Thomas Eston Randolph (1767–1842) was the son of TJ’s uncle William Randolph and the husband of Jane Cary Randolph, the sister of TJ’s son-in-law Thomas Mann Randolph. In 1805 Thomas Eston Randolph purchased Glenmore, across the Rivanna from Milton, and some eight years later he disposed of this property and moved to Ashton, adjoining TJ’s Pouncey’s tract about five miles east of Monticello. TJ sometimes used Randolph’s boats for shipments from Richmond, and in 1808 and 1809 Randolph leased Lego and some lands at Milton from TJ. From 1814 Randolph leased TJ’s flour mill, first in conjunction with Thomas Mann Randolph and then by himself. In 1822 his daughter Mary Elizabeth Cleland Randolph married TJ’s grandson Francis Eppes. Randolph moved his family to Florida after TJ’s death and became a federal marshal there in 1831 (Woods, Albemarle description begins Edgar Woods, Albemarle County in Virginia, 1901, repr. 1991 description ends , 303; MB description begins James A. Bear Jr. and Lucia C. Stanton, eds., Jefferson’s Memorandum Books: Accounts, with Legal Records and Miscellany, 1767–1826, 1997, The Papers of Thomas Jefferson, Second Series description ends , 2:1156, 1263, 1310; JEP description begins Journal of the Executive Proceedings of the Senate of the United States description ends , 4:178, 193 [7, 30 Dec. 1831]; Randolph Whitfield, “The Florida Randolphs, 1829–1978” [1978 typescript in ViU, 18]).

Randolph’s son was probably William Eston Randolph, who was thirteen years old at the time (Monticello Association Papers, 13; Randolph, Randolphs description begins Robert Isham Randolph, The Randolphs of Virginia, 1936 description ends , 107; Whitfield, “Florida Randolphs,” 59).