Shirley–Eustis House

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.

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.

Uphams Corner station is an MBTA Commuter Rail station in Boston, Massachusetts. It serves the Fairmount Line. It is located on Dudley Street in the Uphams Corner area of the Dorchester neighborhood. It was reopened in 1979 after the line had been closed for 35 years. The station is fully accessible with two full-length high-level platforms and ramps to the street, which were added during a construction project that finished in 2007.

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 Dudley Terrace–Dudley Street Historic District is a historic district encompassing a cluster of four multifamily brick buildings in the Dorchester neighborhood of Boston, Massachusetts. Centered on the junction of Dudley Street and Virginia Avenue, the area was developed in the mid-1890s, and includes good examples of Queen Anne and Renaissance Revival architecture. The district was listed on the National Register of Historic Places in 2022.

The Moreland Street Historic District is a historic district roughly bounded by Kearsarge, Blue Hill Avenues, and Warren, Waverly, and Winthrop Streets in the Roxbury neighborhood of Boston, Massachusetts. It encompasses 63 acres (25 ha) of predominantly residential urban streetscape, which was developed between about 1840 and 1920. Housing types represent a cross-section of architectural styles from the period, including Second Empire, Italianate, and Queen Anne style. It is a fairly well-preserved grouping in an area where many sections have been negatively affected by urban blight and redevelopment. One notable house is at 130 Warren Street: it is the only house in the district built out of Roxbury puddingstone. That building is currently under study as a pending landmark for the Boston Landmarks Commission.The district was listed on the National Register of Historic Places in 1984.

The Sarah J. Baker School is an historic school building in Boston, Massachusetts. Built in 1905 by a prominent local architect, it is a well-preserved example of early 20th-century Romanesque Revival school architecture. The building was listed on the National Register of Historic Places in 1983, and was included in the Moreland Street Historic District in 1984. It has been converted to elderly housing.

Newmarket is an MBTA Commuter Rail station in Boston, Massachusetts. It serves the Fairmount Line and has limited service on the Franklin Line. It is located off Massachusetts Avenue at Newmarket Square in the Dorchester neighborhood. The station has two 800-foot high-level platforms and sloping walkways connecting it to Massachusetts Avenue. Originally planned to be in service in 2011, it opened on July 1, 2013, along with Four Corners/Geneva station.

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 Dearborn School is an historic school building at 25 Ambrose Street in the Roxbury neighborhood of Boston, Massachusetts. The three-story brick Beaux Arts school was designed by Roxbury native Edwin James Lewis, Jr., and built in 1905. It is the only building to survive a c. 1950 urban redevelopment of the area. It was named in honor of Boston mayor Henry A. S. Dearborn. It served as an elementary or middle school until the 1980s, and has since been converted into housing.The building was listed on the National Register of Historic Places in 2000.

Pilgrim Congregational Church is a historic church building at 540-544 Columbia Road in the Dorchester neighborhood of Boston, Massachusetts. The brick Romanesque Revival building was built 1890–1893 to a design by Worcester architect Stephen C. Earle. The congregation for which it was built was established in 1862; this was its second purpose-built church. The congregation was divided when the Romsey Congregational Church was established in 1893 to serve congregants living closer to Savin Hill; the two congregations were reunited in 1930, and stained glass windows from the Romsey Church were installed in this building.The Pilgrim Church was subjected to a severely damaging fire in October 1970. Although it was restricted to the sanctuary, there was extensive water and smoke damage, and five stained glass windows (including the three from the Romsey Church) were destroyed. The congregation decided to rebuild the main sanctuary as a multipurpose fellowship hall, and now worships in the chapel.The church was listed on the National Register of Historic Places in 2013.

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."