South Sarasota Homes with Private Pool type

South Sarasota Homes with Private Pool type

Welcome to South Sarasota, a hidden gem nestled in the heart of Sarasota County, Florida. This vibrant area is renowned for its stunning natural beauty, friendly communities, and an enviable lifestyle that seamlessly blends relaxation with recreation. With its picturesque landscapes and proximity to the sparkling Gulf of Mexico, South Sarasota offers an idyllic setting for those seeking a slice of paradise.

One of the standout features of homes in this charming city is the abundance of properties boasting private pools. Imagine stepping out of your beautifully designed home into your own personal oasis, where you can soak up the Florida sun or take a refreshing dip whenever you please. These private pools not only enhance your outdoor living experience but also provide a perfect space for entertaining friends and family, or simply unwinding after a long day.

South Sarasota is also home to a variety of amenities, including exquisite dining options, boutique shopping, and vibrant cultural attractions. The nearby Siesta Key and Turtle Beach offer pristine shorelines and recreational activities, ensuring that you and your loved ones can enjoy the best of coastal living. With a strong sense of community and a range of outdoor activities, South Sarasota is perfect for families, retirees, and anyone looking to embrace a laid-back lifestyle.

Whether you’re searching for a charming single-family home or a luxurious estate, South Sarasota’s real estate market has something for everyone. Dive into the refreshing world of private pool homes and discover your dream oasis in this beautiful Florida city today!

Newest South Sarasota Homes with Private Pool type

$769,500
3 Beds ⋅ 2 Baths ⋅ Riverwood Estates SubDv. ⋅ 34231 Zip Code
Welcome home to paradise in Riverwood Estates one of Sarasota’s most desirable and established communities! Nestled on an expansive over half an acre lot adorned with newly installed lush landscaping, this 3-bedroom, 2-bathroom residence effortlessly combines long-term peace of mind with sensational resort-style living. Major recent upgrades provide complete reassurance, including a brand-new roof installed in 2025 and a top-of-the-line HVAC system added in 2026. From the moment you step inside, you will love the airy feel created by grand cathedral ceilings and bright skylight that fill the main living areas with natural sunlight. Cool tile flooring stretches throughout the entire home, complemented by ceiling fans in every room for maximum year-round comfort. The central living space centers around a classic wood-burning fireplace, while the updated kitchen (remodeled in 2022) serves as the heart of the home with modern finishes and effortless functionality. Step through the sliding glass doors into your private outdoor oasis! The outdoor living space is an absolute crown jewel! Expanded in 2022, the spectacular backyard features an incredible pavilion with a custom outdoor kitchen and bar, making poolside entertaining an absolute dream. Relax on the screened patio or step out into the refreshing swimming pool, which was converted to a low-maintenance saltwater system in 2025. The spacious owner’s suite serves as a true sanctuary, featuring direct access to the patio and pool area so you can wake up to refreshing water views every morning. Its modern ensuite bathroom boasts a tranquil soaking tub alongside a separate, beautifully updated shower. Location is everything, and this property delivers access to the very best of Sarasota! Situated just minutes from top-rated schools, vibrant shops and dining at the Landings Shopping Center, the world-famous white sands of Siesta Key Beach, and the bustling arts scene of downtown Sarasota, you are perfectly positioned to enjoy world-class coastal living. Whether you are splashing in the pool or relaxing under the shady trees on your massive lot, this remarkable property is ready to welcome you home!

