Fourth Generation Inclusive

Historical Documents of Genealogical Interest to Researchers of North Carolina's Free People of Color

Tag: Wynn

Levi & Betsy Winn.

Image LEVI WINN was probably born in northern Duplin County. Elizabeth, called “Betsy,” last name unknown, was his second wife. They are buried at First Congregational Church in Dudley, Wayne County.

Photo by Lisa Y. Henderson, March 2013.

In the 1860 census of Buck Swamp, Wayne County: Levi Winn, 47, blacksmith, wife Elizabeth, 39, and children Henry, 21, David, 20, Pinkney, 19, George, 17, Charles, 15, Mary, 13, Martha, 11, John, 9, Elizabeth, 7, Susan, 5, and Levi, 3.

Where Thunder Swamp Branch crosses the main road.

Adam Winn to Lemuel Cherry

State of North Carolina, Duplin County   }         This indenture made this 30th of July 1841 Between Adam Winn of the one part and Lemuel Cherry of the other part and both of the same State and County witness that I the said Adam Winn for and in consideration of the sum of twelve dollars to him in hand paid by Lemuel Cherry before the sealing and delivery of these presents the receipt whereof is hereby acknowledged hath given  granted bargained and sold do by these presents bargain sell and make over unto him the said Lemuel Cherry his heirs executors Administrators & assigns forever a certain ankerage or tract of land lying and being in the County of Duplin and on the waters of thunder swamp it being part of the land that Adam Winn bought of Lucy Win and part of the old Jonson tract of land and I the said Adam Winn doth assign over to the said Lemuel Cherry all the right title interest or claim in the before mentioned land containing ten acres more or less and begins and runs as follows (viz) Begins on main road that runs in Wayne and where thunder swamp branch crosses the main road an runs up said road to a large pine and then corners a new made corner and then runs a strait line of marked trees to William L. Hills line and then with Hills line to said Cherrys line then down said Cherrys line to the beginning and I the said Adam Winn doth my heirs executors & admrs or assigns no warrant and defend the before mentioned lands unto him the said Lemuel Cherry his heirs executors admrs or assigns forever against all other person or persons whatsoever laying any claim to the same in witness whereof I the said Adam Winn have hereunto set my hand and seal the day and date first above written signed sealed and delivered in the presence of Kenan Millard and Wm P. Cherry   Adam Winn (seal)

North Carolina, Duplin County Court January term 1852

The due execution of the foregoing deed is proved in open Court by the acknowledgement of Adam Winn the bargainor and ordered to be registered.  B.F. Grady Clk

Grantor Book 20, Page 407, Duplin County Register of Deeds Office, Duplin County Courthouse.

In the 1850 census of North Division, Duplin County: Adam Winn, 45, farmer, with William, 13, Marshal, 11, John, 9, Woodard, 7, Woodley Winn, 5, plus Moses Simmons, 18. Adam reported $3800 in real property.  [Sidenote: Lemuel Cherry, 71, white, farmer, is listed four households away from Adam Winn in this census. His household included Elender Young, 50, who was white. Elender Young was likely the mother of America Young, who married Adam Winn’s brother Charles Winn.  Also, though Adam’s sons are listed as free, they were in fact his own slaves. More about that later. — LYH]

Sarah “Sallie” Greenfield Winn.


SARAH GREENFIELD WINN was born about 1820, probably in southeast Wayne County.  She married Gray Winn about 1835 and was widowed in 1850.  Their children were Elizabeth Winn Simmons, Edward James Winn, Eliza Winn, Penny Winn Simmons, Ally Winn and Washington Francis Winn. She died in 1909 and is buried near her son Edward in a small family graveyard near Dudley in Wayne County.

Photograph by Lisa Y. Henderson, March 2013.

In the 1850 census of South Side of the Neuse, Wayne County: Sally Winn, 30, and children Betsey, 14, Edw’d J., 12, Eliza, 10, Penny, 6, Ally, 4, and Washington, 1.

Edward J. & Susan Henderson Wynn.



EDWARD JAMES WINN (1838-1922) was the son of Gray Winn and Sarah “Sallie” Greenfield Winn.  His wife, SUSAN HENDERSON WYNN (1854-1907), was the daughter of James Henderson and Louisa Armwood Henderson. They are buried in a small family cemetery near Dudley in southern Wayne County.

Photograph by Lisa Y. Henderson, March 2013.

In the 1850 census of South Side of the Neuse, Wayne County: Sally Winn, 30, and children Betsey, 14, Edw’d J., 12, Eliza, 10, Penny, 6, Ally, 4, and Washington, 1.

In the 1860 census of Westbrooks, Sampson County: James Henderson, 52, wife Eliza, 25, and children Anna J., 8, Susan, 6, Hepsie, 4, and Alexander, 1.

[Sidenote: Edward Winn’s brother, Washington Francis “Frank,” married Susan Henderson’s sister Hepsie. — LYH]

Free-Issue Death Certificates: GREENFIELD.

