South Sarasota Homes with Pool View

South Sarasota Homes with Pool View

Welcome to South Sarasota, a hidden gem nestled in the heart of Florida’s stunning Gulf Coast. Known for its lush landscapes, vibrant community, and proximity to pristine beaches, South Sarasota offers an idyllic lifestyle that perfectly balances relaxation and recreation. With its warm, sunny climate, this charming area is a haven for outdoor enthusiasts and families alike.

South Sarasota boasts a rich tapestry of cultural attractions, from art galleries to theaters, ensuring there’s always something to explore. The nearby Siesta Key Beach, consistently ranked among the best in the nation, invites residents to bask in its soft, white sands and crystal-clear waters. With ample parks, nature trails, and golf courses, outdoor adventures are just around the corner.

For those seeking a home that embodies the essence of Florida living, South Sarasota features an array of stunning properties with breathtaking pool views. Imagine waking up each morning to the gentle sound of water lapping against the pool’s edge, surrounded by tropical landscaping that creates a private oasis. These homes provide the perfect backdrop for entertaining guests or enjoying peaceful evenings under the stars.

Whether you’re looking for a cozy retreat or a luxurious estate, South Sarasota's real estate market offers something for everyone. With the added allure of homes featuring pool views, you can indulge in the ultimate Florida lifestyle, where relaxation and enjoyment are just a dip away. Discover your dream home in South Sarasota and embrace the vibrant lifestyle that awaits you in this enchanting coastal paradise!

Newest South Sarasota Homes with Pool View

$2,095,000
4 Beds ⋅ 4 Baths ⋅ Oyster Bay Estates SubDv. ⋅ 34231 Zip Code
Set on nearly half an acre in the heart of Oyster Bay Estates, this beautifully maintained and remodeled residence enjoys one of Sarasota's most sought-after addresses. Perfectly positioned West of the Trail, just minutes from Siesta Key, The Field Club, Southside Village, and downtown Sarasota, it offers an enviable location in the epicenter of Sarasota. Designed entirely on one level, the home spans more than 3,600 square feet with a floor plan that feels just as relevant today as when it was built. A welcoming entrance opens beneath soaring cathedral ceilings, while the living room, family room, kitchen, and outdoor spaces connect effortlessly, creating a natural flow throughout the home. Large sliding glass doors open to the pool and spa, creating a seamless connection between the home's interior living spaces and its treed outdoor entertaining areas. Privately positioned, the primary suite serves as a peaceful retreat with a spacious walk-in closet and an oversized bath. Three additional bedrooms provide comfortable accommodations for family and guests, with one thoughtfully incorporating a built-in office, offering flexibility for those who work from home. Zoned for highly regarded Phillippi Shores Elementary, the home is equally well suited for growing families as it is for those seeking the convenience of single-story living. The open kitchen has been updated with stone countertops and stainless appliances. Equally appealing are the features that provide everyday confidence. Situated in a preferred X flood zone, the home is equipped with a metal roof with enhanced hurricane tie-downs, impact-rated windows and doors, and a private irrigation well. Practical improvements add lasting value while making ownership that much easier. Perhaps its greatest strength is the flexibility it offers. Move in and enjoy it exactly as is or gradually make it your own over time. The location, the lot, and the floor plan provide an exceptional foundation, allowing the next owner to personalize the home without ever compromising what makes it so special.