4711 Placid Circle, Sarasota
$11,375,000
4 Beds ⋅ 8 Baths ⋅ Oyster Bay Estates SubDv. ⋅ 34231 Zip Code
Some properties offer a view. This extraordinary 1.41 acre Oyster Bay estate offers an entire waterfront world of its own and is one of the best waterfront locations that Sarasota has to offer, with more than 430 feet along Sarasota Bay and a setting that feels virtually irreplaceable. Spanish and Mediterranean inspired architecture lends warmth, character, and timeless sophistication to this remarkable six bedroom residence, while its expansive shoreline creates a front row seat to spectacular sunsets, passing boats, and the natural beauty of Sarasota’s coastal landscape. With access to the Intracoastal Waterway and Gulf of Mexico, this is a rare opportunity for the luxury buyer who believes life is best lived on the water. Spanning more than 10,000 total square feet, with nearly all principal living areas on one level, the home was created for both grand entertaining and relaxed waterfront living. Dramatic ceilings, distinctive architectural details, expansive windows, and a spectacular gallery space with an interior fountain establish a sense of occasion, while multiple intimate gathering areas make the estate equally comfortable for everyday life. A commercial grade chef’s kitchen with professional appliances is equipped for effortless entertaining, from elegant dinners to large celebrations. The primary suite is a private sanctuary framed by beautiful bay views, featuring an expansive custom wardrobe and an indulgent bath with soaking tub, oversized shower, and dedicated massage and sauna room. Five additional bedroom suites provide exceptional privacy for family and guests, each with its own bath and generous storage. Beyond the interiors, the estate unfolds like a private resort. A swimming pool, tennis court, fitness room, billiard room, private office, three car garage, abundant storage, and permitted dock replacement create a property designed for recreation, relaxation, and life on the water. A new roof completed in 2024 adds further value and peace of mind. The address is equally exceptional. Oyster Bay Estates places you near The Field Club, Siesta Key, Southside Village, Sarasota Memorial Hospital, and Downtown Sarasota, offering remarkable access to world class beaches, boating, fine dining, shopping, arts, and culture while remaining tucked within a prestigious waterfront enclave. For those with an even greater vision, the magnificent acreage and extraordinary bay frontage also present the opportunity to create a completely new custom waterfront estate. The property may offer potential for division into two buildable homesites if the existing residence is removed, subject to verification and applicable approvals. With its commanding Sarasota Bay frontage, boating access, acreage, privacy, and coveted location, 1136 N Lake Shore Drive is not simply a place to live. It is the opportunity to claim an extraordinary piece of Sarasota’s waterfront lifestyle.

1136 N Lake Shore Drive, Sarasota
$180,000
2 Beds ⋅ 2 Baths ⋅ Sienna SubDv. ⋅ 34231 Zip Code
Tour 1 Come see this very modern, 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. This ground floor unit has a very favorable front door, designated parking space. Also, a private fenced in back yard is included!! 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. This unit has maintained great rental history for the investor.

3427 Clark Rd Unit 127, Sarasota
$629,500
2 Beds ⋅ 2 Baths ⋅ Marblehead SubDv. ⋅ 34231 Zip Code
Welcome to this beautifully maintained, move-in-ready 2-bedroom, 2-bathroom Sarasota pool home, offering the perfect combination of comfort, flexibility, location, and the quintessential Florida lifestyle. A versatile bonus/flex room provides additional living space and can easily be used as a home office, den, media room, studio, or potential third bedroom, depending on your needs. Step outside and enjoy your private screened-in swimming pool, surrounded by beautifully maintained outdoor spaces and lush landscaping. Whether you’re relaxing by the pool, entertaining guests, enjoying your morning coffee, or simply taking advantage of Florida’s year-round outdoor lifestyle, this home provides the perfect setting. The home has been thoughtfully maintained and updated, including: Kitchen pantry remodel 2024, Closet organizers in both bedrooms – 2022, Kitchen appliances 2022, A/C compressor coil replaced 2024, Complete A/C system replaced 2017, Water heater 2026, Garage epoxy flooring and built-in cabinet – 2018.Prime Sarasota Location!!Enjoy the convenience of a central Sarasota location with easy access to beaches, shopping, dining, entertainment, medical facilities, and more. The home is approximately: 5.5 miles to Turtle Beach, 4 miles to Siesta Key Beach, 12 miles to UTC Mall. This desirable location allows you to enjoy the best of Sarasota from beautiful Gulf Coast beaches and outdoor activities to shopping, restaurants, and entertainment all within easy reach. Lower Cost of Ownership. The property also offers the significant benefit of NO CDD fees and a low HOA, helping keep ownership costs lower while allowing you to enjoy everything Sarasota. Whether you’re searching for a full-time residence, Florida vacation or seasonal home, retirement retreat, or investment property, this home offers exceptional versatility and an appealing lifestyle combination of a private pool, flexible living space, thoughtful updates, beautiful outdoor areas, and a convenient Sarasota location. Don’t miss your opportunity to own a well-maintained pool home in one of Sarasota’s desirable areas. Schedule your private showing today!

