Dearborn School

Orchard Park, also known as "Home of New Edition," was one of Boston's most notorious housing projects, located in Roxbury, Massachusetts. It is also the former home of singer Bobby Brown and New Edition members Ricky Bell, Michael Bivins and Ralph Tresvant. The 350-unit three-story brick complex was built in 1941 and was demolished in 1998 due to crime problems.

The Greenville Street Historic District is a historic district encompassing a primarily residential property in the Roxbury neighborhood of Boston, Massachusetts. Extending along Greenville Street, the district includes a diversity of architecture, and is prominent for significant urban renewal efforts conducted in the city in the 1960s and 1970s. The district was added to the National Register of Historic Places in 2021.

Mount Pleasant Historic District is a historic district encompassing a cluster of well-preserved 19th-century residential buildings on Forest Street and Mount Pleasant Avenue in the Roxbury neighborhood of Boston, Massachusetts. First developed in 1833, it was one Roxbury's first speculative residential subdivision developments. The district features Greek Revival, Italianate, and Romanesque architecture, and was added to the National Register of Historic Places in 1989.

The Ascension-Caproni Historic District encompasses a mixed collection of late 19th and early 20th century architecture along Washington, Newcomb, and Thorndike Streets in the Roxbury neighborhood of Boston, Massachusetts. Including religious, residential, commercial, and industrial buildings, it encapsulates the area's transition from industrial to residential uses between about 1850 and 1930. The district was listed on the National Register of Historic Places in 2019.

Melnea Cass Boulevard station is a street-level bus station on the Washington Street branch of the MBTA Silver Line bus rapid transit service. It is located on Washington Street at Melnea Cass Boulevard in the Roxbury neighborhood of Boston, Massachusetts. The stop is served by the SL4 and SL5 Silver Line routes; a number of local MBTA bus routes stop nearby. Like all Silver Line stops, Melnea Cass Boulevard is accessible. Silver Line service on Washington Street began on July 20, 2002, replacing the route 49 bus. Service levels doubled on October 15, 2009, with the introduction of the SL4 route.Washington Street was a proposed stop on the Urban Ring – a circumferential bus rapid transit (BRT) line designed to connect the existing radial MBTA rail lines to reduce overcrowding in the downtown stations. Under draft plans released in 2008, buses would have run in dedicated lanes on Melnea Cass Boulevard, with platforms at Washington Street. A spur of the Urban Ring would have run on Washington Street to Dudley Square. The project was cancelled in 2010.

The Governor Shirley Square Historic District encompasses a cluster of civic, residential, and religious buildings at the junction of Dudley, Hampden, and Dunmore Streets in the Roxbury neighborhood of Boston, Massachusetts. Named for colonial governor William Shirley in 1913, the square was developed in the 1870s and 1880s as a major locus of civic development after the city of Roxbury was annexed to Boston in 1868. The district was listed on the National Register of Historic Places in 2016.

Eliot Burying Ground (or ""Eustis Street Burying Ground" or "First Burying Ground in Roxbury") is a historic seventeenth-century graveyard at Eustis and Washington Streets in the Roxbury neighborhood of Boston, Massachusetts. It occupies a roughly triangular lot of 0.8 acres (0.32 ha). Founded in 1630, the cemetery is the oldest in Roxbury (which was annexed to Boston in 1868). It was added to the National Register of Historic Places in 1974. The graveyard is one of several historic properties within the Eustis Street Architectural Conservation District of the Boston Landmarks Commission. Many well-known historical figures of colonial Massachusetts are buried at Eliot Burying Ground, including John Eliot, and members of the Dudley family, including Governors Thomas and Joseph Dudley, and Chief Justice Paul Dudley.

The Hibernian Hall is a historic building at 182-186 Dudley Street in the Roxbury neighborhood of Boston, Massachusetts. The four story brick building was designed by Edward Thomas Patrick Graham, and built in 1913 for the Ancient Order of Hibernians, an Irish Catholic fraternal organization. It was the first of several Hibernian halls to be built in Roxbury, it is now one of only two Irish dance halls from the period to survive. Its ground floor was originally occupied by storefronts, with offices of the organization and a banquet hall on the second floor, and a large hall (capacity 600) on the third floor, which included a fourth-floor balcony. It remained a gathering place for local Irish residents through the 1960s, and was taken by foreclosure in 1960. It was then taken over by a non-profit focused on job training for local African Americans, which operated there until 1989. The building interior has suffered due to neglect and vandalism, but the basic form of the upper concert hall has survived.Madison Park Development Corporation obtained the building in 2005, renovated and reopened it in 2005. The grand ballroom, which sits 250 people, serves the community as the Roxbury Center for Arts at Hibernian Hall, a venue for theater, concerts, dances, visual art fairs, film screenings, and private parties. The performance space is used by a variety of Boston-area groups, including Praxis Stage, Celebrity Series of Boston Neighborhood Arts,The hall was listed on the National Register of Historic Places in 2004.

Lenox Street is a street-level bus station on the Washington Street branch of the MBTA Silver Line bus rapid transit service. It is located on Washington Street at Lenox Street in the Roxbury neighborhood of Boston, Massachusetts. The stop is served by the SL4 and SL5 Silver Line routes as well as several local MBTA bus routes. Like all Silver Line stops, Lenox Street is accessible. Silver Line service on Washington Street began on July 20, 2002, replacing the route 49 bus. Service levels doubled on October 13, 2009, with the introduction of the SL4 route.

The Berger Factory is a historic factory building at 37 Williams Street in Boston, Massachusetts. Built in 1902, it was home to one of the nation's first manufacturers of precision engineering and surveying instruments, and a surviving example of Roxbury's late 19th-century industrial development. It was listed on the National Register of Historic Places in 1980, and now houses residences.

Mass and Cass, also known as Methadone Mile or Recovery Road, is a tent city located at and around the intersection of Melnea Cass Boulevard and Massachusetts Avenue in Boston, Massachusetts. It has been characterized as "the epicenter of the region's opioid addiction crisis."

The Frances and Isabella Apartments are historic apartments at 430-432 and 434-436 Dudley Street in Boston, Massachusetts. They are a pair of three-story brick buildings, with distinctive corner towers with conical roofs, built with Queen Anne styling in 1887. Originally with two apartments per floor, they were subdivided further in 1952, and converted to lodging rooms in 1981. In the early 2000s the floor plan was again altered, to more closely resemble the 1952 plan.The apartments were listed on the National Register of Historic Places in 2002.