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, where the sun shines brightly and the lifestyle is nothing short of idyllic. Known for its beautiful beaches, vibrant arts scene, and a plethora of outdoor activities, South Sarasota offers a perfect blend of relaxation and excitement for residents and visitors alike.

One of the standout features of this enchanting area is its diverse selection of homes, particularly those with pool community features. Imagine coming home to your own slice of paradise, where you can unwind in your private pool after a long day, or host unforgettable gatherings with friends and family in a community that fosters connection and camaraderie. These homes are designed to enhance your lifestyle, providing not just a place to live, but a vibrant community to thrive in.

South Sarasota boasts a variety of amenities, including lush parks, top-rated schools, and an array of shopping and dining options. Whether you’re strolling through the picturesque neighborhoods or enjoying a sunny day at one of the nearby beaches, the charm of South Sarasota is undeniable. With an active community calendar full of events, there’s always something happening, from local art shows to farmers’ markets, ensuring that you’ll never run out of things to do.

In South Sarasota, your dream home with a pool awaits. Experience the perfect blend of comfort, community, and coastal living – where every day feels like a vacation! Come explore the possibilities and make South Sarasota your new home.

Newest South Sarasota Homes with Pool Community Features

$143,500
2 Beds ⋅ 2 Baths ⋅ Pinewood Village SubDv. ⋅ 34231 Zip Code
DON'T MISS THIS ! 2 bed/2bath ground floor condo with private patio. has been rented for the past 13 years, vacant now, Close to restaurants shopping, grocery and schools. Extra storge closet, pool and fitness center. All measurements should be verified by buyer or buyers agent

2763 Woodgate Lane Unit 104, Sarasota
$175,000
2 Beds ⋅ 2 Baths ⋅ Sienna SubDv. ⋅ 34231 Zip Code
Welcome to this beautifully updated 2-bedroom, 2-bath condo in Sienna Park, ideally located in the heart of Sarasota! This move-in-ready unit features an updated kitchen with granite countertops, updated bathrooms, attractive vinyl flooring, and a bright, comfortable living space. Step outside and enjoy the beautiful green views from your private balcony—the perfect spot for your morning coffee or relaxing at the end of the day. Sienna Park offers great community amenities, including a heated swimming pool, fitness center, clubhouse, tennis courts, and recreational areas. The central location puts you close to shopping, restaurants, grocery stores, entertainment, and everyday conveniences, with world-famous Siesta Key Beach just a short drive away. Whether you're looking for a full-time residence, seasonal Florida getaway, or investment opportunity, this updated condo combines comfort, convenience, and the Sarasota lifestyle in one great location. Come see it today!

3457 Clark Road Unit 255, Sarasota
$159,000
1 Beds ⋅ 1 Baths ⋅ Sienna SubDv. ⋅ 34231 Zip Code
Location, location! 1 bedroom, 1 bath first floor end unit condo located just 4 miles from world-renowned Siesta Key beach. Offered turnkey furnished, this condo is perfect as a second home or as an investment property. The bright, open floor plan features low-maintenance tile flooring, newer windows and sliding door, an in-unit washer and dryer, new ceiling fans and an HVAC system installed in 2020. The updated kitchen offers stainless-steel appliances, granite countertops and light cabinetry, while the renovated bathroom provides a fresh, modern finish. A private, fenced courtyard with a partially covered patio creates an inviting space for relaxing outdoors or accommodating a pet. Sienna Park amenities include a heated pool, clubhouse with fitness center, tennis and basketball courts, sand volleyball, grilling areas and a fenced dog park. The building’s roof was replaced in 2023, and the assessment has being paid off by the seller. The monthly association fee includes building insurance, water, sewer, trash and exterior maintenance. With its excellent location and successful rental history, this furnished condo offers an appealing opportunity as a primary residence, seasonal retreat or investment property. Sienna Park is convenient located near shops, restaurants & beaches, and only 4 miles to access to I-75. Click Virtual Tour Link to experience the immersive 3D tour.

