South Sarasota Homes with Pool Community Features

South Sarasota Homes with Pool Community Features

Welcome to South Sarasota, Florida, a vibrant and inviting community nestled in the heart of Sarasota County. Known for its picturesque landscapes, warm climate, and friendly atmosphere, South Sarasota is an ideal location for those seeking a perfect blend of relaxation and recreation. This charming area boasts an array of amenities, making it a desirable place to call home.

One of the standout features of South Sarasota is its diverse selection of homes, many of which come with stunning pools that provide a refreshing escape from the Florida heat. Imagine lounging by your private oasis, surrounded by lush tropical landscaping, or hosting unforgettable gatherings with friends and family in your backyard paradise. The homes in this community cater to a variety of lifestyles, from cozy single-family residences to luxurious estates, ensuring there’s something for everyone.

Beyond the beautiful homes, South Sarasota offers a wealth of community features that enhance the living experience. Residents can enjoy access to nearby parks, recreational facilities, and scenic walking trails, perfect for morning jogs or leisurely strolls. The area is also known for its vibrant arts scene, with galleries, theaters, and cultural events that enrich the local community.

With its close proximity to stunning beaches, top-rated golf courses, and an array of dining and shopping options, South Sarasota truly encapsulates the Florida lifestyle. Whether you’re looking for a family-friendly neighborhood or a tranquil retreat, this charming city welcomes you with open arms and endless possibilities. Come discover your dream home in South Sarasota, where every day feels like a vacation!

Newest South Sarasota Homes with Pool Community Features

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

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

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

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

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

2 Beds ⋅ 2 Baths ⋅ Landings Carriagehouse SubDv. ⋅ 34231 Zip Code

A brand-new 2026 tile roof, Flood Zone X, and three outdoor living areas set this two-bedroom, two-bath Sarasota villa apart. Located West of Trail in The Landings, a gated community with 24-hour security, this 1,570-square-foot Carriagehouse condominium offers a detached one-car garage and access to the Carriagehouses’ dedicated pool and clubhouse. The single-story floor plan includes one interior step down from the entry-level kitchen, dining room, guest bedroom and full bath to the living room and primary suite. Plantation shutters and crown molding complement the living room, which features an electric fireplace and screened-lanai access. The updated kitchen offers white cabinetry with soft-close doors, breakfast-bar seating, a 2025 dishwasher, and a breakfast nook or home office opening to a side patio freshly painted in 2026. The dining area includes built-in cabinetry with pullout storage. The primary suite features two custom-organized closets, including a walk-in, an updated en-suite bathroom, and lanai access. The second bedroom opens through plantation-shuttered sliders to a walled courtyard patio. The screened rear lanai connects the living room and primary bedroom, providing space for dining and seating. The detached garage includes laundry, a utility sink, and storage cabinetry. The HVAC dates to 2018 and the water heater to 2017. The Landings offers tree-lined streets, parks, lakes, a nature trail leading to an Intracoastal Waterway gazebo, a kayak launch with limited kayak storage, and a 78-acre Roberts Bay mangrove preserve. The adjacent Landings Shopping Center offers Publix, Starbucks, dining, fitness, and everyday services less than half a mile away. Siesta Beach and downtown Sarasota are approximately 12 and 13 minutes away, respectively. Sarasota Memorial Hospital is nearby, and Sarasota-Bradenton International Airport is approximately 25 minutes away. Optional Landings Racquet Club membership adds tennis, fitness, pool, spa, and social amenities. Available furnished or unfurnished.

4942 Kestral Park Circle Unit 10, Sarasota

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

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

3 Beds ⋅ 3 Baths ⋅ Landings Treehouse SubDv. ⋅ 34231 Zip Code

Remodeled in 2021 by renowned French interior designer Gaëlle Wizenberg, this 3 bedroom, 2.5 bath townhouse blends European elegance with modern comfort. Thoughtfully upgraded from top to bottom, the home features beautiful oak hardwood floors and porcelain tile throughout, along with newer air conditioning, plumbing, and electrical systems. A series of inviting outdoor spaces enhances the home’s natural charm. Enjoy morning coffee on the front balcony or unwind on the private back terrace, both surrounded by lush vegetation and tranquil, tree-lined views that create a serene retreat. Inside, the gourmet kitchen features Miele appliances including a built-in refrigerator, induction cooktop and convection/microwave steamer oven, creating an elevated culinary environment. Sleek Tesoro quartz countertops complete the space with a refined, contemporary finish. Upstairs, three bedrooms each open to a private balcony, bringing in natural light and fresh air. The shared bathroom features a relaxing soaking tub, while the principal suite offers a walk-in closet and an en-suite bath designed for comfort and privacy. Located within The Landings, one of Sarasota’s most sought-after gated communities, residents enjoy 24-hour security and an impressive array of amenities. The community features a clubhouse, tennis courts, pool, gym, library, and multiple social areas. Convenience is unmatched with shopping, dining, beaches and other recreational venues all within close proximity to this location.

