South Sarasota Homes with Pool Community Features

South Sarasota Homes with Pool Community Features

Welcome to South Sarasota, Florida, a hidden gem nestled in the heart of Sarasota County. Known for its picturesque landscapes and vibrant community, South Sarasota offers a unique blend of suburban tranquility and urban convenience. With its proximity to stunning Gulf Coast beaches, lush parks, and a plethora of shopping and dining options, this area is perfect for those seeking an idyllic Florida lifestyle.

One of the standout features of South Sarasota is its charming neighborhoods, many of which boast beautiful homes with private pools. Imagine stepping out into your own backyard oasis, where you can bask in the warm Florida sun or take a refreshing dip on a hot summer day. These homes with pool community features provide not only a luxurious lifestyle but also an excellent opportunity for family gatherings, entertaining friends, or simply enjoying peaceful moments in your personal retreat.

The community in South Sarasota is welcoming and diverse, with residents who take pride in their surroundings. You'll find a variety of recreational activities, from golf courses to nature trails, ensuring that there's always something to do. Additionally, South Sarasota's strategic location offers easy access to nearby attractions, including the vibrant arts scene in downtown Sarasota and the breathtaking beaches of Siesta Key and Lido Key.

Whether you're looking to buy your dream home, invest in a vacation property, or settle into a friendly community, South Sarasota has it all. Discover the joys of living in this beautiful area where your dream home with a pool awaits!

Newest South Sarasota Homes with Pool Community Features

$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. 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. 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
$339,000
2 Beds ⋅ 2 Baths ⋅ Ashton Lakes SubDv. ⋅ 34231 Zip Code
Location! Location! Location! Only 3.5 miles to the world-famous sugary sands of Siesta Key Beach. Experience the unique fine quartz sand from the Appalachian Mountains. This tastefully decorated turnkey furnished unit is also safe and secure from the elements. THIS UNIT HAS HURRICANE IMPACT SLIDING GLASS LANAI DOORS, KITCHEN & BEDROOM WINDOWS. Installed in 2018. Unit is on the 2nd floor of a 3-story building with a newly furbished elevator access or stairs. Updated kitchen and bathrooms. Kitchen walls opened, making it bright and cheerful. The entire unit is bright, airy and welcoming. Relax on the screened lanai and let our wildlife entertain you. Ashton Lakes Community is located on 33 acres of luscious greenery, with 4 lakes, a combination of 2 tennis courts and 4 pickleball courts, 2 heated swimming pools, one with lap lane, shuffleboard, clubhouse, grilling stations and other amenities. Close to I-75, rte.41, shopping, restaurants, hospitals and schools. We are also connected to the Merchants Mart by a foot bridge. Shops include CVS, take-outs, ACE hardware, liquor store, beauty salon and the famous Detwiler's Farm market. It's all there for your shopping convenience Make this slice of heaven your paradise in the sun. Disclosures, updates attached. Roof 2014, Air handler 2021. UNIT RENTED FOR FEB & MARCH 2027. Buyer must honor rental lease. Our location is a well-kept secret. Come be a part of this friendly community. Welcome to Ashton Lakes.

5627 Ashton Way Unit 5627, Sarasota
$240,000
2 Beds ⋅ 2 Baths ⋅ Crooked Creek SubDv. ⋅ 34231 Zip Code
A little Sarasota gem you didn't know existed. Quiet and secluded Crooked Creek is hidden near Red Bug Slough Preserve where you have a private gated entrance to the park. A laid-back community with a newer roof & carport, heated pool, gazebo, poolside kitchen, gas and charcoal grills, tennis and pickleball court, and community storage with private lockers. This adorable dog friendly 2 bedroom 2 bath condo is positioned perfectly on the first floor and near the pool with an unobstructed view of Crooked Creek. With 1,027 sf of living space, there is room to accommodate a dedicated home office space and entertaining guests comfortably. The kitchen is large with a pantry, bar seating and a garden window. The primary bedroom has windows facing the creek, a walk-in closet and a second built-in closet, and an en-suite bathroom that also hosts the washer and dryer. A spacious and versatile second bedroom is ready to suit your needs and is adjacent to the guest bath. Embrace the Sarasota lifestyle and enjoy dog friendly Red Bug Slough with over 3 miles of combined unpaved and accessible nature paths. Minutes to Siesta Key & Turtle Beach, Gulf Gate, The Legacy Trail, shopping and dining.

