South Sarasota Homes with Pool Community Features

South Sarasota Homes with Pool Community Features

Welcome to South Sarasota, Florida, a vibrant community nestled in the heart of Sarasota County. Known for its stunning coastal landscapes, South Sarasota offers a perfect blend of suburban charm and access to the beautiful Gulf Coast. With its warm, sunny climate and friendly atmosphere, this area is an ideal place for families, retirees, and everyone in between to call home.

One of the standout features of South Sarasota is its diverse range of homes, many of which come with the luxury of private swimming pools. Imagine lounging by your own pool on a warm Florida afternoon, soaking up the sun, or entertaining friends and family during those balmy evenings. The homes in this community are designed for comfort and leisure, with many properties featuring spacious backyards that serve as your personal oasis.

South Sarasota is not just about beautiful homes; it also boasts a wealth of community amenities. Residents enjoy access to lush parks, scenic walking trails, and nearby beaches, making it easy to embrace an active, outdoor lifestyle. The area is also home to excellent schools, shopping centers, and dining options, ensuring that everything you need is just a stone's throw away.

Whether you’re looking for a cozy family home or a luxurious retreat, South Sarasota’s homes with pool community features provide the perfect backdrop for your Florida dream life. Come experience the warmth and charm of South Sarasota, where your ideal home awaits!

Newest South Sarasota Homes with Pool Community Features

1921 Monte Carlo Drive Unit 701, Sarasota
$1,990,000
3 Beds ⋅ 3 Baths ⋅ Phillippi Landings SubDv. ⋅ 34231 Zip Code
LUXURY WATERFRONT PENTHOUSE WITH EXPANSIVE 1,000 SQ. FT. PRIVATE TERRACE/BALCONY IN PHILLIPPI LANDINGS! Experience waterfront living in this beautifully renovated 7th-floor penthouse at Phillippi Landings, one of Sarasota's desirable gated waterfront communities. Offering 2,649 sq. ft. of living space, 3 bedrooms, 3 full bathrooms, and an extraordinary approximately 1,000 sq. ft. private terrace and second screened-in balcony, this residence features breathtaking panoramic views of Phillippi Creek, the Intracoastal Waterway, and surrounding waterways. Enjoy direct elevator access from the secured parking garage into your private residence. An elegant foyer opens to a spacious, light-filled great room showcasing new luxury vinyl flooring throughout the living areas and bedrooms, custom tray ceilings, crown molding, designer lighting, recessed lighting, and architectural details. A separate formal dining room and private screened balcony overlooking the water complete the inviting living spaces. The renovated gourmet kitchen features 48-inch cabinetry, quartz countertops, an island cooktop with stainless steel hood, built-in appliances, and a Butler's pantry with an additional oven, washer & dryer. The thoughtfully designed three-way split-bedroom floor plan offers privacy for residents and guests. The spacious primary suite features soaring ceilings, designer lighting, a sitting area overlooking Phillippi Creek, and two walk-in closets with California-style built-ins. The luxurious primary bathroom includes separate marble vanities, custom cabinetry, a garden soaking tub, and a marble-finished walk-in shower. An additional den or reading room opens directly to the outdoor terrace. One guest bedroom features a private bathroom and terrace access, while the third bedroom and additional full bathroom are located on the opposite side of the residence. The remarkable 1,000 sq. ft. private terrace is the centerpiece of this penthouse! Partially covered and surrounded by beautiful waterfront scenery, this expansive outdoor retreat is perfect for entertaining, outdoor dining, relaxing, and enjoying Sarasota's coastal lifestyle. Open-air grilling is permitted. Phillippi Landings offers gated access, a clubhouse with catering kitchen, fitness center, heated pool, spa, dog park, BBQ area, and kayak launch. Boat docks may be available for separate purchase when offered for sale. Phillippi Creek connects to Roberts Bay, Sarasota Bay, and the Gulf of Mexico through Big Pass. Ideally located under 4 miles from Downtown Sarasota and the world-renowned beaches of Siesta Key, this residence offers convenient access to Sarasota's coastal attractions, dining, and recreation. Featuring a beautifully renovated interior, new luxury vinyl flooring, whole-property water filtration, direct elevator access, a two-car garage, and an extraordinary waterfront terrace, this penthouse offers an exceptional opportunity for luxury Sarasota living. Some designer furnishings are included. Schedule your private showing today!

