South Sarasota Homes under $400,000

South Sarasota Homes under $400,000

Welcome to South Sarasota, Florida – a hidden gem nestled in the heart of Sarasota County. Known for its stunning natural beauty, vibrant community, and a lifestyle that perfectly balances relaxation and adventure, South Sarasota is the ideal place for those seeking a slice of paradise without breaking the bank.

This charming city boasts an array of beautiful parks, scenic waterways, and pristine beaches, making it a haven for outdoor enthusiasts. Residents can enjoy leisurely strolls along the picturesque shoreline of Siesta Key or explore the lush trails of the nearby Myakka River State Park. With year-round sunshine and a mild climate, outdoor activities are always just a step away.

What truly sets South Sarasota apart is its diverse real estate market, particularly for first-time homebuyers or those looking for affordable options. Homes under $400,000 are not only available but also offer a wonderful opportunity to settle in this thriving community. From cozy single-family homes to modern townhouses, there’s something to suit every taste and budget. Many properties feature spacious yards, updated interiors, and easy access to local amenities, ensuring that you can enjoy the best of South Sarasota living.

In addition to its beautiful homes, South Sarasota is home to a rich cultural scene, with art galleries, theaters, and local festivals that bring the community together. With excellent schools, shopping, and dining options nearby, you’ll find everything you need right at your fingertips.

Discover the charm of South Sarasota and explore the affordable housing options that await you in this vibrant city. Your dream home is just around the corner!

Newest South Sarasota Homes under $400,000

1634 Stickney Point Road Unit 34-202, Sarasota
$389,000
2 Beds ⋅ 2 Baths ⋅ Castel Del Mare SubDv. ⋅ 34231 Zip Code
Welcome to Castel Del Mare, a waterfront community featuring Spanish Mediterranean architecture along the beautiful shores of Little Sarasota Bay, just minutes from Siesta Key! This turnkey furnished 2-bedroom, 2-bathroom condo offers a comfortable coastal retreat with a thoughtfully updated interior and a covered lanai overlooking one of the community's two swimming pools and lush tropical landscaping. The open-concept living and dining areas flow into a tastefully remodeled kitchen featuring updated cabinetry, finishes, and appliances (2020). Both bathrooms were remodeled in 2019, while additional improvements include a new washer and dryer, interior painting, and bedroom carpeting (2018), a new electrical panel (2017), and a water heater (2022). Enjoy resort-style amenities including two heated swimming pools, one overlooking the bay, tennis courts, a clubhouse, nature trails, and fishing along the waterfront. Ideally situated along the Intracoastal Waterway, Castel Del Mare offers convenient access to nearby marinas, shopping, and dining. Just a short walk across the bridge brings you to the world-famous Siesta Key Beach, known for its powdery quartz sand, while the free Siesta Key Breeze Trolley makes exploring the island's restaurants, boutiques, and entertainment effortless. Whether you're looking for a seasonal getaway or a year-round residence, this furnished condo offers an excellent opportunity to enjoy the best of Florida's Gulf Coast lifestyle.

1634 Stickney Point Road Unit 34-202, Sarasota
7214 Cloister Drive Unit 7214, Sarasota
$165,000
2 Beds ⋅ 2 Baths ⋅ Lakeside Club Of Sarasota SubDv. ⋅ 34231 Zip Code
Spacious, serene, and full of potential, this two-bedroom, two-bath condo is tucked away on a cul-de-sac with convenient access to Siesta Key Beach, dining, and shopping. Inside, vaulted ceilings and expansive double sliders create an open feel, connecting the living space to a screened porch that overlooks open greenspace. You’ll appreciate the in-unit laundry and an exceptionally large attic for tons of storage spanning much of the home, complete with a pull-down ladder and lighting—remarkable for a condo of this size! Clean and well cared for, the home offers a great opportunity to personalize and make it your own. Recent updates include HOA replacement of the roof and skylight in 2025, PGT hurricane-rated front windows in 2023, a water heater replaced in 2023, and newer HVAC installed in 2023. A spacious condo with desirable features and room to add your own changes—come see the possibilities!

