Crooked Creek Homes with Courtyard Exterior Features

Welcome to Crooked Creek, an enchanting subdivision nestled in the heart of South Sarasota, Florida. This picturesque community offers a perfect blend of tranquility and modern living, making it an ideal place for families, retirees, and everyone in between. With its lush landscapes and friendly atmosphere, Crooked Creek is not just a neighborhood—it's a lifestyle.

One of the standout features of homes in Crooked Creek is the charming courtyard exterior. These thoughtfully designed spaces create a warm and inviting ambiance, perfect for enjoying the beautiful Florida weather. Imagine sipping your morning coffee in your private courtyard, surrounded by vibrant flowers and the soothing sounds of nature. Each home is crafted to maximize outdoor living, making it easy to host gatherings or simply unwind after a long day.

The subdivision is conveniently located near some of Sarasota's best amenities, including shopping, dining, and recreational activities. Residents can enjoy easy access to pristine beaches, lush parks, and a variety of cultural attractions that the area is renowned for. Whether you're exploring the local art scene or spending a day at the beach, Crooked Creek provides the perfect launching pad for all your adventures.

With its combination of beautiful homes, community spirit, and unbeatable location, Crooked Creek is more than just a place to live—it's a place to thrive. Come and discover the charm of this lovely subdivision in South Sarasota, where your dream home awaits!

Newest Crooked Creek Homes with Courtyard Exterior Features

$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

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