Welcome to one of Morningside's most beautifully reimagined homes, where classic character and modern design come together in perfect harmony. This one-of-a-kind residence blends historic details-like a stunning original floor-to-ceiling stone fireplace-with the light-filled openness of contemporary living. Step inside to a sweeping first floor with soaring 10-foot ceilings and a seamless flow from room to room. The expansive den, bathed in natural light, opens into a chef's dream kitchen with quartz countertops, a large center island, custom cabinetry, a wet bar, and a spacious dining area perfect for entertaining. Just off the living room, a charming octagonal room offers the ideal space for a home office or guest suite, complete with a full bathroom. Sliders lead to a large deck-perfect for soaking in sunshine and sea breezes. Upstairs, the sunlit primary suite is your private retreat, featuring its own deck with distant water views, a spa-like bath, and a generous walk-in closet. Down the hall are three more bedrooms and a full guest bath. On the top floor, a second primary suite offers extra privacy with its own bath and deck-perfect for guests or multigenerational living. An additional 1,100 sq ft of partially finished basement space adds incredible flexibility-create a gym, media room, game room, or all three! Located in the sought-after waterfront community of Morningside, enjoy scenic walks along Long Island Sound with no flood insurance required.