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Pantops Farm is a historic house at 400 Peter Jefferson Road near Charlottesville, Virginia. It consists of a Colonial Revival main house, a guest house, and a building resembling a silo in appearance. This complex was designed by Benjamin Charles Barker and built in 1937 for James Cheek, whose family made its fortune in Maxwell House coffee. Its buildings, in particular the guest house and silo, were designed to appear as if they were older buildings that had been repurposed. The property is a small remnant of an estate that was once owned by Thomas Jefferson. It is now owned by the University of Virginia; the main house now holds the Thomas Jefferson Center for the Protection of Free Expression and the Kluge-Ruhe Aboriginal Art Collection. The property was given its name by Jefferson: pant-ops are Greek words meaning "all seeing", alluding to the property's expansive views of the surrounding countryside.The property was listed on the National Register of Historic Places in 2014.

Monticello ( MON-tih-CHEL-oh) was the primary plantation of Thomas Jefferson, a Founding Father and the third president of the United States, who began designing Monticello after inheriting land from his father at age 14. Located just outside Charlottesville, Virginia, in the Piedmont region, the plantation was originally 5,000 acres (20 km2), with Jefferson using the labor of African 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 ideas of his own. Situated on the summit of an 850 ft-high (260 m) peak in the Southwest Mountains south of the Rivanna Gap, the name Monticello derives from Italian meaning "little mountain". 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 slaves who worked in the home; gardens for flowers, produce, and Jefferson's experiments in plant breeding—along with tobacco fields and mixed crops. Cabins for slaves who worked in the fields were farther from the mansion.At Jefferson's direction, he was buried on the grounds, in an area now designated as the Monticello Cemetery. The cemetery is owned by the Monticello Association, a society of his descendants through Martha Wayles Skelton Jefferson. After Jefferson's death, his daughter Martha Jefferson Randolph, apart from the small family graveyard, sold Monticello for $7,500. In 1834, it was bought by Uriah P. Levy, a commodore in the U.S. Navy, for $2,500, (~$78,667 in 2022) who admired Jefferson and spent his own money to preserve the property. His nephew Jefferson Monroe Levy took over the property in 1879; he also invested considerable money to restore and preserve it. In 1923, Monroe Levy sold it for $500,000 (~$6.72 million in 2022) to the Thomas Jefferson Foundation (TJF), which operates it as a house museum and educational institution.

The Kluge-Ruhe Aboriginal Art Collection of the University of Virginia houses one of the finest Indigenous Australian art collections in the world, rivaling many of the collections held in Australia. It is the only museum outside Australia dedicated solely to Indigenous Australian art. The museum houses many important breakthrough paintings of the Papunya Tula movement and Arnhem Land artists. The collection comprises more than 2000 objects in a variety of media, including bark and acrylic paintings, sculpture, photography, prints and artifacts. The director of the Kluge-Ruhe Aboriginal Art Collection is anthropologist Margo Smith . The museum is located at Pantops Farm, a university-owned property once owned by Thomas Jefferson in the Pantops neighborhood of Charlottesville, Virginia.

Pantops Mountain is a mountain in Albemarle County, Virginia, directly east of Charlottesville across the Rivanna River. and north of U.S. Route 250.In 1777, Thomas Jefferson purchased some of the land for use as a farm. According to Edward C. Mead, "Pantops--formerly written 'Pant-Ops'--was therefore, so named by Mr. Jefferson from two Greek words...meaning 'all-seeing,' significant of the extended view from its summit."

The Charlottesville Woolen Mills is an historic industrial site in Charlottesville, Virginia on which there was a working mill from the 1790s the 1960s. The mills were built, in part, on property once owned by Thomas Jefferson. Company leadership was unusual in offering assistance to employees of all ages to purchase properties for homes near the mill, leading to a neighborhood containing homes at various income levels. The neighborhood surrounding the mills is now known as the Woolen Mills Village Historic District.

House at Pireus is a historic home located at Charlottesville, Virginia. It was built about 1830, and is a small 1+1⁄2-story, two-bay, vernacular cottage. It sits on a full basement and has a hipped gambrel roof of standing seam metal. The house has a central stone and brick chimney. It was probably moved to its present location during the last quarter of the 19th century.It was listed on the National Register of Historic Places in 1983.

Woolen Mills Village Historic District is a historic district that was listed on the National Register of Historic Places on April 12, 2010. The district is in Albemarle County, Virginia and also in Charlottesville, Virginia. Its area includes parts of Chesapeake, Franklin, Steephill, 18th NE, and East Market Streets and Riverside Avenue in the City of Charlottesville; and parts of Pireus Row and Marchant and East Market Streets in Albemarle County. The district includes Woolen Mills Chapel, previously listed on the National Register.

Piereus Store is a historic commercial building located at Charlottesville, Virginia, USA. It was built between 1835 and 1840 and is a two-story, two-bay, brick building measuring two rooms deep. It has a gable roof and a single story Victorian front porch. It is one of two houses remaining from the "Piereus" phase of industrial development along the Rivanna River.It was listed on the National Register of Historic Places in 1983.

Woolen Mills Chapel is a historic chapel located at 1819 E. Market Street in Charlottesville, Virginia. The Late Victorian building was constructed in 1887.It was listed on the National Register of Historic Places in 1982, and included in the Woolen Mills Village Historic District in 2010.

Pantops is a census-designated place in Albemarle County, Virginia.

Tufton Farm, located in Albemarle County, Virginia, borders the Monticello plantation. The farm was passed down from Peter Jefferson to his son Thomas Jefferson, whose grandson Thomas Jefferson Randolph inherited the property. Thomas Jefferson experimented with plants and sustainable farming. It is now the site of the Thomas Jefferson Center for Historic Plants.

Riverview Cemetery is a private cemetery located in the Woolen Mills section of Charlottesville, Virginia, at 1701 Chesapeake Street. Founded in 1892 as Charlottesville's two public cemeteries—Maplewood and Oakwood—were filling up, Riverview consists of about 50 acres overlooking a bend in the Rivanna River and has approximately 12,000 graves with room for about 7,000 more.