South Sarasota Real Estate

South Sarasota Real Estate

Welcome to South Sarasota, a hidden gem nestled in the heart of Florida’s picturesque Sarasota County. Renowned for its stunning natural beauty and vibrant community, South Sarasota offers an idyllic lifestyle that effortlessly blends relaxation and recreation.

The area is characterized by its lush landscapes, pristine beaches, and a warm, inviting climate, making it a perfect year-round destination for residents and visitors alike. With the Gulf of Mexico just a stone’s throw away, South Sarasota is a paradise for beach lovers, offering miles of soft sand and crystal-clear waters. Whether you’re enjoying a sun-soaked day on Siesta Key Beach or exploring the scenic trails at Oscar Scherer State Park, outdoor enthusiasts will find endless opportunities for adventure.

South Sarasota is not just about natural beauty; it’s also a thriving hub of culture and community. The area boasts a rich array of dining options, from charming cafes to upscale restaurants, serving everything from fresh seafood to international cuisine. Local farmers' markets and boutique shops add to the charming atmosphere, providing a unique shopping experience that reflects the community’s spirit.

Families will appreciate the excellent schools and recreational facilities, making South Sarasota an ideal place to raise children. The friendly neighborhoods foster a strong sense of community, where neighbors become friends and local events bring everyone together.

Whether you’re looking to settle down in a cozy single-family home or a luxurious waterfront property, South Sarasota offers diverse real estate options to suit every lifestyle. Come explore this enchanting area, where sunshine, community, and coastal living await!

Newest Listings in South Sarasota

2 Beds ⋅ 2 Baths ⋅ Pelican Cove SubDv. ⋅ 34231 Zip Code

Welcome to Pelican Cove, one of South Sarasota’s best-kept secrets. Set within a stunning 75-acre gated waterfront community, this inviting two-bedroom, two-bath condominium offers a spacious primary bedroom with a walk-in shower, a roomy guest bathroom with a tub/shower combination, and an open-concept dining and living area that flows to a private lanai and outdoor patio. Surrounded by lush tropical landscaping and scenic walking paths, Pelican Cove delivers an exceptional Florida lifestyle with an 86-slip harbor offering affordable boat dockage, a kayak and canoe launch, six heated swimming pools, a hot tub, three clubhouses, lighted tennis and pickleball courts, a basketball court, a dog-walking area, nature trails, boardwalks, fishing, gazebos, a fitness center, water-exercise classes, two art studios and a pottery classroom. Residents can also enjoy Pelican Cove University, more than 37 clubs and special-interest groups—including photography, fiber arts, yoga, culinary arts, card clubs, woodworking, and sculpting—as well as regular jazz and classical music concerts. Whether you are seeking a relaxing retreat, an active social community, or your next investment opportunity, this condominium checks all the boxes. Schedule your showing today!

1711 Pelican Cove Road Unit GL342, Sarasota

2 Beds ⋅ 2 Baths ⋅ South Winds Mobile Home Park Co-Op SubDv. ⋅ 34231 Zip Code

Look no further in Southwinds Mobile Home Park—this is the one! Immaculate, beautifully maintained and built in 2012, this TURNKEY FURNISHED home is tastefully appointed and ready to enjoy. The bright, open floor plan offers comfortable Florida living, including a glass-enclosed lanai that provides additional light-filled living space. There is also a workshop/storage area for added convenience. The spacious primary bedroom features TWO walk-in closets, while two skylights—one in each bathroom—bring in plenty of natural light. Additional features include a NEW ROOF IN 2023, motion lighting, a security system with cameras and so much more. Ideally located toward the back of the park, the home is just steps from the clubhouse and community pool. Southwinds is a friendly, welcoming community with an incredibly LOW MONTHLY FEE OF ONLY $195! Co-op communities like this are hard to find—especially this close to the world-famous beaches of Siesta Key. Enjoy nearby restaurants, Gulf Gate shopping, fitness centers and the Legacy Trail. Downtown Sarasota is approximately 15 minutes away, offering exceptional dining, theaters, the opera, Selby Gardens, shopping and more. Don’t miss this beautiful, move-in-ready Florida home. With its condition, location and low monthly fees, this one is a must-see!

