Crooked Creek Condos for Sale

Crooked Creek Condos for Sale

Welcome to Crooked Creek, a charming subdivision nestled in the heart of Sarasota County, Florida. Known for its picturesque landscapes and vibrant community, Crooked Creek offers a unique blend of tranquility and convenience, making it an ideal place to call home. With lush greenery, serene lakes, and winding trails, this neighborhood is a haven for nature enthusiasts and families alike.

One of the standout features of Crooked Creek is its selection of condos for sale, perfect for those seeking a low-maintenance lifestyle without compromising on comfort or style. These beautifully designed condos boast modern amenities, spacious layouts, and stunning views that invite the outdoors in. Whether you’re looking for a cozy retreat or a spacious family home, Crooked Creek has something for everyone.

Residents of this delightful community enjoy easy access to a plethora of local attractions, including pristine beaches, vibrant shopping districts, and top-rated dining options. The nearby Myakka River State Park offers endless opportunities for outdoor adventures, from hiking and biking to kayaking and wildlife watching. Plus, with excellent schools and community facilities, families will find everything they need just moments away.

If you’re ready to embrace the Crooked Creek lifestyle, explore our available condos for sale today. Experience the perfect blend of comfort, community, and natural beauty in one of Florida’s most sought-after locations. Your dream home awaits in Crooked Creek!

Newest Crooked Creek Condos for Sale

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

Live the Florida Life Style! 2 bed/2 bath ground floor remodeled condo surrounded by the Red Bug Slough! New Ceramic tile floors in living/dining, kit and bath. Entire condo freshly painted ,some new baseboards. New solid counter top, new backsplash, new cabinets and hardware, sink and faucet. Undercounter lighting, ceiling lighting and can lighting. New fans w/ remotes, Plantation shutters and motorized blinds on the Lanai sliders. New water heater and all new outlets throughout the condo. The Lanai has been freshly painted and new screening.

3262 Cross Creek Drive Unit 3262, Sarasota

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

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

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

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

Welcome to Crooked Creek, a hidden gem in Sarasota with its own private gated access to the Red Bug Slough Preserve. This beautifully maintained 2-bedroom, 2-bath 2nd floor residence was completely updated in 2021 and offers serene views of Crooked Creek, a charming wooden bridge, and lush park-like surroundings. The open and airy floor plan features hardwood floors and tile throughout, plantation shutters, a skylight at entry, and modern finishes. The updated kitchen includes white cabinetry, solid surface countertops with a large peninsula, tile backsplash, smart stainless steel appliances ( fridge and dishwasher 2025, oven and microwave 2021), a spacious pantry, and a garden window. Additional updates are water heater 2018, and reverse osmosis for kitchen sink 2025. The primary suite enjoys peaceful water, a walk-in closet, linen closet and sliding doors to a covered screened lanai. The updated bath has a washer/ dryer (2021)in separate laundry closet, as well as tile floors, a modern vanity, and tile shower . The guest bedroom offers flexible use with a built-in workstation and queen-size Murphy bed. Additional features include two screened covered lanais, reverse osmosis water system for kitchen sink, covered carport, and ample guest parking. Crooked Creek is a 78-unit community offering a heated resurfaced pool, updated poolside kitchen, gazebo with seating, gas and charcoal grills, tennis/pickleball court, community storage with individual lockers, newer roofs (2021), new carports, and recently painted buildings. HOA fees have been reduced by $69 per month from 2025, reflecting strong reserves and excellent financial management. Conveniently located minutes from Siesta Key Beach, Gulf Gate, downtown Sarasota, shopping, and dining. A true nature lover’s paradise.

3363 Cross Creek Drive Unit 3363, Sarasota

Start Your Search

Lauralyn Kazimir

Lauralyn "Laurie" Kazimir

Laurie Kazimir is the Licensed Real Estate Broker and Co-Founder of Four Sails Real Estate, working alongside her husband and business partner, Christian Kazimir. Known for her strategic mindset, steady presence, and attention to detail, Laurie provides clarity and structure throughout complex real estate transactions. With experience spanning thousands of transactions across multiple markets, Laurie brings a thoughtful, analytical approach to both buyers and sellers. She is particularly skilled in pricing strategy, market positioning, contract structure, and guiding clients through high-stakes decisions with confidence and perspective. Laurie’s background includes primary residences, waterfront and coastal homes, second properties, and residential development opportunities. She plays a key role in evaluating financial considerations, long-term value, and overall transaction strategy—ensuring each deal is not only well-executed, but aligned with a client’s broader goals. Clients value her calm guidance, clear communication, and ability to manage complexity while keeping the process focused and grounded

Learn More

Christian Kazimir Four Sails Real Estate

Christian Kazimir

Christian Kazimir is a Broker Associate and Co-Founder of Four Sails Real Estate, working alongside his wife and business partner, Laurie Kazimir. Known for his energy, responsiveness, and deal-driven mindset, Christian is highly engaged throughout every stage of a transaction. With experience spanning thousands of real estate transactions across multiple markets, Christian brings momentum and focus to buyers and sellers navigating competitive environments. He is proactive, decisive, and deeply involved in negotiations—helping clients move forward efficiently while staying aligned with their goals. Christian’s background includes primary residences, waterfront and coastal homes, second properties, and land with residential development potential. He is especially skilled at identifying site opportunities, understanding buildability, and helping clients evaluate how a property can be developed or improved over time. Today, his work is focused on residential and lifestyle-driven properties along Florida’s Gulf Coast. Clients value his drive, availability, and commitment to pushing transactions forward while protecting their interests.

Learn More