Indulge in the pinnacle of coastal luxury within the prestigious, 24-hour guard-gated Bay Isles Bayou community on Longboat Key. Nestled on over a quarter-acre of lush, tropical landscape, this meticulously renovated five-bedroom, four-and-a-half-bathroom residence boasts over 3,900 square feet of exquisitely designed living space. From the moment you arrive, the home's curb appeal captivates with its lush landscaping setting the tone for what is to come. Step inside, where soaring ceilings and expansive two-story windows bathe the open-concept interior in natural light, creating an inviting and sophisticated ambiance. Designed for both style and function, the gourmet kitchen is a chef's dream, featuring quartz countertops, a large island with ample seating, top of the line stainless steel appliances, a classic subway tile backsplash, and a spacious walk-in pantry. The thoughtful layout includes two luxurious primary suites--one on the main level and one upstairs--each offering generous walk-in closets and spa-like en-suite bathrooms with indulgent soaking tubs. An oversized loft presents a versatile space, perfect for a home office, studio, or additional entertainment area. Designed for seamless indoor-outdoor living, pocket sliding doors lead to a screened-in lanai, where a heated pool awaits, surrounded by expansive lounge areas ideal for entertaining. Just steps away, your private dock with a 12,000lb boat lift provides direct access to the open waters of the Gulf, offering endless opportunities for boating, kayaking, or simply enjoying the serene mangrove-lined waterways. As a resident of Bay Isles, you gain exclusive access to the Bay Isles Beach Club, a private, residents-only retreat with a pristine sandy beach, picnic area, restrooms, and dedicated parking. Conveniently located near the Publix shopping plaza, this home is just moments from St. Armands Circle, renowned for its upscale boutiques and fine dining, and a short drive to Sarasota's vibrant cultural scene. Whether you're seeking a peaceful waterfront sanctuary or an entertainer's paradise, this remarkable residence delivers the ultimate Longboat Key lifestyle.