1921 Monte Carlo Drive Unit 701, Sarasota
3191 Lake Park Lane Unit 2, Sarasota
$350,000
2 Beds ⋅ 2 Baths ⋅ Park Place Villas SubDv. ⋅ 34231 Zip Code
PRICE IMPROVEMENT! You will discover comfort, style, and Florida living at its best in this beautifully maintained 2-bedroom, 2-bath villa perfectly situated in central Sarasota - just minutes from the area's pristine beaches, vibrant downtown shopping, and fine dining options. As you enter the home, you are welcomed by a light and bright interior featuring soaring vaulted ceilings, skylights, and an inviting open layout that enhances the spacious feel. A new tile roof (2023) and new A/C system (2025) provide peace of mind and year-round comfort. The living area opens to a relaxing lanai with impact-resistant sliders where you can unwind while taking in the serene lake view and lush, mature landscaping. Two charming bay windows also offer picturesque water views, filling the home with natural light. The primary suite offers a tranquil retreat with stylish LVP flooring, a custom closet system, and an ensuite bathroom with multiple grab bars and zero entry shower. Whether you're seeking a seasonal getaway or a year-round residence, this lakefront villa offers the perfect blend of convenience, beauty, and low-maintenance living - all in one of Sarasota's most desirable locations.

3191 Lake Park Lane Unit 2, Sarasota
1701 Southwood Street Unit 1701, Sarasota
$234,000
2 Beds ⋅ 2 Baths ⋅ Baywood Colony Southwood SubDv. ⋅ 34231 Zip Code
Discover effortless coastal living in Baywood Colony Southwood, a boutique Sarasota condominium community conveniently located near Siesta Key beaches, Sarasota Bay, and downtown Sarasota. Offered furnished and move-in ready, this beautifully updated two-bedroom, two-bath ground-floor corner residence combines modern comforts with maintenance-free living. Filled with natural light, this desirable end unit features plantation shutters, tile flooring throughout, and an enclosed front lanai with sliding glass panels, providing additional versatile living space. Select windows and openings feature impact-resistant glass. The open-concept kitchen offers granite countertops, stainless steel appliances, soft-close wood cabinetry, under-cabinet lighting, and a spacious breakfast bar. An interior washer and dryer add everyday convenience. Additional improvements include a 2018 A/C system, an association-replaced roof in 2019, and recent building plumbing updates. A covered carport directly behind the residence provides convenient parking and a private secondary entrance. With just 32 residences, Baywood Colony Southwood offers an intimate setting with mature landscaping and desirable amenities, including a heated saltwater pool, tennis and pickleball courts, and access to the Baywood Colony waterfront fountain area, where residents can enjoy spectacular sunsets over Sarasota Bay. Ideally located approximately 2.2 miles from Gulf beach access, this Sarasota condo offers easy access to Siesta Key's world-famous beaches, downtown Sarasota, shopping, dining, and nearby Phillippi Estate Park, known for its waterfront trails, kayaking, fishing, and weekly farmers market. Furnished, updated, and ideally located, this Baywood Colony Southwood condominium is an exceptional opportunity for a full-time residence, seasonal retreat, or turnkey Sarasota getaway.

