South Sarasota Real Estate

South Sarasota Real Estate

Welcome to South Sarasota, Florida—a vibrant community that perfectly blends the charm of small-town living with the excitement of coastal life. Nestled in Sarasota County, this picturesque area is renowned for its lush landscapes, beautiful beaches, and a welcoming atmosphere that makes it an ideal place to call home.

South Sarasota boasts a rich cultural scene, with an array of art galleries, theaters, and music venues that showcase local talent. The nearby Siesta Key Beach, often ranked among the best beaches in the United States, offers residents and visitors alike a slice of paradise with its powdery white sands and crystal-clear waters. Whether you’re lounging under the sun, engaging in water sports, or taking a leisurely stroll along the shore, the beach lifestyle here is simply unbeatable.

For those who enjoy outdoor activities, South Sarasota is a haven for nature enthusiasts. With numerous parks, trails, and nature reserves, you can explore the stunning natural beauty of the area. The nearby Myakka River State Park offers opportunities for hiking, biking, and wildlife watching, making it perfect for family outings or peaceful retreats.

Shopping and dining are also at your fingertips in South Sarasota. From charming boutiques to gourmet restaurants, there’s something for everyone. The community is known for its friendly atmosphere, where neighbors become friends, and local events bring people together.

In South Sarasota, you’ll find not just a place to live, but a vibrant community that celebrates life, nature, and culture. Discover your dream home in this enchanting part of Florida, where every day feels like a vacation!

Newest Listings in South Sarasota

Build your custom oasis in the historic Maine Colony neighborhood on Phillippi Creek. Bring your floor plans and vision to life on this deep, ready-to-build corner lot spanning a full third of an acre in one of Sarasota's most charming coastal communities. This cleared property combines peaceful living with unmatchable everyday convenience. You will enjoy being within easy bike-riding distance to world-famous Siesta Key beaches as well as the vibrant dining and shops of Gulf Gate Village. The lot is situated in the heart of Sarasota's top-rated school district, just steps away from Riverview High School and its public-access tennis courts. With municipal water and sewer hookups readily available and the land already cleared, you can save significant time on site preparation and move straight into designing every detail of your dream home.

2721 Ashton Road, South Sarasota

2 Beds ⋅ 2 Baths ⋅ N6145634 MLS

Virtually Staged. Don’t miss this incredible opportunity to own a two-bedroom, two-bathroom single-family home less than 15 minutes from world-famous Siesta Key Beach! Featuring a new roof installed in 2023, a newer A/C unit, a spacious screened in lanai perfect for the large backyard that is ideal for pets, family, and entertaining, and a location within an excellent school district, this property offers endless potential! Built in 1956, this lovely home has a mid-century modern vibe to it, complete with the swirl textured ceiling that distinguished this era. The current owner lovingly raised her family here and called this HOME for more than 50 years—a testament to the appeal of this wonderful neighborhood and location. While the home is ready for updating, it presents a fantastic opportunity for a buyer to create their dream home or a snowbird looking for the perfect winter home that will be close to the wonderful Sarasota beaches, or for an investor seeking a property with strong potential for an annual or seasonal rental. No HOA, no flood zone, no long drive to the beach or amenities! Conveniently located near beaches, shopping, dining, and entertainment, this is your chance to invest in one of Sarasota’s most desirable areas. Bring your vision, act quickly, and make this exceptional opportunity your own!