Budd Greenfield. Died 16 March 1916, Brogden, Wayne County. Age 75. Colored. Single. Common laborer. Born Wayne County to Johnson Greenfield and Harriet Greenfield. Informant, Joe Greenfield.

Joe Ingram Greenfield. Died 22 October 1924, Indian Springs, Wayne County. Colored. Widower. Age 78. Farmer. Born in Wayne County to unknown parents. Informant, Roland Greenfield.

Giles Greenfield. Died 27 August 1927, Indian Springs, Wayne County. Colored. Married to Bitha Greenfield. Farmer. Born April 1850 near Mount Olive to Johnson Greenfield and Hattie Smith Greenfield. Buried Simmons cemetery, Dudley. Informant, John H. Greenfield.

Luther Greenfield. Died 21 April 1934, Indian Springs, Wayne County. Colored. Married to Sarah Greenfield. Age 83. Farmer. Born Wayne County to Johnson Greenfield and Harriet Smith. Informant, B.F. Greenfield.

J.D. Greenfield. Died 17 August 1920, Indian Springs, Wayne County. Colored. Married to Clancy Greenfield. Farmer. Age 68. Born at Indian Springs to Johnson Greenfield and Harriet Smith. Buried Indian Springs. Informant, Miss Lilly Greenfield.

Miss Mary Greenfield. Died 5 January 1932, Indian Springs, Wayne County. Colored. Single. Age 61. Born NC to Johnson Greenfield and Hairrit Smith. Buried Indian Springs. Informant, William Street Greenfield.

George Greenfield. Died 22 August 1929, New Hope, Wayne County. Colored. Widow. Farmer. Age 70. Son of Johnson Greenfield and unknown mother. Buried Pine Level NC. Informant, Willie Mathews.

In the 1850 census of South Side of Neuse River, Wayne County: Jno. Greenfield, 45, hireling, wife Harriet, 30, and children Susan, 12, Bud, 6, Ingram, 2, and Johnston, 4 months. In the 1860 census of Indian Springs, Wayne County: Johnson Greenfield, 52, farmer, wife Harriet, 36, and children Budd, 15, Ingram, 11, Giles, 9, Luther, 6, Dellelo, 4, Mary, 2, George, 2, and Marshal, 4 months.

Bettie Greenfield. Died 18 June 1930, Indian Springs, Wayne County. Age 85. Colored. Widow of Giles Greenfield. Born Wayne County to unknown father and Millie Smith. Buried Simmons cemetery. Informant, Alonzo Greenfield.

Classie Greenfield. Died 16 January 1937, Indian Springs, Wayne County. Age. Colored. Widow of Dello Greenfield. Born in Wayne County to unknown parents. Informant, John Richardson.

In the 1860 census of Buck Swamp, Wayne County: Milly Smith, 45, and children Louisa, 25, Bitha, 15, Frances, 8, Clarissa, 4, Eliza, 5, Isam, 3, and Virginia, 1. 

Pennie Simmons. Died 4 May 1936, South Clinton, Sampson County. Indian. Widow. Age 95. Born in NC to Gray Winn and Sallie Greenfield. Buried in family cemetery. Informant, J.G. Simmons.

Elizabeth Greenfield. Died 12 October 1919, Indian Springs, Wayne County. Colored. Married to J.I. Greenfield. Age 71 years, 9 months, 17 days. Born Wayne County to John Stafford and Annie Brooks. Informant, J.H. Greenfield.



Where are they now?: No. 20.

T.W. was born in North Carolina in the 1940s. He is descended from the following free people of color, all of Robeson County, unless otherwise noted:

(1) Keziah Brooks [1815-1893]

(2) Hugh Chavis [1807-1862] via Effie Ann Chavis [1827-1917]

(3) Matilda Jones

(4) Mackie Jane Locklear [1845-??]

(5) Richmond Locklear via Anna Eliza Locklear [1840-??]

(6) Thomas Locklear [1780-ca1865] via Thomas Locklear [1828-1892] via Nicholas Locklear (ca1845-??)

(7) William Maynor [1805-ca1880] via Angus Maynor [1832-ca1890] via Jordan Riles Maynor [1860-1941]

(8) Bryant Oxendine [1838-ca1875]

(9) Solomon Oxendine [1831-1897] via Martha Oxendine [1862-??]

(10) Clarissa Sweat [1814-1897]

(11) Emily Terry [1848-1919, Cumberland/Wayne]

(12) Charles Winn [1817-1892, Duplin/Wayne] via William Winn [1835-??, Wayne/Robeson]

(13) Martin Woodell via Patsey Woodell [1837-1880]

(14) Elender Young [1800-ca1865, Duplin/Wayne] via America Young [1820-1900, Duplin/Wayne]

William & Pennie Winn Simmons.

ImageWILLIAM and PENNIE WINN SIMMONS. William Simmons was born about 1837 in Sampson County to James Simmons and Winnie Medlin Simmons.  Pennie Winn, born about 1844, probably in Wayne County, was the daughter of Gray Winn and Sallie Greenfield Winn.

In the 1850 census of Northern District, Sampson County: James Simmons, 52, ditcher, wife Winney, 40, and children Nancy, 17, Bryant, 15, William, 13, and Martha, 11.

