South Sarasota Homes under $500,000

South Sarasota Homes under $500,000

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Newest South Sarasota Homes under $500,000

2050 Champion Street, Sarasota
$229,900
2 Beds ⋅ 2 Baths ⋅ Mobile Estates SubDv. ⋅ 34231 Zip Code
Welcome to 2050 Champion Street, a spacious and well-maintained 2-bedroom, 2-bath home offering 1,368 sq. ft. of living space in Mobile Estates, a resident-owned 55+ cooperative community in the heart of Sarasota. The community share is included with the sale, offering buyers the benefits of cooperative ownership in this established neighborhood. The home features a bright, comfortable floor plan with generous living and dining areas, an inviting enclosed Florida room, and a versatile bonus space that can easily serve as a sitting area, pantry, hobby room, home office or additional storage. The spacious kitchen offers abundant cabinetry, ample counter space and an easy flow into the dining and living areas. Major improvements include a NEW ROOF in 2022, along with a newer A/C system and newer hot water heater, giving the next owner added peace of mind. A covered carport and storage shed provide additional convenience and functionality. Mobile Estates offers plenty of opportunities to enjoy the Florida lifestyle, with a community pool and spa, clubhouse/community center, pavilion, shuffleboard and bocce courts. The location is another standout—just minutes from Siesta Key and its world-famous beaches, while Publix, Sarasota Pavilion, restaurants, shopping and everyday conveniences are nearby. Downtown Sarasota is also within easy reach. Whether you're looking for a full-time Sarasota residence or a seasonal Florida retreat, 2050 Champion Street combines generous living space, valuable updates, resident-owned 55+ living, community amenities and an outstanding Sarasota location.

2050 Champion Street, Sarasota

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

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

1515 Clower Creek Drive Unit HA158, Sarasota
$395,000
3 Beds ⋅ 2 Baths ⋅ Pelican Cove SubDv. ⋅ 34231 Zip Code
Welcome to the award-winning waterfront community of Pelican Cove, where lush tropical grounds, an incredible array of amenities, activities, and social clubs create a truly exceptional Sarasota lifestyle. This GROUND-FLOOR WATERFRONT CONDO enjoys a prime location overlooking the entrance to beautiful Clower Creek. The light and bright END-UNIT features additional windows for added light, neutral tile flooring, updated bathrooms, a newer electrical panel, upgraded raised-panel doors throughout, modern paint colors, and a new A/C system. Step outside from the sliding glass-enclosed lanai to the oversized waterfront Trex-type deck and relax while enjoying abundant wildlife, tropical surroundings, and boats as they cruise into the canal. Offered turnkey furnished, this inviting condo is move-in ready and provides the perfect opportunity to enjoy the Pelican Cove lifestyle from day one. PELICAN COVE FEATURES includes over 28+ organized clubs including art & sculpture, active yacht club, folk music, photography & cinema clubs, social clubs, and many more. There is a for-fun “Pelican Cove University” covering several diverse subjects like politics, history, financial topics, and much more. The community has a woodworking studio, pottery studio, many card-playing clubs, water exercise & yoga, and a tennis club. There are several yearly jazz and cultural concerts and a few harborside concerts as well. Pelican Cove has a 24-hour gated and staffed entrance, 87-slip boat harbor with over 130 kayak/canoe storage racks & launch docks, fishing docks, three very active clubhouses, large exercise room, six heated pools, hot tub, basketball, dog exercise area, 5.5 miles of meandering boardwalks & nature trails, two lighted tennis courts and six lighted pickleball courts all in an award-winning community with unbelievably well-manicured tropical grounds! Welcome to Pelican Cove!

1515 Clower Creek Drive Unit HA158, 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

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