2203 La Salle Street, South Sarasota

1 Beds ⋅ 1 Baths ⋅ A4705389 MLS

Virtually Staged. Big charm, thoughtful updates, and a fantastic Sarasota location—this one-of-a-kind cottage packs a lot into a small footprint! This 1-bedroom, 1-bath home blends warm vintage character with smart improvements already in place, while leaving plenty of opportunity to add your own style. Step inside and you’ll quickly see what makes this home different. Rich wood-paneled walls and a striking stone fireplace create a warm, inviting living space with character that is increasingly hard to find. Wood-look tile flooring flows throughout the home, bringing an updated feel while complementing its original cottage style. The bright kitchen features soft close cabinetry, generous storage, a stainless steel refrigerator and dishwasher, and a clean, functional design. The bathroom has also been refreshed with a tiled walk-in shower, glass doors, and a dual-sink vanity. A 2021 roof adds another important update to this classic Sarasota cottage. The living space extends outdoors to a large screened porch, creating a comfortable spot to enjoy Florida’s year-round indoor-outdoor lifestyle. Beyond the porch, the backyard is surrounded by mature trees and tropical landscaping, offering privacy, shade, and room to garden, relax, or create your own outdoor retreat. Adding even more versatility is a separate approximately 300-square-foot utility building with laundry, a utility sink, electricity, and additional usable space. Whether envisioned as a workshop, creative studio, hobby area, or expanded storage, this separate building offers flexibility rarely found at this price point. The location makes this property even more appealing. Shopping, dining, Sarasota Memorial Hospital, the Legacy Trail, and everyday conveniences are nearby, while Siesta Key Beach is just a short drive away. Enjoy easy access to some of Sarasota’s best-known destinations while coming home to a property that feels anything but cookie-cutter. With its 2021 roof, updated kitchen and bath, stone fireplace, screened porch, private backyard, separate utility building, and central Sarasota location, this property offers exciting possibilities as a primary residence, seasonal Sarasota retreat, or investment opportunity. Small in size, big on charm, and full of possibilities—2837 Forest Lane is a Sarasota cottage ready for its next chapter.

2837 Forest Lane, South Sarasota

4 Beds ⋅ 5 Baths ⋅ A4705384 MLS

Experience the best of Sarasota living in this exceptional West of Trail residence by Heritage Builders. Ideally positioned in the coveted Oyster Bay area near the historic Field Club, this refined interpretation of British West Indies architecture offers more than 4,000 square feet of beautifully designed, single-level living—combining character, functionality, exceptional craftsmanship and effortless indoor-outdoor living. At the heart of the home, the dramatic great room makes an immediate impression with its vaulted wood ceiling, gas fireplace and expansive pocketing glass doors that open the living space to the resort-style lanai and pool. The open-concept kitchen is equally impressive, featuring custom wood cabinetry, quartz countertops, oversized marble center island with breakfast bar along with Wolf and Thermador appliances. A separate dining area and custom bar with wine refrigeration create an inviting setting for everything from casual gatherings to elegant entertaining. The thoughtfully designed split-bedroom layout includes four private en-suite bedrooms, a dedicated office, a flexible bonus room for crafts or second office, and a spacious television lounge with direct access to the outdoor living areas. The primary suite is a tranquil retreat with a vaulted wood ceiling and two walk-in closets. Its spa-inspired bath features split dual vanities, a freestanding soaking tub and a glass-enclosed shower. Designed to embrace Sarasota’s year-round outdoor lifestyle, the expansive travertine lanai includes a fully equipped outdoor kitchen, covered dining verandah and multiple areas for lounging and entertaining. The large saltwater pool and spa—with both gas and electric heat and cascading waterfalls—are surrounded by lush tropical landscaping and architectural lighting, creating a private resort-like setting day and night. Additional features include hurricane-impact windows and doors, a whole-house generator, a new metal roof, Icynene insulation, dual on-demand water heaters, and a fully fenced low-maintenance yard. Car enthusiasts will appreciate the four-car split-garage configuration, including a climate-controlled owner’s garage with an EV outlet. Just minutes from Siesta Key, Sarasota Bay, Southside Village and downtown Sarasota, this remarkable property offers an extraordinary combination of privacy, quality and convenience in one of Sarasota’s most desirable West of Trail locations.

