The Asa May House stands in a rural area of eastern West Fairlee, on the west side of Blood Brook Road. It stands on 40 acres (16 ha) of land, now reduced from historically larger sizes, but with patterns of usage still evident in the presence of stone walls and foundational remnants of former outbuildings. The current farm complex includes the main house, a horse barn, shed, and woodshed. The house is a two-story wood-frame structure, with a hip roof and clapboarded exterior. Its main block is L-shaped, with prominent five-bay facades facing both south and east. The eastern (street-facing) entry is more elaborate, with the door flanked by pilasters and sidelight windows, and topped by an entablature and cornice, while the southern entry is simpler, with a plain surround and four-light transom window. The interior of the house retains original fireplaces and woodwork in many places, although some rooms have been either modernized or repurposed. The crook of the L is filled with a single-story ell, to which further modern additions extend to the west.[2]
The house was built about 1800 for Asa May, who served as the first town clerk of West Fairlee (incorporated 1797). May had acquired land in the Blood Brook area (named for early settler Elijah Blood) and built his first house (located elsewhere on the property and no longer standing) about 1789. The property remained in the hands of May's descendants until 1946.[2]
