The will mentions two families. The mother of the first family is unknown. Lipham shows up in the 1850 census with his second family. The second wife, Nicy D. Koon, was listed as 29 years of age. Lipham was 61 at the time.

Lipham's "first family" included Edward M., ca. 1815-17 January 1882; Gerard Singleton, ca. 1819; Warren Simpson, 4 March 1821 - 10 June 1901; and Garlen Sanford, ca. 1823-8 July 1899. The "second family" was made up of Emily Frances C.P., ca. 1843; Ellen Eugenia E., November 1845; and Theodore D. Goudelock, 11 February 1853-13 September 1911.

Because of the number of "Isaacs" in Union County, it has been virtually impossible to identify Lipham's early land transactions. The later transactions are very interesting though. It is within these transactions that Lipham takes care of his first family and requires of them acknowledgment of his second family.

In 1852, and within Deed V15-448, Lipham transfers to Garlen Sanford land adjoining Mrs. Nancy Comer, formerly known as the Porter Place. Garlen Sanford paid £650 to his brother, Gerard Singleton.

John W. Gregory, Lipham's uncle, sold a tract of land on Brown's Creek to Lipham, 15 September 1852. Within the deed (Book W16, p. 214) the grantor, John W., states that he purchased this land from his father, John Gregory, Sr., in 1804.

Lipham gave this land to Garlen Sanford "as part of his portion of my estate". The tract consisted of 182 acres. Lipham stated the land was known as the "John Gregory old place" (Book W16, p. 286).

For reasons unknown to us, Lipham saw fit to prepare a deed in which he granted 144 acres and six Negroes to Aswin Starks Gregory (son of Benjamin J.) in trust for his (Lipham's) son, Gerard Singleton Gregory. The land was located in the Brown's Creek area. (Book W16, P. 426)

In another trust deed to son, E.M. Gregory, (Book Y17, p. 56, 1 January 1856), Lipham transfers to Edwin M. Gregory, in consideration for £10 paid to him, several Negroes to be held in trust for his children.

In Book Z18, p. 282 (recorded the same day), Edwin M. acknowledges the trust deed as well as his father's second family. The children of the second family are referred to as "children of the half blood" Edwin relinquishes all claims to his father's estate to the three children, which are named within the instrument.

Garlen Sanford, Warren Simpson and Gerard Singleton make the same acknowledgments within the deeds recorded in books V15, p. 448; Z18, p. 283; and Z18, p. 298, respectively.

Edward M. (Edwin) Gregory (ca. 1815 - 17 January 1882), son of Lipham married Rhoda Comer (ca. 1820) around 1836. Their known children were: Isaac Simpson, 6 July 1837; William Singleton, 1838; Benjamin Franklin, November 1849; Washington, 1854; Olivtus (Clintus), ca. 1855; Julia, ca. 1858; and Emma, 1865.

Edward listed himself as a planter in the census of 1850. He owned 120 acres of land, of which 100 acres were listed as improved. In 1860, he listed himself as a merchant and in 1870, a grocer. In 1880, he and Rhoda lived with their son, Isaac Simpson. Edward had apparently suffered a stroke because he was listed as a victim of paralysis.

Rhoda brought an action in 1882 to demand her dower rights as Edward's wife. Apparently, she was a very assertive woman for her time.

Isaac Simpson Gregory (6 July 1837 - ?), first son of Edward and Rhoda, served in Company H, 5th South Carolina Infantry, Confederate States of America. He married, first: Mary Ann L. Gallman; and second, Cornelia -?-. Mary Ann apparently died shortly before 1880 because it is stated in the 1900 census that Simpson and Cornelia had been married 16 years. Cornelia's surname is not known, but it is suspected she was Cecily Cornelia Gregory, daughter of John Gregory.

Simpson and Cornelia lived with Ezekiah and Nora Roberson in 1900. Ezekiah was the head of household and listed Isaac Simpson and Cornelia as his parents-in-law. It is not certain which of the two was Nora's parent, though it is believed that she was the daughter of Cornelia by a previous marriage. She does not show up in the 1880 census as Nora Gregory, daughter of Isaac Simpson and Mary. Cornelia states in the 1900 census that she is the mother of one living child.

