Masconomet, spelled many different ways in colonial deeds, was sagamore or chief of the Agawam tribe among the Algonquian peoples during the time of the English colonization of the Americas. He is known for his quitclaim deed ceding all the tribal land, which extended from Cape Ann to the Merrimack River, as far inland as North Andover, Massachusetts and Middleton, Massachusetts, and as far to the southwest as the Danvers River, to John Winthrop the Younger, his heirs and all the settlers of eastern Essex County for a sum of 20 pounds, about 100 dollars.
Although he could not read or write at the time of the deed, Masconomet understood that he was effecting a union of the remnant of the tribe after decimation by disease (probably smallpox) with the English colonists. He testified to that effect before the General Court of Massachusetts, which was questioning the legality of the younger Winthrop's transactions. Winthrop and his heirs were seeking public reimbursement of the 20 pounds. The tribal members did not take up residence in distinct villages of "praying Indians" as did the other tribes but remained distributed on individual farms adjoining those of the English and became integrated into the settlements. Giving up their native language and other marks and affiliations of native identity, they soon vanished into Essex County. Masconomet, henceforward "John the Sagamore", gave his children English names. Memory of their ancestry persisted throughout the 17th century, a few generations after Masconomet's death in 1658. A memorial stone on Sagamore Hill in southeastern Hamilton marks where Mosconomet was buried with his gun and tomahawk. In 1667, nine years later, a man was prosecuted for digging up his bones and carrying his skull on a pole.