7214 Cloister Drive Unit 7214, Sarasota
1614 Stickney Point Road Unit 1614-1, Sarasota
$330,000
2 Beds ⋅ 2 Baths ⋅ Castel Del Mare SubDv. ⋅ 34231 Zip Code
Location, Location, Location! Enjoy the best of the Sarasota lifestyle at Castel Del Mare, a beautifully maintained waterfront community ideally located just before the Stickney Point Bridge to Siesta Key. This charming 2-bedroom, 1.5-bath condominium is offered fully furnished and features a new A/C system, making it truly move-in ready. Set on approximately eight acres along Little Sarasota Bay, Castel Del Mare offers an exceptional array of amenities, including two swimming pools—one overlooking the bay—tennis, shuffleboard, a waterfront boardwalk, bayside gazebo and clubhouse. Enjoy peaceful waterfront surroundings while being just minutes from the world-famous beaches of Siesta Key, as well as nearby restaurants, shopping and entertainment. Whether you’re looking for a full-time residence, seasonal retreat or investment opportunity, this furnished condo offers an outstanding combination of location, lifestyle and convenience.

1614 Stickney Point Road Unit 1614-1, Sarasota
4210 Olive Avenue, Sarasota
$365,000
3 Beds ⋅ 1 Baths ⋅ Rolando SubDv. ⋅ 34231 Zip Code
Trade Snow Shovels for Sunshine: No-HOA Sarasota Home Minutes from Siesta Key Imagine January mornings with coffee in your own private, fenced backyard instead of scraping ice off the windshield. Welcome to 4210 Olive Avenue, a charming 3-bedroom, 1-bath home in the heart of Sarasota, and one of the easiest ways to start your Florida chapter. The curb appeal stands out right away. A deep, dark exterior with bright trim sits behind a lush front lawn and mature shade trees that provide privacy and character. Inside, large windows fill the open living area with natural light, and neutral tones with sleek flooring make it easy to move in with your own furniture and style. The updated kitchen has plenty of cabinet and counter space and flows into a dining area that's ideal for family dinners or hosting friends visiting from up north. All three bedrooms are bright and comfortably sized, and the full bath has modern fixtures and finishes. Outside, the 0.172-acre lot gives you room to garden, grill, or simply enjoy the outdoors year-round. A brand-new fence keeps the backyard private and secure for pets, play, or quiet evenings. Best of all, there are no HOA fees, so you get the freedom to enjoy your home your way without monthly dues or a committee approving your plans. You're also close to Siesta Key's famous beaches, the Legacy Trail, shopping, dining, and everything Sarasota offers. Whether this becomes your full-time home, your winter escape, or a smart second property, 4210 Olive Ave makes the move south feel easy. Schedule your private showing today.

4210 Olive Avenue, Sarasota
2629 Jamaica Street Unit 1, Sarasota
$349,000
2 Beds ⋅ 2 Baths ⋅ Bahama Heights SubDv. ⋅ 34231 Zip Code
Virtually Staged. Opportunity knocks in one of Sarasota’s most desirable locations just minutes from SIESTA KEY BEACH! This 2-bedroom, 2-bathroom home sits on an OVERSIZED LOT measuring approximately ONE AND HALF LOTS, offering plenty of outdoor space to enjoy. Mature landscaping creates a peaceful, inviting atmosphere, while the spacious deck is perfect for grilling and entertaining. A SCREENED-IN LANAI provides an additional spot to relax and enjoy the Florida lifestyle. Inside, the home features an UPDATED KITCHEN with GRANITE countertops, a spacious living room filled with natural light, CROWN MOLDING. The primary suite offers a BUILT-IN MAKE UP VANITY, a WALK-IN closet, sliding glass doors leading to the lanai, and a PRIVATE en-suite bathroom. The generously sized guest bedroom allows for comfort. The second full bathroom features a tub and updated vanity. Additional features include indoor laundry, UPDATED WINDOWS throughout the home, and IMPACT SLIDERS in the dining room. The carport offers added potential to expand the living space or build a garage. A 2025 ROOF adds peace of mind for years to come. Enjoy the freedom of NO HOA/CDD FEES while living just minutes from world-famous Siesta Key Beach and approximately 10 minutes from Downtown Sarasota. Just moments from Gulf Gate Village, offering unparalleled convenience to local entertainment, boutiques, and Michelin star dining options. Detwiler’s Farm Market grocery just down the street for all your needs. Whether you’re looking for a full-time residence, seasonal getaway, or a rental income property, this home offers space, convenience, and the freedom to make it your own!

