Set on high ground within the coveted Pine Point Association, 22 Ensign Road occupies one of the most thoughtfully positioned parcels along the coast. Elevated above the flood zone and anchored on solid rock, the property offers both peace of mind and enduring value. Panoramic water views unfold in every direction, Long Island Sound, Farm Creek below, and Long Island visible in the distance, with no overhead wires interrupting the sight lines. While the home reflects the charm and proportions of a classic coastal residence, it has been extensively rebuilt and thoughtfully updated. Many structural elements, systems, and exterior components were newly constructed or replaced in 1998 and again in 2019, while architectural details were intentionally designed to preserve the character of Rowayton's early seaside homes. The result is a rare combination of timeless design and modern construction. The home maintains an unusually favorable tax position compared to many neighboring properties within the association. Privately situated yet conveniently close to Rowayton Village, beaches, marinas, and train access, the property balances seclusion with accessibility. Surrounded by landscaped grounds featuring gardens, generous lawn areas, and outdoor gathering spaces, the home also includes a dedicated 42-foot boat space built into the property, four-car parking, a heated garage with EV charging, golf cart parking, and a private boat launch just steps away.