Hamilton, Massachusetts was first settled in 1638 and was originally a section of Ipswich known as “The Hamlet”. The first recorded land grant in the Hamlet was Matthew Whipple’s farm, dated 1638. On this land, the old stagecoach road (now Bay Road) connecting Newburyport to Boston was laid out through his and his brother’s land in 1641. A descendant of William (also named William) built this home along the stagecoach road in around 1680, likely operating it as a tavern for weary travelers. In 1712, Matthew Whipple IV and his brothers John and James petitioned the Town of Ipswich for the right to establish a church in the Hamlet, and succeeded. By 1800, the home was occupied by the Brown Family, with Capt. Daniel Brown occupying the home as a postmaster and tavern-keeper. Over the years, the home was “modernized” giving it Georgian double-hung windows, replacing the historic diamond pane casement windows. The home was eventually restored to its 17th century appearance and sold for an estimated $2 Million.