Positioned along the wide waters of Smugglers' Bay in the prestigious community of Port Royal, this West Indies inspired estate designed by Stofft Cooney Architects, LLC represents a distinguished offering within Naples' luxury waterfront market. Ideally located on Fort Charles Drive just moments from the exclusive Port Royal Club, one can enjoy expansive water views and a setting defined by privacy, elegance, and refined coastal living. The home offers five beautifully appointed bedroom suites and a dedicated study, with the primary suite and office thoughtfully situated on the first level for comfort and convenience. Four guest suites with an additional upstairs gathering area, provide inviting accommodations for family and guests alike. Designed with a balance of architectural sophistication and everyday livability, the residence showcases inviting interiors and a highly functional floor plan tailored to both relaxed living and entertaining. The first level features a welcoming foyer, spacious great room, large kitchen with adjoining informal dining area, formal dining room with dramatic wine display, wet bar, and a well-equipped prep kitchen discreetly positioned adjacent to the main kitchen. Multiple access points seamlessly connect the interior living spaces to the expansive outdoor environment, enhancing the home's sublime indoor-outdoor lifestyle. The outdoor entertaining areas are equally impressive, centered around a substantial covered area featuring a fireplace, automated screens and shutters, and inviting spaces for gathering and relaxation. Adjacent to the covered entertaining space, the pool and spa with sun shelf, along with the waterside fire pit, will allow one to relax while enjoying the dramatic long-water views across the bay. A significant fixed and floating dock system with lift and observation deck further complement the property and provide an ideal setting for boating and waterfront enjoyment. With its timeless architectural design, expansive water views, Port Royal Club membership eligibility, and exceptional location, this property represents the quintessential Port Royal experience and will be further enhanced with the anticipated completion of the new Port Royal Club beach club in late 2026.