South Sarasota Real Estate

South Sarasota Real Estate

Welcome to South Sarasota, Florida, a hidden gem nestled in the heart of Sarasota County. Known for its picturesque landscapes and vibrant community, South Sarasota offers an inviting blend of suburban charm and coastal allure. Whether you're seeking a peaceful retreat or an active lifestyle, this area has something for everyone.

One of the standout features of South Sarasota is its proximity to some of Florida's most beautiful beaches. Just a short drive away, you'll find the pristine shores of Siesta Key, renowned for its powdery white sand and crystal-clear waters. Enjoy sunbathing, swimming, or indulging in water sports, all while basking in the warm Florida sunshine.

South Sarasota is also home to a thriving arts and culture scene. The area boasts numerous galleries, theaters, and cultural events that celebrate local talent and creativity. The renowned Sarasota Opera and the Ringling Museum of Art are just a stone's throw away, offering residents a chance to immerse themselves in the vibrant cultural tapestry of the region.

For families, South Sarasota is an ideal place to call home. The community features top-rated schools, beautiful parks, and recreational facilities, making it perfect for raising children. The friendly neighborhoods foster a sense of belonging, where community events and activities bring residents together.

With an array of dining options, shopping centers, and outdoor activities, South Sarasota truly has it all. Whether you're exploring the local farmer’s markets or enjoying a sunset dinner at a waterfront restaurant, you'll find that life in South Sarasota is not just about living; it’s about thriving. Come discover your dream home in this enchanting part of Florida!

Newest Listings in South Sarasota

6723 Avenue C, Sarasota
$1,650,000
3 Beds ⋅ 3 Baths ⋅ Bay View Acres SubDv. ⋅ 34231 Zip Code
LOCATION, LOCATION, LOCATION! SIESTA KEY LIVING WITH A PRIVATE BOAT SLIP! Located on Avenue C, just before the South Siesta Key Bridge, this beautifully updated 3-bedroom, 3-bathroom pool home offers the perfect mix of coastal living, boating, and convenience! Enjoy being less than a mile from the world-famous Siesta Key Beach, where Florida sand, beautiful sunsets, and relaxing days by the water are all within reach. Boaters will love having their own PRIVATE BOAT SLIP, one of only TWO in the entire neighborhood! With quick access to the Intracoastal Waterway and approximately 15 minutes to the Gulf, spending the day on the boat couldn't be easier. Inside, this home has been beautifully updated with major improvements completed in 2020, including a 2020 ROOF, tile flooring throughout, a completely remodeled kitchen, and updated bathrooms. The spacious floor plan features three bedrooms, including a SECOND PRIMARY SUITE, three full bathrooms, and an oversized two-car garage. Whether you're hosting guests or enjoying everyday life, this home offers plenty of space and comfort. Step outside to your own private Florida retreat! The backyard features a LARGE HEATED POOL, a spacious covered lanai, and NEW PANORAMIC SCREENING that opens up the beautiful outdoor views. The pool was resurfaced in 2025, and the dock was also completed in 2025. Whether you're relaxing by the pool, entertaining friends, or heading out for a sunset boat ride, this outdoor space is made for enjoying the Florida lifestyle! What truly makes this property special is its LOCATION! Tucked away in a peaceful bird sanctuary, you'll enjoy a quiet setting while still being within minutes of beaches, restaurants, and local favorites. Spend your evenings at Daiquiri Deck, Siesta Key Oyster Bar, Captain Curt's Crab & Oyster Bar, The Old Salty Dog, or Abel's Ice Cream. Ruth's Chris Steak House and Carrabba's Italian Grill are also nearby, along with Publix, shopping, and everything you need for everyday living. With its rare private boat slip, beautiful updates, and incredible location just minutes from Siesta Key, this home offers the coastal lifestyle so many dream of! Schedule your own personal tour today!

6723 Avenue C, Sarasota
1740 Assisi Drive, Sarasota
$2,200,000
4 Beds ⋅ 6 Baths ⋅ Portofino On The Bay SubDv. ⋅ 34231 Zip Code
Pre-Construction. To be built. Located in the highly sought-after Portofino on the Bay neighborhood in Sarasota, this cleared homesite presents a rare opportunity to build your dream home in one of the area’s most desirable coastal communities. The property has already been cleared and is ready for construction, offering a smooth and convenient start for your custom build. A select builder has plans ready for this lot, providing the opportunity to streamline the building process with a thoughtfully designed home. Buyers may choose to utilize the existing plans or customize them to suit their vision and lifestyle. The style of the home must match the community guidelines. The property is also located close to the highly regarded Pine View School, along with other highly rated public and private schools nearby. This private and gated neighborhood is great for boaters, offering community deeded access to the bay to relax, and a community day dock available upon reservation. If a resident is selling, a private boat slip may become available. Enjoy direct access to the Intracoastal Waterway. Located just 2 miles from downtown Sarasota, residents enjoy quick access to vibrant dining, shopping, and entertainment while still enjoying the privacy and tranquility of this waterfront-friendly community.