1511 N Lake Shore Drive, 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
$648,000
4 Beds ⋅ 2 Baths ⋅ Gulf Gate SubDv. ⋅ 34231 Zip Code
Welcome to the highly sought-after Gulf Gate community, where coastal living meets convenience! Ideally located less than two miles from the area's world-famous beaches, this beautifully updated, turnkey furnished four-bedroom, two-bath residence offers the perfect blend of comfort, style, and functionality. Designed with entertaining in mind, the open-concept floor plan features a stunning, completely remodeled kitchen with shaker cabinetry, stainless steel appliances, and generous prep space overlooking the spacious living and dining areas. Sliding doors lead to a covered lanai and sparkling heated pool, creating the ideal indoor-outdoor Florida lifestyle. The private primary suite is a relaxing retreat, complete with a walk-in closet, dual vanity, and beautifully updated walk-in shower. Three additional guest bedrooms and an updated guest bath provide plenty of space for family and visitors. Step outside to enjoy your own backyard oasis featuring a brand-new fenced yard, outdoor shower, heated pool, and ample room to relax or entertain. Situated on an oversized corner lot, the home also offers a circular driveway, abundant parking, a spacious laundry room, and plenty of storage. Recent improvements include luxury vinyl plank flooring, a new roof, new fencing, repiping, and a newer A/C (2020), providing peace of mind for years to come. Located in the desirable deed-restricted Gulf Gate neighborhood with an optional HOA, this exceptional property is just minutes from award-winning beaches, restaurants, shopping, and everyday conveniences. Whether you're searching for a primary residence, seasonal getaway, or income-producing investment, this home offers outstanding rental potential in one of Sarasota's most desirable locations.

6515 Colonial Drive, Sarasota
$1,925,000
3 Beds ⋅ 2 Baths ⋅ Bay View Acres SubDv. ⋅ 34231 Zip Code
ATTENTION BOATERS!! Waterfront dream home – move-in ready! Just a quick (429 yard) boat ride to the ICW - no bridges - a straight shot to the water. Head out to the newly opened Midnight Pass where pristine waters flow freely into the Gulf. 10,000 pound boat lift - gorgeous trex decking - 45+ foot dock with fish stand. Walk to Siesta Key. This beautifully updated waterfront residence offers refined Florida coastal living in a truly exceptional setting. Positioned on a picturesque “Y” intersection of two canals, the property provides serene water views, privacy, and effortless access for deep water boating and outdoor enjoyment—just minutes from Siesta Key’s renowned white sand beaches. A stately approach framed by mature oaks and professional landscaping leads to a custom paver drive and striking hurricane-impact glass entry. Inside, the open, light-filled floor plan showcases original terrazzo and travertine flooring, PGT impact windows, and seamless indoor-outdoor flow. Impact French doors open to expansive gardens, tranquil fountains, a private pool, and classic Chicago brick pavers. Designed for entertaining, the home features multiple outdoor living spaces, including an expansive Trex deck overlooking the canal, a pergola, screened patio, boat dock and covered cabana. The kitchen is appointed with quartz countertops, ceiling-height shaker cabinetry, stainless steel appliances, reverse-osmosis water, and generous windows overlooking the backyard. Living and dining spaces flow effortlessly, complemented by a separate family room, opening to a screened lanai. Renovated guest accommodations complete the main level with 2 bedrooms including sun-drenched guest room, office with Murphy bed and full bath. The second level is devoted entirely to the primary suite, a private retreat with resort quality features as: hardwood floors, water views in every direction, French doors with retractable screens, a private balcony, and a spa-inspired bath with dual vanities, a Carrara-tiled walk-in shower, and custom walk-in closets. Ideally located near Siesta Key, downtown Sarasota, and the region’s cultural, dining, and shopping destinations. Evening relaxation - picture this: you’ve had an amazing day on the water and now you’re ready to cook up your catch right in your own backyard. Perfect sunset dinner awaits! This waterfront gem offers everything you need for the ultimate boaters lifestyle – easy access, premium amenities, and the perfect set up for enjoying your evenings. Ready to make waves in your new home? **No hurricane damage. HOME NOT IN A FLOOD ZONE.