238 Southwinds Drive, Sarasota

2 Beds ⋅ 2 Baths ⋅ Woodside Terrace SubDv. ⋅ 34231 Zip Code

Just 8 minutes from SIESTA KEY this fully furnished 2/2 condo Is fully FURNISHED in a modern/coastal decor. an open floor plan w/ a modern/coastal decor. Featuring stainless appliances, granite counters, 2 renovated baths, & inside laundry rm. This open & bright condo has a screened lanai, w/ new 2005 hurricane shield protecting both sliders. Low maintenance fees ( 603) include INTERNET, ROOF REPLACEMENT, exterior maintenance, HEATED POOL, exterior insurance, pest control, management, TRASH, landscaping etc. The remodeled clubhouse has a grill, full kitchen W/WINE BAR, internet, lg TV, darts, & a library. There's always fun social events ( poolside TIKI BAR ) in this 55+, well maintained community. The complex & unit did not experience any water damage during the last hurricanes. Located just a few blocks from the fun & funky VILLAGE of GULF GATE . EASY TO VIEW.

7143 Wood Creek Drive Unit 203, Sarasota

1 Beds ⋅ 1 Baths ⋅ Castel Del Mare SubDv. ⋅ 34231 Zip Code

WELCOME TO THIS BEAUTIFULLY RENOVATED FIRST-FLOOR CONDOMINIUM IN A HIGHLY DESIREABLE CASTEL DEL MARE, OFTEN REFERRED TO AS THE "HIDDEN JEWEL ON THE BAY." PERFECTLY POSITIONED AS THE GATEWAY TO SIESTA KEY, THIS BAYFRONT COMMUNITY OFFERS AN UNBEATABLE BLEND OF CONVENIENCE, LIFESTYLE, AND VALUE. THE BEST PART OF THIS CONDO IS THE POSITION OF IT....WITH THE DOUBLE DOORWALLS LEADING RIGHT OUT TO THE POOL, CREATING A BEAUTIFUL OUTDOOR SPACE PERFECT FOR RELAXING OR ENJOYING THE FLORIDA BREEZE. THIS CONDO INCLUDES ALL FURNISHINGS, PLUS A SLEEPER SOFA IN THE LIVING ROOM. THE KITCHEN HAS GRANITE COUNTERTOPS AND STAINLESS STELL APPLIANCES. AND THE PRIMARY SUITE HAS AN UPDATED BATHROOM WITH A GRANITE COUNTERS AND A WALK-IN SHOWER. THIS CONDO HAS A WASHER/DRYER IN IT. CASTEL DE MARE RESORT-STYLE AMENITIES COMPLETE THE EXPERIENCE WITH 2 SWIMMING POOLS (ONE OVERLOOKING THE INTERCOASTAL WATERWAY), TENNIS/PICKLEBALL COURTS, SHUFFLEBOARD, KAYAK RACKS AND LANCE, BOARDWALK AND BAYSIDE GAZEBO, AND FISHING PIER, ALL SET AGAINST A PICTURESQUE WATERFRONT BACKDROP. WHETHER YOU'RE SEEKING A FULL-TIME RESIDENCE, SEASONAL ESCAPE, OR INVESTMENT OPPORTUNITY, THIS UPDATED COASTEL CONDO AND IT'S EXCEPTIONAL LOCATION TRULY THE BEST SARASOTA LIVING!