1701 Southwood Street Unit 1701, Sarasota
5273 Heron Way Unit 202, Sarasota
$450,000
3 Beds ⋅ 2 Baths ⋅ Landings South SubDv. ⋅ 34231 Zip Code
Expansive water views, an enviable location just a short walk from the Landings Racquet Club, and upgrades including hurricane-impact windows throughout and a newer air-conditioning system (2024) with transferable warranty distinguish this second-floor coach house from other similar residences in The Landings. Bright, spacious, and beautifully maintained, the home also benefits from a newer roof and gutters (2023), offering an exceptional combination of comfort, convenience, and peace of mind. High vaulted ceilings and abundant natural light create an immediate sense of space, while the generous living and dining areas flow seamlessly into an open-plan kitchen featuring granite countertops, a breakfast bar, and stainless steel appliances. Continuous flooring throughout the main living area, without the traditional step-down, further enhances the open layout. The spacious primary suite enjoys beautiful water views, a large en-suite bathroom, and walk-in closet. Two additional generously sized bedrooms share a second full bathroom. Plantation shutters throughout and a separate laundry room add to the home's comfort and practicality. Furnishings are available for purchase separately, offering an opportunity for an easy transition. The nearby Landings Racquet Club offers eight Har-Tru tennis courts, a fitness center, pro shop, meeting rooms, a temperature-controlled lap pool, spa, and an active calendar of social events. Residents can also enjoy nature trails leading to a covered dock and fishing pier, with storage facilities for kayaks, canoes, and paddle boards. Ideally located west of the Trail, The Landings provides convenient access to Siesta Key, Southside Village, downtown Sarasota, and nearby shopping and dining, including The Landings shopping center.

5273 Heron Way Unit 202, Sarasota
5430 Eagles Point Circle Unit 101, Sarasota
$695,000
3 Beds ⋅ 2 Baths ⋅ Eagles Point At The Landings SubDv. ⋅ 34231 Zip Code
It’s all about the light and the view. This first floor corner residence offers water views from every room, with Phillippi Creek to the south and the Intracoastal Waterway and Siesta Key to the west. Thoughtfully positioned for privacy, it looks out on nothing but water. No neighboring buildings, just fish jumping, birds diving, and boats gliding by. Fair warning: it is remarkably easy to lose an afternoon here. Evenings belong to the sunset, when the sky delivers colors worth pausing for. First floor residences at Eagles Point are distinguished by an expanded open terrace, and a portion of this one has been screened, keeping the outdoors enjoyable and the bugs out of the conversation. Another rare find for Eagles Point is a second under building parking space, so your second vehicle stays sheltered from the elements too. Recent updates include new HVAC, water heater, and washer and dryer, along with hurricane shutters on the western facing windows. Life in The Landings, a gated community West of the Trail, comes with beautifully maintained grounds, a nature trail leading to the Intracoastal, and kayak storage with a launch for easy access to the water. Eagles Point residents enjoy their own pool and barbecue area, plus membership in The Landings Racquet Club, featuring a fitness center, eight Har-Tru tennis courts, pickleball, a pool with spa, and a full calendar of social activities.

5430 Eagles Point Circle Unit 101, Sarasota
3469 Clark Road Unit 168, Sarasota
$145,000
3 Beds ⋅ 2 Baths ⋅ Sienna SubDv. ⋅ 34231 Zip Code
Welcome to Sienna Park! This 3-bedroom, 2-bathroom first-floor condo offers a convenient central location and an easygoing Florida lifestyle. Just a 10-minute drive from the beautiful Siesta Key Beach, you’ll enjoy easy access to shopping, dining, and all that the Sarasota area has to offer. The community has UPDATED ROOFS along with an updated HEATED community pool, BBQ area and a fenced dog run. The monthly fee includes water, sewer, trash collection, building insurance and exterior maintenance. With a tenant in place through February 28, this property also presents an excellent opportunity for investors seeking rental income. Whether you’re looking to expand your investment portfolio or secure a property in a desirable Sarasota location, this Sienna Park condo is worth a look!

3469 Clark Road Unit 168, Sarasota
1518 Pelican Point Drive Unit 257, Sarasota
$525,000
2 Beds ⋅ 2 Baths ⋅ Pelican Cove SubDv. ⋅ 34231 Zip Code
Little Sarasota Bay, right outside your living room. This light-filled, second-floor, 2-bedroom, 2-bath condo in Pelican Cove captures unobstructed views of Little Sarasota Bay through huge glass sliders, bringing the beauty of the water into your everyday living space. The updated kitchen opens to the living and dining areas, creating an inviting space for entertaining while keeping those beautiful water views in sight. Both bathrooms have been updated, and built-in cabinetry in the laundry room provides valuable additional storage. The split-bedroom layout offers privacy and comfortable accommodations for owners and guests alike. Set along the Intracoastal Waterway, Pelican Cove is a 75-acre gated and guarded community surrounded by lush tropical landscaping and an impressive collection of amenities. Residents enjoy an 87-slip harbor with no fixed bridges to the Gulf, a kayak and canoe launch, six heated pools, three clubhouses, lighted tennis and pickleball courts, a fitness center, art studios, and more than five miles of scenic walking trails and boardwalks. The location is another standout. Just west of the Tamiami Trail, Pelican Cove is conveniently located near a revitalized shopping plaza bringing Whole Foods, the highly anticipated Trader Joe's, additional shopping and dining options to the area. Siesta Key and Turtle Beach are just minutes away, with downtown Sarasota a short drive north. Whether you're looking for a full-time residence, seasonal retreat, or easy lock-and-leave getaway, this is an opportunity to enjoy waterfront living in one of Sarasota's most established and amenity-rich communities.

