Rochelle–Prince House

Mahone's Tavern, also known as Kello's Tavern, Vaughn's Tavern and Howard's Hotel, is a historic inn and tavern located in Courtland, Southampton County, Virginia. It was built about 1796, and is a two-story, three-bay, gable-roofed, wood-framed structure with exterior gable end chimneys. A rebuilt hyphen and kitchen structure were added in 1933. In 1831, like nearly every standing building in Courtland, or Jerusalem at the time, it became a refuge and gathering place for local citizens during the slave uprising led by Nat Turner, known as Nat Turner's slave rebellion. The building was also the boyhood home of two persons who later achieved national prominence: Confederate General William Mahone and John J. Kindred, resident from 1859 to 1869, who later became a U.S. Senator from New York. It ceased being used as a tavern or hotel in 1901.It was listed on the National Register of Historic Places in 2006.

Courtland is an incorporated town in Southampton County, Virginia, United States. It is the county seat of Southampton County.

Rebecca Vaughan House is a historic home and farm located at Courtland, Southampton County, Virginia. It was built about 1800, and is a 1+1⁄2-story, three-bay, four room, frame dwelling. It has a pressed metal shingle gable roof with five dormers. The house was moved to its present site in 2004, and is located on the grounds of the Southampton Agriculture & Forestry Museum and Heritage Village, administered by the Southampton Historical Society. The house was the last house during the Nat Turner's slave rebellion of August 21 through 23, 1831, at which Nat Turner and his followers killed residents during their journey through the southwestern portion of Southampton County. Moved from its original location, the house has been restored. A brick foundation for the house and for the dairy barn were built in 2015 and the chimneys for the house were restored with period accurate material the same year. The restored chimneys are lined with terra cotta tile to meet modern standards.It was listed on the National Register of Historic Places in 2006.

The Courtland School is a historic Rosenwald school at 25499 Florence Street in Courtland, Virginia. It is a single-story clapboarded wood-frame structure, built to a standard two-teacher plan developed by the Rosenwald Fund for such buildings. It is covered by a bracketed metal gable roof, and has modest Craftsman styling. It was built in 1928, and served as a segregated school for area African-American students until 1963. It was then purchased by a community group for use as a community center.The building was listed on the National Register of Historic Places in 2016.

Southampton Academy is a small, private school located in Courtland, Virginia. Southampton Academy, also known locally as "SA" provides education for students from pre-kindergarten through the 12th grade. Southampton Academy was founded in 1969, as a segregation academy.

Southampton High School is a public high school located in Courtland, Virginia, United States, in Southampton County, west of Franklin and east of Emporia. It is part of Southampton County Public Schools. The school's current facility opened in 1993. Athletic teams compete in the Virginia High School League's AA Southside District in Region I.

Elm Grove, also known as the Williams-Rick House, is a historic plantation house located near Courtland, Southampton County, Virginia. The original section was built about 1790, and enlarged by its subsequent owners through the 19th century. The main section is a two-story, six-bay, frame dwelling sheathed in weatherboard. It has a side gable roof and exterior end chimneys. Three noteworthy early outbuildings survive. Directly north of the house is a single-story, one-cell frame building probably erected as an office and used at the turn of the century as a school. West of the house is a frame dairy with a gable roof, beaded weatherboards, and louvred ventilator above the door on the front. Most interesting is the smokehouse which stands northwest of the house. This low, square building has saddle-notched round log walls and encloses four srnokepits. This is the only known early example of a multiple-pit smokehouse in Virginia. It was listed on the National Register of Historic Places in 1979.The tract now known as Elm Grove was left to Isaac Williams by his father, Jonah Williams, in 1771. After Isaac Williams's death in 1788, the property remained in his estate until 1803, when 342 acres of his land were transferred to his son Edwin. After Edwin Williams's death in 1811, the estate was divided among several heirs, all of whom soon sold their portions to Richard and Oswin Ricks, a father and son. In 1832 Oswin Ricks sold the property to Dr. Robert Murray, an Irish-born physician. Tradition states that Murray operated a school at Elm Grove at mid-century, a belief substantiated by the 1850 census which lists fourteen girls and two boys (in addition to the Murrays's own six children) residing at the house at that time. Murray sold the property to William W. Briggs in 1858. In 1887 Lucius Lelius Manry bought Elm Grove. It remained in the Manry family until the death of Edward Smith Manry in 1996.

Rose Hill is the location of one of the oldest and least-altered buildings in Southampton County, Virginia, USA. Located near Capron, the Federal style house was built in the early 19th century by Henry Blow, on land his father had acquired from the local Nottoway Indians in 1792. The site is also of archaeological interest, with documented native uses into the 20th century.After the Civil War, James R. Kello Sr. purchased the property. He resided at the residence with his wife, Mariah Thomas Kello, until his death on May 18, 1908. James and Mariah raised their family in this home. Their descendants still reside there today. The property was listed on the National Register of Historic Places in 1979.

Beechwood, also known as Jericho, is a historic home located near Beales, Southampton County, Virginia. The frame dwelling was built in several sections between about 1790 and late-19th centuries. It consists of a two-story, three-bay main block dated to about 1790 with a side-hall, double pile plan. It has a small one-bay wing at the east end; a two-bay, one-cell wing at the west; and a two-story, two-room ell off the west wing. The front facade features a one-story pedimented porch with a dentil cornice and full entablature supported on Tuscan order columns.It was listed on the National Register of Historic Places in 1979.

The Sebrell Rural Historic District is a national historic district located near Sebrell, Southampton County, Virginia. The district encompasses 112 contributing buildings and 3 contributing site sites near the historically African-American village of Sebrell. The buildings represent a variety of popular architectural styles including Georgian, Greek Revival, Queen Anne, and Italianate. They include residential, agricultural, commercial, governmental, and institutional buildings dating from the 18th to mid-20th centuries. Notable buildings include the Jesse Little Plantation House, W.B. Simmons Farm, Snowden, Quarter Farm (c. 1749), Unity Rowes General Store, Davis and Clark Store, Sebrell United Methodist Church (1910), and the St. Mary's AME Mount Zion Church (1910).It was listed on the National Register of Historic Places in 2013.

Simmons–Sebrell–Camp House, also known as the Zebulon Simmons Tract, is a historic home and farm located near Courtland, Southampton County, Virginia. It was built about 1770, and expanded and modified in 1858. It is a two-story, five-bay, Italianate style frame farmhouse. It features an elaborate two-story porch and rear ell, also with a two-story porch. Also on the property are the contributing former cold storage building or cellar, and three larger-scale agricultural support buildings.It was listed on the National Register of Historic Places in 2003.

Sunnyside is a historic plantation house and complex located near Newsoms, Southampton County, Virginia. The house was built in three stages dating to about 1815, 1847, and 1870. It is a two-story, T-shaped frame dwelling. The main section was built in 1870, and has Greek Revival and Italianate design elements. The front facade features an imposing, two-story, pedimented portico sheltering the main entrance. Also on the property are 13 contributing outbuildings: a schoolhouse, school master's house, dairy, milk house, tenant's house, privy, pump house, sheds, peanut barn, a tall smokehouse, kitchen-laundry, and a garage. It was listed on the National Register of Historic Places in 1979.