1630 Stickney Point Road Unit 30-101, Sarasota

3 Beds ⋅ 2 Baths ⋅ Pinehurst Park Rep Of SubDv. ⋅ 34231 Zip Code

Rare opportunity just minutes from Siesta Beach. This three-bedroom home offers the perfect Florida retreat—whether you’re seeking a primary residence, seasonal getaway, or income-producing investment with a proven track record. Ideally located in South Sarasota, just two miles from the world-famous white sand beaches of Siesta Key, this home blends relaxed coastal living with comfortable modern updates. Inside, an inviting open floor plan fills with natural light and creates an effortless flow between the living, dining and kitchen areas—perfect for everyday living and entertaining. The updated kitchen overlooks the main living space and features solid surface countertops, a peninsula with breakfast seating, and a striking subway tile backsplash that extends to the ceiling. Stylish luxury vinyl flooring runs throughout the home, while sliding glass doors open to the backyard to create a seamless indoor-outdoor lifestyle. Enjoy sunny days on the spacious outdoor deck or relax on the separate patio—ideal for grilling, gathering with friends, or unwinding after a day at the beach. Thoughtful touches throughout the home include beautifully finished bathrooms and a convenient laundry room - perfect for sandy beach towels. This property has been well maintained with recent exterior paint and offers a long driveway with room for an RV. With no HOA or deed restrictions, you’ll enjoy flexibility and freedom rarely found this close to Siesta Key. Located near highly rated schools, shopping, dining, and Sarasota’s renowned arts and cultural scene, this charming home offers an easygoing coastal lifestyle just moments from the Gulf. Furniture Negotiable.

2343 Eugene Street, Sarasota

5 Beds ⋅ 6 Baths ⋅ Monticello SubDv. ⋅ 34231 Zip Code

EXCEPTIONAL CUSTOM LUXURY HOME ON COQUINA ISLAND! One-of-a-kind 5BR/5.5BA custom residence offering 4,000+ SF of luxurious and enjoyable modern coastal living on an exceptional homesite. The open, flexible floor plan features a dramatic great room with 13' ceilings, floor-to-ceiling windows, custom open staircases, and beautiful wood and tile flooring. The gourmet chef's kitchen boasts premium appliances, oversized island, double wall ovens, coffee bar, and expansive walk-in pantry. Main-level primary suite features two custom walk-in closets and luxurious ensuite bath. Multiple private decks and a spacious paver lanai overlook the heated PebbleTec saltwater pool and spillover spa. Designed for effortless entertaining, the resort-style outdoor living area includes an outdoor kitchen with marine-grade cabinetry, tropical landscaping, and professionally designed hardscape. A separate living space with private entrance includes its own great room, full kitchen, bedroom, bathroom, laundry room, and private balcony—ideal for extended family, guests, a private retreat, or other lifestyle needs. Additional highlights include a 38' wide polyaspartic garage with lift potential, three HVAC systems/zones, sound insulation, extensive structured wiring, 19 speakers, eight security cameras, indoor/outdoor Wi-Fi mesh, custom storage, private irrigation well, and LED-lit circular paver driveway. Located on desirable Coquina Island, close to Siesta Key Beach, Phillippi Mansion Park, Sarasota Memorial Hospital, downtown Sarasota, Selby Gardens, shopping, and dining. Exceptional architectural design, luxury amenities, flexible living spaces, and outstanding indoor-outdoor living—all offered below estimated replacement cost.

2110 Michele Drive, Sarasota

RARE LIVE/WORK OPPORTUNITY ON STICKNEY POINT ROAD! Completely renovated in 2023, this exceptional 1,632± SF Class A+ office property offers a beautifully finished professional workspace plus a private 1-bedroom apartment—perfect for an owner-user, out-of-town guests, or potential rental income. This is a truly unique commercial property offering flexibility that is rarely available. The building features beautiful wood flooring, PVC windows, updated plumbing and electrical systems, acoustic soundproofing in two offices, and a roof approximately 3–4 years new. The private 1-bedroom apartment has its own entrance and includes a full kitchen, bathroom with shower, washer/dryer, and a beautifully landscaped rear patio. The apartment has been successfully utilized as an Airbnb and offers flexibility for out-of-town guests, an owner/employee residence, or potential rental income. A floor plan is attached for easy review of the thoughtfully designed layout.

1670 Stickney Point Road, Sarasota

2 Beds ⋅ 2 Baths ⋅ Gulf Gate SubDv. ⋅ 34231 Zip Code

There's a lot to love about this charming Gulf Gate residence- the location, the well-appointed interior, and the oversized impeccably landscaped lot all come together to create a package that offers great value! This two bedroom home offers a spacious split floor plan with nice interior updates including luxury vinyl flooring throughout, can lighting, updated kitchen with stainless steel appliances and butcher block countertops, updated bathrooms and much more. There is an extended, pavered, covered lanai for enjoying the Florida outdoor lifestyle. The landscaped front and backyards round out this amazing offering. The shingle roof was replaced in 2017. The Gulf Gate location is really what its all about- just a short drive to Siesta Key Beach, easy access to retail, shopping and night life- this location has it all. Don't wait- schedule your private showing today!

