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

3416 Wilkinson Woods Drive Unit 63, Sarasota
$335,000
3 Beds ⋅ 2 Baths ⋅ Wilkinson Woods SubDv. ⋅ 34231 Zip Code
Beautifully updated 3-bedroom, 2-bath villa in the desirable Wilkinson Woods community, offering a spacious, comfortable floor plan in an incredibly convenient Sarasota location! Step inside and you’ll immediately appreciate the attention to detail, including crown molding, abundant natural light, and an updated kitchen designed for both style and everyday functionality. The kitchen features attractive finishes and thoughtfully designed pull-out storage, making cabinets and pantry items easy to access. The spacious living and dining areas flow nicely for entertaining, while the enclosed sunroom provides additional flexible living space with the floor professionally raised to create a level transition with the rest of the home. The large dining room mirror conveys and adds an attractive finishing touch to the space. Additional improvements include impact-resistant windows throughout the home, with the exception of the double French doors in the office, which are not impact glass. The HVAC system was installed in 2021 or newer and features a UV light installed in 2026. The water heater was replaced in August 2024, followed by the addition of a hot water circulation system in October 2024. The washer and dryer also convey. Storage is another standout feature, with a new attic access ladder and illuminated attic storage space above the garage. An invisible pet fence provides another convenient feature for pet owners. Wilkinson Woods offers a relaxed Sarasota lifestyle with community amenities including a clubhouse, swimming pool, tennis courts, and reclaimed-water irrigation. Association fees include cable TV, community pool access, common area insurance, exterior maintenance, grounds maintenance, and recreational facilities. The association has indicated that roof replacement is anticipated as part of a future community-wide roof project; timing and details should be independently verified with the association. Located in the heart of Sarasota, this home provides convenient access to shopping, restaurants, grocery stores, medical facilities, downtown Sarasota, Siesta Key and its world-famous beaches, Gulf Gate, cultural attractions, and Sarasota-Bradenton International Airport. If you’ve been looking for an updated Sarasota villa with generous living space, extensive improvements, community amenities, and easy access to everything the area has to offer, 3416 Wilkinson Woods Drive is one you’ll want to see!

3416 Wilkinson Woods Drive Unit 63, Sarasota

7780 Holiday Drive N, Sarasota
$1,950,000
4 Beds ⋅ 3 Baths ⋅ Holiday Harbor SubDv. ⋅ 34231 Zip Code
Welcome to this immaculate, move-in ready Sarasota estate on a quiet, no-outlet cul-de-sac west of the Trail, just minutes from both the world-famous beaches of Siesta Key and the cultural amenities of downtown Sarasota. Just around the corner, Hidden Harbor Marina provides convenient boat storage and access to the Intracoastal and the Gulf for those who choose to join. This professionally curated, single-story home offers 4 bedrooms, 2.5 baths, and 3,269 heated square feet on an oversized, fully private lot with no HOA, and is available optionally furnished. Arriving along the paver driveway, you are welcomed by custom tropical landscaping and oversized bespoke double glass doors featuring a custom heron overlay. Inside, the heron theme continues on a unique grasscloth wallcovering, leading to an open living and dining area with vaulted ceilings, skylights, and Italian porcelain plank flooring. Two sets of impact sliders frame picturesque views of the pool and established gardens. The expansive chef's kitchen features white raised-panel cabinetry, leaded glass uppers, granite counters, a marble backsplash with a handcrafted marble medallion above the cooktop, and a navy island with a prep sink and breakfast bar seating. A Bosch wall oven, microwave, and cooktop, stainless steel appliances, a built-in bar with wine storage, and a breakfast nook with arched windows complete the space, with a laundry room featuring an LG washer and dryer and a utility sink nearby. The split bedroom plan places the primary suite on its own side of the home, with a bay window overlooking the colorful garden and patio doors opening directly to the pool deck. The en suite bath offers dual granite vanities, a spa tub, a walk-in shower, and a private water closet, while the custom walk-in closet provides abundant hanging space, shoe storage, and built-in dressers. On the opposite side, two guest bedrooms share a bath with marble tile and a walk-in rain shower, the fourth bedroom is currently set up as an office, and a half bath serves guests. Closets with built-in shelving, extra tall solid wood doors, plantation shutters, and LED lighting carry throughout. Outside, the expansive paver patio surrounds an oversized Pebble Tec pool and an inviting pergola, all enclosed by Clusia hedges and a vinyl privacy fence. Professional landscape lighting showcases the lush gardens, and an irrigation system keeps them thriving. Additional highlights include two separate HVAC systems, an air-conditioned utility room off the garage, and a flood zone X500 designation. Just moments away, the Tamiami Trail and Beneva Road corridor is becoming a South Sarasota hub, with a new Trader Joe's on the way and the former Sarasota Square Mall being transformed into a mixed-use destination anchored by Whole Foods. FURNISHINGS NEGOTIABLE. **THIS PROPERTY QUALIFIES FOR A 1% LENDER INCENTIVE IF USING PREFERRED LENDER. INQUIRE FOR MORE DETAILS.**