1740 Assisi Drive, Sarasota
Sarasota
$4,750,000
4 Beds ⋅ 6 Baths ⋅ Aqualane Estates 3rd SubDv. ⋅ 34231 Zip Code
Experience Sarasota waterfront living from a truly exceptional vantage point, completely surrounded by water on three sides giving you the utmost privacy protected by mangroves. Set on a rare 17,298-square-foot point lot, this custom John Cannon estate captures sweeping, unobstructed 270-degree water views, creating an extraordinary sense of openness and connection to the water. Watch dolphins glide past, fish right from your private dock, or head out for a day on the bay with direct, no-bridge access. Private dockage within a protected basin, along with the potential to accommodate a larger vessel, makes this property especially compelling for boating enthusiasts. This raised, three-level residence combines refined craftsmanship with everyday convenience, featuring an ELEVATOR, WHOLE HOME SOLAR, a 4½-car garage, and a recently installed tile roof (2025). The home offers 5,197 square feet of living space with four bedrooms, drop room perfect for yoga or small office/den, a bonus room, a theater room, a gym and 4 full and 2 half baths. As you enter through the dramatic double-door entry you enter the great room with soaring ceilings, full wall entertainment center, elegant finishes, and light-filled living spaces that keep the water views front and center. The gourmet kitchen features Wolf stainless steel appliances and granite countertops, while inviting gathering spaces provide a beautiful setting for entertaining or simply enjoying the waterfront surroundings. On the first level, you'll fall in love with the theatre room to escape from the day to day. Outdoors, the expansive patio and summer kitchen overlook a large lap pool, lagoon and grotto area with a waterfall, and spa, accented by stone decking and framed panoramic water vistas and gas firepit. Spend your mornings watching for dolphins, your afternoons fishing or relaxing poolside, and your evenings departing from your own dock for a sunset cruise. With its distinctive point-lot setting, uninterrupted views, protected dockage, and effortless access to the bay, this estate offers a rare opportunity to make the water the centerpiece of everyday life.

Sarasota
1521 Shelburne Lane, Sarasota
$3,500,000
3 Beds ⋅ 4 Baths ⋅ Aqualane Estates SubDv. ⋅ 34231 Zip Code
Discover an exceptional waterfront lifestyle at 1521 Shelburne Lane, a stunning custom-built Sarasota residence offering 3 bedrooms plus the potential for a 4th bedroom, 4 full bathrooms, and 3,496 square feet of beautifully designed living space. With direct boating access to the Intracoastal Waterway and NO FIXED BRIDGES, this extraordinary property combines sophisticated coastal elegance with the freedom to enjoy Sarasota’s renowned boating lifestyle right from your backyard. From the moment you enter, the home’s architectural craftsmanship takes center stage. Soaring vaulted ceilings accented by dramatic exposed wood beams, elegant chandeliers, custom millwork, and expansive walls of glass create an atmosphere of understated luxury. The great room features beautiful wood flooring, custom built-in cabinetry, and an effortless connection to the outdoor living spaces. Designed for entertaining, the chef’s kitchen features an oversized island with generous seating, custom cabinetry, a Thermador professional gas range, statement vent hood, designer pendant lighting, and stainless steel appliances, including a 42" Sub-Zero refrigerator. The adjoining dining area overlooks lush tropical surroundings through expansive glass doors. The generously proportioned primary suite offers a peaceful private sanctuary with THREE CLOSETS providing exceptional storage. Finishes include 10.25" wide Legno Bastone hardwood flooring and distinctive 24" x 24" porcelain tile, reflecting the home’s custom craftsmanship. The second level adds a spacious loft, bedroom, and full bathroom, plus an additional room offering POTENTIAL FOR A FOURTH BEDROOM — ideal for guests, a media room, or a home office, subject to permitting. Step outside and experience true Sarasota waterfront living: a beautifully finished poured-concrete deck with tile, an inviting pool with a new heater, electric shades with two brand-new motors, and lush tropical landscaping create an elegant setting for outdoor relaxation and entertaining. For the serious boating enthusiast, the waterfront infrastructure is particularly impressive. A PRIVATE DOCK WITH A 13,000-POUND BOAT LIFT, a 100' seawall completely replaced in 2018, and concrete-encased dock pilings provide valuable boating amenities. With NO FIXED BRIDGES TO THE INTRACOASTAL WATERWAY, spontaneous afternoons cruising Sarasota’s waterways are part of the lifestyle. Substantial side-yard storage accommodates kayaks and paddleboards, while a dedicated artificial-turf dog run adds convenience for pet owners. Equally impressive are the home’s extensive upgrades. Built at an elevated height to help mitigate flood exposure, the residence features hurricane-impact windows, a WHOLE-HOUSE GENERATOR supported by a 500-gallon fuel tank, a brand-new HVAC system plus a second newer system, whole-house water filtration, and a brand-new tankless water heater, enhancing comfort and peace of mind. Completing this remarkable residence is an expansive FOUR-CAR GARAGE, a highly desirable feature offering exceptional space for vehicles, recreational equipment, and storage. With 3,496 square feet of refined living space, four full bathrooms, three bedrooms plus the potential for a fourth, outstanding boating amenities, and extensive improvements, 1521 Shelburne Lane offers a compelling blend of architectural sophistication and coastal functionality — the opportunity to live the Sarasota boating lifestyle without compromise.

