South Sarasota Homes with Private Pool type

South Sarasota Homes with Private Pool type

Welcome to South Sarasota, Florida, a vibrant and charming community nestled in the heart of Sarasota County. Known for its stunning natural beauty and a laid-back lifestyle, South Sarasota offers residents a perfect blend of suburban comfort and coastal allure. With its lush landscapes, pristine beaches, and a warm, sunny climate, this area is a haven for those seeking both relaxation and adventure.

One of the most enticing features of homes in South Sarasota is the abundance of properties with private pools. Imagine stepping into your own backyard oasis, where you can unwind in the cool waters or soak up the sun on your private deck. These homes not only provide a luxurious retreat but also enhance your outdoor living experience, allowing for memorable gatherings with friends and family. Whether you’re hosting a barbecue, enjoying a quiet evening under the stars, or simply taking a refreshing dip, a private pool adds an undeniable charm to your lifestyle.

South Sarasota is also renowned for its vibrant arts scene, top-rated schools, and a plethora of recreational activities. From the stunning Siesta Key Beach to the cultural offerings of downtown Sarasota, there’s always something to explore. With easy access to shopping, dining, and entertainment, you’ll find that every day brings new opportunities for adventure.

If you’re looking for a home that embodies the essence of Florida living, complete with a private pool to enjoy year-round, South Sarasota is the perfect place to call home. Discover the beauty and charm of this wonderful community today!

Newest South Sarasota Homes with Private Pool type

$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
$315,000
3 Beds ⋅ 2 Baths ⋅ Flora-Villa SubDv. ⋅ 34231 Zip Code
Opportunity is knocking! Whether you’re looking to renovate, invest, or build equity, this corner-lot pool home offers endless potential. Featuring 3 bedrooms, 2 bathrooms, soaring ceilings, and an open floor plan, the property provides a fantastic foundation for your vision. Being sold AS IS, it’s an ideal opportunity for investors, builders, or buyers ready to create their dream home. Conveniently located in the established Flora Villa neighborhood, you’ll enjoy easy access to Downtown Sarasota, UTC, I-75, Sarasota Memorial Hospital, shopping, dining, parks, and the area’s world-famous Gulf beaches.

3153 Maiden Lane, 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
$844,900
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
$440,000
3 Beds ⋅ 2 Baths ⋅ Breezewood Acres SubDv. ⋅ 34231 Zip Code
Welcome home to this charming single-family residence, ideally located in the heart of Sarasota . This 3 bedroom, 2 bathroom home offers comfortable living, generous outdoor space, and the rare combination of a pool plus a large lot —perfect for relaxing, entertaining, or making it your next forever retreat. Centrally located near downtown Sarasota and just a short drive to Siesta Key, you’ll enjoy the best of coastal Florida living while being close to everything that makes Sarasota so special. From cultural nights out to exceptional dining, you’re minutes away from arts and theater , plus award-winning restaurants. Outdoor lovers will appreciate the proximity to the Legacy Trail, providing miles of scenic biking and walking routes. And when you’re ready to enjoy local flavors, you’ll be close to three farmers markets, making it easy to savor fresh produce, artisan goods, and community events. You’re also conveniently located near other vibrant coastal communities, including Venice, offering even more shopping, dining, beaches, and recreation. This property has been a successful income-producing home, making it a smart investment opportunity. At the same time, it’s also a wonderful choice for a primary residence or a secondary home, giving you the flexibility to live, rent, or enjoy your slice of Sarasota paradise whenever you’d like. Don’t miss your chance to own a home with a pool, a large lot, and a central Sarasota location—schedule your showing today!

2136 Brueckner Drive, Sarasota
$519,000
3 Beds ⋅ 2 Baths ⋅ Pinehurst Park SubDv. ⋅ 34231 Zip Code
Tucked into a quiet corner of Sarasota's 34231, 2220 Doud St shows that solid construction and smart updates can go hand in hand with laid-back Florida living. This 3-bedroom, 2-bathroom home offers 1,625 square feet and has been carefully upgraded from top to bottom—giving buyers real peace of mind in a market where that counts. Take a look at the track record: hurricane-rated windows installed in 2026, a roof from 2020, an HVAC and electrical panel updated in 2019, and a septic system replaced in 2013. The pool has its own good story—resurfaced in 2020 and now heated by 2025 solar panels, so you can enjoy warm swims without the pricey energy bills. Inside, fresh paint brightens every room, and the extended two-car garage gives you plenty of room for cars, gear, and weekend projects. The layout works too. A split floor plan keeps the primary suite private, complete with a walk-in closet and en-suite bath featuring dual vanities and a walk-in shower. The open living-dining combo flows into a galley kitchen and a family room anchored by a tiled, wood-burning fireplace. Out by the pool, a half bath adds convenience, and a cute "she-shed" plus an extra storage shed round things out. Dark-grained engineered hardwood runs throughout for a clean, cohesive look. Now for the fun part—the neighborhood. This pocket of Sarasota puts everyday life right at your fingertips. Sprouts Farmers Market sits less than a mile away for quick, healthy grocery runs, and Publix at Sarasota Pavilion is just up the road when you need more. Head a few minutes north and you'll land in Gulf Gate Estates, one of the area's most beloved spots for dining and hanging out. It's packed with cozy cafés, local pubs, international eateries, and boutique shops—a walkable, welcoming stretch where neighbors linger over coffee and catch live music on the weekends. Whether you're craving sushi, pizza, or a craft beer with friends, it's all close by. Families will love being near Riverview High School, and outdoorsy folks have easy access to nearby parks, bike paths, and green spaces perfect for morning walks or afternoon play. And of course, the big draw waits just three-and-a-half miles west: world-famous Siesta Beach, with its powdery quartz sand and clear turquoise water. Spontaneous beach days become part of the routine here. The vibe in this community is friendly and unhurried—the kind of place where you can enjoy both quiet evenings at home and lively nights out. Whether you're after a full-time retreat or a smart Sarasota investment, 2220 Doud St delivers lasting value in a location that's hard to beat. Come see it for yourself—schedule your private tour today.