1372 Landings Point Unit 28, Sarasota

4 Beds ⋅ 4 Baths ⋅ The Landings SubDv. ⋅ 34231 Zip Code

Virtually Staged. Welcome to 5166 Kestrel Park Terrace, an exceptional opportunity in the highly sought-after gated community of The Landings. Privately positioned on an oversized, fully fenced homesite, this expansive 3,993-square-foot residence offers impressive scale, an abundance of natural light and a thoughtfully designed single-level floor plan with tremendous potential to create a truly exceptional home. The residence features four bedrooms, three full baths and one half bath, arranged in a desirable split plan that provides privacy for each bedroom. Soaring 12-foot ceilings throughout enhance the home’s open, airy feel, while generous windows fill the interiors with natural light. The gracious formal living room with wet bar and separate formal dining room are ideal for entertaining. A spacious family room with a wood-burning fireplace provides a comfortable gathering space, while a private office and separate den offer flexibility for work, relaxation or additional living space. The generously proportioned kitchen features a large center island and abundant workspace, offering an excellent foundation for a beautifully redesigned chef’s kitchen. An adjoining breakfast area provides a casual dining space and opens to a private deck with convenient access for grilling. The home’s living spaces flow seamlessly to the expansive brick-paver lanai and private swimming pool, creating an inviting setting for outdoor living and entertaining. Surrounded by the privacy of the oversized, fenced property, the outdoor areas offer ample room to relax and enjoy the Florida lifestyle. Additional features include a three-car garage, a 2018 tile roof and whole home hurricane protection. With nearly 4,000 square feet of living space all on one level, this residence presents a wonderful opportunity to reimagine and renovate an exceptionally well-proportioned home to reflect today’s style and finishes. The spacious rooms, high ceilings, abundant natural light, private bedroom configuration and oversized homesite provide the ideal canvas for creating a beautifully customized residence with the feel of a new home. Located within The Landings, one of Sarasota’s most established and desirable communities, this home offers a rare combination of space, privacy, flexibility and potential in an exceptional setting. Residents enjoy exclusive access to the private Landings Racquet Club, featuring eight Har-Tru tennis courts, pickleball facilities, a heated swimming pool, fitness center, meeting rooms and a well-stocked library. The community also offers 24-hour security and a beautiful natural setting with access to Sarasota Bay, providing a distinctive lifestyle in the heart of Sarasota.

5166 Kestral Park Terrace, Sarasota

2 Beds ⋅ 2 Baths ⋅ Pelican Cove SubDv. ⋅ 34231 Zip Code

COMPLETELY RENOVATED AND MOVE-IN READY IN PELICAN COVE! Almost everything inside this spacious 2-bedroom, 2-bath condo has been updated, giving you the opportunity to move in and immediately start enjoying one of Sarasota's most unique gated waterfront communities. Step inside to a bright, open living and dining area featuring new flooring throughout, fresh interior paint, new lighting and ceiling fans and a beautifully renovated kitchen overlooking the main living space. The kitchen features new quartz countertops, cabinetry, stainless steel appliances, subway-tile backsplash and updated fixtures. Both bathrooms have been beautifully updated with new vanities, countertops, fixtures and finishes, including a newly tiled tub/shower surround. The bedrooms feature the same new flooring and fresh, neutral finishes found throughout the home. The closets have also been upgraded with new shelving, providing plenty of useful storage. Enjoy the large screened lanai, surrounded by Pelican Cove's lush tropical landscaping, with the added convenience of an in-unit washer and dryer located just off the lanai. Another feature you'll appreciate every day is the covered parking located right by the unit — no long walk from your car to your condo. And then there's Pelican Cove. This gated, approximately 75-acre waterfront community offers a lifestyle that's difficult to duplicate in Sarasota, with a private harbor and boat slips, direct access to the Intracoastal Waterway, kayak/canoe/paddleboard facilities, fishing areas, multiple heated swimming pools, tennis and pickleball courts, fitness facilities, three clubhouses, and miles of scenic walking paths and boardwalks winding through lush tropical landscaping. Pelican Cove is also known for its exceptionally active community, offering numerous resident clubs, art and creative programs, educational opportunities, concerts, fitness activities and year-round social events. All of this is tucked away in a beautiful Sarasota location, convenient to Siesta Key, shopping, restaurants, the Legacy Trail and downtown Sarasota. Everything has been done — bring your furniture and start enjoying the Pelican Cove lifestyle!

1720 Glenhouse Drive Unit 328, Sarasota

1 Beds ⋅ 1 Baths ⋅ Sienna SubDv. ⋅ 34231 Zip Code

Welcome to Sienna Park! This inviting Sarasota condo features an open floor plan, tile flooring, and a bright living area. The kitchen offers white cabinetry, granite countertops, stainless steel appliances, and a breakfast bar. The spacious bedroom provides ample closet space, while the updated bath adds comfort and style. Enjoy your private screened lanai overlooking the fenced outdoor area. A stackable washer and dryer adds convenience without sacrificing space. Community amenities include a sparkling pool and well-maintained grounds. Conveniently located near shopping, dining, I-75, downtown Sarasota, and Gulf Coast beaches. A great option for a full-time residence, seasonal getaway, or investment property.

3471 Clark Road Unit 169, Sarasota

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