3413 Clark Road Unit 114, Sarasota
$419,000
2 Beds ⋅ 2 Baths ⋅ Strathmore Riverside SubDv. ⋅ 34231 Zip Code
This exceptional residence is truly one of a kind and unlike any comparable property in the community. More than simply updated, this villa has been completely renovated with over $120,000 in improvements and furnishings completed in 2022. Originally intended to be the owner's forever home, no detail was overlooked. This beautifully appointed 2-bedroom, 2-bath split-bedroom villa offers a bright, open floor plan designed for comfortable living and entertaining. The stunning chef's kitchen features custom cabinetry, quartz countertops, a large center island, new stainless steel appliances, and a spacious dining area perfect for hosting family and friends. The expansive living room flows seamlessly into a 344-square-foot Florida room, providing generous additional living space for relaxing or accommodating guests. Throughout the home, you'll find elegant porcelain tile flooring, fresh interior paint, and beautifully renovated bathrooms with new vanities, sinks, toilets, and custom tile surrounds for both the tub and showers. The air-conditioned laundry room includes a new washer and dryer, utility sink, and new electric water heater. Additional major improvements include a new HVAC system, custom blackout shades, barn doors in the guest area, and all-new plumbing from the villa and laundry room to the street. Built with peace of mind in mind, the home features hurricane-impact windows in the bedrooms and bathrooms, hurricane shutters, and even upgraded flooring in the covered carport. The rear patio showcases attractive new pavers, a barbecue area, and a convenient storage shed. Best of all, this home is being offered turnkey furnished with upscale furniture, kitchen items and linens allowing you to move right in and start enjoying the Florida lifestyle. A complete list of improvements and furnishings is available in the supplements. Located in a private, vibrant 55+ community, residents enjoy access to a protected marina on Philippi Creek featuring 32 boat slips available on a first-come, first-served basis (waiting list may apply). Slips accommodate boats up to 24 feet as well as jet skis, with an annual lease of just $1,344. Community amenities include an on-site manager, clubhouse, fitness rooms, meeting room, and library. The location is exceptional—just minutes from Gulf Gate shopping center, Publix grocery, banking, restaurants, and public transportation. Detwiler's Farm Market is only steps away, downtown Sarasota is approximately 15 minutes away, and world-famous Siesta Key Beach is less than 10 minutes from your door. This remarkable residence must be seen in person to fully appreciate the quality, craftsmanship, and value it offers. Schedule your private showing today.

5468 Riverbluff Circle Unit V-40, Sarasota
$265,000
2 Beds ⋅ 2 Baths ⋅ Strathmore Riverside SubDv. ⋅ 34231 Zip Code
Welcome to Strathmore Riverside Villas, a desirable 55+ community in Sarasota offering the perfect blend of comfort and an active Florida lifestyle. This clean and well-maintained two bedroom, two bath home features luxury vinyl flooring throughout, a modern updated walk-in shower, and a spacious laundry room with plenty of storage. Enjoy low-maintenance living with access to fantastic community amenities including a heated pool, clubhouse, fitness room, marina, day docks, social events, and a variety of clubs and activities. Conveniently located near shopping, dining, healthcare, and Sarasota’s beautiful beaches.

2623 Riverbluff Parkway Unit V144, Sarasota
$325,000
2 Beds ⋅ 2 Baths ⋅ Ashton Lakes SubDv. ⋅ 34231 Zip Code
Welcome to Ashton Lakes, a maintenance-free community set on 33 acres of lush landscaping with four lakes — less than two miles from the beaches of Siesta Key. This beautifully maintained 2—bedroom, 2-bath residence has been thoughtfully updated throughout and delivers an easy blend of comfort, convenience, and coastal charm. Step inside to soaring vaulted ceilings and an abundance of natural light that gives the entire home an airy, light coastal feel. Sweeping lake views frame the living space, and a desirable one-car garage — a rarity at this price point — adds everyday practicality. The primary bath has been fully renovated, with additional updates in the guest bath, and a newly installed Murphy bed maximizes flexibility for guests, a home office, or both. Life at Ashton Lakes centers on its exceptional amenities: a recently updated clubhouse, two heated pools including a large pool with a dedicated lap lane, two tennis courts and four pickleball courts, shuffleboard, grilling stations, and more. A private footbridge connects residents directly to Merchants Mart shopping center, home to CVS, ACE Hardware, a Dollar store, restaurants, and Detwiler's Farm Market. You're also minutes from the Whole Foods anchored redevelopment at Sarasota Square and  Siesta Promenade, the new 24-acre mixed-use project at the northwest corner of U.S. 41 and Stickney Point Road. Downtown Sarasota and I-75 are both an easy reach. Recent updates include: HVAC in Jan 2026, deluxe fabric roller shade throughout in Feb 2026, murphey bed in Feb 2026, smart garage open in Feb 2026, refrigerator and washer in 2023, dry bar, primary bathroom, and guest bathroom.

