Section DY: Descendants of James Bennett

David Thaler
18043 NE 132nd St, Redmond WA 98052
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Generation One

1. JAMES1 BENNETT was born in 1618 in Cranfield, Bedfordshire, England, United Kingdom[7], and died between Jan. 1659 and Aug. 1659 in Fairfield, Fairfield Co., Connecticut, United States[1]. He married in Concord, Middlesex Co., Massachusetts, United States, in 1639, (AOW-16) ANNA ("HANNAH") WHEELER[7], daughter of (AOW-2) Thomas Sr. and Ann (HALSEY), who was christened on 15 Feb. 1617/8 in Cranfield[10], and died after 1659 in Fairfield[7]. [1, 9]
Children:
2i.HANNAH2 BENNETT, b. on 1 June 1640; d. on 29 Oct. 1650 in Fairfield.
3ii.THOMAS BENNETT, b. on 16 Oct. 1642 in Concord; d. in 1704 in Fairfield; m. ELIZABETH THOMPSON, b. about 1644[2].
+4iii.LT. JAMES BENNETT, b. about 1645 in Fairfield; d. in Oct. 1736 in Fairfield; m. (1) about 1667 (VC-3) _____ JOY, b. in Fairfield in 1647[7], daughter of (VC-1) Walter and (AOK-2) Deborah (WATHEN) JOY; m. (2) after 1683 MARY OSBORN, b. in New Haven, New Haven Co., Connecticut on 29 March 1653[4], d. in Stratfield, Fairfield Co. on 28 Nov. 1726[4]; m. (3) REBECCA, d. in 1741[3].
5iv.JOHN BENNETT, b. about 1648; m. MARY THOMPSON, b. about 1649[5].
6v.MARY BENNETT, b. on 20 Jan. 1651/2; d. between 1654 and 1659.
7vi.SARAH BENNETT, b. about 1654; d. in 1726.
8vii.HANNAH BENNETT, b. about 1656.


Generation Two

4. LT. JAMES2 BENNETT (James1), son of (1) James1 and (AOW-16) Anna ("Hannah") (WHEELER) BENNETT, was born about 1645 in Fairfield[3], and died between 2 Oct. 1736 and 6 Oct. 1736 in Fairfield[3]. He married (1st) about 1667, (VC-3) _____ JOY[3], daughter of (VC-1) Walter and (AOK-2) Deborah (WATHEN) JOY, who was born in 1647 in Fairfield[7]. He married (2nd) after 1683, MARY OSBORN[3], who was born on 29 March 1653 in New Haven[4], and died on 28 Nov. 1726 in Stratfield[4]. He married (3rd) REBECCA, who died in 1741[3]. [8, 2, 9]
Children of: Lt. James2 BENNETT and _____ JOY:
9i.JAMES3 BENNETT, b. about 1668 in Fairfield; d. about Dec. 1707 in Stratfield; m. SARAH LEWIS.
10ii.THOMAS BENNETT, b. about 1669 in Fairfield; d. on 5 April 1739 in Newtown, Fairfield Co.; m. on 12 April 1692 in Stratford, Fairfield Co. (FD-10) MARY BOOTH, b. in Stratford on 12 Nov. 1676, daughter of (FD-4) Ephraim and Mary (OSBORN) BOOTH.
11iii.ABIGAIL BENNETT, b. about 1671; d. on 8 Nov. 1761 in North Haven, New Haven Co.
+12iv.MARY BENNETT of Fairfield, b. about 1673; d. in 1737 in New Haven; m. about 1691 (ADD-5) JOSEPH OSBORN, b. in New Haven on 15 Dec. 1667[8, 6], d. in New Haven on 19 Nov. 1735[8, 6], son of (ADD-4) Jeremiah and Mary (DAVIS) OSBORN.
13v.JOSEPH BENNETT, d. before 1736; m. on 22 Jan. 1705/6 in Fairfield ELIZABETH WHIDDEN.
14vi.SARAH BENNETT, m. on 5 Dec. 1705 in Stratford PELEG BURRITT.
Perhaps by second wife. Since we have no positive knowledge of the date of the first wife's death, the division of the children is made somewhat arbitrarily. It is possible that Isaac was the last child by the first wife, instead of the first by the second wife. [5]

Children of: Lt. James2 BENNETT and Mary OSBORN:
15i.ISAAC3 BENNETT, b. about 1685; d. after 1762; m. (1) in March 1708 in Stratfield MARTHA, chr. in Stratfield on 9 March 1712; m. (2) SARAH, d. after 1762.
16ii.ANNA BENNETT, b. about 1691; d. on 14 Nov. 1727 in Stratfield; m. on 20 Feb. 1710/1 in Stratfield (SL-18) GIDEON HAWLEY, b. in Stratford on 30 Jan. 1687/8, d. in Stratfield on 16 Feb. 1730/1, son of (SL-12) Ephraim and Sarah (WELLES) HAWLEY.
17iii.JEREMIAH BENNETT, bp. on 27 Dec. 1696 in Stratfield; d. in 1773 in Stratfield.


Generation Three

12. MARY3 BENNETT (James2, James1) of Fairfield, daughter of (4) Lt. James2 and (VC-3) _____ (JOY), was born about 1673[3], and died in 1737 in New Haven[6, 8, 3]. She married about 1691, (ADD-5) JOSEPH OSBORN[3], son of (ADD-4) Jeremiah and Mary (DAVIS) OSBORN, who was born on 15 Dec. 1667 in New Haven[8, 6], and died on 19 Nov. 1735 in New Haven[8, 6]. [8, 3]
Child: See (ADD-5) Joseph OSBORN



1. Donald Lines Jacobus, "History and Genealogy of the Families of Old Fairfield, Vol. I" (Baltimore: Genealogical Publishing Co., 1976), 65.
2. Ibid., 66.
3. Ibid., 67.
4. Ibid., 67, 88.
5. Ibid., 68.
6. "Osborne Origins", http://www.osborne-origins.org/.
7. "McCoy Family Tree", http://members.fortunecity.com/jmccoy/.
8. Donald Lines Jacobus, "Families of Ancient New Haven" (Family Tree Maker CD179, Connecticut Genealogies #1, online at ancestry.com), 1323.
9. N. Grier Parke II and Donald Lines Jacobus, "The Ancestry of Lorenzo Ackley & his wife Emma Arabella Bosworth" (Woodstock, VT, 1960), 47.
10. Ibid., 54.