Windward Bay is a waterfront condominium community located on the bay side of Longboat Key. Situated along the northern section of Gulf of Mexico Drive, this well-established neighborhood offers beautiful Sarasota Bay views, lush tropical landscaping, and convenient access to the island’s beaches and nearby mainland attractions.
Developed in the mid-1970s, Windward Bay sits on approximately 25 acres and includes a mix of mid-rise condominium buildings and bungalow-style villas. With fewer than 60 residences in the community, Windward Bay offers a relaxed and private atmosphere that appeals to both seasonal residents and vacation home buyers.
Windward Bay Longboat Key Condos
Residences at Windward Bay feature a variety of floor plans designed for comfortable island living. The community offers two-bedroom condominiums as well as bungalow-style villas that provide a more private setting within the development.
Floor plans typically range from approximately 800 square feet in the villas to more than 1,300 square feet in the mid-rise condominium residences. Many units feature spacious balconies or screened lanais where residents can enjoy views of Sarasota Bay or the beautifully landscaped grounds.
Windward Bay has long been popular with both full-time residents and seasonal owners because of its waterfront setting and convenient location on the island.
Windward Bay Community Amenities
Residents of Windward Bay enjoy a variety of amenities designed to support an active and relaxing coastal lifestyle.
- Two community swimming pools
- Tennis courts
- Shuffleboard courts
- Fitness center
- Fishing dock on Sarasota Bay
- Protected boat slips
- Deeded beach access
- Lush tropical landscaping throughout the community
The community’s extensive landscaping features banyan trees, palms, flowering shrubs, and other tropical plantings that help create a tranquil island environment.
Nearby Beaches and Attractions
Windward Bay offers convenient access to many of the attractions that make Longboat Key a desirable destination. The beautiful Gulf beaches are located just across Gulf of Mexico Drive and can be easily reached from the community’s deeded beach access.
Residents can explore the nearby Village of Longboat Key located to the north, while the upscale shopping and dining district of St. Armands Circle is only a short drive south. Additional restaurants, galleries, and cultural attractions can be found in downtown Sarasota.
Outdoor enthusiasts also enjoy boating, fishing, kayaking, and wildlife viewing throughout the Sarasota Bay area.
Condos for Sale at Windward Bay on Longboat Key
With its bayfront setting, boat slips, and convenient Longboat Key location, Windward Bay remains an attractive option for buyers seeking island living. View current Windward Bay Longboat Key condos for sale below if inventory is available.
Windward Bay Longboat Key FAQ
Where is Windward Bay located?
Windward Bay is located on the bay side of Longboat Key along Gulf of Mexico Drive.
How many residences are in Windward Bay?
The community includes fewer than 60 condominium and villa residences.
What amenities are available at Windward Bay?
Amenities include two swimming pools, tennis courts, boat slips, a fishing dock, shuffleboard courts, and deeded beach access.
What types of residences are available?
Windward Bay offers bungalow-style villas and mid-rise condominium residences with two-bedroom floor plans.
Is Windward Bay close to shopping and dining?
Yes. St. Armands Circle and downtown Sarasota are located just a short drive from the community.