1518 Pelican Point Drive Unit 257, Sarasota
6272 Green View Cir Unit 114, Sarasota
$199,000
2 Beds ⋅ 2 Baths ⋅ Village In The Pines SubDv. ⋅ 34231 Zip Code
Virtually Staged. Spacious 2 bedroom 2 bath villa close to Gulf Gate and 10 minutes to Siesta Key. Updates include the kitchen and bathrooms, a newer roof, impact resistant windows and sliders, and motorized aluminum roll-down shutters on the back lanai. The home also features updated plumbing throughout. The kitchen has oak cabinets and granite counters, and the bathrooms are stylish with beautiful cabinets, counters, and ceramic tile flooring. Crown molding and custom shutters add a polished touch. Natural light pours in through numerous windows and three sun tunnels, creating a bright and airy feel all around. Outdoor living is easy with two lanais - one located off the kitchen and another overlooking the backyard. This friendly 55+ community features a clubhouse for social gatherings and activities and a very large pool. The condo fee includes water, cable, internet, trash, and mowing. This home has everything you need for peace of mind, whether you choose to live here year-round or seasonally. Ideal location with grocery stores, restaurants, and shopping minutes from home. Convenient access to I-75 makes commuting and travel easy.

6272 Green View Cir Unit 114, Sarasota
5326 Lake Arrowhead Trail Unit 7, Sarasota
$274,900
2 Beds ⋅ 2 Baths ⋅ Lake Arrowhead SubDv. ⋅ 34231 Zip Code
LAKEFRONT LIVING AT AN EXCEPTIONAL VALUE IN SOUTH SARASOTA! Enjoy sparkling lake views right from your own backyard! Welcome to sought-after Lake Arrowhead, a hidden gem in South Sarasota offering affordable Florida living surrounded by lush tropical landscaping, picturesque lakes, and an inviting community atmosphere. PRICED TO SELL and ready for you to enjoy! This desirable GROUND-FLOOR RESIDENCE offers easy accessibility, a covered entryway, a comfortable floor plan, and a private screened patio overlooking the serene lake and beautifully maintained grounds. Imagine relaxing with your morning coffee or unwinding in the evening while enjoying peaceful water views and watching the abundant wildlife throughout the day! The kitchen offers appliances that have been updated within approximately the last 2-5 years, and you'll enjoy the convenient breakfast bar. The primary bathroom features a newer vanity and updated flooring. Both bedrooms have walk-in-closets. A DEDICATED ONE-CAR CARPORT WITH STORAGE adds convenience and practicality. Enjoy the benefits of LOW-MAINTENANCE LIVING, with HOA fees that include cable, pest control, exterior maintenance, and lawn care. At this attractive price, this condominium offers an affordable alternative to many single-family homes without sacrificing the Florida lifestyle! Lake Arrowhead is an intimate community of just 64 condominiums, known for its beautiful landscaping, scenic lakes, and friendly neighbors. The charming Key West-style clubhouse is just steps away, offering a spacious gathering room, kitchen, and library. Residents can also enjoy the HEATED COMMUNITY POOL and nearby fishing pier. On-site management adds another level of convenience. Nature lovers will appreciate the community's proximity to the 72-acre Red Bug Slough Preserve, a pet-friendly outdoor destination featuring miles of walking trails, picnic shelters, a playground, and a fishing dock. What a wonderful place to enjoy the outdoors! LOCATION, LOCATION, LOCATION! Conveniently situated near world-renowned Siesta Key beaches, the Legacy Trail, Costco, Publix, several fitness centers, excellent dining, shopping, the Gulf Gate Library, and area A+ schools. The University Town Center Mall and vibrant downtown Sarasota are approximately 20 minutes away, offering cultural attractions, opera, theaters, fine dining, boutique shopping, Selby Gardens, and so much more! Whether you're searching for a full-time residence or a seasonal Florida retreat, this lovely lakefront condominium offers an exceptional opportunity to enjoy comfort, convenience, natural beauty, and an affordable lifestyle. Make this South Sarasota treasure yours and start enjoying the peaceful lakefront lifestyle you've been dreaming of. You'll love this quiet community of great neighbors and the proximity to everything is wonderful.

