Highland (James Monroe house) his house (the end of 1799) and dendrochronology which dates the existing structure as being made from trees harvested between 1815 and 1818. Highland (James Monroe house) Highland, formerly Ash Lawn–Highland, located near Charlottesville, Virginia, United States, and adjacent to Thomas Jefferson's Monticello, was the estate of James Monroe, fifth President of the United States. Purchased in 1793, Monroe and his family permanently settled on the property in 1799 and lived at Highland for twenty-four years. Personal debt forced Monroe to sell the plantation in 1825. Before and after selling Highland, Monroe spent much of his time living at Oak
James Monroe Trotter African Americans. His son William Monroe Trotter became a rights activist and was founder and editor of the "Boston Guardian", a progressive African American newspaper. James Monroe Trotter was born on February 7, 1842, twenty-five miles south of Vicksburg in the once-thriving community of Grand Gulf, Mississippi, in Claiborne County, Mississippi, although some sources give Trotter's date of birth as November 8, 1842. James was born into slavery; his mother Letitia was a slave and his father was her white master, Richard S. Trotter, then unmarried. After Richard Trotter married in 1854, he freed Letitia and their mixed-race children: James