1827 Baywood Drive, Sarasota
$519,000
3 Beds ⋅ 2 Baths ⋅ Jackson Highlands SubDv. ⋅ 34231 Zip Code
Location! Location! Location! NO FLOOD ZONE!SOLAR PANEL! NEW POOL CAGE!NEW FRONT FENCE PLUS SLIDING GATE! If you want total privacy, come check out this beautiful 3/2 Pool Home. This home has been almost fully updated, roof 12/2018 with transferable warranty, AC 6/2016, AC ducts 12/2018, bathrooms and flooring throughout the house 3/2017, water heater 2019, dishwasher 11/2020, full privacy fence 6/2020 and the house has been hooked up to public water 2019 and public sewer 2020. No need to worry about hurricanes. Hurricane Shutters have been installed 10/2020. You will find a tropical oasis in your totally private back yard. Pool with hot tub and large deck is surrounded by mature trees, including fruit trees, mango, Persian lime, bananas, papaya, avocado trees and pineapples. Walking distance to Riverview High School, shopping, 2 miles to the very famous and gorgeous Siesta Key Beach and just 10 minutes to beautiful downtown Sarasota. No deed restrictions.Conveniently located minutes away from I-75 and Tamiami Trail, this property offers excellent accessibility. Sarasota itself is a fantastic place to call home, with its central location providing easy access to shopping, dining, golfing, entertainment, medical facilities, award-winning beaches. Plus, you'll have effortless access to several airports, including Punta Gorda, Sarasota, Fort Myers, and Tampa.Experience the best of Florida with nearby beaches, golf courses, and outdoor recreational activities just a short drive away. Don't miss out on the chance to own this extraordinary home.

2445 Apache Street, Sarasota
$1,915,000
4 Beds ⋅ 4 Baths ⋅ Pine Bay SubDv. ⋅ 34231 Zip Code
A rare opportunity within the coveted West of Trail enclave of Pine Bay, this beautifully renovated residence is nestled on a quiet dead-end street near the historic Field Club and offers the perfect blend of privacy, sophistication, and convenience. Designed for effortless Florida living, this 4-bedroom, 3.5-bath home is filled with natural light, soaring vaulted ceilings, clerestory windows, and dramatic walls of glass. Twelve sets of sliding doors blur the line between indoors and out, wrapping around a stunning screened courtyard with a heated pool and spa to create a private resort-like setting rarely found at this price point. The thoughtfully redesigned interior showcases quartz countertops, custom cabinetry, designer finishes, induction cooking, rich engineered hardwood flooring, custom built-ins, and integrated smart home technology. Every space has been curated for both comfortable daily living and elegant entertaining. Outside, mature tropical landscaping surrounds the renovated pool and spa, featuring new tile, resurfacing, 2026 pump, expanded deck areas, upgraded drainage, landscape lighting, irrigation, and a remote-controlled privacy screen, creating an extraordinary outdoor retreat for gatherings, relaxation, or movie nights under the stars. Peace of mind comes with substantial recent improvements including 2020 renovated kitchen and baths, 2020 tile roof on the main residence, Miami/Dade hurricane-rated glass and doors, 2024 Kohler whole house generator, Savant smart home system with electric blinds, whole house Puronics water purification system, seamless gutters with gutter guards, updated electrical panel, and a 3 car garage with an air conditioned bay. Just minutes from Siesta Key Beach, Downtown Sarasota, Southside Village, Sarasota Memorial Hospital, and world class dining, shopping, and cultural attractions, this exceptional West of Trail residence delivers the privacy of a hidden enclave with the convenience of Sarasota’s most desirable destinations at your doorstep.

1428 Pine Bay Drive, Sarasota
$595,000
4 Beds ⋅ 2 Baths ⋅ Riverwood Pines SubDv. ⋅ 34231 Zip Code
Welcome to this beautiful 4-bedroom, 2-bath pool home featuring an open-concept layout and numerous recent updates, including new flooring and a newer roof. This move-in-ready property offers a maintenance-free yard and is situated on a spacious oversized cul-de-sac lot with ample parking space for your cars, boats, toys, and guests. The home also features an oversized 2-car garage, a gorgeous dining area, and is being sold fully furnished, making it ideal as a primary residence, second home, or investment property. Located in a highly desirable school zone, this home is only a 12-minute drive to Siesta Key Beach, close to shopping and dining, and just 4.5 miles from Downtown Sarasota. With no HOA or CDD fees and no rental restrictions, this property offers endless flexibility and an incredible opportunity to enjoy the Florida coastal lifestyle. Bring your toys and start living the Florida dream today!

