Marty and Karla Grant

The Genealogy of Marty Grant and wife Karla Mangus Grant.

Winfrey, Caleb

Winfrey, Caleb

Male 1760 - 1837  (77 years)   Has 2 ancestors and more than 100 descendants in this family tree.


Personal Information    |    Notes    |    All    |    PDF

  • Name Winfrey, Caleb
    Birth 1755/1760  VA Find all individuals with events at this location 
    Gender Male
    Reference Number 180 
    _UID 1AC1888DD2DAD4118AC4444553540000FF84 
    Death 16 Jan 1837  Surry Co, NC Find all individuals with events at this location 
    Person ID I1991  Marty and Karla Grant
    Last Modified 8 Jul 2026

    Father Winfrey, Isaac,   b. Abt 1735, VA Find all individuals with events at this locationd. 1817, Surry Co, NC Find all individuals with events at this location (Age 82 years)
    Mother Sarah,   b. Abt 1736, VA Find all individuals with events at this locationd. 1815/1820, Surry Co, NC Find all individuals with events at this location (Age 84 years)
    Marriage Bef 1760  VA Find all individuals with events at this location 
    _UID BEA6285AF0008945AC50AE29F5392F1FF3D0 
    Family ID F1549  Group Sheet  |  Family Chart

    Family 1 Bowles, Nancy,   b. 1770/1774, Surry Co, NC Find all individuals with events at this locationd. Abt 1808/1809, Surry Co, NC Find all individuals with events at this location (Age 35 years)
    Marriage 1787/1789  Surry Co, NC Find all individuals with events at this location 
    _UID C29076D9CBEFDC48BBE229AEE4BB86E4FC05 
    Notes 
    • !MARRIAGE:Caleb was single as of the 1787 census, but appears to have married Sarah by 1789.

      !CHILDREN:Caleb's children by his first marriage are proven in two deeds dated 20 Nov 1809 in Surry County wherein he gave them all deeds of gift. (Surry Co., NC Deed Book M page 319 and 320). This was just a month before he remarried.

      1. Sarah Winfrey proven by Surry County Deed Book M page 320 20 Nov 1809.
      2. Isaac Winfrey proven by Surry County Deed Book M page 319 20 Nov 1809.
      3. Thomas Winfrey proven by Surry County Deed Book M page 319 20 Nov 1809.
      4. Caleb Winfrey proven by Surry County Deed Book M page 319 20 Nov 1809.
      5. John Winfrey proven by Surry County Deed Book M page 319 20 Nov 1809.
      6. Mary Winfrey proven by Surry County Deed Book M page 320 20 Nov 1809.

      No similar record found for children of his second marriage.;
    Children 
     1. Winfrey, Sarah,   b. 1790/1800, Surry Co, NC Find all individuals with events at this locationd. Bef 1827, Surry Co, NC Find all individuals with events at this location (Age < 26 years)
     2. Winfrey, Isaac,   b. 1794/1800, Surry Co, NC Find all individuals with events at this locationd. 8 Jul 1838, Surry Co, NC Find all individuals with events at this location (Age 38 years)
     3. Winfrey, Thomas,   b. 1794/1800, Surry Co, NC Find all individuals with events at this locationd. 1 Feb 1838/1840, Surry Co, NC Find all individuals with events at this location (Age 40 years)
     4. Winfrey, Caleb,   b. 1799/1800, Surry Co, NC Find all individuals with events at this locationd. 1860/1870, Cherokee Co, NC Find all individuals with events at this location (Age 70 years)
     5. Winfrey, John,   b. 1800/1809, Surry Co, NC Find all individuals with events at this locationd. 18 Jan 1835, Surry Co, NC Find all individuals with events at this location (Age 26 years)
     6. Winfrey, Mary,   b. 1807/1808, Surry Co, NC Find all individuals with events at this location
    Family ID F392  Group Sheet  |  Family Chart
    Last Modified 21 Aug 2026

    Family 2 Hamlin, Mary,   b. 1784/1785, Surry Co, NC Find all individuals with events at this locationd. Aft 1860, Surry Co, NC Find all individuals with events at this location (Age > 76 years)
    Marriage 5 Dec 1809  Surry Co, NC Find all individuals with events at this location 
    _UID D001599122D732469C798E7D93EBD9F49730 
    Children 
     1. Winfrey, Elizabeth,   b. 1814/1815, Surry Co, NC Find all individuals with events at this locationd. Aft 1880, Surry Co, NC Find all individuals with events at this location (Age > 66 years)
     2. Winfrey, Nancy,   b. 13 Feb 1822, Surry Co, NC Find all individuals with events at this locationd. 4 Sep 1910, Lewisville, Forsyth Co, NC Find all individuals with events at this location (Age 88 years)
    Family ID F1550  Group Sheet  |  Family Chart
    Last Modified 21 Aug 2026

  • Notes 
    • !NOTES:Marty Grant's 5th Great Grand Parent.;


