Monticello was the primary plantation of Thomas Jefferson, the third President of the United States, who began designing and building Monticello at age 26 after inheriting land from his father. Located just outside Charlottesville, Virginia, in the Piedmont region, the plantation was originally 5,000 acres (20 km2), with Jefferson using slaves for extensive cultivation of tobacco and mixed crops, later shifting from tobacco cultivation to wheat in response to changing markets. Due to its architectural and historic significance, the property has been designated a National Historic Landmark. In 1987 Monticello and the nearby University of Virginia, also designed by Jefferson, were together designated a UNESCO World Heritage Site. The current nickel, a United States coin, features a depiction of Monticello on its reverse side.

Jefferson designed the main house using neoclassical design principles described by Italian Renaissance architect Andrea Palladio and reworking the design through much of his presidency to include design elements popular in late 18th-century Europe and integrating numerous of his own ideas. Situated on the summit of an 850-foot (260 m)-high peak in the Southwest Mountains south of the Rivanna Gap, the name Monticello derives from the Italian for “little mount”. Along a prominent lane adjacent to the house, Mulberry Row, the plantation came to include numerous outbuildings for specialized functions, e.g., a nailery; quarters for domestic slaves; gardens for flowers, produce, and Jefferson’s experiments in plant breeding—along with tobacco fields and mixed crops. Cabins for field slaves were farther from the mansion.