2510 Bispham Road, Sarasota

2 Beds ⋅ 2 Baths ⋅ The Landings SubDv. ⋅ 34231 Zip Code

Come live the Landings lifestyle in this 2 bedroom, 2 bath coach home at Landings South III. Walk into the residence and water views of the lake and fills the space with light, bright, and airy feeling from the moment you walk in. Luxury vinyl flooring runs throughout, giving the home a sleek, cohesive feel that's as easy to live with as it is to look at. The spacious primary suite offers two closets, giving you the kind of room to breathe that's hard to find, and interiors throughout have been thoughtfully updated, so you get move in ready polish paired with the everyday comfort of coach home living. A private garage adds everyday convenience, and furnishings are negotiable, making the transition as easy as the setting itself. Step outside and the lake view becomes your daily backdrop, whether you're sipping coffee on the patio or simply enjoying the quiet. And when you're ready to be social, the Landings Racquet Club is right there with eight har tru tennis courts, a heated pool and spa, an exercise room, and a calendar full of activities that make it easy to meet people and build real friendships. The Landings also offers a nature trail leading to a fishing pier and gazebo, complete with kayak storage for those who like their weekends a little wetter. Tucked into a gated neighborhood west of the trail, this community keeps you close to the revitalized Landings Shopping Center, Siesta Key, and downtown Sarasota, so everything you need is always just around the corner.

5239 Heron Way Unit 102, Sarasota

3 Beds ⋅ 2 Baths ⋅ Gladstone SubDv. ⋅ 34231 Zip Code

Under Construction. Receive up to $5,000 towards options & up to $10,000 towards closing costs with the use of our preferred lender - Now through Wednesday, September 30th. The Siesta has a well-appointed kitchen that includes a large granite island and Stainless-steel kitchen appliances. Off the great room is a covered lanai that extends the living space outdoors. At the rear of the home, you will find the Bedroom 1, with a spacious walk-in closet and Bathroom 1. At the front of the home, the second bedroom and den share the second bathroom. Home and community information including pricing, included features, terms, availability and amenities are subject to change and prior sale at any time without notice or obligation.

6269 Parmeron Lane, Sarasota

2 Beds ⋅ 2 Baths ⋅ Pelican Cove SubDv. ⋅ 34231 Zip Code

Welcome to your fully furnished, TURNKEY water view condo. Simply move-in and take in the tranquil Little Sarasota Bay and marvel at the dolphins, manatees, birds, and other wildlife. This remodeled 2 bed/2 bath condo features soaring cathedral ceilings, clerestory windows, generous open floor plan and luxury vinyl flooring throughout. This bright and peaceful second-floor unit is centrally located within the 75-acre, botanic garden-like setting of Pelican Cove. Across the way is the private picturesque 87-boat slip harbor. Boat and kayak to Midnight Pass and have direct access to the gulf. Residents gain entry to the unique blend of natural habitats, miles of scenic trails, a fitness room, multiple heated pools and hot tub. There are six new pickle-ball courts and resurfaced tennis courts with active clubs for play. Many more recreational and cultural events are hosted year around. Robust live music, art and culture, and educational seminars are abundant in season. The community is also conveniently located with shopping and restaurants nearby. Siesta Key and downtown Sarasota are in very close proximity as well.

1519 Pelican Point Drive Unit 288, Sarasota

3 Beds ⋅ 2 Baths ⋅ Phillippi Gardens SubDv. ⋅ 34231 Zip Code

Imagine buying a waterfront home, safe from the elements of Florida, but close to sandbars and dockside dining. Picture driving less than 7 minutes to everything, shops, hair salons, grocery stores. Think about how nice it would be to just go on the boat without dragging a trailer, without exorbitant marina fees. Then, of course, you'd want it to be renovated without any work to do. The roof you'd want to be new, the windows you'd want to be hurricane rated, and with affordable insurance costs. You'd want to be in a good school district, even if you don't have kids. I think we both know you just clicked on your dream home, it's ok to admit you were hooked within the first 5 pictures.

2303 Constitution Boulevard, Sarasota

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