175 Madison Street is a historic Sag Harbor Village home defined by rare longevity and soulful character. With only two owners in the last 90 years, this early 1800s beauty has been cherished and preserved with a level of care that's nearly impossible to find. Set on a quarter-acre deep lot in the heart of the Village, it blends historic charm with the system upgrades today's lifestyle demands. The four-bedroom, 1.5-bath interior is anchored by stunning original wide plank flooring, while a new septic system and full 2025 HVAC overhaul-with expansion potential-ready the home for the future. Outside, the grounds have been transformed into a private oasis. Mature landscaping, a sweet arbor, and a shaded pergola surround a 15' x 32' heated Gunite pool, complemented by a pool cabana and versatile studio/garage. It's a hidden escape that feels secluded, yet sits just three blocks from Main Street.