He reputedly drew lots with his younger brother William Washington (1752-1810) as to who would fight in the American Revolutionary War and who would manage their father's farm.
William became a war hero, and farmer Henry developed financial difficulties which led him to move west, then south to northern Alabama.
His sister Catherine Storke Washington (1787-1869) married William Hooe Winter of Charles County, Maryland (1786–1833), and bore 15 children.
His son John Henry Washington (1840-1926) mustered as a Texas Ranger, was wounded at the Battle of Shiloh, captured, exchanged and reenlisted.
The youngest daughter, Frances (Fannie) Thacker Washington (1804–1879) married Dr. William Minor (d. 1854) and managed a plantation for her children as a widow, as well as taking care of her mother in her old age.
In the 1787 Virginia tax census, he owned 18 adult slaves and 20 enslaved teenagers, as well as 9 cattle, 25 horses and a 4-wheeled phaeton in Prince William County.
He bought property from, among others, Thomas Blackburn, Mann Page, and Mathew Harrison, who at other times represented Prince William County in the House of Delegates.
[14] This Henry Washington often experienced financial difficulties after the War of 1812, which twice led him to relocate his growing family, first to near Shelbyville, Kentucky, and later to Alabama (which was admitted to the Union in 1819).