1622 Kenilworth Street, South Sarasota

4 Beds ⋅ 2 Baths ⋅ A4704918 MLS

This is the one * LOCATED IN THE HIGHLY DESIRABLE AQUALANE ESTATES, JUST A MILE FROM WORLD FAMOUS SIESTA KEY BEACH, THIS CUSTOM HOME OFFERS AN INCREDIBLE OPPORTUNITY TO OWN IN ONE OF SARASOTA'S MOST SOUGHT AFTER WATERFRONT NEIGHBORHOODS * No HOA or CDD * NO Deed Restrictions * 'A' RATED SCHOOL DISTRICT * This IMMACULATE home features 3084/- sqft a/c * 4 Bedrooms+ 2 Full Baths * DOWNSTAIRS you'll find the Primary Bedroom & a Guest Room * 2 Guest Bedrooms are UPSTAIRS * HURRICANE IMPACT WINDOWS for your peace of mind * The home sits high & dry and has never had any flooding issues * The Open Floor Plan features a Formal Living Room, Formal Dining Room and a LARGE Family Room * The LOVNGLY RENOVATED Kitchen showcases NEW Shaker Wood Cabinets * * NEW Quartz Countertops * OVERSIZED Laundry Room * 2 Car Garage * PRIDE OF CURRENT OWNERSHIP SHOWS * This is a GREAT HOME for year round living or a winter getaway * It's also ideal for investors to live in while creating your dream home! * THIS IS A FABULOUS INVESTMENT FOR YOUR FUTURE * Location, location, location * Close to Siesta Key Beach, shopping, dining - everything you could want is nearby * 'A' RATED SCHOOL DISTRICT * One look & you'll fall in love with this Midcentury Home *

1820 Stanford Lane, South Sarasota

1 Beds ⋅ 1 Baths ⋅ A4705306 MLS

Make this wonderful 1 Bedroom, 1 Bath Mobile Home in sought after Southwinds Mobile Home Park yours today! Affordable and priced to sell! Well maintained by Seller and it shows! Large Carport for 2 vehicles, spacious 9 x 25 Lanai and an inviting interior that makes you feel comfortable the minute you walk in. Seller has installed a 2.5 Ton air conditioner in 2025 and there is a 12 year warranty. If the mobile home is purchased before June 2027, buyer can add an extended warranty. This mobile home is located in the back of the park and near the clubhouse and pool. This is a friendly community and the LOW MONTHLY FEES ARE ONLY $195 a month! Co-ops like this are hard to find. Siesta Key is just over the bridge and the Gulf Gate shops and restaurants are nearby as well. Cultural downtown Sarasota is 15 minutes away for fine dining, movies, opera, shopping and more. Make this opportunity yours today!

210 Southwinds Drive, South Sarasota

2 Beds ⋅ 2 Baths ⋅ N6145594 MLS

Fully remodeled from top to bottom beauty in Gulf Gate! Recent updates include brand new roof, A/C, hot water heater and all new PVC plumbing, paint inside and out, all new laminate and tile floors throughout, new tub, shower, toilets, sinks, faucets, kitchen/bath cabinets, light fixtures, interior doors baseboards, impact windows, solar blinds and MORE! 140sqft sunroom is fully closed in with beautiful tile floors and can be used as an office, den, or 3rd bedroom. Large utility room/indoor laundry offers lots of extra storage. HUGE backyard perfect for your furry loved ones… also provides plenty of room for a storage shed or pool This home is minutes to World Famous Siesta Key Beaches, Gulf Gate Shops & Fine Restaurants, Legacy Trail, several fitness centers, New Publix on the corner of Beneva & Clark, Costco, Movie Theaters and only 20 mins. to cultural downtown Sarasota & St. Armands Circle/Lido Beach. Sarasota is such a great place to live and this home is located in "Quiet South Sarasota" which makes it even more desirable! Hurry on this one, it simply won't last. Make it yours today or use it as a perfect investment for annual rentals or furnish and use as the perfectly located air-bnb… Optional HOA with no short-term rental restrictions!

