[5] Randolph was born on the Turkey Island Plantation along the James River in Henrico County, Virginia around 1691.

[1][2] He married Jane Bolling (1703–1766),[6] John Bolling's daughter, in 1724 and the couple had seven children who reached adulthood:[1][2][7][nb 2] Randolph inherited the Curles Neck Plantation that adjoined the Turkey Island Plantation.

Richard III's brother, Brett (1766-1828) married Maria's sister, Lucy (1771–1854) on November 21, 1789.

Brett and Lucy's son, Robert Carter Randolph married his cousin, Anne Tayloe Beverley (1808-1889) on June 12, 1826, in Mississippi.

Brett's sister, Jane Randolph married John Bolling III's son, Archibald in 1774.