7780 Holiday Drive N, Sarasota

1841 Joyce Street, Sarasota
$429,000
2 Beds ⋅ 2 Baths ⋅ Vamo SubDv. ⋅ 34231 Zip Code
Morning paddle boarding on Little Sarasota Bay. An afternoon at Siesta Key Beach. Dinner back home on your own patio. At 1841 Joyce Street, Sarasota’s coastal lifestyle comes with a two-bedroom home, a fully fenced backyard, no HOA and a new roof in 2025. Located west of US 41 in Sarasota’s Vamo neighborhood, this single-story, two-bedroom home offers 1,318 square feet with a bright Florida room that gives you extra space to relax or entertain. The connected living, dining and kitchen areas keep everyone together, while white cabinetry, light countertops and stainless steel appliances give the kitchen a fresh, welcoming feel. A dedicated office area provides the flexibility to comfortably work from home, while the light-filled Florida bonus room offers even more versatile living space with Windows on three sides bringing natural light into the Florida room, an inviting place for morning coffee, a good book or gathering with friends. Outside, the long paver patio extends your living space into the fully fenced backyard, with room for outdoor dining, gardening, pets and keeping kayaks or bikes close at hand. Recent improvements include a new roof in 2025, stainless steel appliances, water heater, electrical panel, toilets and exterior stucco. Significant electrical preparation has also been completed for the addition of a future whole-house generator. Walk to Vamo Drive Park and its public canoe and kayak launch on Little Sarasota Bay, where you can get out on the water, enjoy the shoreline and watch for local wildlife. Nearby Wharf Road Park offers another waterfront spot to explore. When the beach calls, drive across the Stickney Point bridge to Siesta Key for quartz sand, swimming in the Gulf and sunsets, with island restaurants ready to round out the day. Gulf Gate dining, plus the exciting redevelopment of the former Sarasota Square Mall bringing many new restaurants, Shops and much more to the area for everyday convenience. Whether you’re looking for a year-round Sarasota home or a seasonal place to return to, 1841 Joyce Street brings together coastal recreation, comfortable indoor and outdoor living, and recent improvements that make this home worth a closer look.