2828 Gulf Gate Drive, South Sarasota

3 Beds ⋅ 2 Baths ⋅ A4705227 MLS

Come visit your home in Paradise in sought after Gulf Gate, minutes from the white powdery beaches and village of Siesta Key, AND the shops and restaurants of Gulf Gate. You will love this fully remodeled 3 bedroom, 2 bath home where modern style, thoughtful design, and high-end finishes come together to create an exceptional living experience. From the moment you enter, the quality of the renovation is evident throughout, with stylish decorative details and contemporary upgrades designed for both everyday living and entertaining. A welcoming foyer, oversized living room, neighboring dining room, and spacious family room provide an abundance of living and entertaining space. Hurricane impact windows and sliding glass doors offer added peace of mind while allowing natural light to fill the home The updated kitchen is the heart of the home and features crisp white shaker cabinetry with custom soft-close doors and drawers, recessed lighting, contrasting black appliances, and gorgeous quartz countertops. Just off the kitchen, the family room offers a custom-built dry bar with wood shelving and wine rack, making entertaining effortless. The spacious primary bedroom provides a private sanctuary with a walk-in closet featuring built-in shelving and a beautifully updated en suite bathroom. The bath offers a stylish modern design, including a tiled and glass-enclosed shower and a distinctive butcher block vanity top. The split-bedroom floor plan places the primary suite separately from the two guest bedrooms for added privacy. Step outside to enjoy the expansive screen-enclosed rear porch, large outdoor concrete patio, and beautifully manicured, fully fenced backyard with low-maintenance turf. Sliding glass doors provide direct access to the outdoor living area from both the dining room and family room, creating a seamless indoor-outdoor flow perfect for gatherings, relaxing, or enjoying Florida's year-round lifestyle. Ideally located just a short 5-minute drive, or a bike ride, from world-famous Siesta Key and the shops, restaurants, and shops and restaurants of Gulf Gate, this exceptional home combines sophisticated modern updates with an unbeatable Sarasota lifestyle. Truly move-in ready and designed to impress! Come see, come sigh and make this home your own.

2923 Concord Street, South Sarasota

2 Beds ⋅ 2 Baths ⋅ A4703471 MLS ⋅ 2 BLDG.

Your Slice of Paradise Awaits at Castel Del Mare! Enjoy outstanding Intracoastal Waterway views from this beautifully remodeled, first-floor 2-bedroom, 2-bath condo, perfectly positioned to capture the relaxed Sarasota waterfront lifestyle. Step inside and you’ll immediately appreciate the thoughtful redesign and stylish finishes throughout. Wood-look plank tile flooring flows through the living areas, complemented by rich wood cabinetry and striking California granite countertops. Both bathrooms have been beautifully updated with quartz countertops, sleek sliding glass shower doors and carefully selected designer flooring. Hurricane-impact windows, Samsung appliances, and fresh interior paint add comfort and peace of mind. This residence has undergone a complete transformation and is truly move-in ready. Carport and storage unit included with sale. Castel Del Mare feels like a waterfront retreat with two community swimming pools, including one directly on the Intracoastal Waterway—an incredible spot to relax poolside while watching boats cruise by. Enjoy the fishing pier, tennis, shuffleboard and beautifully maintained community surroundings. Best of all, you’re just minutes from the world-famous sands of Siesta Key Beach, along with nearby restaurants, shopping and everyday conveniences. With monthly rentals permitted, this property also offers excellent investment potential. Don't wait this is the perfect lock and go unit as everything on the outside is maintenance-free! Water views, gorgeous updates, a first-floor location and the Siesta Key lifestyle—this one checks all the boxes! Sold Turnkey Furnished!

1608 Stickney Point Road Unit 8-107, South Sarasota

2 Beds ⋅ 2 Baths ⋅ A4705071 MLS

Virtually Staged. Looking in the highly desirable GULF GATE area? Your search may be over! This immaculate, move-in-ready 2-bedroom, 2-bath villa with a 1-car garage offers nearly 1,400 sq. ft. under air (1,474 total sq. ft.) and an incredibly affordable lifestyle with LOW MONTHLY FEES OF ONLY $175! Villas in this well-managed South Sarasota community are rarely available - and with its convenient location, spacious floor plan and exceptional value, you'll quickly understand why. Step inside and you'll immediately appreciate the bright, open feel of this well-maintained villa. The spacious living and dining areas flow into an additional bonus room currently used as a dining room, but it could easily become a family room, home office, den or flex space to suit your lifestyle. The inviting front room features an abundance of windows overlooking the greenspace, palm trees and neighborhood, bringing plenty of natural light into the home. Enjoy peace of mind knowing that numerous improvements have already been completed through the years, with permit information available in the attachments. Updates include luxury vinyl flooring (2022), water heater (2021), shingle roof (2020), 2.5-ton air-conditioning system (2020), electrical panel (2018), overhead CPVC repiping (2013), four PGT impact windows (2007), eight additional windows and frames (2001), gutters surrounding the villa, and more. The garage is shared with the adjoining villa, and the property also features a separate utility/laundry room with washer and dryer plus additional storage space. The community is known for its friendly neighbors, established surroundings and convenient Gulf Gate location. And then there's the LOCATION! You're within approximately five miles of the world-famous white sands and turquoise waters of Siesta Key Beach, within walking distance of the Gulf Gate Library, and just a short drive to the wonderful shops, restaurants and everyday conveniences of Gulf Gate. Fitness centers are nearby, and the popular Legacy Trail offers miles of recreation for cyclists, runners and walkers. Downtown Sarasota's cultural attractions are approximately 15-20 minutes away, offering everything from fine and casual dining to theaters, opera, entertainment and beautiful Selby Gardens. Affordable, immaculate, well maintained and wonderfully located - this Gulf Gate villa represents an exceptional opportunity to enjoy the Sarasota lifestyle without the high monthly fees. Don't wait...this one is ready to welcome its new owner!

