possibly born in Edgartown. Built his own dwelling on his father's estate in Boston.
Earliest record we have in May 29, 1666, when he signed with the handicraftsment of Boston, number 129, a petition to protect their several callings "against the intrusion of strangers, especially of such as were not desirably qualified" [1]
John WAKEFIELD of Boston, the progenitor of the Massachusetts family of Wakefield, was born in England in the year 1614-1615. He perhaps was a native of Gravesend, Kent England, as Thomas, probably his brother, came from there....
John died intestate; his wife, Ann, was appointed administratrix and gave bond, dated July 18, 1667. After his death, his widow married John Child, a tailor of Boston. John Child's Will was made April 21, 1708 and probated June 11, following (1708). Obadiah Wakefield was executor and the estate was bequeathed to Obadiah Wakefield and Obadiah's daughter, Anne.
Children of John Wakefield and Ann: (much more story and downline)
Elizabeth Wakefield bc1638; md Aug 20, 1660 to Jasper or Joseph Frost of Boston
John Wakefield bc 1640; md Deliverance ___; died March 1703
Obadiah Wakefield bc 1642 d Jan 1732/33; md 1) Susannah ___, she died Sep 21, 1709, aged 54; md 2) May 26, 1713, Elizabeth Willis.
Samuel Wakefield bc 1644 d Oct 1728; md June 2, 1675 Elizabeth Dove.
Wakefield Memorial, comprising an Historical, Genealogical and Biographical Register of the name and family of WAKEFIELD. Compiled by Homer Wakefield, MD page 17
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DNA Connections
It may be possible to confirm family relationships with Obadiah by comparing test results with other carriers of his Y-chromosome or his mother's mitochondrial DNA.
Y-chromosome DNA test-takers in his direct paternal line on WikiTree: