Family Stories

The Cleveland Family of Jessamine County

from Kentucky – A History of the State, Perrin, 1887

Jessamine County

The Cleveland Family

George Cleveland was born in Virginia in 1760; came to Kentucky in 1781, and settled on what is now known as the Keene and South Elk Turnpike in Jessamine County.  He purchased about 400 acres of land, married Esther Sherwood, of Culpeper County, Virginia, and became the father of seven children – three sons and four daughters; the sons were John, William S., and George, the daughters, Polly, Sallie, Hannah and Esther.  George Cleveland, the third son of George the pioneer, was born November 29, 1804, and died February 24, 1867; married Serena Craig, daughter of Hawkins Craig, of Jessamine County, and to this union were born two children:  George H. and Martha E., who married Dr. J. W. Holloway, also of Jessamine County.  After the death of Mrs. Serena Cleveland in 1840, George Cleveland married Parthenia Walker, of Henry County, and to this marriage were born seven children:  Horace W., born April 3, 1844 (he married Miss Fannie Haydon, daughter of Whitfield Haydon, to whom have been born four children:  George, Haydon, Ernest and Bessie); Amanda H., born August 21, 1846, married William Simpson, of Jessamine County; J. Leslie Cleveland, the third child, born March 17, 1849, married Miss Emma Felix, daughter of Josiah and Jane (Shouse) Felix (the four children born to this married are William F., Lena May, Jennie Lee and J. Estell); Warner H. Cleveland, born April 4, 1851, died March 14, 1853; Serena M. Cleveland, born March 2, 1853 (in March, 1870, was married to William Lyne by whom she had four children:  Irene, Maggie (deceased), George and Clarence); George W., the sixth child, was born November 30, 1855, and married Miss Annie C., daughter of J. E. Applegate, of Scott County, Kentucky (to this union were born two children:  Dora B. and Bertha); the seventh child, John L., was born September 11, 1858, married Miss Louella Hughes (she bore him one child which died in infancy).  John L., died in Denver, Colorado, June 18, 1879.

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