2629 Jamaica Street Unit 1, Sarasota
2913 Captiva Gardens Drive Unit 2, Sarasota
$219,000
2 Beds ⋅ 2 Baths ⋅ Captiva Gardens SubDv. ⋅ 34231 Zip Code
Garden views, two separate living areas, and a short drive to Siesta Key Beach set this 2-bedroom, 2-bath single-story villa in Captiva Gardens apart, a small, landscaped community in Central Sarasota tucked between US-41 and Beneva Road. With 1,206 heated square feet (1,638 total), an attached 1-car garage, and an HOA that handles nearly every exterior chore, it's an easy, low-maintenance way to own in one of Sarasota's most convenient pockets. The ground-level entry opens to a spacious living room with room for a full sofa arrangement and a dining set, while a separate family room gives you a second space for a home office, a reading room, or a TV den that stays out of the main flow. The well laid out kitchen comes with a range, refrigerator, and dishwasher already in place. The primary bedroom and the second bedroom each have built-in closets, and with two full baths, nobody is waiting on a shared bathroom. Ceiling fans keep air moving through the main rooms, and the floors pair carpet in the softer spaces with easy-care ceramic tile where it counts. The enclosed lanai is the spot for morning coffee or an evening wind-down, looking out over mature landscaping and garden views kept green by the community's irrigation system. The attached 1-car garage holds the laundry hookups along with parking and storage, so there's no shared laundry room and no hauling groceries across a lot. Block and stucco construction, a shingle roof, and central air and heat round out the essentials. Captiva Gardens is built around low-maintenance living. The HOA covers cable TV, the community pool, insurance, exterior, grounds, and repair maintenance, pest control, sewer, trash, and water, which takes a long list of monthly bills and weekend projects off your plate. Residents also have use of the clubhouse for gatherings and the community pool, and a lake adds a peaceful backdrop to the grounds. Pets are permitted within association weight limits (16 to 35 lbs), and the community is not age-restricted. Location is a big part of the appeal. Siesta Key Beach, repeatedly ranked the No. 1 beach in the U.S. by Tripadvisor and famous for its powder-soft, 99% quartz sand that stays cool underfoot, is just minutes away for sunset swims and the long-running Sunday drum circle. Closer still, Gulf Gate Village packs more than 150 locally owned shops, restaurants, bakeries, and bars into a walkable district, with grocery stores, everyday services, and the Gulf Gate Library nearby. Downtown Sarasota's dining, theater, and bayfront are a quick drive north on US-41, and Sarasota-Bradenton International Airport is roughly 11 miles away. The home is not currently tenant occupied and is available for cash, conventional, FHA, or VA financing. A single-story Sarasota villa at $219,000 with this much covered by the HOA and the beach this close is worth seeing in person. Schedule your private showing today.

2913 Captiva Gardens Drive Unit 2, Sarasota
2320 Aquabluff Place Unit V274, Sarasota
$248,000
2 Beds ⋅ 2 Baths ⋅ Strathmore Riverside SubDv. ⋅ 34231 Zip Code
One or more photo(s) was virtually staged. This vibrant 55+ maintenance-free coastal living (4.4 miles from Siesta Key Beach) awaits in the highly sought-after waterfront community of Strathmore Riverside Villas! This immaculate 1,120 sq. ft. villa boasts modern structural peace of mind, featuring impact glass windows, a new roof, and updated HVAC. An absolute dream for boaters and anglers alike, the community showcases a Private Marina, fishing pier with a cleaning station and a newly updated concrete seawall.. Two boat spots available accommodate up to a (24ft x 8ft) watercraft (available on a first-come, first-served basis, wait list-2 currently available) for just $1,400 annually, offering direct, single-bridge navigable access down Phillippi Creek (15 min to ICW )straight to the Intracoastal Waterway (1.4 miles/15 min). The comprehensive $725/mo condo fee bundles premium value, covering your water, sewer, trash, internet, master building insurance, grounds maintenance, on-site manager, and fully funded escrow reserves. Steps away, enjoy a lavish waterfront clubhouse complete with a fitness center, billiards, card rooms, saunas, and a sprawling geothermally heated outdoor pool. Two pets are welcome (dogs restricted to 15? shoulder height).