3365 Cross Creek Dr Unit 3365, Sarasota
$169,000
2 Beds ⋅ 2 Baths ⋅ Mobile Estates SubDv. ⋅ 34231 Zip Code
Mobile Estates is one of Sarasota’s hidden gems! RESIDENT OWNED community where your vote counts! OWN you own piece of Florida in this community. Where else can you enjoy the lifestyle, location and opportunities this home offers for such a price? A delightful blend of convenience and community living, making it an ideal spot for both seasonal visitors and year-round residents alike. Nestled in a prime location, less than 1 mile to Siesta Key. Mobile Estates provides easy access to the stunning beaches, area restaurants and walking distance to the charming Gulf Gate Village, known for its eclectic shops, restaurants, pubs and boutiques, all adding to the neighborhood's allure, offering residents a quaint and lively destination for shopping and entertainment. At Mobile Estates, residents experience the pinnacle of convenience with “share ownership” and currently the remarkably low HOA fee of only $215 per month, which covers essential amenities such as water, sewer and lawn maintenance. So, when you purchase this manufactured home here in Mobile Estates, you are an OWNER of the community property also. Furthermore, the community offers recreational facilities, including pool (heated and chilled) with a heated spa, perfect for unwinding and socializing with neighbors. Bocce courts provide opportunities for friendly competition, while the recreation center serves as a hub for various activities and events, such as cards, games, food trucks, trivia nights, karaoke nights, and more, fostering a strong sense of camaraderie, fun and enjoyment among residents. This 2 bedroom, 1.5 bath home is neat and clean and you can move right in with the comfort and knowledge of NEW AC, NEW ROOF, NEW WATER HEATER, NEW WASHER/DRYER The "sun porch" and private laundry shed offer additional space for enjoyment and storage. Vacant and easy to show, seller is off to a new beginning and encourages you to come make this home your own! This is a lifestyle you CAN AFFORD and enjoy.

2062 Champion Street, Sarasota
$229,000
2 Beds ⋅ 2 Baths ⋅ Baywood Colony SubDv. ⋅ 34231 Zip Code
Virtually Staged. This is a wonderful opportunity to own an updated 2-bedroom 2-bath low-maintenance villa ideal for full-time or seasonal living at a super price. The location is amazing just minutes from the white quartz sands of #1 Siesta Key beach, restaurants & bars, shopping & the hospital, and so close to Sarasota's downtown cultural activities. This villa boasts brand new PGT IMPACT WINDOWS which were installed in 2026 protecting your home and investment. The updated kitchen completed in 2026 is a neutral palette with new white cabinetry, new white quartz countertops, a large new kitchen sink, and a new refrigerator. The A/C was replaced in 2025 & water heater in 2025. The flooring in the entire residence was recently replaced with beautiful wide luxury vinyl plank flooring. A spacious shaded enclosed lanai giving you extra living space offers a peaceful garden view and is a short walk to the heated pool and the bay. Both bathrooms have also been remodeled in 2026 with new flooring, new cabinetry & vanities & newly tiled shower. In addition the condo has been freshly painted. Baywood Colony is a quiet, private community on the bayfront featuring the Baywood Colony Park where residents can enjoy the colorful Florida sunsets, fishing off the seawall, walking through the neighborhood and swimming in the heated pool and clubhouse. Don't miss out on this super opportunity!

5911 Tidewood Avenue Unit 3, Sarasota
$675,000
4 Beds ⋅ 3 Baths ⋅ Phillippi Landings SubDv. ⋅ 34231 Zip Code
Welcome to 5589 Cannes, a beautifully upgraded fully furnished townhome in the sought-after waterfront community of Phillippi Landings, where luxury, convenience, and the Florida lifestyle come together. With 3 bedrooms, a versatile flex space with a closet that can easily be used as a 4th bedroom, and 3 full bathrooms, this home offers exceptional flexibility for full-time living, a second home, or an investment property. The beautifully upgraded kitchen is truly the heart of the home, featuring stylish finishes, GE Café appliances, and a sleek induction cooktop. The thoughtfully designed kitchen offers both functionality and sophistication, making it perfect for preparing everyday meals or entertaining family and friends. The open-concept design flows seamlessly into the living and dining areas while taking full advantage of the stunning water views. Throughout the home, you'll find no carpet, creating a clean, modern look and making maintenance a breeze. The private elevator provides effortless access between levels and will convey with a one-year service contract, offering added peace of mind to the new owner. The tandem garage provides plenty of room for vehicles, storage, bikes, and recreational equipment. Built with concrete block construction and featuring impact-rated windows and doors, this home offers durability, energy efficiency, and peace of mind. Phillippi Landings offers an incredible waterfront lifestyle with a fitness center, heated swimming pool and jacuzzi, large clubhouse, and monthly social events. Residents also enjoy waterfront boardwalks, a kayak launch, and an on-site dog park. The HOA includes water, trash, internet, and cable TV, adding tremendous value and convenience. For boating enthusiasts, this location is hard to beat, offering easy access to the area's waterways and a lifestyle centered around the water. You'll also be conveniently located near restaurants, shopping, entertainment, beaches, and everything Sarasota has to offer. Whether you're looking for a primary residence, vacation retreat, or investment property, 5589 Cannes delivers the perfect combination of upgraded finishes, incredible water views, resort-style amenities, and low-maintenance Florida living. Being offered fully furnished makes this home truly move-in ready and an excellent opportunity for buyers looking for a turnkey property. Come see why life at Phillippi Landings is anything but ordinary!

5589 Cannes Circle Unit 4-102, Sarasota
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