For some reason this Gregory family moved out of Union County. Several turned up in the Greenville area.

Isaac Simpson and Mary Ann were the parents of nine children: John P., 24 April 1857-13 May 1910; James M., March 1860; Lee, ca. 1860; Emma, 1864; Edward M., 23 August 1868-13 February 1941; Jula; Sallie V; Ophelia and Hampton B.

JOHN P. GREGORY (24 April 1857-13 May 1910) was the first son of Isaac Simpson and Mary Ann. He is buried at Springwood Cemetery, Greenville. He married Annie Stairley (1869 - 1958). Their children included: Frankie Alicia, 12 July 1889-10 September 1890; and others unknown.

JAMES M. GREGORY (March 1860), the second child of Isaac Simpson and Mary Ann, was still at home in 1880. A James Gregory, aged 40 and single, lived in Jonesville in 1900.

LEE GREGORY (ca. 1860) shows up as a ten-year-old in 1870, but is not on the 1880 census. It is possible that he died young or he might have been away at school at the time of the census.

EMMA GREGORY (1864), the fourth child, might well be one of the three sisters listed in her brother Edward's obituary.

EDWARD M. GREGORY (23 August 1868-12 February 1941), the fifth child, was born in Union but lived in Spartanburg before moving to Greenville. He and his wife, Annie Kennett (31 December 1872 - 5 November 1942), had lived in Greenville 25 years at the time of his death. He had operated a grocery store at one time and, for a number of years, was a salesman for the Singer Sewing Machine Company. He and Annie resided at 718 Bramlett Road and were members of the City View Baptist Church.

Eleven children survived Edward at his death: Violet Hemple; Louise; Kennett; Mrs. Ira L. Davis; Herbert Johnson, 21 January 1895-21 March 1972; Paul; James C.; Eddie Willie; Johnnie Mack; Frank E.; and Wallace.

JULIA GREGORY, the sixth child of Isaac Simpson and Mary Ann, married J.Y. Keesler. She was easily identifiable from Edward's obituary. The remaining sisters noted in the obituary were Mrs. W.T. Knight and Mrs. W.T. Genable.

HAMPTON B. GREGORY, was the youngest known child of Isaac Simpson and Mary Ann. He was three years old at the 1880 census. He was identified as "Benner" in brother Edward's death notice.

William Singleton Gregory (1838), second son of Edward M. and Rhoda Comer Gregory, was the second husband of Eveline Lee (15 November 1831-6 October 1879), daughter of Michael Byrd and Mary Willard Lee. William and Eveline were married in November, 1857.

Elizabeth Hoyle Rucker (in her Genealogy of William Lee I of England and of Virginia, and his Descendants) says Eveline married Sol Layne. Eveline's family did not approve of Mr. Layne, so her oldest brother had the marriage annulled. Eveline's cause of death, cited in the 1880 Mortality Census, was obstructed bowels.

William pursued a career as a newspaperman and printer in Union, South Carolina while rearing a family of six children. William did not appear on the 1870 and 1880 census of Union County, but he did show up in the Greenville, South Carolina City Directory in 1880. He is listed as a printer who was employed with the Baptist Courier. He disappears after the 1883-84 Directory.

In 1880, William and Eveline's children are in the home of Berry W. Lee, Eveline's oldest brother. They were: States Rights, 14 July 1859-19 December 1945; William E., 2 August 1861-11 December 1881; Michael Lee, 16 August 1866-8 February 1941; Robert Edward, 1868; Minnie E., January 1870; and Carrie V., June 1871.

STATES RIGHTS GREGORY (14 July 1859-19 December 1945) married Anna R. West (August 1866 - 1939) on 27 May 1883. Their children were Walter Elmore, 13 August 1855-24 April 1958; Evelyn Elizabeth, 5 August 1888; Mamie Lois, 29 June 1890; David Clyde, 16 April 1892; Leila Melissa, 22 February 1884; William Marvin, 6 November 1900-9 August 1931; and Hoyle Wilson, 6 September 1912.

