Hogback Mountain (Loudoun County, Virginia)

Woodburn is an unincorporated community in Loudoun County, Virginia. The village is located on Hogback Mountain southwest of Leesburg. Woodburn Road, which runs between Dry Mill and Harmony Church Roads, is all that is left to mark the existence and location of the community. The ruins of Woodburn's general store stood just north of the road's intersection with Forrestgrove Road until about 2000 when the Virginia Department of Transportation (VDOT), overturned the Loudoun County Board of Supervisors' decision to leave the road unpaved and paved and widened the road, demolishing the general store in the process.

Woodburn is a farm complex that was built beginning about 1777 for the Nixson family near Leesburg, Virginia. The first structure on the property was a stone gristmill, built by George Nixson, followed by a stone miller's residence in 1787, along with a stable. The large brick house was built between 1825 and 1850 by George Nixson's son or grandson George. The house became known as "Dr. Nixson's Folly." A large brick bank barn dates from this time, when Woodburn had become a plantation.The brick house is two stories with five bays, backed by a two-story seven-bay ell to the rear. The brickwork is in Flemish bond on the front and west sides, and four or five course American bond on the other sides. The house has a double-pile (two rooms deep) plan, but with a single full-depth parlor on the west side of the central hall. A "little parlor" lies on the other side of the hall. The bank barn features an overhanging forebay supported by six brick arches. A small forebay barn on a stone foundation is nearby. Down the hill from the main house lies the "patent house," whose original single-pen log structure was probably the first building on the site, erected to establish the land patent. It has since been extended twice.An additional structure, the farm manager's house, was added to the National Register of Historic Places listing in 2008. The frame house was built in 1909 on a fieldstone foundation. The house has five rooms on each level with a large stair hall on both levels. A rear staircase connects the rearmost rooms.The Woodburn property was listed on the National Register of Historic Places on December 12, 1976, with the farm manager's house added in 2008.

Loudoun County High School is a public secondary school in Leesburg, Virginia. It is part of Loudoun County Public Schools.

Home Farm is a historic home located near Leesburg, Loudoun County, Virginia. The original log section of the house was built about 1757, with a stone addition built about 1810, a frame addition built about 1830, and a frame kitchen addition built about 1930. It is an "L"-shaped, two-story, single-pile vernacular house clad in wood siding, random rubble fieldstone, and brick veneer laid. The interior exhibits stylistic influences of the Federal style. Also on the property are a contributing early-20th century henhouse, the stone foundation of a spring house, and a dry-laid fieldstone wall.It was listed on the National Register of Historic Places in 2007.In 2019, Home Farm 1760 was established at "Home Farm" specializing in organic locally sourced produce, botanicals, and products.

Sleepy Hollow Farm is a historic home located near Leesburg, Loudoun County, Virginia. The house was built in two phases, one in 1769 and another about 1820. The original section is a two-story, side-gable, three-bay, stone dwelling with a side gable roof. The interior exhibits stylistic influences of the Federal style. Attached to it is a one-story, two-bay, stone addition built about 1820. It has a one-story section added about 1980. Also on the property is a contributing stone spring house.It was listed on the National Register of Historic Places in 2007.

Rokeby is a Georgian house near Leesburg, Virginia, built in the mid-18th century. The house is the best example of Georgian architecture in Loudoun County. Rokeby served as a repository for U.S. Government documents during the British occupation and burning of Washington in 1814 during the War of 1812. The Declaration of Independence was reputedly kept in the basement.

Rock Spring Farm is a historic home located at Leesburg, Loudoun County, Virginia. The original section of the house was built about 1826, with wing and one-story addition built about 1906, and hyphen in 1980 to connect to the original brick kitchen. It consists of a 2+1⁄2-story, four-bay, brick main block in the Federal style with a two-story rear ell and flanking wings. The house was updated near the turn of the 20th century with Colonial Revival style details. Also on the property are a contributing spring house, smokehouse, barn, dairy, silo, tractor shed, and stable.It was listed on the National Register of Historic Places in 2002.

Edward Nichols House, also known as Hillcrest, is a historic home located at Leesburg, Loudoun County, Virginia. It was built in 1899, and is a 2+1⁄2-story, irregularly shaped, beige brick dwelling with Queen Anne and Colonial Revival style decorative details. It has a tall hipped roof, two-story rear ell, and features projecting two-story bay windows topped with gables on the front and east elevations. Also on the property are the contributing laundry, carriage house / barn with attached water tower, and storage shed.It was listed on the National Register of Historic Places in 1987.

Waverly is a mansion in Leesburg, Virginia that was built for Robert Townley Hempstone (1842–1913) about 1890. The turreted frame house combines the Queen Anne style with elements of Colonial Revival architecture. Hempstone, a Baltimore businessman, retired to the property that was then on the southern outskirts of Leesburg. The house was built by John Norris and Sons, who were responsible for many prominent houses, churches and commercial structures in Leesburg. Norris' son, Lemuel Watson Norris, became an architect in Washington, D.C. and designed projects for his father's firm.

Fort Johnston, also known as Fort Geary, is a Civil War era earthen fort atop a 670 feet (200 m) peak of Catoctin Mountain just west of Leesburg, Virginia. Constructed in the winter of 1861-62 following the Battle of Balls Bluff, it is one of three forts constructed to defend the town from the threat of possible invasion. The fort was built in the design of a four-point star with arm of each point measuring roughly 110 feet (34 m) in length. The fort was only sporadically occupied by Confederates, as the main threat of invasion came from the east across the Potomac. In 1862, when Loudoun County was invaded by the Union army, the fort was abandoned and later occupied by the Federals who rechristened it Fort Geary in honor of their commander. Throughout the war, Leesburg was rarely held in force by either side of the conflict and the fort saw little use. Today, parts of the earthworks of the fort still exist, and are located on private property on Fort Johnston Road.

The Leesburg Historic District in Leesburg, Virginia is a historic district that includes Classical Revival, Greek Revival, and Georgian architecture and dates back to 1757. It was listed on the National Register of Historic Places in 1970 and its boundaries were increased in 2002.In 2004, the Victorian era Second Empire - Italianate influenced Carlheim Mansion and 16-acre (65,000 m2) grounds (aka "Paxton") were added as a non-contiguous part of the Leesburg Historic District. The property is held in private trust and became the home of the Margaret Paxton Memorial Learning and Resource Campus, which includes the Aurora School, in November 2009.

Orion Anderson (1875–1889) was a 14-year-old African American who was hanged and shot, on November 8, 1889, in Leesburg, Virginia, by a white mob. His murder was the second of three recorded lynchings in Loudoun County, Virginia, between 1880 and 1902. On Juneteenth 2019, a historical marker was placed at the site of the old rail station where he was killed.