5652 Ashton Lake Drive Unit 5652, Sarasota
$259,900
2 Beds ⋅ 2 Baths ⋅ Summerside SubDv. ⋅ 34231 Zip Code
Virtually Staged. Welcome to your slice of paradise just moments away from the world-renowned Siesta Beach! This meticulously updated first floor corner 2-bedroom, 2-bath condo offers a perfect blend of comfort, convenience, and coastal charm. Step inside to discover a thoughtfully designed open floor plan adorned with contemporary finishes and abundant natural light. The spacious living area invites you to unwind and entertain, featuring easy-to-maintain tile flooring and sliding glass doors that lead out to a private patio. The modern kitchen is a chef's delight, boasting quartz countertops, stainless steel appliances, and ample cabinetry for storage. Enjoy casual meals at the breakfast bar or gather with loved ones in the adjacent dining area, perfect for hosting dinner parties or intimate gatherings. Retreat to the tranquil primary suite, complete with laminate floor a walk-in closet, and a ensuite bath featuring a tiled walk-in shower and vanities. The secondary bedroom offers versatility and comfort, accompanied by a full bath with a tub/shower combo, ideal for guests or as a home office space. Additional highlights of this condo include in-unit laundry facilities, assigned parking, and access to a sparkling pool. With its prime location just a short drive from Siesta Key Beach, renowned for its vibrant dining, shopping, and entertainment options, this exceptional property presents a rare opportunity to embrace the quintessential Florida lifestyle. Don't miss out on the chance to make this your new home.

5797 Summer Side Lane Unit 7A, Sarasota
$249,900
2 Beds ⋅ 2 Baths ⋅ Castel Del Mare SubDv. ⋅ 34231 Zip Code
CASTEL DEL MARE - one of the most popular condo complexes in Sarasota, located near the south bridge to Siesta Key yet on the mainland. Enjoy a bike ride or walk to the world-famous beach awaiting you on the other side of the bridge which spans the Intracoastal Waterway. This 2-bedrooms/2-bath unit lies on the upper floor of a 2-story building almost in the center of the complex. New carpeting for the living room and bedrooms. Back enclosed lanai has access to the yard below. Inside unit stackable washer & dryer, or for the larger loads, there are laundry facilities on the grounds. For your pleasure, try some tennis, shuffleboard, or a swim in one of the 2 pools. In the evening, stroll to the beach to watch incredible sunsets. Make this your home all-year-around, or your winter hideaway to escape the cold northern weather. As an investment, you will never have a problem renting this unit. Within a 3-mile radius shops, eateries, banks, and medical facilities abound.

1640 Stickney Point Road Unit 201, Sarasota
$250,000
2 Beds ⋅ 2 Baths ⋅ Castel Del Mare SubDv. ⋅ 34231 Zip Code
Enjoy all the benefits of Siesta Key living—without the traffic! Ideally situated at the south entrance to Siesta Key in the sought-after waterfront community of Castel del Mare, this light-filled first-floor, 2-bedroom, 2-bath residence offers the perfect combination of comfort, convenience, and coastal lifestyle. Just moments from world-renowned Siesta Key Beach, you'll appreciate easy island access while remaining close to mainland shopping, dining, entertainment, and everyday conveniences. The thoughtfully designed 2 bedroom 2-bathroom floor plan features an inviting open-concept living and dining area enhanced by abundant natural light. The spacious living room flows seamlessly into the enclosed garden-view lanai, creating a peaceful space to enjoy your morning coffee, read a book, or unwind while overlooking the lush tropical landscaping. The kitchen offers warm wood cabinetry, generous storage, ample counter space, and a functional layout with pass through to the dining room that makes meal preparation effortless. The primary suite provides a tranquil retreat with a walk-in closet, en-suite bath featuring an updated vanity and walk-in shower, while the guest bedroom is generously sized and conveniently located near the second full bath—perfect for visiting family and friends, can easily be used as flex space accommodating a home office, reading nook, or hobby area. Beyond the residence, Castel Del Mare offers an exceptional collection of resort-style amenities, including two heated swimming pools, tennis and pickleball courts, shuffleboard, a clubhouse, kayak launch and storage, fishing, and a scenic waterfront boardwalk that winds throughout the beautifully landscaped community. Spend your days relaxing beside the bayfront pool, launching a kayak on the Intracoastal Waterway, watching dolphins and boats drift by, or taking in breathtaking Sarasota sunsets. With Siesta Key Beach just moments away and everything Sarasota has to offer within easy reach, this waterfront retreat delivers an exceptional combination of location, lifestyle, and value. Schedule your private showing today and experience the best of Florida waterfront living. Long-term tenant in place.

