In addition to its age, the home is also notable for having residences over the subsequent years which include; Judge and Chief Justice of the Massachusetts Bay Colony Benjamin Lynde, Jr., and artist Michele Felice Corne. The Pickman House at one time had a Victorian era roof which concealed the 17th century structure. These 17th century features were not discovered until 1968 as part of a commission to study the house. Architectural historian Abbott Lowell Cummings stated that the "room at the left with leanto roof at right angles may have existed at the outset, and was later raised to a full two stories about 1725." During this time a new chimney was added, and the one-story porch with embellished posts dates to around c. 1800.
