Greenwood, Albemarle County, Virginia

Greenwood–Afton Rural Historic District is a national historic district located at Greenwood, Albemarle County, Virginia. The district encompasses 839 contributing buildings, 55 contributing sites, 68 contributing structures, and 2 contributing objects. The district is characterized by large farms, historic villages, and crossroads communities. Ten properties are separately listed on the National Register of Historic Places.It was added to the National Register of Historic Places in 2011, and enlarged by the addition of two properties in 2016.

The Greenwood Tunnel is a historic railroad tunnel constructed in 1853 by Claudius Crozet during the construction of the Blue Ridge Railroad. The tunnel was the easternmost tunnel in a series of four tunnels used to cross the Blue Ridge Mountains of Virginia. Located near Greenwood in Albemarle County, Virginia, the tunnel was used by the Chesapeake and Ohio Railway (C&O) until its abandonment in 1944. The tunnel still exists, though sealed, next to the old C&O line, now owned by CSX Transportation and leased to the Buckingham Branch Railroad, which runs through a cut bypassing the old tunnel.

Piedmont is a historic home and farm located near Greenwood, Albemarle County, Virginia. The main house was built in two sections. The older sections is a two-story, three-bay, gable-roofed log half (now stuccoed), that was built possibly as early as the late-18th century. Attached perpendicular to the log section is a two-story, gable roofed brick half built in 1838. The house exhibits Greek Revival and Federal design details. Also on the property are a log smokehouse, log slave cabin and the ruins of a large stone chimney and hearth.It was added to the National Register of Historic Places in 1991.

Ramsay is a historic estate located at Greenwood in Albemarle County, Virginia. Contributing elements on the estate include the main house (c. 1900), barn (c. 1937), garden (c. 1937), cottage (c. 1950), tenant house and garage (c. 1900), main house garage (c. 1900), potting shed (c. 1937), three greenhouse ruins (c. 1939), smoke house, chicken house, equipment shed, slave cabin ruins (c. 1830 and moved 1930), and a circular turnaround (c. 1930's). The main house is a classical Revival style dwelling begun about 1900 with sympathetic additions dated to 1937, 1947, and the early 1950s. The sympathetic additions and modifications, and barn and garden, were designed by noted Charlottesville architect Milton L. Grigg (1905–1982).It was listed on the National Register of Historic Places in 2009.

Newtown is an unincorporated community in Albemarle County, Virginia.

Mirador is a historic home located near Greenwood, Albemarle County, Virginia. It was built in 1842 for James M. Bowen (1793–1880), and is a two-story, brick structure on a raised basement in the Federal style. It has a deck-on-hip roof capped by a Chinese Chippendale railing. The front facade features a portico with paired Tuscan order columns. The house was renovated in the 1920s by noted New York architect William Adams Delano (1874–1960), who transformed the house into a Georgian Revival mansion.Mirador was the childhood home of Nancy Langhorne Astor, who was born in Danville, Virginia. Her father Chiswell Langhorne's finances were decimated by the American Civil War, but he later made a fortune in the tobacco business and railroads and was able to purchase Mirador. Nancy Langhorne, later Lady Astor, lived at the home from 1892 to 1897, and her sister Irene, later the wife of artist Charles Dana Gibson and a model for the Gibson Girl, also spent part of her youth at the estate.It was listed on the National Register of Historic Places in 1983.

Emmanuel Church is a historic Episcopal church located at Greenwood in Albemarle County, Virginia. Emmanuel Episcopal Church is a parish church in the Episcopal Diocese of Virginia. The mission of Emmanuel Episcopal Church is: ""May we live in Christ and seek to do His Work from this place."

