South Sarasota Homes for Sale

South Sarasota Homes for Sale

Welcome to South Sarasota, Florida – a hidden gem nestled in the heart of Sarasota County. This vibrant community is renowned for its stunning natural beauty, warm climate, and a welcoming atmosphere that makes it an ideal place to call home. With its proximity to the sparkling Gulf Coast beaches, lush parks, and a plethora of shopping and dining options, South Sarasota offers a lifestyle that perfectly blends relaxation with convenience.

Imagine waking up each morning to the gentle sounds of nature and the warm Florida sun streaming through your windows. The homes for sale in South Sarasota cater to a diverse range of tastes and budgets, from charming single-family residences to modern townhomes and luxurious waterfront properties. Each neighborhood boasts its own unique character, inviting you to explore the friendly streets and discover your perfect sanctuary.

For outdoor enthusiasts, South Sarasota is a paradise. With an abundance of parks, trails, and recreational facilities, there’s no shortage of opportunities to enjoy the great outdoors. Whether you’re kayaking in the nearby bays, biking along scenic paths, or simply soaking up the sun on one of the many beautiful beaches, adventure awaits at every turn.

Cultural aficionados will appreciate the vibrant arts scene, featuring galleries, theaters, and live music venues that showcase local talent. Plus, with excellent schools and community amenities, South Sarasota is perfect for families looking to settle down.

Explore the homes for sale in South Sarasota today and discover the lifestyle you’ve always dreamed of. Your new adventure awaits in this charming Florida community!

Newest South Sarasota Homes for Sale

$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
$330,000
3 Beds ⋅ 2 Baths ⋅ Bahama Heights SubDv. ⋅ 34231 Zip Code
Welcome to 2702 Grand Cayman Street, a charming and well-maintained starter home ideally located in Sarasota between the convenience of downtown and the beaches of Siesta Key. This move-in ready 3-bedroom, 2-bathroom residence offers a comfortable layout with generous bedroom sizes, custom blinds, and plenty of closet space. The kitchen features granite countertops, stainless steel appliances, and a unique built-in coffee system. What truly sets this home apart is the significant investment made in its core structural components, offering a buyer true long-term security. A brand-new roof was installed just weeks ago, providing an immediate advantage when securing home insurance alongside total peace of mind. The home is also equipped with a fully programmed alarm system covering all doors and windows. Situated in a great school district close to Phillippi Shores Elementary and Riverview High, this property is equally suited as a welcoming primary residence or a investment opportunity.

2702 Grand Cayman Street, Sarasota
$394,900
2 Beds ⋅ 2 Baths ⋅ Gulf Gate SubDv. ⋅ 34231 Zip Code
Don't miss the opportunity to see this fantastic, centrally located 2/2/1 residential home in the much sought after Gulf Gate neighborhood. The property consists of a lush, large corner lot with a side fenced area and an irrigation system. Located just minutes from World Famous Siesta Key Beach and the Gulf Gate shopping district. This Ruth Richmond designed split plan home was remodeled in the 90's and has a cool, retro vibe. Beautiful Terrazzo floors thru-out the main living areas and carpet in the bedrooms. Spacious main bedroom has a walk-in closet and a large bay window. The main, attached bath has his & her sinks and a walk-in shower. The light & bright central kitchen has a breakfast bar, Corian countertops & plenty of cabinet space. Gulf Gate is a deed restricted neighborhood just down the street from the new Sarasota Square project. New flat roof installed last year. This represents the lowest priced single family home in the neighborhood . Become part of a friendly, family-focused community in one of Sarasota’s most desirable areas. Location truly matters—and Gulf Gate delivers! Tenant occupied until March 31, 2027.

3190 Regatta Circle, Sarasota
$275,000
2 Beds ⋅ 2 Baths ⋅ Strathmore Riverside SubDv. ⋅ 34231 Zip Code
BUYER INCENTIVE – RECEIVE A 1% LENDER CREDIT WITH PREFERRED LENDER! BRAND NEW ROOF WITH TRANSFERABLE WARRANTY + BRAND NEW A/C! Welcome home to this well-maintained villa located in a 55+ Sarasota community with plenty of amenities to enjoy. Inside, you'll find a bright and comfortable layout with 2 bedrooms, 2 bathrooms, spacious living and dining areas, and a functional kitchen with plenty of cabinet and counter space. The big-ticket items have already been taken care of with a brand new roof, transferable roof warranty, and brand new A/C, giving the next owner added peace of mind. Enjoy an active Florida lifestyle with community amenities including a heated pool, fitness center, shuffleboard, clubhouse, library, billiards, gathering spaces, and an on-site marina with boat docks. Conveniently located near shopping, dining, beaches, and everything Sarasota has to offer. Come see why this home and community are such a great place to call home!