2315 Riverwood Pines Drive, Sarasota
$305,000
2 Beds ⋅ 2 Baths ⋅ Oak Forest Villas SubDv. ⋅ 34231 Zip Code
One or more photo(s) has been virtually staged. Just minutes from world-famous Siesta Key, this beautifully updated maintenance-free villa offers the perfect blend of comfort, convenience, and Florida lifestyle living. Nestled in a peaceful, tree-lined community with lush mature landscaping, you’ll enjoy being close to shopping, dining, entertainment, and everything you could want in Sarasota. This spacious 2-bedroom, 2-bath residence is thoughtfully designed for both everyday living and entertaining. The bright and inviting enclosed lanai and additional living room provides flexible bonus space ideal for a home office, hobby room, formal dining area, or simply relaxing while taking in tranquil wooded views. Inside, you’ll find numerous upgrades and features, including all new flooring, an updated kitchen and new appliances in (2024) enhanced with skylights for abundant natural light, updated bathrooms, and generous walk-in closets in both the primary and guest bedrooms. Major improvements include a new paver driveway and front walkway (2024), and a new roof (2021). Additional highlights include an oversized laundry room complete with cabinetry, folding station, and utility sink, plus a 2-car attached garage. Whether you’re seeking a year-round residence or seasonal retreat, this charming villa offers low-maintenance living in an exceptional location. This fantastic community is not an age restricted community, is pet friendly and offers tennis, pickleball, heated pool and clubhouse. Schedule your private showing today and discover why this delightful community is such a wonderful place to call home. Located NOT in a flood zone and NO CDD fees.

4793 Oak Forest Drive W Unit 46, Sarasota
$1,450,000
10 Beds ⋅ 5 Baths ⋅ Grove Park SubDv. ⋅ 34231 Zip Code
LOCATION LOCATION LOCATION! Sarasota's hottest zip code is Presenting a strong multifamily investment opportunity just minutes from Siesta Key, this 5-unit hotel/ motel property offers current income, flexible rental options, and long-term upside in one of Sarasota’s most desirable rental markets. Located in a non-flood zone approximately 4 miles from Siesta Key Beach, the property is well positioned for long-term tenants, seasonal rentals, or potential short-term rental strategies. The building includes five 2-bedroom, 1-bath units, each offering broad tenant appeal and turnkey convenience. Long-term tenants are currently in place, while the property has the availability to hold a motel/hotel license, creating additional flexibility for future ownership and rental operations. Investor-friendly features include individually metered utilities, public water and sewer, paved parking, no required flood insurance, and reported general liability insurance of approximately $460. Recent improvements include exterior paint in 2024, remodeled kitchens in Units 2, 3, and 4 in 2024, updated bathrooms, major plumbing replacement completed in 2009 and 2010, roof replacement in 2014, blown-in roof insulation. The property also offers private amenities that help set it apart from typical multifamily options, including a heated and cooled swimming pool, screened patio room, and tropical outdoor space designed to enhance tenant or guest enjoyment. With current income, multiple rental strategy options, turnkey units, and a prime Sarasota location near Siesta Key, this property is a compelling opportunity for investors seeking cash flow, flexibility, and long-term appreciation potential. Schedule your private showing today.