Walter Elmore Gregory (13 August 1885-24 April 1958) was the first child of States Rights and Anna. He married Kate A. West (8 December 1884-?) in 1907. They are buried at Bogansville Church, Union County, South Carolina. Their children: Dupree, May 1908; an infant son, 5 May 1910-7 May 1910, buried at Bogansville Church; Eloise, October 1911; Wesley Wright, April 1915; Lucille, June 1918; and Edith, December 1923.

Evelyn Elizabeth Gregory (5 August 1888), the second child of States Rights and Anna, married Otis Posey (dates unknown) in 1909. Their children: Elizabeth, 1912; William, 1913; Anna Mary, 1918; and Helen, 1920.

Mamie Lois Gregory (29 June 1890), the third child of States Rights and Anna, married Franklin Miller (1885) in 1918. Their children: Franklin Jr., 1920; Robert Lee, 1923; and Manard, 1925.

David Clyde Gregory (16 April 1892), fourth child of States Rights and Anna, married Fairy Howell in 1925. He was a minister and termed an entertaining talker. This couple had no children.

Leila Melissa Gregory (22 February 1884) was the fifth child of States Rights and Anna. She married Guy David Davis (1890) in 1926. Their children: Margaret, August 1914; Guynell, April 1916; Mabel, May 1918; Joseph, July 1920; Ruth, September 1922; Thelma, September 1925; Bernard, November 1928; Kenneth, April 1931; and Marvin, June 1934.

William Marvin Gregory (6 November 1900-9 August 1911), sixth child of States Rights and Anna, married Sallie P. Harris (12 December 1900/1901) in 1925. Their children: Bobbie Jean, 1926; and William Marvin, 1929.

Hoyle Wilson Gregory (6 September 1912), the youngest child of States Rights and Anna, married Esther Smith in 1938. H.W lives at Brevard, North Carolina. Their children: Sybil, 15 August 1939; and Larry, 21 July 1947.

Sybil Gregory (15 August 1939) married -?- Hunter. Their son: Mark.

Mark Hunter is presently a mechanical engineering student at Clemson University.

WILLIAM E. GREGORY(2 August 1861-11 December 1881) was the second child of William Singleton and Eveline Gregory. He did not marry and is buried at Bogansville.

MICHAEL LEE GREGORY (26 August 1866-8 February 1941) married twice. His first wife was Texie Anna Nix (?-17 July 1913). They were the parents of two children: Florechelle, 2 April 1891 - 1 November 1891; and an unnamed infant, 15 February 1893.
On 3 June 1914, he married Katherine Rebecca Williams (27 November 1880-20 January 1967). They had no children.
The Gregorys resided at 10 Hampton Avenue and were members of Buncombe Street Methodist Church. Michael was a prominent Greenville realtor at the time of his death.

ROBERT EDWARD GREGORY (1868), fourth child of William Singleton and Eveline, was living with his uncle, Berry W. Lee, in 1880 but disappeared after that time.

MINNIE E. (MARY) GREGORY (January 1870) married (Thomas) William Alonzo Quinn. They were the parents of four sons and one daughter. Their children: William Boyce, 1883-December 1943; Frederick McBride, 1885; Ralph, ca. 1887; Frances Joyce, 1889-1916; and Miriam Lee, 1902-1908.

William Boyce Quinn (1883-December 1943) was married about 1906, though the wife is unnamed. He died suddenly in Mexico. He and his wife had one son: William Gregory, 1910.

Frederick McBride Quinn (1885) married Lillie Talley (1890). Their two daughters were Lee, 1912; and Margaret, 1914.

Ralph Quinn (ca. 1887) married, but his wife's name is unknown at this time. They are reported to have been childless.

Frances Joyce Quinn (1889-1916) married Edwin Buck Miller (1884) about 1914. She died of tuberculosis after giving birth to a son, Edwin Buck Jr., in 1916.

CARRIE V. GREGORY (June 1871), the youngest child of William Singleton and Eveline Lee Gregory, did not marry. She was living with her brother, States Rights, in 1900. She is said to have lost her health in her teenage years and eventually became mentally ill. She died at the South Carolina Mental Hospital in Columbia.