One or more photo(s) has been virtually staged. Spectacular Waterfront Estate in Bay Isles | Longboat Key Rarely does a property of this caliber come to market. Located behind the exclusive, 24-hour guarded gates of the Longboat Key Club in the prestigious Bay Isles community, this estate spans 4,200 square feet of elegant one level living space. With 5 spacious bedrooms, 4.5 baths, plus a dedicated office—all under soaring 12-foot ceilings—this home offers refined luxury with an unmatched sense of openness and light. Set on one of the largest lots in Bay Isles at just under 20,000 square feet, this peninsula-shaped property boasts 205 feet of prime water frontage and breathtaking, unobstructed views over Buttonwood Harbor. Enjoy the ultimate boating lifestyle with three boat lifts situated along a deep-water, wide canal on the protected north side of the property. Built with solid block construction, the home sits high and dry with an impressive 4,000-square-foot elevated lower level—ideal for the serious car collector, with the capacity to accommodate over 10 vehicles. Currently utilized as a high-end fitness facility, this space offers endless flexibility. The recently updated chef’s kitchen is a dream for culinary enthusiasts, featuring top-of-the-line gourmet appliances, a massive center island, and rich solid wood cabinetry. Outdoors, the magic truly begins—an expansive terrace surrounds the oversized pool, perfectly positioned to take in panoramic views of the harbor. Entertain effortlessly with a outdoor kitchen and multiple lounging areas that make the most of this remarkable waterfront setting. Additional recent upgrades include a brand-new standing seam metal roof (2024), ensuring peace of mind and long-term durability. Residents of Bay Isles enjoy exclusive access to the private Bay Isles Beach Club and its pristine Gulf-front beach, as well as the convenience of on-site amenities including Publix, CVS, banking, dry cleaning, and more. This is more than a home—it’s a once-in-a-lifetime opportunity to own one of the most coveted properties in Bay Isles. Don’t miss your chance to make this exceptional estate your own.