"5. Caleb Trowbridge (Thomas2, Thomas1), born October 28, 1670, in New Haven, Conn.; died September 10, 1704, in New Haven; married July 19, 1704, in Boston, Mass., Mary Lilly, born ____, 1670, in Boston. She married, second, September 24, 1708, in Boston, Capt Thomas Gilbert of Boston, and died there December 30, 1733. Caleb Trowbridge was educated in his native town, being graduated from Hopkins Grammar School in 1684. Prior to his marriage he received from his father a 'mansion house, barn and tract of adjoining land' on the east side of New Haven Harbor, which land his father had bought from the Indians. He was a merchant, naval officer and collector of the port of New Haven. He enjoyed the title of 'Gentleman' in the official documents of his time. He left a large, estate. A substantial tablet monument marks his grave in Center Church crypt."