2557 Marblehead Drive, Sarasota
$6,000,000
4 Beds ⋅ 5 Baths ⋅ Aqualane Estates SubDv. ⋅ 34231 Zip Code
Some homes are built. Others are envisioned. 1516 Ridgewood is the result of an uncompromising pursuit of excellence—a California Pacific Palisades-inspired waterfront estate where timeless architecture, extraordinary craftsmanship, and Sarasota's coveted boating lifestyle converge into one remarkable residence. Completely reimagined with virtually every surface, system, and space thoughtfully transformed, this exceptional home was designed to live as beautifully as it looks. Sunlight pours through expansive impact glass, illuminating sophisticated interiors where clean architectural lines, custom finishes, and seamless indoor-outdoor living create an atmosphere of effortless elegance. Every detail reflects a commitment to quality rarely found in today's market. Anchoring the home is a spectacular chef's kitchen designed for both culinary excellence and unforgettable entertaining. An extraordinary suite of Wolf and Sub-Zero appliances—including an eight-burner gas range with griddle, built-in coffee system, Cove dishwasher, designer refrigeration, oversized pantry, and a dramatic entertaining bar—is complemented by custom cabinetry, multiple beverage centers, ice makers, and a stunning temperature-controlled glass wine room worthy of the finest private collections. The primary suite offers a tranquil retreat inspired by the world's finest luxury resorts, while beautifully redesigned guest suites provide exceptional comfort and privacy. Throughout the residence, Turkish shell stone flooring, TruStile doors, EMTEK hardware, floating custom cabinetry, Level 5 wall finishes, and designer appointments create an understated elegance that feels both warm and sophisticated. Behind the walls lies a level of engineering that is seldom seen. A state-of-the-art Josh AI automation system seamlessly integrates lighting, climate, security, audio, and mechanical systems into one intuitive platform, placing the entire home at your fingertips. Whole-home True Audio speakers, buried fiber connectivity, dedicated IT infrastructure, multiple wireless access points, and integrated security provide technology equal to the home's extraordinary design. Constructed with longevity in mind, the residence showcases impact-rated windows and doors, concrete block construction, spray foam insulation, a standing seam metal roof, elevated mechanical systems, new electrical service, new plumbing, new water and sewer infrastructure, WiFi-enabled tankless water heaters, and countless improvements that reflect an unwavering commitment to enduring quality. Outside, the boundaries between home and resort disappear. A completely reimagined pool, expansive terraces, architectural ceilings, lush tropical landscaping, dramatic landscape lighting, and a fully appointed Wolf outdoor kitchen create an extraordinary backdrop for entertaining beneath Sarasota's spectacular sunsets. For boating enthusiasts, the experience is simply unmatched. With newly dredged water access, newer dock, and no bridges to Sarasota Bay, spontaneous afternoons on the water and unforgettable Gulf sunsets become part of everyday life. More than a luxury residence, 1516 Ridgewood is a home that inspires. It is the rare combination of visionary design, uncompromising construction, intelligent technology, and an incomparable waterfront setting—created for those who believe true luxury is measured not only by beauty, but by the extraordinary way a home makes you feel.

