Highland (James Monroe house) 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 Hill. President Monroe simply called his home "Highland". It did not acquire the additional name of "Ash Lawn" until after his death. The
James Monroe Quincy Adams of Massachusetts as Secretary of State, making Adams the early favorite to eventually succeed Monroe. An experienced diplomat, Adams had abandoned the Federalist Party in 1807 in support of Thomas Jefferson's foreign policy, and Monroe hoped that the appointment would encourage the defection of more Federalists. After General Andrew Jackson declined appointment as Secretary of War, Monroe turned to South Carolina Congressman John C. Calhoun, leaving the Cabinet without a prominent Westerner. In late 1817, Rush was appointed as the ambassador to Britain, and William Wirt succeeded him as Attorney General. With the exception of the Crowninshield, Monroe's