A rare offering on the shores of Little Pleasant Bay, 40 Tom's Hollow is a generational waterfront estate encompassing four acres with a private sandy beach and iconic boathouse. A winding drive leads to a timeless Colonial with soaring ceilings and panoramic bay views. The cathedral-ceilinged great room, with pass-through hearth, forms the heart of the home flanked by a custom kitchen and gracious dining area. A first-floor primary suite offers comfort and privacy, while guest quarters provide flexibility for extended stays. The finished walkout lower level adds space for recreation or overflow guests, opening to a lush lawn with potential for a pool. A broad shoreline allows for private beach access, while mooring rights invite boating adventures. The historic boathouse brimming with potential anchors the property in classic Cape Cod tradition. A true legacy estate where nature and coastal elegance meet in quiet harmony.