1841 Joyce Street, Sarasota

1741 Stanford Lane, Sarasota
$1,795,000
4 Beds ⋅ 3 Baths ⋅ Aqualane Estates SubDv. ⋅ 34231 Zip Code
Less than 2 miles from world-famous Siesta Key, this 4-bedroom, 3-bath, 3-car garage pool home in Aqualane Estates offers a rare combination of waterfront living, bold design, and unmistakable artistic flair. Set along a saltwater canal with access to the bay, this home is filled with color, natural light, and character from the moment you walk through the door. Soaring ceilings create a dramatic sense of space in the grand living and dining areas, designed for entertaining everything from intimate dinners to large gatherings. Uniquely acid washed concrete floors flow throughout the main living spaces, adding to the home's modern, creative vibe. The chef-inspired kitchen features a Fisher & Paykel DCS range and oven, Liebherr refrigerator, U-Line wine cooler, Sharp microwave drawer, KitchenAid dishwasher, expansive granite island, abundant cabinetry, lighting and plenty of room to gather while cooking and entertaining. The thoughtfully designed bedroom layout provides excellent privacy for guests, with three guest bedrooms and two additional bathrooms. The primary suite overlooks the pool and canal and features a beautifully updated bath with a freestanding soaking tub and a truly one-of-a-kind glass-enclosed shower accented with colorful, worldly-inspired tile. Step outside to your own tropical waterfront retreat. The expansive covered lanai offers plenty of space for outdoor dining and lounging, overlooking the heated PebbleTec pool and spa. The saltwater pool pump was replaced in 2026, and the screen enclosure was replaced in 2024. Built with solid block construction, the home also features hurricane-impact windows, automatic roll-down hurricane shutters installed in 2024, a hurricane-rated garage door installed in 2021, and a new metal roof in 2026. The home has never flooded and is positioned at one of the higher elevations along the street, offering an added sense of confidence in a waterfront setting. For boaters and water lovers, this property delivers. The home offers approximately 100 feet of seawall along the saltwater canal with access to the bay, a boat lift rated for up to 10,000 lbs., and a separate small dock ideal for launching kayaks or paddleboards. Bring the boat, jet skis, kayaks, and even your boat trailer—Aqualane Estates has no HOA, giving you the freedom to fully enjoy the waterfront lifestyle right from your own property. All of this is just minutes from Siesta Key, Captain Curt's, Daiquiri Deck, beaches, restaurants, shopping, and everything that makes this part of Sarasota so special. This is not your typical Florida home—it is colorful, creative, welcoming, and truly a vibe all its own.

1741 Stanford Lane, Sarasota

4598 Cactus Avenue, Sarasota
$525,000
3 Beds ⋅ 2 Baths ⋅ Flora Villa Final Survey SubDv. ⋅ 34231 Zip Code
Virtually Staged. Welcome to this updated three-bedroom, two-bath home in Flora Villa, tucked onto a quiet dead-end street beneath mature trees and spread across an oversized 0.29-acre lot. This charming home has curb appeal to spare with a sweeping front porch that invites you to sit a spell, and have a cold glass of ice tea. Inside, the one-story plan opens easily from a generous living room with a wood-burning fireplace through to the renovated kitchen, where granite counters, solid wood cabinetry, stainless appliances, and a breakfast nook make cooking and dining a real joy. A flexible bonus room works just as well as an office, den, playroom, or extra guest space, and waterproof, scratch-resistant vinyl plank flooring runs throughout the home. Both bathrooms have been renovated, the primary bath includes a fabulous spa shower plus a lovely vanity with double sinks, and both the primary as well as one of the guests bedrooms have roomy well organized walk-in closets. The backyard is where you will truly enjoy Florida living. The yard is fully fenced, the pavers create a true outdoor living floor, and the pergola turns the space into a shaded room for morning coffee, long dinners, and weekend gatherings without leaving home. It is private and perfect for pets and children, large enough to linger, and set up as an extension of the house rather than an afterthought. Out front, a French drain and gutter guards help keep the property tidy, and the exterior has fresh paint. The oversized side-load two-car garage includes an EV charger, newly painted floor, and a newer garage door opener. Practical updates continue inside with whole-house water filtration/water softener and reverse osmosis in the kitchen (sink and refrigerator), added attic insulation, whole-house surge protection, a newer washer, microwave, brand new garbage disposal, kitchen faucet, and laundry cabinet. There are no deed restrictions here, so you can make this home and lot your own without an association dictating paint colors, parking, or how you use your backyard. This home sits in FEMA Flood Zone X, which means it is mapped outside the high-risk floodplain. In practical terms, that is one of the strongest flood designations you can have in this part of Sarasota: federally backed lenders typically do not require flood insurance the way they do in coastal A and V zones, and the mapped flood risk is far lower than homes closer to the water. You still get a short drive to Siesta Key, Lido Beach, and St. Armands Circle, without taking on that high-risk beach flood zone. Bee Ridge Park is a walk away for playground time, sand volleyball, baseball, and basketball, and everyday shopping and dining line the Bee Ridge and Clark Road corridors. HCA Florida Sarasota Doctors Hospital is nearby on Bee Ridge Road, with Sarasota Memorial a short drive toward downtown. What really sets the location apart is how close the Gulf is: Siesta Key’s world-famous quartz sand is a short drive west, Lido Beach and St. Armands Circle are close enough for an after-work sunset or a Saturday on the water, and downtown Sarasota’s bayfront, dining, and arts scene is an easy trip when you want the city without living in the middle of it.