2320 Aquabluff Place Unit V274, Sarasota
3314 New England Street, Sarasota
$324,900
2 Beds ⋅ 1 Baths ⋅ Sun Haven SubDv. ⋅ 34231 Zip Code
If you've been looking for a home that's completely TURNKEY FURNISHED with NO HOA, major updates already done, and a HUGE backyard, you need to see this one!! Welcome to 3314 New England St in Sarasota, FL! This 2-bedroom, 1-bath home delivers an unbeatable combination of move-in readiness, recent upgrades, and the true Florida lifestyle appeal! Fresh interior paint and stylish, coastal-inspired furnishings create an inviting, updated feel, complemented by a comfortable, cozy layout. The home is offered fully turnkey furnished, with everything in place, from the furniture items and accessories, outdoor patio set, and fully equipped kitchen to the bedroom and bathroom essentials! - Everything you need to move in and feel right at home! And the best part....all of these major systems have already been taken care of -NEW ROOF + GUTTERS, NEW A/C, and NEW WATER HEATER—all completed in 2025! Additional updates include select non-impact windows (2020), septic improvements (2024), and beautifully refinished terrazzo floors that add that classic Florida character! The covered carport features a spacious laundry room toward the rear, offering convenient storage for all your beach toys, bikes, golf clubs, fishing poles, and more, along with a utility area .... and yes, the washer and dryer are included, too!! Outside, enjoy a HUGE fenced backyard with plenty of room to relax, entertain, let your pets play, do some gardening, or simply enjoy the peace and privacy of your own backyard. Need extra storage? The 12' x 14' storage shed provides tons of extra room for lawn and garden equipment, tools, outdoor accessories, and whatever else you need to tuck away! Close to Gulf Gate, shopping, restaurants, and only a few miles away from the world famous Siesta Key! Whether you're looking for your first home, a seasonal getaway, second home, or a rental-ready investment property, this Sarasota hidden treasure is ready to go!

3314 New England Street, Sarasota
3524 Green View Court Unit 49, Sarasota
$220,000
2 Beds ⋅ 2 Baths ⋅ Village In The Pines SubDv. ⋅ 34231 Zip Code
Discover vibrant, worry-free 55+ living in Sarasota’s sought-after Village in the Pines. This beautifully updated, partially furnished (list provided) two-bedroom, two-bathroom villa has been meticulously maintained and offers true peace of mind, with a brand-new A/C, newer roof, custom landscaping, and updated washer/dryer, refrigerator, and stove. Inside, an open layout showcases pristine vinyl plank flooring, quartz countertops, sleek shaker cabinetry, and stylish lighting. It flows seamlessly out to a sunny spacious lanai a perfect spot to relax and watch local birds and wildlife over peaceful green space. Life here is friendly and active. Low-maintenance condo fees cover water, sewer, trash, cable, highspeed internet, pest control, and exterior maintenance, and residents enjoy a sparkling heated pool and clubhouse. Siesta Key Beach, top-rated dining, shopping, and easy highway access are all just minutes away.

