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who married Govert Lookerman (ca. 1681-1728);
Mary Woolford (ca. 1663-?), who married Henry
Hooper (ca. 1643-1720); and Elizabeth Woolford
(1664/65-1739), who married first, Thomas En-
nails (?-1718), and second, William Holland (?-
1732). BROTHERS. Thomas; David; and William.
BROTHER OR HALF BROTHER: Levin (?-ca. 1773),
who married Jane, daughter of John Stewart. HALF
BROTHERS: John (ca. 1701-?); Roger (ca. 1715-
?). SISTERS: Elizabeth; Ann; and Sarah. SISTER
OR HALF SISTER: Rosannah, who married first,
Jacob Lockerman (?-ca. 1741), and second, Jo-
seph Cox Gray (?-1764). NATURAL SISTER. Mary,
who married by 1729 Thomas Stewart. FIRST
COUSINS: Thomas Woolford (ca. 1699-ca. 1750/
51); Sarah Lookerman (?-by 1745), who married
Joseph Cox Gray (?-1764); Mary Hooper (?-ca.
1757), who married second, John Rider (1686-
1739/40); Anne Hooper (?-1761), who married
John Broome (1676-ca. 1738/39); Henry Hooper
(ca. 1687-1767); and Mary Woolford (?-1780),
who married Henry Waggaman (?-ca. 1761).
OTHER KINSHIP: father's first wife was Grace, a
Quaker, daughter of John Stevens (?-1692). PRI-
VATE CAREER. EDUCATION: literate. OCCUPA-
TIONAL PROFILE: planter. PUBLIC CAREER. LEGIS-
LATIVE SERVICE. Lower House, Dorchester
County, 1778-1779 (Grievances 3). LOCAL OF-
FICES: sheriff, Dorchester County, elected 1779,
resigned 1781; collector of assessments on prop-
erty, Dorchester County, in office 1780. WEALTH
DURING LIFETIME. LAND AT FIRST ELECTION: 264
acres in Dorchester County (inherited from father).
WEALTH AT DEATH. DIED: between December 12,
1782, and July 5, 1784, in Dorchester County.
PERSONAL PROPERTY: assessed value £502.5.0, in-
cluding 14 slaves and 3 oz. plate, 1783. LAND: 245
acres in Dorchester County.
WOOLFORD, ROGER (?-ca. 1701/2). IMMI-
GRATED: ca. 1663, as a free adult with wife from
Northampton County, Virginia, where he had lived
since at least 1660. RESIDED: in Manokin Hundred,
Somerset County. MARRIED in March 1660/61
Mary, daughter of Levin Denwood of Northamp-
ton and Accomack counties, Virginia. Her brother
was Levin (ca. 1648-1726), who married Pris-
cilla. Her sisters were Susannah, who married
Thomas Browne; and Rebecca, who married
Nehemiah Covington (?-1713). Her nieces were
Elizabeth Denwood (1674-1736), who married
George Gale (1671-1712); Priscilla Covington, who
married Robert King (1689-1755); Elizabeth Cov-
ington, who married Benjamin Wailes (?-ca. 1728/
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29); and Sarah Covington (1683-1755), who mar-
ried first, Edward Lloyd (1670-1718/19), and sec-
ond, James Hollyday (1696-1747). CHILDREN. SONS:
Roger Woolford (1670-1730); James (ca. 1680-
1758), who married first, in 1698/99, Grace,
daughter of John Stevens (?-1692), and second,
Elizabeth, possible daughter of David Peterkin
(?-1736); and Levin (1683-1721), who married
Sarah (1691-?), daughter of Thomas Jones.
DAUGHTERS: Mary (ca. 1663-?), who married
Henry Hooper (ca. 1643-1720); Elizabeth (1664/
65-1739), who married first, Thomas Ennalls (?-
1718), and second, William Holland (?-1732);
Rosannah (1666/67-?); Sarah (1672/73-by 1730),
who married Govert Lookerman (ca. 1681-1728);
and Ann (1675-?). PRIVATE CAREER. EDUCATION:
literate. RELIGIOUS AFFILIATION: Anglican. SO-
CIAL STATUS AND ACTIVITIES: no title on arrival
in Maryland. OCCUPATIONAL PROFILE: planter;
frequently appeared as attorney in the Somerset
County Court in the 1660s. PUBLIC CAREER. LEG-
ISLATIVE SERVICE: Lower House, Somerset
County, 1671-1674/75, 1676-1682, 1692-1693
(elected to the 1st session of the 1692-1693 As-
sembly to fill vacancy). LOCAL OFFICES: surveyor
of highways, Somerset County, 1666; justice,
Somerset County, 1676-1697. STANDS ON PUBLIC/
PRIVATE ISSUES: hesitant to support Revolution
of Protestant Associators in 1689. WEALTH DUR-
ING LIFETIME. LAND AT FIRST ELECTION: ca. 1,000
acres. WEALTH AT DEATH. DIED: will probated on
February 26, 1701/2, in Somerset County. PER-
SONAL PROPERTY: TEV, at least £591.18.12 (in-
cluding 1 servant and 5 slaves). LAND: 2,100 acres.
WOOLFORD, ROGER (1670-1730) BORN: in
1670, in Somerset County; eldest son. NATIVE:
second generation. RESIDED: in Somerset County;
Dorchester County after 1695. FAMILY BACK-
GROUND. FATHER: Roger Woolford (?-ca. 1701/2).
MOTHER: Mary Denwood. BROTHERS: James (ca.
1680-1758); Levin (1683-1721). SISTERS: Mary
(ca. 1663-?), who married Henry Hooper (ca. 1643-
1720); Elizabeth (1664/65-1739), who married first,
Thomas Ennalls (?-1718), and second, William
Holland (?-1732); Rosannah (1666/67-?); Sarah
(1672/73-by 1730), who married Govert Looker-
man (ca. 1681-1728); and Ann (1675-?). FIRST
COUSINS: Elizabeth (Betty) Denwood (1674-1736),
who married George Gale (1671-1712); Priscilla
Covington, who married Robert King (1689-1755);
Elizabeth Covington, who married Benjamin Wailes
(?-ca. 1728/29); and Sarah Covington (1683-
1755), who married first, Edward Lloyd (1670-
908
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