Crooked Creek Homes with Association Recreation - Owned Community Features

Welcome to Crooked Creek, a hidden gem nestled in the heart of South Sarasota, Florida. This picturesque subdivision offers a unique blend of tranquility and community spirit, making it the perfect place to call home. With its lush landscapes and serene surroundings, Crooked Creek is designed for those who appreciate the beauty of nature and the comforts of a close-knit neighborhood.

One of the standout features of Crooked Creek is its well-established Homeowners Association (HOA), which ensures that the community remains pristine while providing valuable recreational amenities for residents. The association-owned community features include a sparkling pool, tennis courts, and beautifully maintained walking trails, perfect for morning jogs or leisurely strolls with friends. Families will love the playgrounds, while fitness enthusiasts can take advantage of the community’s sports facilities.

The homes in Crooked Creek are as inviting as the community itself. With a variety of architectural styles and sizes, there’s something to suit every taste and lifestyle. Many homes boast modern upgrades, spacious layouts, and private backyards, creating the ideal setting for relaxation and entertainment.

Living in Crooked Creek means enjoying the best of both worlds—peaceful suburban life with easy access to the vibrant culture and amenities of South Sarasota. From charming boutiques and delightful dining options to stunning beaches and nature parks, everything you need is just a short drive away. Experience the warmth and camaraderie of Crooked Creek, where your dream home awaits!

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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