Crooked Creek Homes with Maintenance Free Community Extras

Crooked Creek Homes with Maintenance Free Community Extras

Welcome to Crooked Creek, a hidden gem nestled in the heart of South Sarasota, Florida! This charming subdivision offers the perfect blend of tranquility and convenience, making it an ideal place for families, retirees, and anyone seeking a serene lifestyle in sunny Florida.

Crooked Creek is renowned for its maintenance-free community extras, allowing residents to enjoy a worry-free lifestyle. Imagine living in a beautifully landscaped neighborhood where lawn care and exterior maintenance are taken care of, giving you more time to savor the Florida sunshine. This community is designed with your comfort in mind, featuring spacious homes that boast modern amenities and open floor plans perfect for entertaining.

The location is simply unbeatable. South Sarasota is known for its vibrant atmosphere, with an array of shopping, dining, and recreational opportunities just a stone's throw away. Spend your weekends exploring the stunning nearby beaches, or take advantage of the numerous parks and nature trails that showcase the natural beauty of the Gulf Coast.

Crooked Creek also fosters a strong sense of community, where neighbors become friends and families create lasting memories. With social events and activities organized throughout the year, you’ll always have the opportunity to connect with others and enjoy the camaraderie that comes with living in this wonderful subdivision.

If you’re searching for a blend of comfort, convenience, and community, Crooked Creek in South Sarasota is the perfect place to call home. Come discover your new lifestyle in this idyllic neighborhood today!

Newest Crooked Creek Homes with Maintenance Free Community Extras

3351 Thornwood Road Unit 3351, Sarasota
$349,000
3 Beds ⋅ 3 Baths ⋅ Crooked Creek SubDv. ⋅ 34231 Zip Code
JUST REDUCED $10,000 — AN INCREDIBLE SARASOTA VALUE! Where else can you find a 3-bedroom, 3-bath home with a 2-car garage and nearly 1,700 sq. ft. in this desirable Sarasota location—PLUS a maintenance-friendly lifestyle surrounded by nature? Welcome to Crooked Creek, one of Sarasota’s best-kept secrets. This rarely available end-unit villa offers the space and privacy you want without many of the exterior, and ground maintenance responsibilities of traditional homeownership. Your HOA fee includes roof, gutter and soffit maintenance, and replacement, exterior painting, pest control, irrigation, grounds maintenance, trash, Wi-Fi and community amenities—giving you more time to simply enjoy the Florida lifestyle. Inside, the flexible floor plan includes two spacious ensuite bedrooms, plus a third bedroom and full bath—ideal for guests, multigenerational living or a home office. With 1,683 sq. ft., a 2-car garage, no carpet, two skylights, an enclosed sunroom and 2 private outdoor patios, there is room to live comfortably without giving up the features buyers want. And then there’s the lifestyle. Crooked Creek offers a heated community pool, tennis and pickleball, gazebo and grilling areas, community kitchen, scenic walking areas and a private gated entrance to Red Bug Slough Preserve. Step outside your neighborhood and enjoy acres of natural Florida beauty with walking and biking trails, wildlife, fishing and picnic areas. LOCATION, LOCATION, LOCATION! You’re approximately 2 miles from Gulf Gate, with its popular restaurants, shopping and everyday conveniences; about 6 miles from world-famous Siesta Key Beach; approximately 6 miles from Downtown Sarasota for dining, arts, entertainment and the Bayfront; and roughly 10 miles from Sarasota-Bradenton International Airport (SRQ). It’s hard to find this combination of 3 bedrooms, 3 full baths, nearly 1,700 sq. ft., a 2-car garage, extensive HOA-covered exterior maintenance, community amenities, preserve access AND proximity to Siesta Key at this price. More home. Less maintenance. An incredible Sarasota location. Come discover why Crooked Creek deserves a closer look.

3351 Thornwood Road Unit 3351, Sarasota
4957 Cross Creek Road Unit 4957, Sarasota
$269,900
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
3363 Cross Creek Drive Unit 3363, Sarasota
$259,000
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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