South Sarasota Real Estate

South Sarasota Real Estate

Welcome to South Sarasota, a hidden gem nestled in the heart of Florida’s picturesque Gulf Coast. Known for its stunning beaches, lush landscapes, and vibrant community, South Sarasota offers a unique blend of relaxation and excitement, making it an ideal place to call home.

This charming enclave is renowned for its proximity to some of the most beautiful beaches in the state, including Siesta Key, which is consistently ranked among the top beaches in the U.S. Here, residents and visitors alike can enjoy sun-soaked days, crystal-clear waters, and breathtaking sunsets that paint the sky in vibrant hues.

Beyond the beaches, South Sarasota boasts a rich cultural scene. The area is home to a variety of art galleries, theaters, and museums, including the renowned Ringling Museum of Art, which showcases a remarkable collection of European paintings and circus memorabilia. For those who appreciate the outdoors, the nearby Myakka River State Park offers hiking, biking, and wildlife viewing opportunities, ensuring that nature enthusiasts find plenty to explore.

South Sarasota also prides itself on its warm and welcoming community. With a diverse range of neighborhoods, from quaint single-family homes to luxurious waterfront properties, there’s something to suit every lifestyle and budget. Residents enjoy access to top-rated schools, shopping centers, and dining options that cater to every palate.

In South Sarasota, you’ll find not just a place to live, but a vibrant lifestyle that embraces both relaxation and adventure. Come discover why so many are choosing to make South Sarasota their forever home!

Newest Listings in South Sarasota

84 Southwinds Drive, Sarasota
$264,900
2 Beds ⋅ 2 Baths ⋅ South Winds Mobile Home Park Co-Op SubDv. ⋅ 34231 Zip Code
Welcome home to this absolutely immaculate double-wide in desirable Southwinds Mobile Home Park! Affordable living with monthly HOA dues of only $195 a month make this attractive immediately! Beautifully maintained, this inviting home offers a warm coastal feel from the moment you step inside. Don’t wait on this one—it’s a beauty and you'll love the tasteful furniture and decor! The spacious floorplan features 2 bedrooms plus a versatile den that could easily serve as a 3rd bedroom, home office, or guest space. Enjoy both formal living and dining areas, a comfortable Florida Room, and a spacious kitchen with a separate dinette. Sliding glass doors from the dinette bring in plenty of natural light and overlook the front of the home. Additional features include a covered carport, storage shed, and convenient inside laundry closet with washer and dryer included. Many improvements by Sellers including the following: Shingle Roof 2026*Shed Door 2025*Microwave 2023*Air Conditioner 2023*Washer 2020*Flooring upgraded 2019*FL Room Roof 2019*10 x 8 Shed for storage & much more! Situated toward the back of the community, the home enjoys a quieter location while still being just a short distance from the clubhouse and community amenities. The community pool is always a great place to meet up with your friends in the park, as well as pickleball and shuffleboard too! And ... the location is hard to beat! World-renowned Siesta Key and its beautiful beaches are just minutes away, along with the popular Gulf Gate shops and restaurants. Legacy Trail, Costco, fitness centers, shopping, and an abundance of dining options are all nearby. Cultural downtown Sarasota is approximately 15 minutes away, offering boutique shopping, restaurants, theaters, the opera, Marie Selby Botanical Gardens, and so much more. Southwinds is a welcoming 55+ co-op community known for its friendly atmosphere and wonderful sense of community. Come enjoy the Florida lifestyle and become part of this special neighborhood. This one truly stands out—schedule your showing today!

84 Southwinds Drive, Sarasota
1802 Robinhood Street, Sarasota
$649,900
4 Beds ⋅ 2 Baths ⋅ South Highland SubDv. ⋅ 34231 Zip Code
Don't delay, Fully renovated, income-producing duplex in a prime Sarasota location, perfect for investors or owner-occupants! This property has been completely redone with all work permitted, offering true peace of mind and zero deferred maintenance. Major upgrades include a new shingle roof, new AC systems, full electrical rewire, new plumbing, and impact-rated windows and doors for hurricane protection. Both units feature modern, move-in-ready interiors with tile flooring throughout, new drywall, updated cabinetry, and stainless steel appliances, making this a turnkey opportunity ready for immediate occupancy or rental. Situated on a quiet dead-end street, this property offers privacy while still being close to everything. Conveniently located just 3.8 miles to the beach and only 2.4 miles to Sarasota Memorial Hospital, with easy access to shopping, dining, and popular local restaurants, an ideal setup for strong and consistent rental demand. Whether you're looking to house hack, short- or long-term rent, or expand your portfolio, this fully upgraded duplex checks every box.

