The Daniel Judd House is a c. 1875 Gothic Revival cottage with a later, Colonial Revival-style porch, at 253 West Main Street in Cheshire. Judd was an undertaker and carpenter who may have crafted the house’s woodwork himself. This includes the decoratively carved barge boards which are typical of the Gothic Revival style.
The vernacular house at 52 Main Street in Cheshire was built around 1840. It was purchased by St. Peter’s Episcopal parish in 1852 for use as a parsonage. The hip-roofed entry porch was added around 1875 and the side porch in the 1930s. The building is now owned by Cheshire Academy.
Around 1875, Moses Bradley built a house near the Congregational Church facing Cheshire Green. It replaced an earlier Colonial-era house on the site, which had been built by the silversmith Eliakim Hitchcock, father of Rufus Hitchcock. The Bradley House has been altered over the years, but still has distinctive Gothic Revival decorated bargeboards.
Located behind the Amos Baldwin House (now occupied by the Johnson family) in Cheshire is an old barn which has been converted into a garage. The Gothic Revival (or Carpenter Gothic) style barn has a cupola and a gable over the hay loft with stick bracing and board and batten siding. The barn, or carriage house, was possibly built when the Baldwin-Johnson House was remodeled in 1872.
The Amos Baldwin House, at 84 Main Street (corner of Highland Avenue) in Cheshire, was originally built in 1800 and was remodeled in the Second Empire style in 1872. The house is also known as the Baldwin-Johnson House, named for its original occupant, Amos Baldwin, and for the Johnson family, which has owned the house for four generations.
The Loren Humiston House, on Main Street in Cheshire, is a Greek Revival style home, with an elaborate doorway, built in 1854 for a prosperous farmer. Today, the house is used as offices by an insurance company.
Historically associated with Josiah Hotchkiss, a tavern-keeper in Cheshire, the house at 589 South Main Street is believed to have been built by him around 1744. The building’s lack of a protruding summer beam, however, might suggest a later date of construction.
