A rare and extraordinary offering inside the exclusive Bay Harbour within Bay Isles on Longboat Key, this peninsula estate delivers unmatched privacy, breathtaking Sarasota Bay views, and direct boating access to both the Intracoastal Waterway and the Gulf of Mexico. Positioned at the end of a quiet cul-de-sac on a three-sided waterfront peninsula, it includes two private boat docks with water and electric, one with a 15,000 lb. lift, both offering easy on-and-off docks. Reach the Gulf through the nearby jetty with drawbridge or enjoy a second access through the John Ringling Bridge. The seawall was newly capped in 2020, and the pier deck and boatlift controls were replaced in 2025, ensuring exceptional waterfront infrastructure. Extensively rebuilt and structurally engineered, the residence is warm, refined, and filled with natural light, offering sweeping bay views from nearly every room. The chef-inspired kitchen features custom rare wood cabinetry, an extended breakfast bar, a three-sink layout, double dishwashers, a Sub-Zero refrigerator, Wolf warming drawer, standalone ice maker, and beautifully finished wood ceilings. Dance your way through the living and dining areas with a custom jazz club floor which open to the wraparound screened lanai, fully reconstructed with multilayer waterproof construction, a rich teak ceiling, and an open-sky section ideal for coastal breezes and stargazing. Multiple seating and dining zones create seamless indoor-outdoor flow with uninterrupted water views. The outdoor pool area is a private retreat surrounded by tropical landscaping and expansive travertine decking perfect for lounging and entertaining. A custom palm-terrace garden enhances the serene ambiance along the east side of the deck. All bathrooms are fully remodeled with premium finishes, floor-to-ceiling tilework and frosted glass shower doors. The primary suite offers an elegant, calming bathroom with refined materials and thoughtful design. Additional upgrades include hurricane-rated windows and doors, 2024 and 2025 5-ton A/C units, all-new plumbing, electrical, and HVAC ductwork, a whole-house water purification system, full security camera system, and extensive structural enhancements completed under engineering oversight. Exterior improvements include landscape lighting, a resurfaced epoxy garage floor with mini-split A/C, and cell-foam insulation for improved efficiency. Residents of Bay Isles enjoy private Gulf beach access at the Bay Isles Beach Club, featuring tiki huts, restrooms, BBQ areas, and space for private gatherings. The gated community offers 24/7 security, community pools, and miles of shaded sidewalks ideal for walking and cycling. With exclusive Bay Isles access, exceptional boating amenities, unmatched privacy, and sweeping water views at every turn, this peninsula estate represents one of Longboat Key’s most remarkable waterfront opportunities—an extraordinary home offering luxury, craftsmanship, and unparalleled coastal living.