His maternal grandfather Richard Bennett was the first elected Governor of the Colony of Virginia, during the English Commonwealth period.
They had five children before she too predeceased Bland:[2] Bland's many notable descendants, in addition to his son and namesake, include Roger Atkinson Pryor[10] and Joseph Pembroke Thom, a Speaker of the Maryland House of Delegates.
When his father died in 1671, Bland's elder brother, Theodorick inherited Westover Plantation and legally joined Richard in its ownership.
[11] The brothers eventually conveyed 1,200 acres of the Westover Plantation lands in Charles City County to William Byrd I in 1688 for £300 and 10,000 pounds of tobacco and cask.
[5] Richard Bland then established the Jordan's Point Plantation across the James River in Prince George County, where he died in 1720.