed, you can spend less time worrying about major maintenance and more time enjoying everything Sarasota has to offer. Located in Baywood Colony, this home puts you in the heart of the highly desirable West-of-Trail area, close to Phillippi Estate Park, shopping, dining, downtown Sarasota, and the world-famous beaches of Siesta Key.

5826 Driftwood Place, Sarasota
$329,900
2 Beds ⋅ 2 Baths ⋅ Villa Gardens SubDv. ⋅ 34231 Zip Code
Virtually Staged. Beautifully updated end-unit villa in Villa Gardens, ideally located just a few miles from world-famous Siesta Key Beach! This move-in-ready home has been extensively renovated and upgraded, combining stylish interiors with major improvements to the home’s systems valued to approximately $150,000. The updated eat-in kitchen features granite countertops, updated cabinetry and all newer appliances, while both the primary and guest bathrooms have been completely gutted and beautifully remodeled. The guest bath even features a jetted tub for a relaxing spa-like touch. Major improvements include a newer A/C system, newer water heater, new electrical panel, complete electrical rewiring and new outlets throughout the home. The windows have also been replaced with insulated windows, and hurricane-rated sliding doors enclose the lanai, creating wonderful additional flexible living space while allowing you to enjoy the peaceful surroundings year-round. One of the home's best features is its serene pond setting. Relax in the enclosed lanai and enjoy tranquil water views from this desirable end-unit location. Wood-look flooring, an insulated steel garage door and numerous thoughtful updates add even more appeal. Seller is also leaving a brand new portable generator which is in the garage and the entertainment center and TV will be left for the new buyer. Conveniently located near shopping, dining, everyday conveniences and the beautiful Gulf beaches, this extensively updated, maintenance-free villa offers the Florida lifestyle you've been looking for. Simply move in and enjoy!

5699 Westwind Ln, Sarasota
$165,000
2 Beds ⋅ 2 Baths ⋅ Carrington Place SubDv. ⋅ 34231 Zip Code
Welcome to this beautifully appointed 2-bedroom, 2-bath condo offering spacious, comfortable living in the heart of Sarasota’s Gulf Gate area. This second-floor unit is easily accessible by elevator and features the convenience of an in-unit washer and dryer. The generous living and dining area provides plenty of room for relaxing and entertaining, while both bedrooms are nicely sized with great closet space. The primary suite features a private ensuite bath and a large walk-in closet. Step outside to the quiet screened lanai, a perfect spot to enjoy your morning coffee, unwind at the end of the day and take in the peaceful Florida setting. The beautifully maintained community features a sparkling pool, tranquil pond and affordable HOA fees. Ideally located close to shopping, restaurants and everyday conveniences, with world-famous Siesta Key Beach just minutes away. Whether you’re looking for a full-time residence or a Florida getaway, this condo offers comfort, convenience and an incredible Sarasota lifestyle. Paradise at an affordable price!

7294 Cloister Drive Unit 23, Sarasota
$324,900
3 Beds ⋅ 2 Baths ⋅ Oak Forest Villas SubDv. ⋅ 34231 Zip Code
Nestled on a quiet cul-de-sac in a prime central location, this beautifully updated villa offers the perfect blend of total privacy and classic Florida charm—just minutes from world-famous Siesta Key Beach. Lush Preserve Views: Enjoy endless, serene views of canopied oak trees and complete privacy from your full-width paver patio. Open & Airy Living: The open-concept floor plan features a soaring vaulted ceiling in the great room, a spacious breakfast nook, and a dedicated sitting area designed to capture the surrounding nature. Lovingly owner-occupied and updated, complete with custom hand-built office cabinetry ideal for a remote workspace, home library, or collectibles display. Equipped with a specialized A/C system featuring built-in air filtration and a dedicated dehumidifier for premium indoor air quality. Features a dedicated indoor laundry room (washer and dryer included) and an attached two-car garage. Community heated pool, tennis courts and clubhouse. Whether you are looking for a peaceful full-time residence or a low-maintenance coastal getaway, this private sanctuary delivers high-end custom details in an unbeatable location.

