South Sarasota Homes under $350,000

South Sarasota Homes under $350,000

Welcome to South Sarasota, a charming gem nestled in the heart of Florida's Sarasota County. Known for its picturesque landscapes, vibrant community, and close proximity to stunning beaches, South Sarasota is the ideal destination for those seeking a perfect blend of relaxation and adventure. With its warm climate and welcoming atmosphere, this area has become a sought-after locale for families, retirees, and young professionals alike.

One of the standout features of South Sarasota is its diverse real estate market, especially for those seeking homes under $350,000. Here, you’ll find a variety of options, from cozy single-family homes to inviting townhouses, making it accessible for first-time buyers and investors. These properties often come with modern amenities, spacious yards, and are located in friendly neighborhoods that foster a sense of community.

Living in South Sarasota means you’re never far from the area’s best attractions. Enjoy leisurely afternoons at the nearby Siesta Key Beach, known for its powdery white sands and turquoise waters. Explore the vibrant local arts scene, indulge in delectable dining options, or take advantage of the numerous parks and recreational facilities that promote an active lifestyle.

With its affordable housing options, stunning natural beauty, and a wealth of activities, South Sarasota is not just a place to live but a place to thrive. Whether you’re looking to settle down or invest, this enchanting city offers something for everyone. Come discover your dream home in South Sarasota today!

Newest South Sarasota Homes under $350,000

1636 Stickney Point Road Unit 201, Sarasota
$315,000
2 Beds ⋅ 2 Baths ⋅ Castel Del Mare SubDv. ⋅ 34231 Zip Code
Welcome to This Move In (and Rent Ready) Condo in the Highly Desirable Castel Del Mare Condo Community in Siesta Key ! This Bayfront Neighborhood is ideally Situated at the Gateway to the "Hidden Jewel of the Bay" & Offers an Unmatched Combination of Convenience & Lifestyle Amenities for the Value. Step Inside to Neutral Decor & an open Floor Plan ! Many Furnishings Negotiable ! Solid Surface Flooring Throughout. The Updated Kitchen Features Plenty of Cabinetry, Granite Counters, Pantry, & Eat In Breakfast Bar Accompanied by a Dining Area. The Spacious Great Room Offers Plenty of Space to Entertain & Has Access to the Covered Lanai. Down the Hall are the Bedrooms Including the Primary Suite Which Includes an En Suite Bath, Large Walk in Closet, & Private Access to the Lanai. The Laundry & More Storage Area Can Also be Found Outside. Newer HVAC ! This Resort Style Complex Makes for the Complete Lifestyle Experience with Two Pools (One Overlooking the Intercoastal), Tennis/Pickleball Courts, Shuffleboard, Kayak Racks, Boardwalk & Bayside Gazebo, & a Fishing Pier All Set Up Amongst a Gorgeous Waterfront. Located Just Steps From Shopping, Fine Dining, & Everything You Need - Including the Beach ! Whether for a Full Time Residence, Seasonal Escape, or an Investment Opportunity - This Affordable Condominium in a Fantastic Location is a Must See for Your Dream Sarasota Living !

1636 Stickney Point Road Unit 201, Sarasota
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
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
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
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
2609 Woodgate Lane Unit K4, Sarasota
$209,900
2 Beds ⋅ 2 Baths ⋅ Pinewood Village SubDv. ⋅ 34231 Zip Code
The work is done, so you can relax and enjoy life. This totally transformed ground-floor condo in Pinewood Village sits less than 10 minutes from the Siesta Key beaches, and every room shows the care that went into it. A private sidewalk winds between palms, crotons, and oversized elephant ears to a deep covered porch, where a café table waits for morning coffee and a good book. Step through the glass-paneled storm door and the home opens up in light: crisp white walls, clean white baseboards, and wide wood-look luxury vinyl planks in a pale natural oak tone running uninterrupted from the entry to the sliding glass doors. The kitchen is where the transformation hits first. White shaker uppers sit over warm honey-toned wood lowers, finished with brushed gold bar pulls. White quartz counters with a soft sparkle wrap around to an undermount stainless sink with a sleek pull-down faucet, set against a glossy handmade-look tile backsplash that catches the light. A stainless French-door refrigerator, glass-top range, dishwasher, and under-cabinet hood complete the space, while recessed lighting and a modern ring-light ceiling fan give the room a polished, contemporary glow. A pass-through with a quartz ledge keeps the kitchen connected to the dining area, so whoever is cooking is never left out of the conversation. The bathrooms are the moment you'll remember. In one, the shower is wrapped floor to ceiling in fluted wood-look tile, grounded by a river-pebble floor and finished with a recessed niche trimmed in gold, a square rain showerhead, and a brushed gold handheld on a slide bar. A wood shaker vanity with quartz top and gold faucet sits beneath an arched black-framed mirror and a soft LED light bar. The second bath takes a different mood: glossy sea-green vertical tile surrounds the tub, paired with a gold rain showerhead, a round gold-framed mirror, and a light wood vanity with brushed gold hardware. Two bathrooms, two personalities, and both feel like a personal spa. Every room has a fan with lights, there are no popcorn ceilings, and even the doors have been freshly painted. There's also a separate laundry room with a washer, dryer, and utility sink. Slide open the glass doors and the Florida room pulls you in. Tall PGT windows wrap the space, overlooking green lawn and swaying palms, with the pool just steps away. It's the spot for slow mornings and sunset evenings. The building is concrete construction, including concrete ceilings, for a quiet, near-soundproof living experience. HVAC and heat pump are brand NEW (Sept 2026) and ducts replaced 2023. The home is in flood zone X, and water, cable, internet, and grounds maintenance are included. Pinewood Village offers a heated community pool, a fitness center, a sauna, a clubhouse with a kitchen, and shuffleboard courts. Enjoy an afternoon close to home, then head out to explore what makes this location so appealing: Siesta Key Beach for a day on the sand, Phillippi Estate Park for a walk beneath the trees, or Gulf Gate for its restaurants and neighborhood gathering spots. Downtown Sarasota brings waterfront walks at Bayfront Park, performances at the Sarasota Opera, and dining along Main Street and Palm Avenue. Whether you're making Sarasota your year-round home or returning each season, 2609 Woodgate Lane is ready for you. All you have to bring is your toothbrush.