2407 Riverbluff Parkway Unit V-226, Sarasota
$329,900
2 Beds ⋅ 2 Baths ⋅ South Highland SubDv. ⋅ 34231 Zip Code
Welcome to this bright and inviting 2-bedroom, 2-bath Sarasota home offering 1,395 square feet of living space and a desirable split-bedroom floor plan. The interior features laminate flooring throughout and an updated kitchen with quartz countertops, decorative backsplash, and ample cabinetry. There is an inside laundry room and a separate living room that provides additional flexible living space, while the Florida room offers another versatile area for enjoying the Florida lifestyle. The spacious layout and abundant natural light create a comfortable atmosphere throughout the home. Conveniently located near downtown Sarasota, area dining, shopping, cultural attractions, and the beautiful Gulf beaches, this property offers an excellent opportunity to enjoy all that Sarasota has to offer. Bring your personal touches to make this home your own! All information recorded in the MLS is intended to be accurate but cannot be guaranteed, buyer advised to verify.

1840 Glengary Street, Sarasota
$225,000
2 Beds ⋅ 2 Baths ⋅ Strathmore Riverside SubDv. ⋅ 34231 Zip Code
Welcome to Strathmore Riverside Villas, an active 55+ community in Sarasota where maintenance-free living meets a true boater's amenity package just minutes from Siesta Key. This move-in ready villa offers two bedrooms, two bathrooms, a flex room that works beautifully as a den, study, or office, and an enclosed lanai Florida room, giving you an abundance of flexible living arrangements all on one level. The foyer opens to the main living areas, where luxury vinyl flooring, plantation shutters, and natural light set a clean coastal tone. The spacious and open living and dining space continues into the Florida room, overlooking the green space behind the home, an inviting spot for morning coffee, reading, or casual entertaining. The updated kitchen features recycled glass countertops, a glass mosaic tile backsplash, white cabinetry, stainless appliances, recessed lighting, and pantry storage. The primary suite includes a walk-in closet and an ensuite bath with a walk-in shower, and a guest bedroom and full bath sit at the front of the home. The covered carport delivers everyday convenience, with a dedicated laundry room featuring a utility sink and shelving that doubles as extra storage for beach gear, bikes, and tools. The community's waterfront setting is what sets it apart. A resident marina offers boat slips on a first-come basis for a nominal fee, with access out to the Intracoastal Waterway and the Gulf beyond, so you can keep your boat steps from home. The waterfront clubhouse anchors a full social calendar and includes a large gathering hall, fitness room, library, and a game room with billiards, shuffleboard, and ping pong, all beside a heated pool and sun deck overlooking the water, with outdoor shuffleboard courts nearby. Grounds maintenance is handled for you, leaving more time to enjoy it all. From here you are about four miles from the sands of Siesta Key Beach, minutes from the shops and restaurants of Gulf Gate, and a short drive to downtown Sarasota's dining, arts, and bayfront. Come experience the villa and the lifestyle that comes with it. **THIS PROPERTY QUALIFIES FOR A 1% LENDER INCENTIVE IF USING PREFERRED LENDER. INQUIRE FOR MORE DETAILS.**

2327 Waterbluff Place Unit V315, Sarasota
$399,000
3 Beds ⋅ 2 Baths ⋅ Sarasota-Venice Co Sub SubDv. ⋅ 34231 Zip Code
Beautiful!! Completely rehabbed with nice finishes throughout,New Ac and much more , this move-in-ready home offers modern updates, quality craftsmanship, and a bright, welcoming interior. Ideally located near top Sarasota schools, shopping, and dining, and just minutes from Siesta Key Beach, this property delivers both comfort and convenience in one of Sarasota’s most desirable areas. The neighborhood features new construction homes selling at significantly higher prices, making this an exceptional value. Enjoy a spacious, fully fenced patio—including the front yard—for absolute privacy, with plenty of room for an RV, multiple vehicles, or a boat. Schedule your showing today and explore the possibilities for yourself.

2839 Olympic Street, Sarasota
$350,000
2 Beds ⋅ 2 Baths ⋅ Pirates Cove SubDv. ⋅ 34231 Zip Code
Virtually Staged. West of Trail and just one mile from Siesta Key, this home is nestled in the coveted Pirates Cove community, offering the coastal lifestyle so many dream of. Just steps from the community's private deeded boat ramp, you can launch your kayak or small boat and explore Little Sarasota Bay, the Intracoastal Waterway, and the warm turquoise waters of the Gulf. Whether you envision thoughtfully renovating the existing home and reimagining the spaces or creating your own custom home, this property offers endless possibilities. With an unbeatable location and an exceptional community, this is your chance to bring your vision to life and create the coastal home you have always imagined. With solid block construction, not in a flood zone, and no HOA restrictions, this is a rare opportunity to enjoy the freedom of coastal living. Pirates Cove is a charming community where boating, beaches, and a relaxed lifestyle come together. Its prime location also offers excellent potential for income-producing opportunities, making it appealing as both a personal coastal retreat and an investment.

