818 Roosevelt Trail

A truly extraordinary property in the heart of the Lakes Region, this iconic 1935 home presents a rare combination of location, scale, waterfront access, and versatility unlike anything else in Naples. Perfectly positioned within walking distance of the Causeway and everything this vibrant waterfront community has to enjoy, the home captures spectacular views of Brandy Pond and Long Lake from nearly every room. With more than 7,000 square feet of living space, this remarkable property was made for gathering. Expansive living and entertaining areas are complemented by two kitchens and dining spaces, a private theater room, and a dedicated gaming area with pool and foosball tables. Step outside onto the impressive oversized deck, where sweeping views of the Causeway, Brandy Pond, and Long Lake create an unforgettable backdrop for entertaining, relaxing, and enjoying one of the best seats in town for Naples' annual fireworks display. At the water's edge, private beach areas and a private dock provide direct access to the incredible Lakes Region lifestyle. Adding another level of distinction is a dedicated area for helicopter landing, an exceptionally rare feature for a residential property. Whether envisioned as an extraordinary private family compound, a multigenerational retreat with room for everyone, or an impressive income-producing investment property, the possibilities are truly endless. Vintage character, expansive living space, breathtaking water views, private waterfront amenities, and an irreplaceable location come together to create a property that simply cannot be replicated. Properties like this rarely come to market—this is more than a home; it's an opportunity to own a truly distinctive piece of Naples.