1516 Ridgewood Lane, Sarasota
$1,375,000
4 Beds ⋅ 2 Baths ⋅ Coral Cove SubDv. ⋅ 34231 Zip Code
Positioned west of the Trail in Sarasota’s highly sought-after Coral Cove neighborhood, 1901 Upper Cove Terrace offers one of the area’s most compelling deep-water waterfront opportunities, pairing boating access, updated mid-century character, and an exceptional Sarasota lifestyle setting. Priced below appraisal. Set on an oversized 0.35-acre lot with 75 feet of canal frontage, this 4-bedroom, 2-bath residence spans 2,105 square feet and was thoughtfully updated in 2024 to enhance its mid-century modern character while preserving the spirit of its 1968 origins. For boaters, the value is exceptional. The property features deep-water dockage, no fixed bridges, direct Gulf access, a new lifetime vinyl bulkhead, 30-amp shore power, and a private dock that accommodates up to a 45-foot vessel. Outdoor living is central to the home, with a screened pool and spa, covered entertaining areas, and seamless indoor-outdoor flow. The property also offers room for boat and RV parking, plus a large attached workshop garage with two Level 2 EV chargers. Located in Coral Cove, residents enjoy access to a private neighborhood park and boat ramp through the community’s voluntary neighborhood association, adding another layer of boating, fishing, kayaking, and Gulf-access lifestyle appeal. Highlights include: west of the Trail location, Coral Cove neighborhood, private park and boat ramp, 4 bedrooms, 2 baths, 2,105 SF, 0.35-acre lot, 75’ canal frontage, deep-water dockage, no fixed bridges, direct Gulf access, new lifetime vinyl bulkhead, dock for up to a 45’ boat, screened pool and spa, boat/RV parking, workshop garage, and two Level 2 EV chargers.

1901 Upper Cove Terrace, Sarasota
$1,075,000
6 Beds ⋅ 4 Baths ⋅ Roselawn SubDv. ⋅ 34231 Zip Code
Discover this turnkey duplex — a fully updated 6-bed, 4-bath property (3 bedrooms and 2 baths per unit) offering exceptional income potential in a prime location. Each spacious unit features modern finishes and thoughtful layouts for comfortable living. Enjoy private oasis backyards with dedicated heated pools and fully fenced privacy on both sides — perfect for tenants seeking resort-style relaxation without sharing space. Separate entrances from Roselawn Street and Hansen Street. Recent upgrades include a new metal roof (2025) and comprehensive updates throughout, ensuring low maintenance and strong rental appeal. This duplex is an excellent investment, currently positioned to generate reliable income in a high-demand Sarasota rental market. Central Sarasota location provides easy access to world-famous Siesta Key Beach (minutes away via North Siesta Key Bridge), shopping, restaurants, parks, and everyday conveniences. Quick drives to downtown Sarasota, I-75 make it ideal for residents and investors alike. Whether you're expanding your portfolio or seeking a smart income-producing property, this updated duplex delivers value, privacy, and location in one package. Don't miss out — schedule a showing today!From Bee Ridge Rd, Turn South on School, North on Hansen or Roselawn St. Go to address. From US41 Turn East on Roselawn and go to address.

