4500 Gulf Of Mexico Dr

Windward Bay is a low-rise waterfront condominium community on Longboat Key, constructed in 1975 and organized as connected four-story buildings set across roughly 25–26 acres. Typical residences are two-bedroom units with open floorplans, raised or high ceilings, built-in details such as crown molding and solid wood cabinets, and large lanais or enclosed Florida rooms that emphasize bay and marina views. Interior features commonly found across units include stone or quartz counters, eat-in kitchens with modernized appliances in many homes, walk-in closets, in-unit washer/dryer hookups, ceiling fans, elevator access, and hurricane-rated windows or shutters. Exterior amenities and grounds are extensive and designed for coastal living: two heated pools, two marinas with limited-slip boat and jet-ski docks (fee and wait-list), multiple tennis/pickleball courts, kayak storage and launches, fishing piers and fish-cleaning stations, walking trails along the water, landscaped gardens with fruit trees, barbecue and picnic areas, outdoor showers, and community fire pit. The property provides covered parking and owner storage lockers on the lower level, on-site management, a clubhouse with kitchen, fitness room, library and meeting spaces, plus sauna facilities. The association allows pets under published limits, maintains deeded and public beach access points nearby, and has conducted periodic capital improvements and building updates to preserve structural and amenity value. Location advantages include mid-island proximity to St. Armands Circle, Sarasota, Anna Maria Island, and local shopping and dining, combining a marina-forward lifestyle with easy regional access.