180 Main Street, Sag Harbor, NY 11963

Historic Captain's Row Victorian with Pool

Timeless elegance meets village living in this distinguished 1830s Victorian on coveted Captain's Row in Sag Harbor. Once owned by merchant and whaling ship owner D.H. Douglas, this Eastlake-style residence is a true Main Street standout, defined by its ornate brackets, classic wraparound porch, and enduring curb appeal. Inside, sun-drenched double parlors with floor-to-ceiling sash windows create a gracious setting for entertaining, while the layout flows effortlessly into a relaxed den with fireplace and open-plan kitchen - perfect for everyday living. A first-floor bedroom and adjacent full bath offer flexible space for guests or a home office. Upstairs, four well-proportioned bedrooms include a spacious primary suite with fireplace and walk-in closet. A third-floor loft with full bath, tucked beneath the eaves, provides versatile bonus space for a studio, office, or media retreat. Outdoors, a gated English-style garden unfolds with brick walkways, patios, and a gunite pool, all set against a town-owned reserve for exceptional privacy-an uncommon find on Main Street. The .35± acre property also offers generous off-street parking and a one-car garage. Moments from the harbor, shops, galleries, and restaurants, this rare offering blends historic significance, architectural charm, and modern comfort in one of Sag Harbor Village's most sought-after locations.