Crooked Creek Homes with Association Recreation - Owned Community Features

Welcome to Crooked Creek, a charming subdivision nestled in the heart of South Sarasota, Florida. This picturesque community offers a perfect blend of serene living and vibrant recreation, making it an ideal place for families, retirees, and anyone seeking a tranquil lifestyle with easy access to urban conveniences.

Crooked Creek is known for its beautifully designed homes, many of which are adorned with lush landscaping and modern amenities. The community features a range of properties, ensuring that there is something to suit every taste and budget. With well-maintained streets and a friendly atmosphere, residents enjoy a sense of belonging and community spirit that is truly special.

One of the standout features of Crooked Creek is its association recreation, which enhances the living experience for all residents. The community offers a variety of recreational amenities, including a sparkling swimming pool, tennis courts, and walking trails that wind through the scenic surroundings. Whether you're looking to take a leisurely stroll, engage in friendly competition, or simply soak up the Florida sun, Crooked Creek has it all.

Additionally, the subdivision's location in South Sarasota means you're just a short drive away from some of the area's finest beaches, shopping centers, and dining options. The vibrant culture of Sarasota is at your fingertips, with art galleries, theaters, and parks waiting to be explored.

In Crooked Creek, you'll find more than just a place to live; you'll discover a community that feels like home. Experience the charm and convenience of this delightful neighborhood and make it your own today!

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

3361 Cross Creek Drive Unit 3361, 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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