James Dewey was born 3 April 1692, at Westfield, Massachusetts. A wheelwright; lived near east end of Silver street, Westfield; selectman, town treasurer, etc.; joined church, April 30, 1727; chosen deacon, 1741; resigned and dismissed to Sheffield, Nov. 9, 1746, where he was moderator at town meetings, selectman, etc.; on the 22d of November, 1745, James Dewey, of Westfield, wheelwright, for £320, deeds to Joseph Clark, of Westfield, cordwainer, one acre and twenty rods in the townplot (fifteen rods north and south, three rods at the north end and eleven rods wide at the south end), bounded east and south by town streets (South and East Silver streets), west by Joseph Root, north on David King; on Feb. 12, 1748, James Dewey, of Sheffield, bought thirty acres there of Phineas Smith; Feb. 16, 1753, he bought fifty-five acres there of Samuel Churchill for £20; Oct. 31, 1754, for £34, James Dewey, of Sheffield, yeoman, deeds all his claims to lands in Westfield to Samuel Fowler, of Westfield, yeoman
On 15 May 1718 at Westfield, James Dewey married ELIZABETH ASHLEY. She was the daughter of Deacon David & Mary (Dewey) (#13) Ashley and was born at Westfield on 3 March 1697/98. Mary Dewey is in the Thomas Dewey II line.
They both joined the church at Westfield on 30 April 1727.
Elizabeth died at Westfield on 25 September 1737, age 39.
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