2609 Woodgate Lane Unit K4, Sarasota
3314 Williamsburg Street, Sarasota
$299,000
3 Beds ⋅ 1 Baths ⋅ Sun Haven SubDv. ⋅ 34231 Zip Code
Gulf Gate area near shopping, school and Siesta Key.

3314 Williamsburg Street, Sarasota
1622 Stickney Point Road Unit 22-102, Sarasota
$229,000
1 Beds ⋅ 1 Baths ⋅ Castel Del Mare SubDv. ⋅ 34231 Zip Code
Embrace effortless coastal living in this beautifully maintained, turnkey furnished and updated one-bedroom residence at Castel Del Mare, a welcoming waterfront community ideally located just minutes from the beaches, dining and attractions of Siesta Key. This desirable ground-floor home offers convenient walk-out access and a comfortable layout designed for an easy Florida lifestyle. The updated kitchen connects seamlessly with the main living space, creating a comfortable and functional setting for everyday living and entertaining. The expansive sliding glass door extends the living area to a generous screened lanai—a peaceful setting for morning coffee or evening relaxation overlooking lush green space, Intracoastal waters and the community tennis courts. Castel Del Mare offers an impressive array of amenities, including two heated swimming pools—one beautifully positioned along the Intracoastal Waterway—tennis courts, a barbecue area, kayak storage and a fishing pier. Flexible short- and long-term rental options offer attractive income potential, making this an appealing opportunity for those seeking both personal enjoyment and rental flexibility. Just across the Stickney Point Bridge, Siesta Key’s renowned white-quartz sand, turquoise Gulf waters, restaurants and laid-back island lifestyle are all within easy reach. Whether envisioned as a charming Sarasota pied-à-terre, a seasonal retreat, full-time residence or an income-producing rental, this inviting home offers an effortless way to enjoy the best of Sarasota coastal living.

1622 Stickney Point Road Unit 22-102, Sarasota
2979 Captiva Gardens Drive Unit 22, Sarasota
$350,000
2 Beds ⋅ 2 Baths ⋅ Captiva Gardens SubDv. ⋅ 34231 Zip Code
Welcome to Captiva Gardens! This beautifully updated 2-BEDROOM, 2-BATH VILLA + DEN/OFFICE offers the flexible living space buyers are looking for, along with NEW FLOORING, a spacious Florida room, private outdoor patio, and attached 1-car garage with EV Hookup. Step inside to a bright and inviting floor plan designed for comfortable Florida living. The separate office/den provides valuable additional space for working from home, hobbies, a reading retreat, or accommodating overnight guests. The kitchen features stainless steel appliances and stone countertops while the primary suite offers a walk-in closet and private bath. The Florida room extends the living space and leads to a private rear patio surrounded by mature landscaping and greenery, a peaceful setting for morning coffee, entertaining, or simply enjoying the Florida sunshine. Captiva Gardens offers a community pool and clubhouse along with association-maintained exterior and grounds for an easy, low-maintenance lifestyle. Conveniently located near shopping, dining, golf, downtown Sarasota, and the beautiful Gulf beaches. Whether you’re searching for a full-time residence or seasonal Florida retreat, this TURNKEY FURNISHED villa offers the space, updates, and Sarasota location you’ve been looking for.

2979 Captiva Gardens Drive Unit 22, Sarasota
7113 Bright Creek Drive Unit 100, Sarasota
$310,000
2 Beds ⋅ 2 Baths ⋅ Woodside South SubDv. ⋅ 34231 Zip Code
STUNNING & UPDATED VILLA IN HIGHLY DESIRABLE WOODSIDE SOUTH! GULF GATE AREA! This beautifully maintained 2-bedroom, 2-bathroom villa offers a desirable split-bedroom floor plan, open living space, screened lanai, attached garage, guest parking, and an interior laundry/utility room with plenty of storage. Numerous updates include new ductwork (2021), roof (2021), hot water tank (2021), new kitchen disposal and interior plumbing re-pipe (2022), HVAC (2017). Enjoy the peaceful backyard view from your screened lanai, surrounded by the beautiful, mature landscaping Woodside South is known for. The community pool and clubhouse are just steps away from your back lanai, making it easy to enjoy the amenities right outside your door. Community amenities include a pool and clubhouse. Located in the Gulf Gate area, you’re just minutes from world-famous Siesta Key, restaurants, shopping, and the Legacy Trail. Maintenance fees include clubhouse and pool, exterior grounds and maintenance, roof maintenance, cable TV, trash, water, landscaping, pest control, and escrow reserves. With an excellent location, extensive updates, and a beautiful setting, this value-priced villa is a wonderful opportunity to enjoy the Sarasota lifestyle!

7113 Bright Creek Drive Unit 100, Sarasota
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