This massive five-story, five-bay building at 142 Chestnut Street on the Flat of Beacon Hill is today, an 11-unit condominium building, but it was originally built as a single-family home, designed by a prominent Boston architect as his own residence. Henry Forbes Bigelow (1867-1929) was born in Clinton, Massachusetts and graduated from the Massachusetts Institute of Technology in 1888. He was hired by the firm of Winslow & Wetherill and soon became a partner of the same firm, which changed its name to Winslow, Wetherill and Bigelow. The firm designed many commercial buildings, hotels, stately mansions, and academic buildings in the New England area. Henry F. Bigelow purchased a two-story stable and cleared the site to erect his home in 1915-1916. This building remained his primary residence until his death in 1929. After his death, the Bigelow heirs sold the Chestnut Street mansion to Bernard Brooker, President and Treasurer of the Building Finishing Corporation, a real estate development company, who converted the building into apartments, which were later converted again into the 11 condominium units. The handsome structure could be classified as Renaissance Revival in style with its cubic form, recessed central entrance, cornice-like window headers, limestone base and entry, iron balconies, and corbeled cornice. The building was designed with an enclosed courtyard with fountains, which today, provide a private space for residents.
Buildings of New England 