2047 Roselawn Street, Sarasota
$3,100,000
3 Beds ⋅ 3 Baths ⋅ Kentwood Estates SubDv. ⋅ 34231 Zip Code
On an elevated lot in the quiet, refined community of Kentwood Estates near Oyster Bay, this modern residence exudes Zen-like sophistication. From its contemporary architecture to its park-like half-acre grounds, 1556 Eastbrook Drive offers a uniquely compelling experience. Vaulted ceilings and insightfully placed windows create an ethereal ambiance as you enter this home. Bleached oak flooring (throughout the entire home) and abundant LED lighting create a bright, inviting environment. And, with concrete block construction, impact windows and doors, and a location well above flood zone, you’ll be secure no matter what the environment. Created for entertaining and effortless daily living, the upscale kitchen provides everything a home-chef wants, such as Thermador appliance package including custom separate built-in refrigerator and freezer, 48-inch dual fuel professional range and dishwasher; built-in drawer microwave, custom cabinetry, aluminum tambour, quartz countertops, rare quartzite backsplash, two sinks with disposals, Kohler Karbon articulating faucets and reverse osmosis drinking water system. Tucked behind the kitchen is a large utility area functioning as a butler’s pantry/work zone with John Boos countertops and wine cooler. On the other side of the kitchen is a full bath that serves as the pool bath. The main living area presents a 20-foot vaulted ceiling, architectural windows, gas fireplace, built-ins with accent lighting and a wall of sliding glass that leads to the outdoor retreat and pool. This central living area, including the open kitchen and dining space, ideally separates the guest rooms from the owners’ suite. Going from the main living area into the owners’ suite, you enter a large private area that can serve as an office/den, exercise space or quiet reflection area with its five oversized windows. The suite continues with a generous sleeping area and sliding glass doors. The adjacent spa-like bath is exquisite with floor-to-ceiling tile, designer fixtures, a multi-head shower and views of the tropical foliage outside. Walk-in closets include built-in custom cabinetry and remote control hangers. On the other side of the home are two generous guest rooms and full bath. The outdoor living area provides the epitome of Florida lifestyle. Accessed from the main living area and the owners’ suite, it offers ample covered sitting areas to accompany the outdoor kitchen with an Alfresco Grill, dining area and entertaining space with cypress ceiling and cabinetry. The heated saltwater pool includes fountains, underwater lighting, and an abundance of deck space to take in the sun and fun. The professionally landscaped half-acre lot is ideal for sports, pets, gardening or simply a park-like respite in daily life. The significantly oversized, climate-controlled garage is large enough for two full-sized vehicles and a work area, and it also includes an electric car charger. Essentially a smart home, most functions can be controlled through apps on your smartphone, as audio, security, climate, lighting and more are in your hands. Additionally, the owners replaced all three HVAC systems and invested more than $100,000 in landscaping. Optimally in the desired West of Trail area, this residence is close to Red Rock Park, The Field Club (historic private waterfront club with boating facilities), South Side Village, access to Siesta Key and everything that makes Sarasota a place to call home.

1556 Eastbrook Drive, Sarasota
$575,000
3 Beds ⋅ 2 Baths ⋅ Gulf Gate SubDv. ⋅ 34231 Zip Code
Located in the Gulf Gate Community, here you will discover the exceptional potential of this rare 0.60+ acre property with a prime Sarasota location. Situated at 2404 Bispham Rd, this oversized homesite offers endless possibilities for investors, builders, or buyers looking to create their dream property. With the potential to divide the parcel into two buildable lots (buyer to verify with local zoning and municipal requirements), this is a unique opportunity to capitalize on future development in one of Sarasota's most desirable areas. The existing home presents an excellent opportunity for renovation as a fixer-upper or can serve as a rental while planning future improvements. Outside, you'll find a private swimming pool and an expansive partially fenced backyard with ample space for recreation, gardening, RV or boat storage, or future expansion. Whether you're seeking a renovation project, an investment property with redevelopment potential, or a large homesite that's increasingly difficult to find in Sarasota, this property delivers exceptional flexibility and value. Enjoy the convenience of nearby shopping, dining, parks, schools, downtown Sarasota, world-renowned Gulf beaches, and easy access to major roadways. Opportunities to own an oversized parcel with subdivision potential are becoming increasingly rare. Bring your vision and explore the possibilities this unique Sarasota property has to offer. Private showings available. Call today!