4001 Groveland Avenue, Sarasota
$339,000
2 Beds ⋅ 2 Baths ⋅ Castel Del Mare SubDv. ⋅ 34231 Zip Code
Enjoy the coastal Sarasota lifestyle just minutes from world-famous Siesta Key Beach! Located in the waterfront community of Castel Del Mare, this turnkey furnished 2-bedroom, 2-bath condo combines comfort, convenience, and scenic surroundings in one of Sarasota’s most desirable locations. Inside, the condo features over 1,000 sqft of space with an open living and dining area, laminate flooring, and direct access to the spacious glass-enclosed lanai overlooking lush greenery and the community tennis court. The updated kitchen is designed for both function and style, with solid surface counters, stainless steel appliances, generous cabinet storage, and tiled backsplash. The primary suite offers a spacious walk-in closet and private en-suite bath, while the secondary bedroom includes simple closet space and easy access to the second full bathroom. This residence is ready for immediate enjoyment as a full-time home, seasonal retreat, or investment opportunity. Castel Del Mare is a beautifully maintained intracoastal waterfront community featuring resort-style amenities including two heated pools, tennis courts, kayak storage and launch access, a club house, grilling areas, walking paths, and scenic waterfront seating areas perfect for watching sunsets over Sarasota Bay. Residents also enjoy elevator access, assigned parking, and easy access to a variety of shopping, dining, and boating opportunities. Positioned just over the south bridge to Siesta Key, this location places you moments from powder-soft Gulf beaches, waterfront restaurants, marinas, and vibrant entertainment options. Whether enjoying a day at the beach, exploring nearby nature preserves, or dining along the water, this property delivers the ideal blend of relaxation and access!

1624 Stickney Point Road Unit 1624-208, Sarasota
$1,199,000
3 Beds ⋅ 4 Baths ⋅ Bath And Racquet SubDv. ⋅ 34231 Zip Code
Under Construction. Condominium Unit A2-305. This 3rd Floor, Single Level FLAT, offers 1,743sf of "Penthouse Like" Wall of Glass Views! Massive 34' X 20' Kitchen & Living Area w/ Small Balcony overlooks the Terrace Level overlooking Massive Amounts of Greenery & Palm Trees!!! The Kitchen is Huge with a very Large Island with Bosch DownDraft Cooktop and provides Eating/Entertaining/Cooking Options Galore! The Primary Suite includes Walk-in Closet & Glamour Bath. A 2nd Ensuite Bedroom/Bath also has a Walk-in Closet & Glamour Bath providing a 2nd "Primary Suite". You’ll find peace of mind in the Rock Solid Construction, Impact Glass Windows & Doors, Extraordinary Architectural Design & Superb Finishes!!! ____________________________________________________________________________________________________________________ABOUT SARASOTA BATH + RACQUET RESIDENCES & CLUB . . . An Icon Reimagined!!! For Half a Century, the original Sarasota Bath & Racquet Club stood as a social & athletic cornerstone to Sarasota & the Gulf Coast. Built in 1969, just off Bee Ridge Road, the private tennis club quickly became Sarasota’s heartbeat. Lifelong friendships were forged across clay courts. Laughter echoed over the pool deck. Championship tennis drew the eyes of the world on Sarasota! During the 1970s, the Bath & Racquet hosted the Virginia Slims of Sarasota, bringing icons like Chris Evert & Martina Navratilova to our local courts. Through the decades that followed, the club expanded to nearly 30 courts, added racquetball and squash courts, a sprawling 40,000 square foot fitness center, and a social scene that reflected Sarasota’s golden era of recreation and community. Generations grew up here. They learned the game, celebrated milestones, and found a second home under the banyan trees. The reputation got out and notable, ranked players from all over the world would show up for a visit while vacationing in Florida. But, without a housing element, time took its toll. By the late 2010s, age and the pause of the Covid-19 pandemic left the storied facility shuttered; it’s once-bustling courts silent. Then came a vision!!! In 2022, after careful planning and a spirit of preservation, The Bath & Racquet Icon was Reimagined! The Plan ... a contemporary upscale community honoring its legendary past while expanding Sarasota’s current style of modern downtown living. Legacy, meet Urban Contemporary Lifestyle! 256 luxury condominiums were approved on the same lush, walkable setting while requiring the perfect balance of Architecture, Landscaping & Preservation. The housing component is now in place to assure the New Club a vibrant future! The new Bath + Racquet Club is being built on the exact site, but is independent from the condominiums, allowing each owner the freedom of choice to join the Bath + Racquet or simply to live in Urban Luxury and enjoy nearby Siesta Key, Lido Key and downtown Sarasota. The new club will feature INDOOR Tennis, Pickleball & Padel Courts PLUS OUTDOOR Tennis, Pickleball & Padel Courts. The Club will also serve its Elite Membership with a massive Members Private Pool, Restaurant & Lounge, Fitness Center equipped by world leader TechnoGym, Spa, Sauna, Massage Room, Cold Plunge, Childrens Rec Area, Juice Bar, Pro Store & now...In-Resident Dining; Chef's staff will deliver dinner to your Residence! Today, we live in such a "Disposable World", it's truly refreshing that the Developers Reimagined and Rebuilt a local ICON to the Extraordinaire!