1521 Shelburne Lane, Sarasota
4306 Glory Place, Sarasota
$299,999
2 Beds ⋅ 1 Baths ⋅ Morning Glory Ridge SubDv. ⋅ 34231 Zip Code
Old Florida charm in the best of locations! NEW Metal ROOF!! Enjoy peace and tranquility in this two-bedroom one-bath home, offering a flexible floor plan complete with a bonus room, Florida room, utility room, and tons of natural light. You will immediately appreciate the Big Beautiful backyard with plenty of room for your boat or RV. The interior of the home has historical charm and architecture complete with taller coffered ceilings, unique antique built-in cabinetry and original rare Heart Pine paneled walls and ceilings. Upgrades include a newer HVAC system, new water heater and 150 amp electrical panel. This home is located on a large lot in a non-deed-restricted community. You will love the two massive sheds(12x24) for storage and utility. This unique gem is walking distance of shopping restaurants and more; also a close drive to Beaches, downtown Sarasota, schools, and parks. Call today to schedule a private showing and start enjoying the Best Old. This home is tenant occupied with a large unpredictable dog. Please schedule a private appointment. If you drive by please make sure you remain in the car.

4306 Glory Place, Sarasota
1631 Memory Lane, Sarasota
$825,000
2 Beds ⋅ 2 Baths ⋅ Stickney Point Sub SubDv. ⋅ 34231 Zip Code
RARE WEST OF THE TRAIL OPPORTUNITY – TURNKEY FURNISHED & READY FOR IMMEDIATE INVESTMENT! Location, location, location! Discover this beautifully updated, turnkey furnished home in one of Sarasota’s most desirable locations! Just one block from Sarasota Bay and a 10-minute walk to world-famous Siesta Key Beach, this property offers exceptional coastal living and investment potential. Situated on an oversized lot, this charming home features a brand-new oversized spa and screened lanai, perfect for relaxing or entertaining while enjoying refreshing bay breezes. The private tropical backyard boasts mature banana, avocado, and guava trees. Thoughtfully renovated while preserving its original charm, the home features durable HardiePlank siding, hurricane-rated windows with custom treatments, new plumbing, updated electrical, remodeled kitchen and bathrooms, storm and French drains, and a whole-house water filtration system. A versatile bonus room, currently used as a third bedroom with a queen-size bed, provides additional space for guests or family. The oversized two-car garage and spacious paved driveway -plenty of parking and storage. An instant investment opportunity! Sold fully furnished and move-in ready, this property is ideal as a primary residence, vacation getaway, or income-producing rental with minimal preparation needed. Prime location, turnkey convenience, and incredible investment potential! Don't miss this rare opportunity—schedule your private showing today!