3524 Green View Court Unit 49, Sarasota
2610 Regatta Drive, Sarasota
$384,900
2 Beds ⋅ 2 Baths ⋅ Gulf Gate SubDv. ⋅ 34231 Zip Code
Virtually Staged. Welcome to the lowest priced home in Gulf Gate! It has been extremely well maintained with good bones! Many improvements, including: Interior & Exterior Freshly Painted 2026*Guest Bathroom completely remodeled 2026*Washer & Dryer 2025*Lanai Re-screened 2024*Shingle Roof 2023*Air Conditioner (Rudd Package 14 Seer, 7 KW) 2022*Water Heater 2022*Ten (10) Impact Resistant Energy Efficient Windows and Doors 2018*Soffits and Fascia 2018*Bosch Dishwasher 2017* Refrigerator & Range 2017*Hurricane Garage Door and Opener 2016*Plumbing redone overhead & much more! Excellent Curb Appeal with attractive landscaping and a convenient circular driveway for easy in and out! This is a dead-end street with very little traffic and just a community of good neighbors. Enforced deed restrictions keep the community nice and Gulf Gate is lined with sidewalks for walkers & runners! Split Plan, Beautiful Plantation Shutters throughout, a spacious Florida Room plus a Huge Lanai for entertaining and relaxation! Outside Patio and a Fenced Area for pets to roam. This home is within minutes to World Renowned Siesta Key Beaches, Legacy Trail, several fitness centers, Gulf Gate Shops & Restaurants, Gulf Gate Library and A+ Schools. Within 15-20 minutes to cultural downtown Sarasota which offers fine dining, opera, Selby Gardens, boutique shopping, movie theaters and much more. This is a properly priced home and it is ready for you to move right in! All the major ticket items have been done, so add your personal touches and either have the terrazzo floors professional buffed and finished or add your own flooring to make this home sparkle. This one is a beauty and the location couldn’t be better! Enjoy the Gulf Gate shopping/dining, library & more! Make it yours but don’t wait … this one simply won’t last. H-U-R-R-Y while you can!

2610 Regatta Drive, Sarasota
5800 Hollywood Boulevard Unit 125, Sarasota
$135,000
1 Beds ⋅ 1 Baths ⋅ Baywood Colony Gdn Apts SubDv. ⋅ 34231 Zip Code
LOCATION – LOCATION – LOCATION - This one bedroom and one bath condo has been fully updated with new Luxury Vinyl Plank flooring, Granite Counter Tops, New appliances and renewed kitchen cabinets. A new A/C unit was installed in 2021. The bathroom has been fully updated with a walk-in shower, new vanity, and lighting. The Condo Association installed a new roof in 2024 and Hurricane Impact Windows in 2017. The monthly Condo Fee is $741 which includes Cable TV and Trash Collection. There is a private storage unit right outside the front door and a laundry room located in a separate building. Baywood Colony is a highly sought after neighborhood for those seeking a great location West of the Tamiami Trail. This location is close to all area beaches. Adjacent to the development is the Phillippi Estate Park with walking trails, kayaking, fishing and picnic pavilions. Every Wednesday from 9 a.m. to 1 p.m. during the months of October to April there is a Market with fresh produce, prepared foods and live music in the Park. Arlington Park, which is part of the Sarasota County Park System, is located close by and has a lap pool and indoor pickle-ball courts. This condo location is just minutes from downtown and close to nearby restaurants and multiple retail stores.

5800 Hollywood Boulevard Unit 125, Sarasota
4090 Groveland Avenue, Sarasota
$355,000
2 Beds ⋅ 2 Baths ⋅ Grove Park SubDv. ⋅ 34231 Zip Code
Charming 2-bedroom, 2-bath solid block home in a quiet, non-HOA neighborhood with a convenient Sarasota location. Interior features include crown molding, ceramic tile plank flooring, and window treatments. The living room opens to the centrally located kitchen, featuring solid wood cabinetry and granite countertops. The adjoining family room leads through French doors to an enclosed Florida room surrounded by windows and finished with laminate plank flooring, creating a bright and inviting space to enjoy year-round. The primary suite offers a walk-in closet and updated ensuite bath, while the second bedroom is conveniently located near the updated second full bathroom. Outside, enjoy a spacious circular driveway with ample parking, an oversized 1-car garage, and a fenced backyard with two outdoor storage sheds. The outdoor living space includes an oversized Trex deck and stone paver patio with firepit, offering plenty of room to relax or entertain. Ideally located just minutes from Siesta Key’s famous white quartz sands, downtown Sarasota, shopping, dining, Sarasota Memorial Hospital and everyday amenities, with easy access to I-75. A great opportunity to enjoy exceptional value in a desirable Sarasota location.

4090 Groveland Avenue, Sarasota
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