      !NAMED:List of Tories and Quakers in the Upper New River Area, ca. 1780
      This list is contained in the Lyman Draper Papers, and is undated. It is presumably a list of men in what became Grayson County in 1792 accused of being Tories or refusing to take the oath of alliegance to the Commonwealth of Virginia. Quakers were included on this list because they refused to take oaths of any kind, and were thus suspect in the eyes of Montgomery County Officials. (from Jeff Weaver) ... Caleb WINFRY ... Isaac WINFREY ... William STUART;


      !CENSUS:1787 Wilkes Co., NC pg 173 Caleb Winfrey age 21-60 (1726/66)
      "1-0-0-0-0";

      !TAXLIST:1787 Wilkes Co, NC Cpt Hardin's Company ... Caleb WINFREE, 300a, 1 poll;

      !TAXLIST:1788 Wilkes Co, NC Cpt Hardin's Company ... Caleb WINFREE, 325a, 1 poll;

      !WITNESS: 3 Apr 1789 Wilkes Co, NC Deeds B1-68 Thomas WILMOUTH to William Owen MEDLIN 100, 150a Big Elkin. Wit: John BURCH, Caleb WINFREY, James BRADBURY, Nancy WINFREY, Isaac WINFREE;

      !NAMED: 3 Jun 1789 Surry Co, NC Deed D-426 Francis CALLOWAY of Wilkes Co, GA to Isaac WINFREY of Wilkes Co, NC 275 acres South Fork Mitchell's River, Witnesses: John KING, Richard HARTSFIELD, Caleb WINFREY;

      !COURT:11 Aug 1789 Surry Co, NC Deed of Francis CALLOWAY & Wife to Isaac WINFREY, proven on oath of Caleb WINFREY;

      !CENSUS:1790 x

      !DEED:22 Jan 1793 Surry Co, NC F-168 William WATTS of Wilkes Co, NC to Caleb WINFREY of Wilkes Co, NC 199 acres South Fork of Mitchell's River, Witnesses: William BURCH, Obediah WINFREY;

      !DEED:22 Jan 1793 Surry Co, NC F-193 William WATTS of Wilkes Co, NC to Caleb WINFREY of Wilkes Co, NC 60 acres South Fork of Mitchell's River, Witnesses: William BURCH, Obediah WINFREY;

      !DEED:16 May 1799 Surry Co, NC H-165 James DOWNEY to Caleb WINFREY;

      !CENSUS:1800 Surry Co., NC pg 699 Caleb Winfery age 26-44 (1755/74)
      30010-10010-0-3
      Analysis (who each person *might* be):
      1m 26-45 (1755/1774) Caleb Winfrey (1755/60)
      3m 0-9 (1790/1800) Isaac Winfrey (1794/1800) son
      ..................... Thomas Winfrey (1794/1800) son
      ..................... Caleb Winfrey (c1800) son
      1f 26-45 (1755/1774) Nancy Bowles Winfrey (1770/74) wife
      1f 0-9 (1790/1800) Sarah Winfrey (1790/1800) daughter
      3 slaves............ ?
      ..................... ?
      ..................... ?;

      !WITNESS: 3 Sep 1801 Surry Co, NC Will Book 3-47 John BURCH, proven Nov 1801. Wife Charity BURCH. Son William BURCH, daughter Maryana COCKERHAM, son Thomas Chidle BURCH, granddaughter Charity COCKERHAM, grandsons: John GENNINGS, Thomas GENNINGS. Executor: William BURCH, Thomas Chidle BURCH and wife. Witness: Caleb WINFREY, William BURCH;

      !DEED:25 Feb 1804 Surry Co, NC L-203 Thomas HADLEY to Caleb WINFREY;

      !DEED:10 Feb 1807 Surry Co, NC M-327 James FITZGERALD, Sheriff to Caleb WINFREY;

      !COURT: 7 Mar 1808 Surry Co, NC Caleb WINFREY, Jury;

      !COURT:10 Mar 1808 Surry Co, NC Caleb WINFREY, Juror, proved 4 days and 13 miles attendance;

      !DEED:20 Nov 1809 Surry Co, NC M-319 Caleb WINFREY to his sons: Isaac WINFREY, Thomas WINFREY, Caleb WINFREY, and John WINFREY, all of Surry as deed of gift;

      !DEED:20 Nov 1809 Surry Co, NC M-320 Caleb WINFREY to his daughters: Sarah WINFREE and Mollie WINFREE, as deed of gift;

      !MARRIAGE BOND: 8 Dec 1809 Surry Co., NC
      Caleb Winfree & Polly Hamlin
      William Hamlin, bm;