6906 Curtiss Avenue Unit 132, South Sarasota

2 Beds ⋅ 2 Baths ⋅ N6145560 MLS ⋅ Gulf Gate Gardens BLDG.

Welcome to Gulf Gate Garden, a desirable condominium community in Sarasota. This well-appointed two-bedroom, two-bathroom end unit condo offers 914 square feet of comfortable living space, featuring a desirable split floor plan and open concept living and dining. The updated kitchen showcases stainless steel appliances, while new tile flooring and an in-unit washer and dryer add convenience. Step outside to the enclosed screened-in balcony, an ideal spot to relax and enjoy the Florida lifestyle. Conveniently located just 5.3 miles from the world famous Siesta Key Beach and close to shopping, dining, entertainment, don't miss this opportunity to enjoy comfortable living in the popular Gulf Gate area.

7219 Cloister Drive Unit 202, South Sarasota

6 Beds ⋅ 5 Baths ⋅ A4704943 MLS

BOATING LIFESTYLE . . . ENTERTAINER’S DREAM . . . WATERFRONT . . . CENTRAL SARASOTA LOCATION . . . NO HOA! Virtually staged with before-and-after photos. What if one of Sarasota’s most unexpected waterfront homes was hiding in plain sight? Tucked at the end of an unassuming street is an incredible waterfront retreat offering more than 4,400 square feet of living space, 100 feet of waterfront, a 13,000-pound boat lift, two Jet Ski floating docks, pool and spa, 6 bedrooms, and room for all the toys. No country club fees and NO HOA—just an incredibly fun Sarasota waterfront lifestyle. Designed for those who love to boat, entertain and gather with family and friends, this spacious home offers exceptional versatility across three levels, with beautiful water views and unforgettable sunsets. Step inside to high ceilings, abundant natural light and an impressive main living area anchored by a beautiful coral stone fireplace. Walls of sliding glass doors draw your eye toward the water and open to a spacious main-level patio—the perfect setting for morning coffee, evening cocktails and spectacular Sarasota sunsets. The primary suite is conveniently located on the main living level and features its own fireplace, direct patio access, a generous walk-in closet with custom built-ins and a spacious bath with separate vanities. A second bedroom on this level offers flexibility as a guest suite, private office or den. Upstairs, exceptionally spacious bedrooms provide plenty of room for family and overnight guests while creating privacy away from the main living areas. Downstairs is where the fun really begins. The fully built-out lower level transforms the home into an entertainer’s dream with a bar, game room, additional bedroom or workout space, full pool bath and direct access to the pool, patio and waterfront. Guests can move effortlessly from indoors to the pool, fire pit and dock without passing through the main living areas. Outside, the property truly embraces the Florida lifestyle. The fenced yard is ideal for pets, while the waterfront pool and patio create your own private resort. Head to the composite dock, where the 13,000-pound boat lift and two Jet Ski floating docks make it easy to get out on the water and return home for an evening by the pool or around the fire pit. With approximately 4,433 square feet, 6 bedrooms, multiple gathering spaces, generous garage and driveway space, and exceptional indoor-outdoor living, this is anything but a cookie-cutter Florida home. Whether entertaining a houseful of friends, accommodating extended family, working from home, boating, swimming or simply watching the sun disappear over the water, every level offers something special and every day can feel like vacation. Come discover the surprise at the end of the street. All information provided by the sellers is deemed reliable but is not guaranteed. Buyers are encouraged to verify all information independently.

5544 Dinah Lane, South Sarasota

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