4598 Cactus Avenue, Sarasota

2127 Shawnee Street, Sarasota
$359,000
4 Beds ⋅ 2 Baths ⋅ Las Lomas De Sarasota SubDv. ⋅ 34231 Zip Code
Opportunity, flexibility, and a hard-to-beat South Sarasota location come together at 2127 Shawnee Street. Located in the established Las Lomas de Sarasota neighborhood, this 4-bedroom 2-bath property offers approximately a versatile layout that creates options for homeowners, investors, or anyone looking to offset their monthly expenses with rental income. The main portion of the home is configured as a 3-bedroom, 1-bath residence, while the separate mother-in-law suite offers a studio-style living space with its own kitchenette and full bathroom. The studio is currently rented for $1,250 per month, with potential for increased rental income based on current market conditions. Major improvements include a roof replaced in 2021 and an A/C system replaced in 2024, helping take care of two of the bigger-ticket items buyers look for. Outside, the property offers even more usable space with a 250+ square-foot screened lanai overlooking a large, fully fenced backyard. A separate block storage building provides plenty of room for tools, bikes, beach gear, lawn equipment, and more. Parking is another standout feature, with a horseshoe-style driveway and single-car covered parking providing room for multiple vehicles. The covered parking area may also offer future possibilities for additional living space, subject to applicable zoning, permitting, and approvals. The location is where this property really shines. Las Lomas de Sarasota sits in the heart of South Sarasota, directly across from The Landings area and convenient to shopping, dining, Sarasota Memorial Hospital, Downtown Sarasota, and everything along the US-41 corridor. Best of all, Siesta Key and its world-famous beaches are less than two miles away, putting one of Sarasota's biggest attractions practically in your backyard. Whether you're looking for an affordable Sarasota home with additional income to help offset your mortgage, a multi-generational living setup, or an investment property with multiple ways to generate value, 2127 Shawnee Street offers the kind of versatility that's increasingly difficult to find this close to Siesta Key. OWNER FINANCING AVAILABLE!!

2127 Shawnee Street, Sarasota

4887 Peregrine Point Circle E, Sarasota
$1,200,000
3 Beds ⋅ 3 Baths ⋅ Landings SubDv. ⋅ 34231 Zip Code
Virtually Staged. What if home felt like your own private Sarasota retreat, surrounded by nature, minutes from the water, and close to everything you love? Welcome to 4887 Peregrine Point Circle, a beautiful 3-bedroom home tucked inside The Landings, one of Sarasota’s distinctive gated West of Trail communities. Set on a large corner lot, this home offers 2 full baths, 1 half bath, a spacious den or office, generous living areas and a 3-car garage. Step outside and the backyard becomes your own Florida retreat, complete with a heated PebbleTec saltwater pool and covered screened lanai made for relaxed afternoons, outdoor dining and easy entertaining. Inside, skylights and Pella hurricane-impact windows fill the split-bedroom floor plan with natural light. Restored Saltillo tile, hardwood floors, graceful archways, decorative columns and crown molding bring warmth and character throughout. At the heart of the home, the open kitchen makes gathering easy with custom solid wood cabinetry, an oversized island, wet bar and walk-in pantry. Multiple living spaces open naturally to the lanai and pool, creating the indoor-outdoor connection Sarasota living is known for. Thoughtful updates include a new roof and skylights in 2021, HVAC system and all-new ductwork in 2023, renovated primary bath in 2023, new pool cage in 2024, new pool heat pump in 2025, restored Saltillo tile, sprinkler system in 2019, plus fresh interior and exterior paint in 2026. Beyond the home, The Landings offers a setting that is hard to duplicate, with winding tree-lined streets, lush tropical landscaping, shaded walking and biking trails, access to Roberts Bay and an extraordinary 78-acre contiguous mangrove preserve. Residents can launch a kayak or paddleboard from the waterfront, while optional membership to The Landings Racquet Club adds tennis, swimming and additional recreational and social amenities. With 24-hour gated security, shopping, dining and coffee just outside the gates, plus Siesta Key and downtown Sarasota only minutes away, this is a rare opportunity to enjoy space, privacy, nature and the Sarasota lifestyle in one special place. Come experience 4887 Peregrine Point Circle for yourself and schedule your private showing today.