5326 Lake Arrowhead Trail Unit 7, Sarasota
1711 Pelican Cove Road Unit 443, Sarasota
$309,000
2 Beds ⋅ 2 Baths ⋅ Pelican Cove SubDv. ⋅ 34231 Zip Code
Discover the Pelican Cove Lifestyle Surrounded by lush tropical landscaping and the natural beauty of Sarasota’s waterfront, this inviting two-bedroom, two-bath residence offers a relaxed coastal lifestyle in the sought-after community of Pelican Cove. Vaulted ceilings and skylights bring natural light into the living space, creating an airy, welcoming atmosphere. Thoughtful improvements add to the appeal, including soundproof flooring installed in 2022, a new refrigerator in 2026, and a new kitchen sink and garbage disposal in 2026. Additional updates include a new vanity in the primary bathroom, updated track lighting, and a new living room fan. The open kitchen connects seamlessly with the main living areas, while the split-bedroom layout provides added privacy. An enclosed lanai extends the living space, creating a comfortable spot to enjoy your morning coffee, relax with a book, or take in the peaceful tropical surroundings. Beyond your front door, Pelican Cove offers a distinctive waterfront community experience with beautifully landscaped grounds, walking paths, swimming pools, tennis and pickleball courts, a fitness center, kayak and canoe launch facilities, a harbor, creative studios, and a variety of social clubs and activities. With a gated entrance and abundant opportunities to enjoy the outdoors and connect with neighbors, this vibrant community offers something for a variety of lifestyles. Whether you’re searching for a full-time residence, a seasonal Sarasota retreat, or a low-maintenance home where recreation and relaxation come together, this Pelican Cove condo offers an opportunity to enjoy the best of Florida living.

1711 Pelican Cove Road Unit 443, Sarasota
1634 Stickney Point Road Unit 34-202, Sarasota
$389,000
2 Beds ⋅ 2 Baths ⋅ Castel Del Mare SubDv. ⋅ 34231 Zip Code
Welcome to Castel Del Mare, a waterfront community featuring Spanish Mediterranean architecture along the beautiful shores of Little Sarasota Bay, just minutes from Siesta Key! This turnkey furnished 2-bedroom, 2-bathroom condo offers a comfortable coastal retreat with a thoughtfully updated interior and a covered lanai overlooking one of the community's two swimming pools and lush tropical landscaping. The open-concept living and dining areas flow into a tastefully remodeled kitchen featuring updated cabinetry, finishes, and appliances (2020). Both bathrooms were remodeled in 2019, while additional improvements include a new washer and dryer, interior painting, and bedroom carpeting (2018), a new electrical panel (2017), and a water heater (2022). Enjoy resort-style amenities including two heated swimming pools, one overlooking the bay, tennis courts, a clubhouse, nature trails, and fishing along the waterfront. Ideally situated along the Intracoastal Waterway, Castel Del Mare offers convenient access to nearby marinas, shopping, and dining. Just a short walk across the bridge brings you to the world-famous Siesta Key Beach, known for its powdery quartz sand, while the free Siesta Key Breeze Trolley makes exploring the island's restaurants, boutiques, and entertainment effortless. Whether you're looking for a seasonal getaway or a year-round residence, this furnished condo offers an excellent opportunity to enjoy the best of Florida's Gulf Coast lifestyle.

1634 Stickney Point Road Unit 34-202, 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
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