Caleb was born in Ipswich, MA, in 1639.
He married on November 7, 1660 to Anna Hazeltine, the daughter of Robert and Ann of Rowley, Massachusetts. She was born on April 1, 1640 and died on April 9, 1688. She was a sister of his brother Benjamin's wife.
He resided in Ipswich and died in 1682. He was a prosperous farmer and owned at different times many tracts of land. On July 6, 1665, he bought his brother Richard's house in Ipswich, with adjacent lands, and lands in Salisbury and Bradford were owned by him.
The inventory of his estate was taken September 23, 1682, and shows that he owned at that time, eighteen head of cattle, twenty-three sheep, ten swine, and three horses. He was free from debt, and his widow was to have the use of the property until his children came of age.
The children were all born in Ipswich.
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