1631 Memory Lane, Sarasota
3950 Red Rock Way, Sarasota
$8,995,000
5 Beds ⋅ 9 Baths ⋅ Red Rock Terrace SubDv. ⋅ 34231 Zip Code
Under Construction. Why choose between your perfect sanctuary and stunning sunsets when you can have both. Every evening, the horizon performs a breathtaking masterpiece and from your private terrace at 3950 Red Rock Way, you hold the best seat in the house. Set upon a rare half-acre waterfront lot with 50 feet of frontage on Roberts Bay, this 6,850-square-foot modern coastal estate captures the essence of Sarasota luxury: enchanting artistry, seductive serenity, and a seamless connection to water and light. This new-construction residence, designed for those who refuse to compromise beauty for function, rises with quiet confidence above manicured grounds. A private courtyard garden greets you—tranquil, lush, and softly lit. Inside, 12-foot ceilings and walls of glass erase the boundary between indoors and out, filling each space with western light that glows from sunrise to sunset. Warmed by dual fireplaces, the heart of the home flows through a grand open living area. The chef’s kitchen, a pristine and stylish space for guests, is anchored by Miele appliances, two sculptural islands and features a well-appointed scullery, the engine that drives a flawless entertaining experience. A whisper of a push opens the retractable glass, where the world outside becomes part of the home and reveals the infinity-edge pool where the horizon of the pool disappears into the bay. The surrounding terraces are intended for sun, laughter, and unforgettable evenings under painted skies. This residence offers five bedrooms, including two primary suites, each a world of privacy and refinement with spa-inspired baths, water views, and terraces that invite the morning breeze. A dedicated gym and flex space await your vision—transform it into a golf simulator, media lounge, or wellness retreat. The custom wine cellar stands ready for your finest vintages, while a five-car garage accommodates every passion you choose to explore. Beyond luxury lies peace of mind: a new dock with double jet ski lift, elevator, whole-home generator, and the enduring protection of superior and meticulous modern construction. As twilight settles over Roberts Bay, the pool catches the last light, and the sound of water laps softly at the shore. Here, time slows, your world quiets, and moments feels both rare and deeply familiar. This isn’t just a home—it’s a front-row seat to the soul of every sunset.

3950 Red Rock Way, Sarasota
7323 Bounty Drive, Sarasota
$438,000
2 Beds ⋅ 2 Baths ⋅ Gulf Gate Woods SubDv. ⋅ 34231 Zip Code
BUYERS: THIS HOME IS PRICED TO SELL. IT IS AN OUTSTANDING OPPORTUNITY! GULF GATE WOODS IS A FANTASTIC NEIGHBORHOOD CLOSE TO SHOPPING , GREAT RESTAURANTS, AND A SHORT DRIVING DISTANCE TO WORLD FAMOUS SIESTA BEACH. HOMEOWNERS LOVE THE VERY LOW HOA FEES, $75 / YEAR!!! THIS HOME IS SITUATED ON A BEAUTIFUL TREE HOMESITE. SOME OUTSTANDING FEATURES INCLUDE AN UPDATED KITCHEN WITH WOOD CABINETS, STAINLESS APPLIANCES, AND A WONDERFUL BREAKFAST ROOM OVERLOOKING THE BEAUTIFUL BACK YARD! TILE AND SOLID WOOD PLANK FLOORING GRACE THIS BEAUTIFUL HOME. THE BEDROOMS ARE ACCENTED WITH BEAUTIFUL WOOD FLOORS, UPDATED BATHROOM, BOTH BEDROOMS HAVE LARGE WIC! NEWER TILE ROOF, RELAX IN THE EXTENDED CAGED LANAI WITH BRICK PAVERS AND A LOVELY VIEW! THIS HOME IS A GREAT BUY!!!

7323 Bounty Drive, Sarasota
5273 Heron Way Unit 202, Sarasota
$450,000
3 Beds ⋅ 2 Baths ⋅ Landings South SubDv. ⋅ 34231 Zip Code
Expansive water views, an enviable location just a short walk from the Landings Racquet Club, and upgrades including hurricane-impact windows throughout and a newer air-conditioning system (2024) with transferable warranty distinguish this second-floor coach house from other similar residences in The Landings. Bright, spacious, and beautifully maintained, the home also benefits from a newer roof and gutters (2023), offering an exceptional combination of comfort, convenience, and peace of mind. High vaulted ceilings and abundant natural light create an immediate sense of space, while the generous living and dining areas flow seamlessly into an open-plan kitchen featuring granite countertops, a breakfast bar, and stainless steel appliances. Continuous flooring throughout the main living area, without the traditional step-down, further enhances the open layout. The spacious primary suite enjoys beautiful water views, a large en-suite bathroom, and walk-in closet. Two additional generously sized bedrooms share a second full bathroom. Plantation shutters throughout and a separate laundry room add to the home's comfort and practicality. Furnishings are available for purchase separately, offering an opportunity for an easy transition. The nearby Landings Racquet Club offers eight Har-Tru tennis courts, a fitness center, pro shop, meeting rooms, a temperature-controlled lap pool, spa, and an active calendar of social events. Residents can also enjoy nature trails leading to a covered dock and fishing pier, with storage facilities for kayaks, canoes, and paddle boards. Ideally located west of the Trail, The Landings provides convenient access to Siesta Key, Southside Village, downtown Sarasota, and nearby shopping and dining, including The Landings shopping center.

