The Henry Sherburne House stands on the west side of The Hill, a cluster of historic houses southwest of the junction of Deer and High Streets. Many of these houses, the Sherburne House among them, were relocated to this area as part of a road widening project. It is a two-story wood-frame structure, with a hip roof, clapboarded exterior, set facing west toward Deer Street near its junction with Russell Street. Its front-facing roof is pierced by three gabled dormers, whose scrolled pediments echo that found above the main entrance. The front facade is five bays wide, with the main entrance at its center, flanked by pilasters and topped by an entablature and elaborate broken scrolled pediment. The roof line is adorned with a heavy modillioned cornice.
