Highland and Slavery

James Monroe’s story is only one aspect of Highland, which was home to a succession of white overseers and enslaved African Americans who built and ran the plantation. Like other southern plantation owners of his era, Monroe depended on, utilized, and benefited from the institution of slavery. The owner of as many as 250 enslaved persons in his lifetime, he never freed any of them. At the same time, Monroe strongly believed in and called for the abolition of slavery. In an 1829 letter, he described slavery as “one of the evils still remaining, incident to our Colonial system” (Monroe to John Mason, 31 August 1829). Abolition, he thought, should be gradual, to avoid disruption of the social order and economy. He advocated and actively worked for the colonization and resettlement of newly freed blacks in Africa and the Caribbean.

The contradiction between Monroe’s personal practice on the one hand, and his personal beliefs and political action on the other, cannot be denied. Yet, his example is instructive, showing him to be a man of his time—aspiring to virtue and justice, yet never fully escaping the dominant views and practices of his historical context.


Slavery was embedded in the families of both James Monroe and his wife, Elizabeth Kortright Monroe. The president grew up on a tobacco farm worked by enslaved people; he became a slave owner by age 16 (1774), when his father died and bequeathed to him an enslaved boy named Ralph, as well as unnamed enslaved farm hands. Twenty years later, Elizabeth (then his wife of eight years) journeyed to New York City to see her dying father. From there, she wrote to her husband—one of her only two surviving correspondences—about her own inheritance and her brother’s, which she deemed unfair and included “several slaves.”


(The Columbian Mirror and Alexandria Gazette, October 4,1800, NewsBank/Readex: America’s Historical Newspapers)

During his first term as governor, Monroe faced Virginia’s most alarming slave uprising. As this newspaper clipping explains, “Gabriel’s Rebellion” was named for a slave leader on Thomas Prosser’s plantation west of Richmond. Gabriel had been inciting slaves on nearby plantations to rise up against the white population. Monroe quickly mobilized the militia and thwarted the insurrection. At the resulting trial—covered in local newspapers like the one shown—Monroe was torn on how to punish the conspirators, revealing to his friend Thomas Jefferson that he thought he should err on the side of mercy over severity in this case (Monroe to Jefferson, 15 September 1800). The event influenced Monroe’s views on how best to eliminate slavery by fueling his fear that immediate abolition could spur violence and race wars.








The Albemarle County, Virginia census showed 49 enslaved people living at Highland in 1810, making Monroe one of county’s largest slave owners at that time. Of the 1,500+ households in the county that year, 14 had larger slave inventories—including Thomas Jefferson, who held the most, with 147. Highland’s enslaved population included field workers and skilled workers (blacksmiths, carpenters, masons and “house servants”—including valets and maids, and a cook and her assistants). While Monroe was often away pursuing law and politics, the enslaved workers maintained Highland’s day-to-day operations and became intimately familiar with the surrounding countryside.


(Map of West Coast of Africa 1830, by A. Finley, via Wikimedia Commons)

Monroe supported colonization as a means of gradually reducing, and ultimately abolishing, slavery in the United States. He exchanged ideas on the topic with Thomas Jefferson from the early 1800s. In 1817, Monroe’s first year as president, the American Colonization Society (ACS) formed for the repatriation of freed slaves to Africa. Five years later, Liberia was established as a place where freed U.S. slaves, as well as Africans captured on foreign slave ships, could be resettled. The country named its capital, Monrovia, after Monroe because of his endorsement of the ACS.





1826, March

(Richmond Enquirer, March 9, 1826)

As the South’s economic engine shifted to cotton by the 1820s, Highland’s profitability—which came from grain—plummeted, with dire consequences for enslaved field hands. Since cotton does not grow in the Virginia Piedmont, Monroe and neighboring farmers were left behind. Facing potential financial ruin, he listed Highland and his Loudoun County property, Oak Hill, for sale in the Richmond Enquirer. He first sold the house at Highland, and later its farmland, said to be of “the best mountain quality,” in close proximity to Charlottesville and the University of Virginia, which had just opened (in 1825). The latter sale dispersed a number of enslaved African Americans.







1826, July

(The Central Gazette, July 15, 1826, University of Virginia Special Collections)

Life wasn’t easy for Highland’s enslaved population. Two slaves named George and Phebe were among those who risked their lives to escape their conditions. After the pair ran away from Highland in July 1826, Monroe placed an advertisement in the local newspaper (shown here), offering a reward for their return. We do not know whether they achieved freedom. Among the difficulties Highland slaves endured was the instability caused by frequent transfers between Monroe’s two properties according to work needs.









(Image of Casa Bianca, Jefferson County, Florida, ca 1900, Florida Photographic Collection)

When Monroe was selling the farmland at Highland in 1828, many of Monroe’s enslaved men, women, and children were dispersed southward. Those sold went to a cotton plantation called Casa Bianca in Jefferson County, Florida. The buyer, Colonel Joseph White, may or may not have heeded Monroe’s stipulation that enslaved families be kept together.









(1908 photograph of the quarters at Highland)

Highland’s slave quarters remained intact until the 1920s. A reproduction was rebuilt in the 1980s based on a 1908 photograph (shown here). Today, visitors can walk through the recreated quarters and see demonstrations of chores that were part of slaves’ daily lives at Highland. Research continues to shed new light on this population—their names, relationships, backgrounds, and contributions to building the presidential property.