1909 Buccaneer Drive, Sarasota
$229,900
2 Beds ⋅ 2 Baths ⋅ Baywood Colony SubDv. ⋅ 34231 Zip Code
Light and Bright with 9' Ceilings located at the gateway to Siesta Key this Turn-Key Furnished Baywood Colony 2BR/2BA Villa just 1 unit away from Clubhouse and pool, diagonally across from bayfront sea wall with fountain and benches for enjoying tranquil bay views, fishing or sunsets over the bay. Less than 1 mile to the Siesta Key bridge and World's #1 Siesta Key Beach with amazing, so soft & cool crushed crystal white sands. For peace of mind, this unit never flooded during the hurricanes of 2024 and that is saying something for being this close to the Gulf and Bay. You will love the fact that it is concrete block construction the Open Living Room/Dining Room Floor Plan Flows out to an Oversized Lanai via Quadruple Sliding glass doors - the feeling of light and space in this Villa is simply amazing! The primary BR has a walk-in closet and en-suite bath. The second bedroom is ample in size, and the 2nd bath is just in the hallway for easy access from the entire home. The $1053 Condo Fee includes Villa Exterior Insurance, Exterior Painting, All Ground Maintenance, Water, Sewer, Clubhouse with Pool, Saunas, Kitchen, Function room, Game Room with pool table, dart board, library, etc. and the beautiful bayfront park (this seller was only paying $300/yr. for HO-6 insurance which covers you from the drywall inward). So close to shopping and restaurants too! This is an amazing property and an amazing deal - you will love all that it offers. Mainland security with easy beach access and all at an Oh-so-nice price!

5887 Tidewood Avenue Unit 2, 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
$375,000
2 Beds ⋅ 2 Baths ⋅ Strathmore Riverside SubDv. ⋅ 34231 Zip Code
Virtually Staged. Attention Boaters and Beach Lovers!!! Affordable and beautifully renovated waterfront villa with community marina is just 12 minutes from Siesta Key Beach! This 2-bedroom, 2-bath villa offers stunning wide-water views, lush mature landscaping, and spectacular sunsets from the private outdoor patio and glass-enclosed lanai. Protective hurricane doors on the lanai bring peace of mind. The chef's kitchen features a large island, Craftsman-style cabinetry, gorgeous granite countertops, and designer lighting. The spacious primary suite includes a walk-in closet with built-in shelving and an en-suite bath with a luxurious tiled shower. The lovely guest bath includes tub/shower. Lovely new LVP flooring throughout. Enjoy maintenance-free living with exceptional community amenities, including a community marina with boat slips available (first-come-first serve basis), pool, clubhouse, fitness center, sauna, library, shuffleboard, and an active social calendar. The community marina comes equipped with docks offering water and electricity. Just minutes from world-renowned Siesta Key Beach, make this beautiful waterfront retreat yours today!

2126 Riverbluff Parkway Unit V323, Sarasota
$995,000
3 Beds ⋅ 2 Baths ⋅ Southpointe Shores SubDv. ⋅ 34231 Zip Code
LIVE THE WATERFRONT & BOATING LIFESTYLE in highly desirable SOUTHPOINTE SHORES! Perfectly positioned DIRECTLY ACROSS THE STREET FROM THE COMMUNITY BOAT RAMP AND DOCK—approximately 100 feet away—this 3BR/2BA home offers exceptional convenience for boating enthusiasts. Keep your boat right on your property, prep it at home, and launch without the hassle or wait of a public boat ramp. At the end of the day, simply back your trailer from your driveway to the ramp, load up, and you're home! Southpointe Shores provides DIRECT ACCESS TO THE INTRACOASTAL WATERWAY and, with the reopening of Midnight Pass, offers convenient access to the Gulf of Mexico—making this an outstanding location for fishing, boating, and enjoying Sarasota's coastal lifestyle. Situated on an 14,000+ SQ. FT. LOT, the property features a large driveway with ample parking for multiple vehicles. A shelled side yard with a substantial privacy gate provides dedicated space for BOAT OR RV PARKING. There's also plenty of room to add a POOL and potentially a large garage, creating even more possibilities for this spacious property. Per the Sarasota County Property Appraiser, the structure is located in ZONE X. A private well at the rear of the property supplies irrigation, while the well house also provides convenient WATER AND POWER for a boat or recreational vehicle. For added peace of mind, the home is PRE-WIRED FOR A GENERATOR CONNECTION capable of powering the entire residence when paired with the appropriate generator. Inside, an open floor plan and large windows create a bright, welcoming living space filled with natural light. The front & rear entry doors, as well as the garage door, are HURRICANE-RATED DOORS, and all windows are protected by HURRICANE SHUTTERS. The spacious kitchen is light and bright with NEWER APPLIANCES, COUNTERTOPS, AND CABINETRY. Both bathrooms have been recently updated, including new in-ground plumbing, tile, and cabinetry. The remodeled primary bath is especially impressive, featuring a LARGE ZERO-ENTRY SHOWER with dual shower heads designed for both standing and seated bathing. The primary suite offers generous space along with a large walk-in closet. With its expansive lot, boat and RV accommodations, numerous updates, and a community boat ramp just steps from the driveway, this Southpointe Shores home offers a rare opportunity to enjoy the Sarasota boating lifestyle with exceptional ease and convenience.

7616 Cove Terrace, Sarasota
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