Seven Oaks Farm is a historic home and farm complex located near Greenwood, Albemarle County, Virginia. It was formerly known as Clover Plains and owned by John Garrett, who assisted with building the University of Virginia and was a bursar with the university. After Dr. Garrett's death, the farm was sold to the Bowen family and inherited by the Shirley family. In 1903, it was bought by Marion Langhorne of Richmond, a relative of Chiswell Dabney Langhorne, father of the famous Gibson girls, who lived at nearby Mirador. The land is named after the original seven oak trees on the property named after the first seven presidents born in Virginia. Only one of the original seven trees still standing after six were destroyed in 1954 in the aftermath of Hurricane Hazel. The main house was built about 1847–1848, and is a two-story, five-bay, hipped-roof frame building with a three-bay north wing. The interior features Greek Revival style design details. It has a two-story, pedimented front portico in the Colonial Revival style addition. Sam Black's Tavern is a one-story, two-room, gable-roofed log house with a center chimney and shed-roofed porch. Black's Tavern has since been moved to the adjacent Mirador property circa 1989. It was originally owned by Samuel Black, a Presbyterian minister of the Sam Black Church in West Virginia. Blacksburg, Virginia, was named after the family. Other buildings on the farm include an ice house, smokehouse, dairy, greenhouse, barns, a carriage house, a garage and several residences for farm employees. The ice house on the land, typically framed in an octagonal shape, in fact only has six sides.It was added to the National Register of Historic Places in 1989.

Casa Maria is a historic estate located near Greenwood, Albemarle County, Virginia, United States. The main house was built 1921–1922 in the Spanish-Mediterranean style, with a two-story brick addition that dates from 1928, and was designed by architect William Lawrence Bottomley. The main house consists of two perpendicular, 2+1⁄2-story, stucco wings with a low-pitched hipped roof and low roof hidden by a parapet. It features an enclosed garden with stuccoed walls, arched entrances, and brick paving is located in the angle of the two wings. Also on the property are two Spanish style stuccoed servant's quarters with decorative metal grilles and tile roofs, and several smaller outbuildings. The gardens were designed by noted landscape architect Charles Gillette.The estate was added to the National Register of Historic Places in 1990.

The Brookville Tunnel (also Brooksville Tunnel) was a historic railroad tunnel engineered by Claudius Crozet during the construction of the Blue Ridge Railroad in the 1850s. The tunnel was part of a series of four tunnels used to cross the Blue Ridge Mountains of Virginia for the Virginia Central Railroad of the United States. The Brookville Tunnel was the second tunnel used to cross the mountains from the east (the easternmost being the Greenwood Tunnel), and was located approximately 1.5 miles (2.4 km) west of the village of Greenwood, Virginia. During its construction, numerous cave-ins and landslides occurred because of the fragile and weak rock the tunnel passed through, and at one point, an outbreak of cholera forced work to stop. By October 1856 the tunnel was completed at a cost of $114,600, having been lined with a thick elliptical brick arch to hold back the earth. The Brookville Tunnel was used by the Virginia Central Railroad, and after 1868, the line's successor, the Chesapeake and Ohio Railroad. After the reorganization of the line in 1878 as the Chesapeake and Ohio Railway, the tunnel continued to be used until it was demolished and replaced by a cut during the construction of Interstate 64 in the 1960s and 1970s, at which point it was one of only two of Crozet's original four tunnels still in use.

Blue Ridge Farm, also known as Alton Park, is a historic estate located near Greenwood, Albemarle County, Virginia. The main residence consists of a 2 1/2-half-story, five-bay brick center section built in the mid-19th century, with two asymmetrical brick wings designed by William Lawrence Bottomley and added in 1923–1924. The center section has a steeply pitched gambrel roof with a balustraded deck and parapet ends. The exterior and nearly all of the interior appointments are executed in the Georgian Revival style. The gardens were designed by noted landscape architect Charles Gillette.It was added to the National Register of Historic Places in 1991.

The Cedars, also known as Cocke's Tavern and The Casino, is a historic home located near Greenwood, Albemarle County, Virginia. It was built about 1850–1860, and is a large, two-story, five-bay, hipped-roof brick house in the Greek Revival style. It has a full grade-level basement, paired gable end chimneys, and prominent front and back porches. The front porch is two-stories and has a striking pediment. Also on the property is a contributing kitchen / servants quarter. The house has served as a residence, a boys' school, Civil War hospital, tanyard business and gambling casino, as well as (possibly) a tavern. It is considered one of the most architecturally distinguished antebellum houses in western Albemarle County.There have been some claims of ghost sightings and haunted activities on the property. It was added to the National Register of Historic Places in 1990.