1802 Robinhood Street, Sarasota
2920 Clark Road Unit 102, Sarasota
$174,900
2 Beds ⋅ 1 Baths ⋅ Town N Country SubDv. ⋅ 34231 Zip Code
Enjoy a convenient Sarasota location just minutes from Siesta Key! Unit 102 at Town 'N Country offers easy access to everything that makes this area so desirable. Siesta Key Beach is less than 3 miles away, while Detwiler's Farm Market, Publix, shopping, restaurants, and everyday services are nearby. Sarasota-Bradenton International Airport is approximately 10 miles from the property. Residents enjoy a community swimming pool, courtyard, and shared laundry facilities. The building roof was also replaced in 2022. For buyers seeking a larger investment opportunity, Units 101, 102, and 204 at 2920 Clark Road are all being offered together by the owner. Acquiring multiple units within the same building creates a unique opportunity to establish or expand a Sarasota real estate portfolio while keeping properties in one convenient location.

2920 Clark Road Unit 102, Sarasota
2920 Clark Road Unit 101, Sarasota
$174,900
2 Beds ⋅ 1 Baths ⋅ Town N Country SubDv. ⋅ 34231 Zip Code
LOCATION, CONVENIENCE, AND OPPORTUNITY come together at Town 'N Country in Sarasota! Unit 101 is ideally positioned along the Clark Road corridor, less than 3 miles from Siesta Key Beach and close to shopping, dining, Detwiler's Farm Market, Publix, and everyday conveniences. Sarasota-Bradenton International Airport is approximately 10 miles away. The community offers a swimming pool, courtyard, and shared laundry facilities, while the building roof was replaced in 2022. Adding to the opportunity, Units 101, 102, and 204 at 2920 Clark Road are all being offered together by the same owner, providing the chance to acquire three units within the same building. Whether you're looking to expand your real estate portfolio or secure multiple Sarasota properties in one convenient location, this is an opportunity worth considering.

2920 Clark Road Unit 101, Sarasota
2920 Clark Road Unit 204, Sarasota
$174,900
2 Beds ⋅ 1 Baths ⋅ Town N Country SubDv. ⋅ 34231 Zip Code
Discover a conveniently located Sarasota condo just a short drive from Siesta Key. Unit 204 at Town 'N Country is less than 3 miles from Siesta Key Beach and near Detwiler's Farm Market, Publix, restaurants, shopping, and other everyday conveniences. Sarasota-Bradenton International Airport is approximately 10 miles away. Community amenities include a swimming pool, central courtyard, and shared laundry facilities, and the building roof was replaced in 2022. A particularly unique feature of this offering is the availability of Units 101, 102, and 204, all being offered together by the same owner. This provides an appealing opportunity for a buyer looking to acquire three properties within one Sarasota building, with beaches, shopping, dining, and recreation all within easy reach.

2920 Clark Road Unit 204, 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
4528, 4530, 4532 South Lockwood Ridge Road, Sarasota
$300,000
Flora Villa Final Survey SubDv. ⋅ 34231 Zip Code
3 RESIDENTIAL BUILDABLE LOTS right next to each other. Each lot is 40x137 and can connect to public services. These lots are located a few miles from Siesta Key and close to downtown Sarasota. Great place for three residential family houses or one big house, located next to Bee Ridge Park and Wilkinson elementary school.

4528, 4530, 4532 South Lockwood Ridge Road, Sarasota
5697 Ashton Lake Drive Unit 6, Sarasota
$236,000
2 Beds ⋅ 2 Baths ⋅ Ashton Lakes SubDv. ⋅ 34231 Zip Code
Location! Location! Location! Only 3.5 miles to the world-famous Siesta Key Beach. This much sought after 2-bedroom 2 bath, ground floor unit overlooking the vast expanse of Sunnyside Lake with very pleasant view. The screened lanai faces east and could be your observation deck as the Florida Wildlife entertains you. Unit is bright and airy. Updated in 2021 with vinyl floor, kitchen cabinets granite counter, updated bathrooms, and new stainless-steel kitchen appliances that will be installed the first week in October. Ashton Lakes is located on 33 acres of luscious greenery, with 4 lakes, a combination of 2 tennis courts and 4 pickleball courts, a shuffleboard, clubhouse, 2 heated pools, the large one with a lap lane, grilling stations and other amenities. Close to I-75 and rte.41, hospitals, schools, restaurants, shopping etc. We are also connected to Merchants Mart shopping center by a foot bridge, shops such as ACE, CVS, Restaurants, beauty salon, liquor store and the famous Detwiller's Farm Market. Roof 2009. Come be a part of this friendly community...

5697 Ashton Lake Drive Unit 6, 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
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