In the 1850 census of South Side of the Neuse, Wayne County: Sally Winn, 30, and children Betsey, 14, Edw’d J., 12, Eliza, 10, Penny, 6, Ally, 4, and Washington, 1.

We promise to pay.

On demand the first day of January 1848 we or Either of us do promise to pay John Lewis the Admr for ayres of urban Lewis decd it being for the sum of thirty dollars and fifty cents it for Rent of the land belonging to M. Husted lying on the East side of the Railroad joining James Kelly this January 29th 1847 test Obed Brock             Gray X Winn, Levi Winn, Adam X Greenfield

Estate Records, Wayne County Records, North Carolina State Archives.

[Side note: Urban Lewis (1788-1846) was my great-great-great-great-great-grandfather. — LYH]

Free-Issue Death Certificates: WINN, WYNN.

Tempsy Winn.  Died 6 Apr 1924, Mount Olive, Wayne County. Colored.  Widow of Washington Wynne.  About 85 years old.  Nurse.  Born in Fayetteville, Cumberland County, to Nathan Brewington and unknown mother. Buried, Mount Olive NC. Informant, George W. Winn.

In 1860 census, Buck Swamp, Wayne County: Washington Winn, 35, carpenter; wife Temperance J., 20; and children Aaron, 17, Levi, 15, Elizabeth, 13, James, 11, and Giles, 9.

Levi W. Winn.  Died 1 June 1920, Brogden, Wayne County. Negro.  Married to Mary Winn. Born 1842 in Mount Olive to Washington Winn and Larky Winn.  Buried Mount Olive.  Informant, D.H. Winn.

James Cicero Winn.  Died 16 Oct 1922, Mount Olive, Brogden, Wayne County. Colored.  Married to Mattie Winn.  Born 16 Oct 1848 in Wayne County to Washington Winn and Larkie Brenette. Buried Mount Olive Colored Cemetery.  Informant, Thad Winn.

In the 1850 census of South Side of Neuse, Wayne County: Washington Winn, 30, farmer; wife Larkey, 30; and children Aaron, 8, Levi, 6, Apsoly, 4, and James, 6 months; plus Jno. Newell, 12.

Emiley Winn.  Died 3 Feb 1919, Mount Olive, Brogden, Wayne County. Colored. Widow. Born 1853 in “Fedville” [Fayetteville], Cumberland County, to Ne[illegible]em Terry and Scharlte Terry, both of Fayetteville. Buried Brogden township, Wayne County.  Informant, Leann Winn.

In the 1860 census of Indian Springs, Wayne County: Emily Winn, 19, with son John, 8 months, and husband Wm. Winn, 24.

Charles B. Winn.  Died 27 July 1923, Brogden, Wayne County. Colored. Married to Mary McGee Winn.  Age about 64. Born Wayne County to Bill Winn of Wayne County and Annie Newell-Winn of Fayetteville NC. Buried Wayne County.  Informant, Bruce Winn.

In the 1860 census of Indian Springs, Wayne County: Ann Newell, 25, and sons Wm. D., 7, and Charles, 5. All are described as white.

Mary Winn.  Died 8 Nov 1930, Dudley, Brogden, Wayne County.  Colored. Widow of Edward Winn.  Born 8 Jan 1860, Greene County, to Rob Hagans and [blank] Baker, both of Greene County. Buried Dudley NC. Informant, Fred Hagans.

In the 1860 census of Fields, Greene County: Robert Hagans, 31, day laborer; wife Sarah, 30; and children Mary, 12, Joseph, 8, Penelope, 5, and Edwin, 1, all described as mulatto.

Jim Henry Newell.  Died 26 Jan 1924, Mount Olive, Brogden, Wayne County. Colored. Married to Magie Newell.  Age about 69. Born in Mount Olive to Addam Winn and Larkie Newell.  Informant, Addam Newell.

In the 1860 census of Cumberland East, Cumberland County: Larkin Newell, 30, with her children Ollin G., 12, Washington, 11, Ann E., 8, James H., 6, Penny, 4, and Betsy, 4 months, all with the surname Winn.  Larkin was described as white; the children, mulatto.

Bettie Wynn.  Died 30 Aug 1935, Brogden, Mount Olive, Wayne County. Colored. Married to Giles Wynn. Age 82. Born Dudley NC to Levie Wynn and unknown mother.  Buried Mount Olive NC.  Informant, Lettie Bunting, Mount Olive.

Frances W. Wynn.  Died 12 Mar 1927, Dudley, Brogden., Wayne County. Colored. Widow.  About 67. Born in North Carolina to J. Arigers and [blank] Carther, both of NC. Buried Dudley NC. Informant, Levi Wynn.

Mary L. Wynn.  Died 30 Nov 1934, Mount Olive, Brogden, Wayne County. Colored. Widow of Levy W. Wynn. Age 83. Born Wayne County to Levy Wynn and Betsey Wynn, both of Wayne County. Informant, Daniel H. Wynn, Mount Olive.

 North Carolina Death Certificates; US population schedules.