5273 Heron Way Unit 202, Sarasota
5430 Eagles Point Circle Unit 101, Sarasota
$695,000
3 Beds ⋅ 2 Baths ⋅ Eagles Point At The Landings SubDv. ⋅ 34231 Zip Code
It’s all about the light and the view. This first floor corner residence offers water views from every room, with Phillippi Creek to the south and the Intracoastal Waterway and Siesta Key to the west. Thoughtfully positioned for privacy, it looks out on nothing but water. No neighboring buildings, just fish jumping, birds diving, and boats gliding by. Fair warning: it is remarkably easy to lose an afternoon here. Evenings belong to the sunset, when the sky delivers colors worth pausing for. First floor residences at Eagles Point are distinguished by an expanded open terrace, and a portion of this one has been screened, keeping the outdoors enjoyable and the bugs out of the conversation. Another rare find for Eagles Point is a second under building parking space, so your second vehicle stays sheltered from the elements too. Recent updates include new HVAC, water heater, and washer and dryer, along with hurricane shutters on the western facing windows. Life in The Landings, a gated community West of the Trail, comes with beautifully maintained grounds, a nature trail leading to the Intracoastal, and kayak storage with a launch for easy access to the water. Eagles Point residents enjoy their own pool and barbecue area, plus membership in The Landings Racquet Club, featuring a fitness center, eight Har-Tru tennis courts, pickleball, a pool with spa, and a full calendar of social activities.

5430 Eagles Point Circle Unit 101, Sarasota
3469 Clark Road Unit 168, Sarasota
$145,000
3 Beds ⋅ 2 Baths ⋅ Sienna SubDv. ⋅ 34231 Zip Code
Welcome to Sienna Park! This 3-bedroom, 2-bathroom first-floor condo offers a convenient central location and an easygoing Florida lifestyle. Just a 10-minute drive from the beautiful Siesta Key Beach, you’ll enjoy easy access to shopping, dining, and all that the Sarasota area has to offer. The community has UPDATED ROOFS along with an updated HEATED community pool, BBQ area and a fenced dog run. The monthly fee includes water, sewer, trash collection, building insurance and exterior maintenance. With a tenant in place through February 28, this property also presents an excellent opportunity for investors seeking rental income. Whether you’re looking to expand your investment portfolio or secure a property in a desirable Sarasota location, this Sienna Park condo is worth a look!

3469 Clark Road Unit 168, Sarasota
2821 Yorktown Street, Sarasota
$425,000
3 Beds ⋅ 3 Baths ⋅ Colonial Terrace SubDv. ⋅ 34231 Zip Code
INCREDIBLE LOCATION AND ENDLESS POTENTIAL! Located in Sarasota’s desirable Gulf Gate area, this property offers an opportunity to create your own Florida retreat just minutes from Siesta Key Beach, local dining, shopping, schools, and downtown Sarasota. Originally listed as a 2-bedroom, 1.5-bath home, the property has been reconfigured to offer 3 bedrooms and 3 bathrooms, providing added flexibility for a variety of living arrangements. Recent improvements include hurricane-impact windows and doors, an approximately 2-year-old A/C system, a replaced water heater, and a whole-house water treatment system. Connected to city water and sewer, the property offers no HOA and no deed restrictions, along with ample parking potential for your boat, RV, truck, and other recreational vehicles. The home needs some TLC, offering buyers the opportunity to bring their vision, personalize the space, and unlock its potential in an exceptional Sarasota location. Whether you're looking for a primary residence, seasonal retreat, or investment opportunity, this property presents an exciting chance to make it your own. Clarify the Bedroom and Bathroom ChangesMake the MLS Wording More Compliant

2821 Yorktown Street, Sarasota
Start Your Search

How much is your home worth?

Get instant property value now!