1638 Stickney Point Road Unit 38-102, Sarasota
$200,000
2 Beds ⋅ 2 Baths ⋅ Summerside SubDv. ⋅ 34231 Zip Code
Virtually Staged. Welcome to Summerside, a quiet, tree-canopied community tucked just minutes from the sugar-sand beaches of Siesta Key and the easy rhythm of Sarasota's Gulf Coast. This ground-level end unit is ready for some TLC, offered as-is as a blank canvas for the right buyer to renovate to their own taste. Being an end unit means no upstairs neighbor and no shared ceiling overhead, just a private, all-on-one-floor layout wrapped in mature tropical landscaping and swaying palms. For an investor looking to flip, craft a seasonal getaway, or add an income-producing rental to the portfolio, the bones, the layout, and above all the location make this one worth a close look. Inside, soaring cathedral ceilings and a skylight pull natural light across an open living and dining space that flows toward a screened lanai out back. Tile runs through the main living areas, both bedrooms are laid in wood-look plank flooring, and the home lives larger than its two-bedroom, two-bath plan suggests. The kitchen sits at the heart of it all with generous cabinetry, a pass-through breakfast bar open to the gathering space, and a sliding door to one of two private, fenced outdoor retreats. The primary suite is its own corner of calm, complete with a walk-in closet, a private bath, and sliding-glass access to the screened lanai. The second bedroom shares that indoor-outdoor connection with a slider to its own fenced patio and a full bath close by. A dedicated interior laundry room and a covered front entry with a gated courtyard round out the everyday practicality. Beyond your doorstep, Summerside offers a sparkling community pool framed by a wide paver sun deck, plenty of lounge chairs, and a shaded pavilion tucked beneath grand oak trees, the kind of low-key gathering spot that makes a neighborhood feel like home. Assigned carport parking and a friendly, established setting round out the appeal. With a little vision and some finishing work, this retreat can become exactly what you imagine, all moments from Siesta Key's world-famous shoreline and within quick reach of Sarasota's dining, shopping, and signature Gulf Coast lifestyle. Bring your vision and make it your own. **THIS PROPERTY QUALIFIES FOR A 1% LENDER INCENTIVE IF USING PREFERRED LENDER. INQUIRE FOR MORE DETAILS.**

5683 Summerside Lane Unit 25A, Sarasota
$125,000
1 Beds ⋅ 1 Baths ⋅ Gulf Gate Gardens SubDv. ⋅ 34231 Zip Code
Virtually Staged. Welcome to effortless Florida living in this beautifully updated 1-bedroom, 1-bathroom end-unit condominium, perfectly nestled within a peaceful, tree-lined community in the heart of Sarasota. Offering the added privacy of having no neighboring unit on one side, this light-filled residence blends modern style, low-maintenance living, and an unbeatable central location. Inside, you'll find a bright, open-concept floor plan designed for both comfortable everyday living and effortless entertaining. Luxury vinyl plank flooring, fresh neutral paint, and an abundance of natural light create a warm and inviting atmosphere throughout. The beautifully renovated kitchen is both stylish and functional, featuring timeless white shaker cabinetry, elegant marble-look countertops, stainless steel appliances, and generous cabinet storage. The spacious primary bedroom serves as a relaxing retreat, complete with sliding glass doors that open directly to the private screened lanai. Surrounded by lush tropical landscaping, this peaceful outdoor space is ideal for enjoying your morning coffee, unwinding after a long day, or embracing Florida's year-round indoor-outdoor lifestyle. The updated bathroom complements the home with a modern vanity, tasteful finishes, and a tub/shower combination. Adding even more value, the HOA fee includes water, sewer, trash, cable, and high-speed internet, allowing for truly worry-free living. This pet-friendly community welcomes two pets, and with no minimum ownership period required before leasing, the property presents an outstanding opportunity for full-time residents, seasonal homeowners, and investors alike. Ideally located just 7.8 miles from the world-famous Siesta Key Beach, approximately 15 minutes from vibrant Downtown Sarasota, and only 10 minutes to I-75, you'll enjoy convenient access to premier shopping, dining, golf courses, parks, medical facilities, Sarasota-Bradenton International Airport, and Florida's spectacular Gulf Coast beaches.

7217 Cloister Drive Unit 203, Sarasota
$160,000
2 Beds ⋅ 2 Baths ⋅ Tregate Manor SubDv. ⋅ 34231 Zip Code
Welcome to 2260 Stickney Point Road, Unit #324, an inviting 2-bedroom, 2-bath condominium nestled in the desirable Tregate Manor 55+ community in Sarasota. Located on the second floor, this well-maintained residence offers a bright and comfortable split-bedroom floor plan with approximately 951 square feet of living space. Enjoy your morning coffee or unwind in the evening from the screened-in lanai, where you'll overlook the beautifully landscaped gardens and sparkling community pool, creating a peaceful tropical setting. The open living and dining areas provide an ideal space for entertaining or relaxing, while the spacious primary suite features a walk-in closet and private bath. Perfectly situated just minutes from the powdery sands of Siesta Key Beach, this condo also offers convenient access to Gulf Gate's popular restaurants, shopping, entertainment, and everyday conveniences. Whether you're searching for a year-round residence, seasonal retreat, or affordable slice of paradise, this home offers the ideal Florida lifestyle.

2260 Stickney Point Road Unit 324, Sarasota
Start Your Search