      !CENSUS:1810 Surry Co., NC pg 171 Caleb Winfrey age 45+ (bef 1755)
      13001-10100-0-6
      Analysis (who each person *might* be):
      1m 45 + (bef 1765) Caleb Winfrey (1755/1760)
      3m 10-15 (1794/1800) Isaac Winfrey (1794/1800) son
      ..................... Thomas Winfrey (1794/1800) son
      ..................... Caleb Winfrey (c1800) son
      1m 0-9 (1800/1810) John Winfrey (1800/1809) son
      1f 16-25 (1784/1794) Mary Hamlin Winfrey (c1785) wife
      1f 0-9 (1800/1818) Mary Winfrey (c1808) daughter
      6 slaves............ ?
      ..................... ?
      ..................... ?
      ..................... ?
      ..................... ?
      ..................... ?;

      !COURT: 6 Sep 1811 Surry Co, NC Inquisition for cause of death of William CRITCHFIELD, 6 Apr 1811. jury ... Caleb WINFREY ...;

      !DEED:28 Mar 1814 Surry Co, NC N-444 Caleb WINFREY to Pleasant B. ROBERTS;

      !TAXLIST:1815 Surry Co, NC Caleb WINFREY, 500 acres Yadkin River, bordering SCRITCHFIELD, 0 white polls, 3 black polls;

      !NAMED:15 Feb 1815 Surry Co, NC 2-107, Estate of Isaac WINFREY by guardians, Caleb WINFREY and William BURCH, Isaac not deceased at this time;

      !NAMED: 9 May 1815 Surry Co, NC 2-114, Account of Isaac WINFREY and Sarah WINFREY his wife by guardians, William BURCH, Caleb WINFREY;

      !TAXLIST:1816 Surry Co, NC Caleb WINFREY, 500 acres Yadkin River, 0 white polls, 3 black polls;

      !NAMED:13 Feb 1816 Surry Co, NC 2-127, Account of Isaac WINFREY, settlement with guardians William BURCH, Caleb WINFREY, Rockford;

      !NAMED:Feb 1817 Surry Co, NC 2-209, Settlement of Estate of Isaac WINFREY, Deceased, by guardians William BURCH, Caleb WINFREY, including cash to Elizabeth COOK for keeping Isaac WINFREY, cash to Rachel HOLBROOK;

      !CENSUS:1820 Surry Co., NC pg 784 Caleb Winfrey age 45+ (bef 1775)
      000101-11010, slaves=1010-5120
      Analysis (who each person *might* be):
      1m 45+ (bef 1775). Caleb Winfrey (1755/1760)
      1m 16-25 (1794/1804) Son -> Isaac (1794/1800) or Caleb (c1800) or John (1800/1809)
      1f 26-44 (1775/1794) Mary Hamlin Winfrey (c1785) wife
      1f 10-15 (1804/1810) Mary Winfrey (c1808) daughter
      1f 0-9 (1810/1820) Elizabeth Winfrey (c1815) possible daughter
      Slaves:
      1m 26-44 (1775/1794) ?
      1m 0-13 (1806/1820). ?
      2f 26-44 (1775/1794) ?
      ..................... ?
      1f 14-25 (1794/1806) ?
      5f 0-13 (1806/1820). ?
      ..................... ?
      ..................... ?
      ..................... ?
      ..................... ?;

      !DEED:10 Jun 1821 Surry Co, NC S-432 John WRIGHT, Sheriff to Caleb WINFREY;

      !DEED:10 Apr 1822 Surry Co, NC S-433 John WRIGHT, Sheriff to Caleb WINFREY;

      !CENSUS:1830 Surry Co., NC pg 120 Caleb Winfrey age 70-79 (1750/60)
      0000100001-011001, slaves=310100-550200
      Analysis (who each person *might* be):
      1m 70-79 (1750/1760) Caleb Winfrey (1755/1760)
      1m 20-29 (1800/1810) John Winfrey (1800/1809) son
      1f 30-39 (1790/1800) Mary Hamlin Winfrey (c1785) wife
      1f 10-14 (1815/1820) Elizabeth Winfrey (c1815) possible daughter
      1f 5-9 (1820/1825) Nancy Winfrey (1822) daughter
      Slaves:
      1m 24-35 (1793/1805) ?
      1m 10-23 (1805/1820) ?
      3m 0-9 (1820/1830).. ?
      ..................... ?
      ..................... ?
      2f 24-35 (1793/1805) ?
      ..................... ?
      5f 10-23 (1805/1820) ?
      ..................... ?
      ..................... ?
      ..................... ?
      ..................... ?
      5f 0-9 (1820/1830).. ?
      ..................... ?
      ..................... ?
      ..................... ?
      ..................... ?;

      !TAXLIST:1835 Surry Co, NC Caleb WINFREY, By guardian Lemuel B. JONES, 500a Yadkin River;

      !DEATH:16 Jan 1837 Caleb WINFREY Sr from Pleasant B. ROBERTS Family Bible;

      !DEED:31 Jan 1838 Surry Co, NC X-49 Division of lands of Caleb WINFREY, decd to Thomas WINFREY, Caleb WINFREY, Isaac WINFREY;


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