4615 Oak Forest Drive E Unit 22, Sarasota
$278,000
2 Beds ⋅ 2 Baths ⋅ Crooked Creek SubDv. ⋅ 34231 Zip Code
Live the Florida Life Style! 2 bed/2 bath ground floor remodeled condo surrounded by the Red Bug Slough! New Ceramic tile floors in living/dining, kit and bath. Entire condo freshly painted ,some new baseboards. New solid counter top, new backsplash, new cabinets and hardware, sink and faucet. Undercounter lighting, ceiling lighting and can lighting. New fans w/ remotes, Plantation shutters and motorized blinds on the Lanai sliders. New water heater and all new outlets throughout the condo. The Lanai has been freshly painted and new screening.

3262 Cross Creek Drive Unit 3262, Sarasota
$124,900
1 Beds ⋅ 1 Baths ⋅ South Winds Mobile Home Park Co-Op SubDv. ⋅ 34231 Zip Code
Make this wonderful 1 Bedroom, 1 Bath Mobile Home in sought after Southwinds Mobile Home Park yours today! Affordable and priced to sell! Well maintained by Seller and it shows! Large Carport for 2 vehicles, spacious 4-season heated & cooled 9 x 25 Lanai and an inviting interior that makes you feel comfortable the minute you walk in. Seller has installed a 2.5 Ton air conditioner in 2025 and there is a 12 year warranty. If the mobile home is purchased before June 2027, buyer can add an extended warranty. This mobile home is located in the back of the park and near the clubhouse and pool. This is a friendly community and the LOW MONTHLY FEES ARE ONLY $195 a month! Co-ops like this are hard to find. Siesta Key is just over the bridge and the Gulf Gate shops and restaurants are nearby as well. Cultural downtown Sarasota is 15 minutes away for fine dining, movies, opera, shopping and more. Make this opportunity yours today!

210 Southwinds Drive, Sarasota
$489,900
2 Beds ⋅ 2 Baths ⋅ Castel Del Mare SubDv. ⋅ 34231 Zip Code
Your Slice of Paradise Awaits at Castel Del Mare! Enjoy outstanding Intracoastal Waterway views from this beautifully remodeled, first-floor 2-bedroom, 2-bath condo, perfectly positioned to capture the relaxed Sarasota waterfront lifestyle. Step inside and you’ll immediately appreciate the thoughtful redesign and stylish finishes throughout. Wood-look plank tile flooring flows through the living areas, complemented by rich wood cabinetry and striking California granite countertops. Both bathrooms have been beautifully updated with quartz countertops, sleek sliding glass shower doors and carefully selected designer flooring. Hurricane-impact windows, Samsung appliances, and fresh interior paint add comfort and peace of mind. This residence has undergone a complete transformation and is truly move-in ready. Carport and storage unit included with sale. Castel Del Mare feels like a waterfront retreat with two community swimming pools, including one directly on the Intracoastal Waterway—an incredible spot to relax poolside while watching boats cruise by. Enjoy the fishing pier, tennis, shuffleboard and beautifully maintained community surroundings. Best of all, you’re just minutes from the world-famous sands of Siesta Key Beach, along with nearby restaurants, shopping and everyday conveniences. With monthly rentals permitted, this property also offers excellent investment potential. Don't wait this is the perfect lock and go unit as everything on the outside is maintenance-free! Water views, gorgeous updates, a first-floor location and the Siesta Key lifestyle—this one checks all the boxes! Sold Turnkey Furnished!

1608 Stickney Point Road Unit 8-107, Sarasota
$224,900
2 Beds ⋅ 2 Baths ⋅ Gulf Gate Gardens SubDv. ⋅ 34231 Zip Code
Welcome to Gulf Gate Garden, a desirable condominium community in Sarasota. This well-appointed two-bedroom, two-bathroom end unit condo offers 914 square feet of comfortable living space, featuring a desirable split floor plan and open concept living and dining. The updated kitchen showcases stainless steel appliances, while new tile flooring and an in-unit washer and dryer add convenience. Step outside to the enclosed screened-in balcony, an ideal spot to relax and enjoy the Florida lifestyle. Conveniently located just 5.3 miles from the world famous Siesta Key Beach and close to shopping, dining, entertainment, don't miss this opportunity to enjoy comfortable living in the popular Gulf Gate area.

7219 Cloister Drive Unit 202, Sarasota
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