2170 Robinhood Street Unit A2-305, Sarasota
$4,825,000
4 Beds ⋅ 5 Baths ⋅ Oyster Bay Landings SubDv. ⋅ 34231 Zip Code
Privately positioned in gated Oyster Bay Landings with water views stretching down a short canal to Sarasota Bay, this stunning iconic masterpiece from world-renowned architect Guy Peterson is a breathtaking example of the Sarasota School of Architecture’s style and vision. A comfortable modernistic ambiance flows freely throughout the 5,428 sq. ft. of open living where walls of glass capture spectacular displays of the cerulean blue water and evening skies of fiery beauty. No detail has been overlooked. No expense has been spared. Architecturally striking, this 4-bedroom, 4.5-bath waterfront residence is the ultimate indulgence offering rarity, cachet and grandeur. Dock with 2 lifts is conveniently situated on a waterway unencumbered by any bridge. Floor to ceiling windows frame expansive vistas and abundant natural light complements the thoughtfully-appointed and expertly-planned space. Over 4,000 square feet of outdoor area is inviting and festive, and presents unique vantage points to deliver an exhilarating experience. Expansive terraces promote seamless indoor-outdoor living. Covered entertaining is abundant among the verdant tropical gardens and immaculately manicured grounds. Resort-style amenities including an elevator, courtyard with fire pit and heated pool/spa, and breathtaking reflecting pool with fountain. The stunning kitchen is a culinary delight and complemented by an extravagant amenities package of top-tier appliances, island with seating for 6, 20-ft. long counter for 2 desk workstations, side-by-side but separate refrigerator and freezer, 2 dishwashers, and deep walk-in pantry. The family room is equipped with built-in entertainment wall and opens to a waterfront patio with outdoor cooking center. The great room has travertine floors and cypress ceiling detail, and the office provides a desk with stone countertops and plenty of solid wood cabinetry. A 400-bottle wine room is the highlight of the gaming area with wet bar, electric shades and unique glass chandelier. On the second level are spa-inspired en-suite bedrooms with custom closet systems and elevated ceilings. A 30-ft. bridge leads to the master wing highlighted by incredible water views, sitting room with morning bar, and home gym/office. The primary bath creates an immersive experience with a 16-ft. long dressing hall with a wall of built-ins and mirrors, large walk-in specialty closet, multi-faceted shower, deep soaker Jacuzzi tub, separate bidet and laundry chute. In addition, there are two laundry areas, an elevator from ground level to the 2nd and 3rd floors, Creston music and lighting system, Generac generator, and 4-car garage. In one of Sarasota’s most coveted locations along the waterfront, this home redefines coastal living is just minutes from beaches, golf, fine dining and downtown Sarasota’s beloved arts and cultural offerings. When scheduling your exclusive tour of this amazing MODERN waterfront estate, make sure to allow plenty of time for exploring its incredible features, both inside and out. It must be seen in person to be fully appreciated. Even the most discerning buyer will fall in love!

1404 Kenilworth Street, Sarasota
Start Your Search