Crooked Creek Homes with Pool Amenities

Crooked Creek Homes with Pool Amenities

Welcome to Crooked Creek, a hidden gem nestled in the heart of South Sarasota, Florida. This enchanting subdivision offers a perfect blend of tranquility and modern living, making it an ideal destination for families, retirees, and everyone in between.

Crooked Creek is renowned for its picturesque landscapes, featuring lush greenery and serene waterways that create a peaceful atmosphere. The community is designed with an emphasis on outdoor living, and what better way to enjoy the Florida sunshine than with your very own pool? Many homes in Crooked Creek come equipped with stunning pool amenities, providing a private oasis for relaxation and entertainment. Imagine hosting summer barbecues by the pool, enjoying leisurely afternoons soaking up the sun, or unwinding under the stars with friends and family.

In addition to its beautiful homes, Crooked Creek boasts a friendly neighborhood vibe, where community events and gatherings foster a sense of belonging. Residents can take advantage of nearby parks, walking trails, and recreational facilities, ensuring that there’s always something to do. Plus, with South Sarasota's vibrant dining, shopping, and cultural scene just a stone’s throw away, you'll have everything you need right at your fingertips.

Whether you’re seeking a serene retreat or a lively community, Crooked Creek offers the best of both worlds. Come discover your dream home in this beautiful subdivision, where every day feels like a vacation!

Newest Crooked Creek Homes with Pool Amenities

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

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

Welcome to one of the best locations in Crooked Creek! This beautifully updated first-floor 2 bedroom, 2 bath split-plan condominium is ideally situated in the building directly next to the heated pool and just steps from the private community gate leading into the stunning Red Bug Slough Preserve. Light, bright, and open, the residence features expansive floor-to-ceiling windows that bring the outdoors in, showcasing peaceful views of Crooked Creek, a charming footbridge, and lush Florida landscaping filled with native foliage and wildlife. Enjoy your morning coffee or evening beverage from one of two serene lanais surrounded by nature. The Interior has been COMPLETELY UPDATED IN 2021, and now has a BRAND NEW A/C UNIT just installed May 2026. This stunning home offers a MODERN UPDATED KITCHEN with solid surface counters, stylish cabinetry, updated appliances, recessed and under-cabinet lighting, along with new laminate and tile flooring throughout. Both BATHROOMS were BEAUTIFULLY RENOVATED, and the home also features fresh interior paint, plantation shutters, and recessed lighting in the kitchen, dining area, and guest bedroom. The versatile guest room includes a Murphy bed with built-in desk, making it perfect for visitors or a convenient home office. Crooked Creek residents enjoy numerous community improvements including NEW ROOFS (2019-2021), CARPORTS, EXTERIOR PAINT (2025), RESURFACED HEATED POOL (2025), and an updated poolside COMMUNITY KITCHEN (2025). Each unit includes covered parking and a private storage locker in a large community shed. Outdoor amenities include a heated pool, large pool deck with covered pergolas. A gazebo area with gas grills for BBQ gatherings, and a tennis/ pickleball court. Designed by RENOWNED ARCHITECT TIM SEIBERT of Sarasota School of Architecture, the Crooked Creek community is thoughtfully nestled within nature, with winding paths and tranquil surroundings that make it a true hidden gem. A must-see for nature lovers seeking peaceful Florida living just moments from everything Sarasota has to offer.

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

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Sasha Volosevych

Sasha Volosevych is a dedicated Florida Realtor proudly serving Sarasota and Florida's beautiful Gulf Coast communities. In just the past three years, she has established herself as one of the area's top-performing agents, consistently ranking among the Top 5 agents in her company while closing more than $100 million in sales and helping over 200 buyers and sellers achieve their real estate goals. Known for her in-depth market knowledge, strategic negotiation skills, and personalized approach, Sasha is committed to making every transaction as smooth and successful as possible. Whether you're buying your first home, selling a luxury waterfront property, building a new construction home, or expanding your investment portfolio, she provides the expertise, communication, and guidance needed to make confident decisions. Sasha specializes in luxury homes, waterfront properties, new construction, resale homes, and investment opportunities throughout Sarasota and Florida's Gulf Coast. She takes pride in delivering exceptional service, honest advice, and results-driven representation tailored to each client's unique needs. For Sasha, real estate is about much more than buying or selling a home—it's about building lasting relationships, earning trust, and helping her clients achieve their dreams. Her goal is to provide a seamless, stress-free experience while helping every client confidently move into their next chapter.

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