4887 Peregrine Point Circle E, Sarasota

6741 Avenue D, Sarasota
$871,500
3 Beds ⋅ 2 Baths ⋅ Bay View Acres SubDv. ⋅ 34231 Zip Code
Set at the very end of Avenue D, just landward of Siesta Key and only a few lots from the bay, you’ll find this immaculately updated Florida home. Set on a nicely elevated lot with lots of backyard privacy, this 3 bedroom, 2 bathroom pool home offers a convenient location, low maintenance footprint, and an impressive list of upgrades. Starting with the technical features of the home, who doesn’t love a property all impact storm-rated windows and doors, a 2025 new roof, a 2025 HVAC, and located in the preferred flood with no mandatory flood insurance! The home was substantially updated in 2023. Meticulously landscaped, you’ll notice the lush green grass and palms as you arrive and enter the home. The entry way leads you through a glass front door area that opens into a great room concept floor plan with solid tile flooring throughout the whole home. You’ll find vaulted ceilings, recessed can lighting, custom window and lighting treatments throughout the main living all showcasing the fantastic and private pool and backyard view. The open kitchen looks out into the main living area and nicely outfitted with stainless steel appliances, island with breakfast bar, tile backsplash and extended custom cabinetry with extra beverage refrigeration and solid stone countertops. The primary bedroom is a true retreat with patio access, oversized walk-in closet with built-ins and a spa-like setting in the bathroom with dual sinks, walk-in shower with dual heads and more. The guest bedrooms are located on the opposite side of the home from the primary bedroom allowing for guests to enjoy privacy and both bedrooms share a nicely upgraded second bathroom. The heated, caged pool area is ideal for private sunbathing and stays open all year! Other notable changes to this property include 2017 pool and cage, electrical service change in 2017, new garage door 2018, newer pool pump, interior and exterior paint, exterior security cameras and landscaping. This tucked-away neighborhood is a hidden gem in Sarasota- less than a mile the sandy shores of Siesta and a half mile to Gulf Gate shopping, restaurants, and nightlife, this located is hard to beat. Living West of Trail in Sarasota means convenient access to downtown, the beaches, and everywhere you need to go! It is very difficult to find a home of this quality in this location on the market- some homes just have a great feel to them, and this is one of them- don’t wait, schedule your private tour today.

6741 Avenue D, Sarasota

4726 Rivetta Court, Sarasota
$2,550,000
5 Beds ⋅ 5 Baths ⋅ Phillippi Hi SubDv. ⋅ 34231 Zip Code
Get ready for this Parade of Homes featured 5 Bedroom, 4.5 bath stunner! Welcome to this nearly new boutique construction that has been substantially upgraded and elevated with high-end designer touches throughout every room. Custom Cabinetry, custom finished ample walk-in closets, custom electric window treatments, large scale kitchen and Island, ample storage, butler's pantry, wood floors and porcelain tile, with spacious main areas and bedrooms give this home a unique presence that brings warmth and individuality within the modern and contemporary design. Plenty of room to spread out with 4 suites upstairs and one bedroom downstairs. Carefully curated spaces with sun-kissed light, meet you at every turn and create a finished feel that is truly move in ready. Fully furnished option available! Tucked away on a quiet cul-de-sac in one of Sarasota’s most convenient locations, this impressive 5-bedroom, 4.5-bath residence offers over 4300 square feet of beautifully designed living space, a private saltwater pool and an exceptional indoor-outdoor Florida lifestyle with private backyard and luscious greenery at every turn for a zen oasis experience. Four upstairs bedrooms all equipped with ample bathrooms attached and generous, custom walk in closets. One bedroom downstairs provides a hideaway in itself. Enjoy your own private Sarasota escape while having Phillippi Creek access in community and private dog park! Come see and feel this beautiful home for yourself!

4726 Rivetta Court, Sarasota

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