2404 Bispham Road, Sarasota
$1,325,000
3 Beds ⋅ 2 Baths ⋅ Bay View Acres SubDv. ⋅ 34231 Zip Code
Discover a hidden waterfront opportunity — both rare and truly unique. With 235 feet of deep-water saltwater canal frontage and direct, no-bridge access to Sarasota Bay, this location is unbeatable. Tucked away on a quiet cul-de-sac just minutes from Siesta Key, you will find an oversized homesite substantially larger than neighboring parcels — an uncommon offering this close to America's No. 1 beach. Enjoy tranquil water views, a private setting, and deep-water canal access with possible sailboat depth and unobstructed passage directly to Sarasota Bay from your expansive backyard. The existing three-bedroom, two-bath residence offers a comfortable and spacious layout featuring an open floor plan, generous primary suite, loads of closets and storage, a private pool, screened lanai, and an oversized three-car garage — a comfortable place to call home while you reimagine, renovate, or design and build your custom waterfront dream. Located just over the bridge from Siesta Key's crystal white sand shores and minutes from downtown Sarasota's vibrant arts scene, acclaimed dining, boutique shopping, and cultural attractions, this address represents the very best of Florida's Gulf Coast lifestyle. Properties combining expansive water frontage, direct bay access, an oversized lot, and a premier location are exceptionally scarce and highly sought after. Offered unfurnished and sold as-is. Buyers are encouraged to conduct their own due diligence regarding buildability, setbacks, and permitting.

6755 Avenue B, Sarasota
$824,900
3 Beds ⋅ 2 Baths ⋅ Ridgewood SubDv. ⋅ 34231 Zip Code
Welcome to this stunning contemporary modern pool home, offering 3 bedrooms, 2 full bathrooms, a dedicated office, and nearly 2,300 square feet of thoughtfully designed living space. Situated on a premium corner lot with no HOA, no CDD fees, and located outside of a flood zone, this exceptional property combines modern design, privacy, and everyday functionality in one of Sarasota's most desirable locations. Designed with entertaining in mind, the open-concept floor plan features soaring 10+ foot ceilings, impact windows, tall contemporary solid-core doors, and an abundance of natural light throughout. At the center of the home is the impressive chef's kitchen, complete with luxury stainless steel appliances, a built-in oven, microwave, dishwasher, separate cooktop, custom high-gloss cabinetry, granite countertops, a spacious pantry, and an oversized island perfect for gathering with family and friends. The kitchen flows seamlessly into the expansive living and dining areas, creating an inviting space for both everyday living and entertaining. The spacious primary suite serves as a private retreat, featuring a large walk-in closet and a beautifully appointed en-suite bathroom with dual vanities and an oversized walk-in shower. The additional bedrooms are generously sized and, along with the second bathroom, provide direct access to the outdoor living area, creating a unique indoor-outdoor lifestyle rarely found at this price point. A dedicated office offers flexibility for working from home, a media room, or additional guest space. Expansive 10-foot sliding glass doors open to the covered lanai and resort-inspired courtyard, where a sleek lap-style pool and oversized paver deck create the perfect setting for relaxing or entertaining. Surrounded by mature palm trees and a fully fenced backyard, the outdoor space offers exceptional privacy and a true tropical atmosphere. Additional highlights include a spacious laundry room with custom cabinetry, a two-car garage, impact windows, and high-end finishes throughout that reflect the home's attention to detail. Perfectly located approximately 4 miles from world-famous Siesta Key Beach, this home is just minutes from downtown Sarasota, excellent schools, shopping, dining, parks, and everyday conveniences. Combining contemporary architecture, quality craftsmanship, and an unbeatable location, this move-in-ready home offers the Florida lifestyle you've been searching for. Schedule your private showing today. Interest rate buy-down available with acceptable offer and terms.

4524 Riverwood Avenue, Sarasota
$499,000
3 Beds ⋅ 2 Baths ⋅ Las Lomas De Sarasota SubDv. ⋅ 34231 Zip Code
Enjoy the best of Sarasota living in this beautifully updated pool home, ideally located just minutes from Siesta Key Beach, downtown Sarasota, shopping, and dining. The open floor plan features an updated kitchen with granite countertops, white cabinetry, stainless steel appliances, and tile flooring throughout. Step outside to your private backyard oasis with a heated saltwater pool and spa completed in 2024, surrounded by an expansive paver patio and fully fenced yard. Major updates include a 2024 tankless water heater, 2020 roof, and 2016 HVAC, offering peace of mind and move-in-ready convenience. A successful short-term rental, this property is ideal as a primary residence, vacation home, or income-producing investment.

2135 Lee Lane, Sarasota
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