2220 Doud Street, Sarasota
$1,930,000
5 Beds ⋅ 6 Baths ⋅ Landings SubDv. ⋅ 34231 Zip Code
Virtually Staged. Tucked beneath a canopy of sweeping mature oaks in one of Sarasota's most coveted gated communities, this gracious two-story home strikes the perfect balance between timeless elegance and Florida ease. The brick paver driveway, bay window entry, and lush manicured lawn set an inviting first impression that the interior effortlessly sustains. Step inside to soaring vaulted ceilings with exposed beam detail, gleaming hardwood floors, and a stunning crystal chandelier that anchors the grand living room. A classic marble fireplace, plantation shutters, and an open staircase with balusters and rich wood railing give the space a warmth and architectural character rarely found at this price point. The kitchen is bright and functional — cabinetry with glass-front uppers, an island with cooktop, double wall ovens, stainless steel appliances, and a picture window framing the lush greenery outside. A perfect canvas for the cook who wants both form and function. The screened pool and spa with brick paver deck and mature oak surround deliver complete privacy and the quintessential Florida outdoor lifestyle — whether you're entertaining or simply unwinding after a day at the beach. Located in The Landings, Sarasota's premier gated community known for its racquet sports complex, nature trails, and unbeatable proximity to Siesta Key Beach, top-rated dining, and the vibrant arts and culture scene downtown Sarasota is celebrated for.. Included 100-Day Home Warranty with buyer activation

1675 Landings Lane, Sarasota
$2,890,000
4 Beds ⋅ 3 Baths ⋅ Southpointe Shores SubDv. ⋅ 34231 Zip Code
Imagine having your own private outdoor paradise designed for a relaxing life on the water. This custom designed Key West style residence in Southpointe Shores offers deep sailboat water on a rare wide natural bayou with more than 100 feet of waterfront, complemented by a new Atkins seawall, a 30 foot Cool Touch dock, a 27,000 pound boat lift, second wet slip capability, and a fish cleaning station. Built by Graber Homes and extensively and beautifully renovated, the residence features an open floor plan with living and dining areas that transition naturally to the kitchen and waterfront. Renewal by Andersen sliding doors frame the canal and provide direct access to the outdoor living spaces. Travertine flooring extends throughout the entire first level. The kitchen includes fine wood custom Campbell Cabinetry, Calacatta marble countertops and backsplash, a large entertaining island, a walk in pantry, and gourmet appliances featuring a new Sub Zero refrigerator, a Wolf wall oven, two Miele dishwashers, a Wolf coffee station, and a 48 inch Fulgor Milano induction range. Additionally, the first floor offers a roomy primary suite with two walk in closets and an updated Campbell Cabinetry bath with dual vanities, a walk in shower, and a clawfoot tub, along with a pool bath and an oversized laundry room. The second level offers three guest bedrooms, a full bath with a marble walk in shower and Campbell Cabinetry, and a large bonus room currently arranged as a home gym. New wood look tile flooring extends throughout the second floor. Outdoor spaces include a 7 foot deep saltwater pool and deep seat gas heated spa, a built in 48 inch Lynx outdoor kitchen, professionally designed Artistic paver patios and walkways, a gas fire pit in a private seating area, a second patio for sunbathing, and a stunning landscaped pond with waterfalls inspired by Marie Selby Botanical Gardens. The home also features a 14 speaker indoor and outdoor NHT sound system for entertaining. The entirely fenced backyard provides privacy with direct access to the dock and waterfront. Recent improvements include a whole house 26KW Generac generator, three new Bryant HVAC systems with new ductwork and Knauf insulation, an Aprilaire whole home fresh air and dehumidification system, whole house water filtration, new Starlink internet, two 48 amp Tesla charging stations, and a large air conditioned three car garage with hanging rack storage along the ceiling. Located West of the Trail, Southpointe Shores offers a friendly optional HOA, a private gated neighborhood boat ramp and park, and easy access to Midnight Pass, Sarasota Bay, Siesta Key, downtown Sarasota, shopping, and dining.

7631 Cove Terrace, Sarasota
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