Crooked Creek Homes with Maintenance Amenities

Welcome to Crooked Creek, a hidden gem nestled in the heart of South Sarasota, Florida. This charming subdivision offers a perfect blend of serene living and modern conveniences, making it an ideal community for families, retirees, and everyone in between. With its lush landscapes and tranquil surroundings, Crooked Creek is designed for those who appreciate nature and a peaceful lifestyle.

The homes in Crooked Creek are not only beautiful but also come with maintenance amenities that ensure your living experience is as carefree as possible. Residents can enjoy well-maintained common areas, manicured lawns, and a range of community features that enhance the neighborhood's appeal. Whether you’re taking a leisurely stroll along the scenic pathways or enjoying a day at the community pool, Crooked Creek offers a lifestyle that prioritizes relaxation and enjoyment.

In addition to its stunning homes, the subdivision is conveniently located near major highways, shopping centers, and top-rated schools, making it easy to access everything you need. The nearby beaches of Sarasota are just a short drive away, providing endless opportunities for sun-soaked days and water activities.

Living in Crooked Creek means embracing a community that values comfort, convenience, and camaraderie. With its friendly atmosphere and well-maintained amenities, this subdivision is not just a place to live; it’s a place to thrive. Discover your dream home in Crooked Creek today and experience the best of South Sarasota living!

Newest Crooked Creek Homes with Maintenance Amenities

$359,000

3 Beds ⋅ 3 Baths ⋅ Crooked Creek SubDv. ⋅ 34231 Zip Code

Hey… have you heard about this little hidden gem called Crooked Creek? Tucked away alongside the natural beauty of Red Bug Slough, this community is one of Sarasota’s best-kept secrets—and this rarely available end-unit villa might just be the one you’ve been waiting for. Offering 3 bedrooms, 3 bathrooms, and a 2-car garage, this spacious residence just under 1,700 sq ft lives large with a flexible layout that’s hard to find. Two of the bedrooms are generous ensuites, perfect for guests or multi-generational living, while the third bedroom offers versatility as a home office or den with its own patio. Inside, you’ll love the no-carpet lifestyle with stylish vinyl plank and tile flooring throughout, complemented by two skylights that fill the home with natural light. Enjoy the large enclosed sunroom as well as an open outdoor private patio, ideal for morning coffee or unwinding in the peaceful, lush surroundings of mature Florida landscaping. This amazing community was Designed by renowned Sarasota School of Architecture architect Tim Seibert, and this villa blends timeless design with a serene, nature-inspired setting. The lifestyle? It’s just as impressive. Residents enjoy a heated pool, pergolas, large Gazebo, wooden footbridge, scenic walking paths, and the tranquility of nearby Red Bug Slough Preserve—all while being minutes from shopping, dining, and Siesta Key beaches. The HOA offers exceptional value, covering roof maintenance, exterior building care, ground maintenance, private roads, cable, and WIFI, Pest control, and trash, making for truly low-maintenance living. Plus, no age restrictions—this is NOT a 55+ community. Opportunities like this don’t come around often… especially in Crooked Creek. Come take a look—you may just fall in love.

3351 Thornwood Road Unit 3351, Sarasota

$279,000

2 Beds ⋅ 2 Baths ⋅ Crooked Creek SubDv. ⋅ 34231 Zip Code

Nestled on the second floor of Sarasota's boutique Crooked Creek community, this thoughtfully updated two-bedroom, two-bath condominium offers a rare combination of refined interiors, natural surroundings, and low-maintenance living. Since 2022, the owners have invested significantly in the home. The kitchen was fully renovated in 2023 with sleek European-style cabinetry, black granite countertops, and all-new appliances , a clean, contemporary space that anchors the open living area. Underfoot, premium engineered hardwood flooring with a 4mm wear layer (refinishable) runs through the main living and dining rooms, installed in 2022. Overhead, a designer Hubbardton Forge light fixture in the dining area and a new ceiling fan with wall switch in the living room add considered detail throughout (2024). The second bathroom received a complete refresh in 2025 with a new toilet, vanity, and flooring. Fresh paint throughout ,the living and dining rooms, kitchen, master and second baths, hallway, and master bedroom ceiling ties everything together with a crisp, move-in ready finish. The functional floor plan is further enhanced by a glass-enclosed porch, offering additional living space and a seamless connection to the outdoors. The unit enjoys a private, tranquil setting with views of mature tropical landscaping and the adjacent Red Bug Slough Preserve a natural buffer that creates a true sense of retreat while keeping you centrally located. Crooked Creek is a 78-unit community with a heated pool, tennis and pickleball courts, a clubhouse, and outdoor gathering areas. Covered assigned parking and dedicated storage are included. Shopping, dining, and area beaches are all just minutes away.

4957 Cross Creek Road Unit 4957, Sarasota

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