One of the oldest (if not the oldest) extant houses in Ipswich, New Hampshire is this Colonial home on Appleton Road, which gets its name from the first owner, Isaac Appleton. Deacon Isaac Appleton III (1731-1806) was one of the town’s original settlers who came to New Ipswich from Ipswich, Massachusetts. He held the office of town clerk and of selectman and was a deacon for thirty years. He responded to the call to arms from Concord to fight in the American Revolution. Deacon Isaac Appleton III was the father of Samuel Appleton, a wealthy Boston merchant; and Nathan Appleton, a merchant and politician in Boston and head of the famous Appleton Family which would influence Boston business and politics for generations. Samuel Appleton would fund and establish the Appleton Academy in New Ipswich, the second oldest in New Hampshire after Phillips Exeter Academy. The Isaac Appleton Homestead remains in a great state of preservation and sits just outside the town center.