Crooked Creek Homes with Association Recreation - Owned Community Features

Welcome to Crooked Creek, a serene and inviting subdivision nestled in the heart of South Sarasota, Florida. This charming community is a hidden gem that perfectly balances tranquility with convenience, making it an ideal choice for families, retirees, and everyone in between.

Crooked Creek boasts beautifully designed homes that reflect the warmth and vibrancy of Florida living. Each residence is thoughtfully crafted with modern amenities, spacious layouts, and lush landscaping, creating a picturesque environment for residents to thrive. The community is known for its friendly atmosphere, where neighbors become friends and every day feels like a vacation.

One of the standout features of Crooked Creek is its Association Recreation - Owned Community amenities. Residents enjoy access to a range of recreational facilities that promote an active and social lifestyle. Take a refreshing dip in the community pool, engage in friendly matches on the tennis courts, or stroll along the scenic walking trails that wind through the lush surroundings. The well-maintained parks and playgrounds provide a perfect setting for families to gather and create lasting memories.

Located just minutes from the stunning beaches of Sarasota, Crooked Creek offers the perfect blend of relaxation and adventure. With shopping, dining, and entertainment options nearby, residents can enjoy the best of both worlds. Whether you’re looking to unwind in the sun or explore the vibrant local culture, Crooked Creek is the ideal community to call home. Discover the charm of South Sarasota and experience the lifestyle you’ve always dreamed of in Crooked Creek!

Newest Crooked Creek Homes with Association Recreation - Owned Community Features

$240,000

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

A little Sarasota gem you didn't know existed. Quiet and secluded Crooked Creek is hidden near Red Bug Slough Preserve where you have a private gated entrance to the park. A laid-back community with a newer roof & carport, heated pool, gazebo, poolside kitchen, gas and charcoal grills, tennis and pickleball court, and community storage with private lockers. This adorable dog friendly 2 bedroom 2 bath condo is positioned perfectly on the first floor and near the pool with an unobstructed view of Crooked Creek. With 1,027 sf of living space, there is room to accommodate a dedicated home office space and entertaining guests comfortably. The kitchen is large with a pantry, bar seating and a garden window. The primary bedroom has windows facing the creek, a walk-in closet and a second built-in closet, and an en-suite bathroom that also hosts the washer and dryer. A spacious and versatile second bedroom is ready to suit your needs and is adjacent to the guest bath. Embrace the Sarasota lifestyle and enjoy dog friendly Red Bug Slough with over 3 miles of combined unpaved and accessible nature paths. Minutes to Siesta Key & Turtle Beach, Gulf Gate, The Legacy Trail, shopping and dining.

3365 Cross Creek Dr Unit 3365, Sarasota

$269,000

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

A HIDDEN SARASOTA GEM — FULLY REMODELED, FIRST FLOOR & STEPS FROM THE POOL! If you’ve been waiting for a condo that feels fresh, modern and completely move-in ready, this may be the one. Beautifully updated from top to bottom, this light and bright 2-bedroom, 2-bath residence features a 2021 fully remodeled kitchen and bathrooms, new flooring, new A/C (2026), fresh interior paint and trim, and a soft modern coastal palette that feels right at home in Sarasota. And the location within the community is hard to beat. This first-floor residence is in the building right next to the heated pool, gazebo and outdoor grills — yet Crooked Creek feels tucked away from it all, surrounded by mature landscaping and nature. One of the community’s best-kept secrets? A private gated entrance directly into the 72-acre Red Bug Slough Preserve, where miles of walking trails, wildlife and peaceful natural surroundings are practically in your backyard. Residents also enjoy tennis/pickleball, bike storage and a community storage building with individual 5' x 3' storage lockers for condo residents. Just as important, Crooked Creek is a community that has continued to invest in itself. Recent improvements include roofs replaced in 2021, resurfaced heated pool (2025), freshly painted buildings and new carports (2024-2025), along with well-maintained grounds and community amenities. The HOA fee also includes full exterior maintenance, grounds maintenance and Wi-Fi. Nature outside your door. Sarasota at your fingertips. Nothing to renovate. Just move in and enjoy. At its new price of $269,000, this is one Sarasota hidden gem you’ll want to see in person.

3361 Cross Creek Drive Unit 3361, Sarasota

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