Saint Augustine Chapel and Cemetery

The Old Colony Housing Project is a 16.7-acre public housing project located in South Boston, Massachusetts. First built in 1940 as a cluster of 22 three-story brick buildings housing 873 low-income units, it is one of the Boston Housing Authority's oldest developments.

The Bigelow School is a historic school at 350 West 4th Street in South Boston, Massachusetts. The three-story Classical Revival brick building was designed by Charles J. Bateman and built in 1901. Features include corner quoining, cast concrete window lintels and sills. It was named for John P. Bigelow, mayor of Boston when the first school was built on the site in 1850. It was closed by 1976.The building was listed on the National Register of Historic Places in 1985, at which time it was vacant.

The Fortification of Dorchester Heights was a decisive action early in the American Revolutionary War that precipitated the end of the siege of Boston and the withdrawal of British troops from that city. On March 4, 1776, troops from the Continental Army under George Washington's command occupied Dorchester Heights, a series of low hills with a commanding view of Boston and its harbor, and mounted powerful cannons there threatening the city and the Navy ships in the harbor. General William Howe, commander of the British forces occupying Boston, planned an attack to dislodge them. However, after a snowstorm prevented its execution, Howe withdrew instead. British forces, accompanied by Loyalists who had fled to the city during the siege, evacuated the city on March 17 and sailed to Halifax, Nova Scotia.

Dorchester Heights is the central area of South Boston. It is the highest area in the neighborhood and commands a view of both Boston Harbor and downtown.

The Dorchester Heights Monument is a large public monument in the Dorchester Heights area of Boston, Massachusetts, United States. The monument, consisting of a 115-foot (35 m) marble tower, honors the evacuation of Boston during the American Revolutionary War, an early American victory in the conflict. The monument is located near where George Washington ordered the construction of a redoubt, an area which has since been developed as a public park. It was designed by the architectural firm of Peabody & Stearns and was dedicated on March 17, 1902 (Evacuation Day).

South Boston is a densely populated neighborhood of Boston, Massachusetts, located south and east of the Fort Point Channel and abutting Dorchester Bay. South Boston, colloquially known as Southie, has undergone several demographic transformations since being annexed to the city of Boston in 1804. The neighborhood, once primarily farmland, is popularly known by its twentieth century identity as a working class Irish Catholic community. Throughout the twenty-first century, the neighborhood has become increasingly popular with millennial professionals. South Boston contains Dorchester Heights, where George Washington forced British troops to evacuate during the American Revolutionary War. South Boston has undergone gentrification, and consequently, its real estate market has seen property values join the highest in the city. South Boston has also left its mark on history with Boston busing desegregation. South Boston is also home to the St. Patrick's Day Parade, a celebration of the Irish-American culture and the Evacuation Day observance. The headquarters of Reebok is in South Boston.

Odyssey High School was a high school located at 95 G St, South Boston, Massachusetts 02127. It is a third of the old South Boston High School. The school was later shut down, after the school lost its headmaster.It was later changed to be Boston Green Academy.

South Boston High School was a public high school located in South Boston, Massachusetts, United States. It was part of Boston Public Schools. The school closed in 2003, and its former facility is currently occupied by Excel High School (Massachusetts).

The Old Harbor Reservation Parkways are three historic roads in the Old Harbor area of Boston. They are part of the Boston parkway system designed by Frederick Law Olmsted. They include all of William J. Day Boulevard, running from Castle Island to Kosciuszko Circle along Pleasure Bay and the Old Harbor shore. the part of Columbia Road from its northeastern end at Farragut Road west to Pacuska Circle (formerly called Preble Circle). This section of road runs quite close to Day Boulevard for much of its length, diverging to form the northern boundary of Joe Moakley Park (formerly called Columbus Park). A discontiguous segment of Columbia Road running southwest from Kosciuszko Circle into Dorchester is not part of the parkway system. the part of Old Colony Avenue from its southern end near Kosciuszko Circle, northward to Pacuska Circle. This section of road forms the western border of Joe Moakley Park. Old Colony Avenue north of Pacuska Circle is not part of the parkway system.These roadways follow the southern shoreline of South Boston west from Castle Island, and surround what is now known as Joe Moakley Park. The southernmost point of these roadways is Kosckiuszko Circle. The roadways were added to the National Register of Historic Places on July 24, 2008.

The Cathedral of St. George Historic District encompasses a historic church complex at 517-523-525 East Broadway in South Boston, Massachusetts. The church building was designed by Boston architect Samuel J. F. Thayer and was built in 1872 to house a Unitarian congregation. The polychrome Gothic Revival structure was acquired in 1949 by the Albanian Orthodox Archdiocese of the Orthodox Church in America. The complex also includes two brick houses, 517 and 525 East Broadway, which were built about the same time as the church, and were owned by the Unitarian congregation.The complex was listed on the National Register of Historic Places in 1998.

The D Street projects, built in 1949 as the West Broadway Housing Development, are a housing project located in South Boston, Massachusetts. The D Street projects stretch 4 city blocks from West Broadway to West Seventh street and 3 city blocks from B street to D street, forming a perfect square. The land for the West Broadway Housing Development was cleared in 1941, and the project opened in 1949 with 972 units intended for white veteran families only. In 1962, upon receipt of a lawsuit filed by a civil rights group, the Boston city government under Mayor John F. Collins (1960–1968) desegregated the project. It was the first state development under Chapter 200 of the Massachusetts legislature's Acts and Resolves of 1948 to open and the only one built on a slum clearance site, having originally been planned as a privately financed project in 1934.It was one of the Boston projects which remained predominantly white well into the 1990s, despite a largely non-white waiting list for public housing. By the early 1980s, it was one of the most troubled projects in the city, and when Lewis "Harry" Spence was appointed receiver of the Boston Housing Authority, was chosen as one of the three demonstration projects for renovations. The plan, which won urban design awards, involved breaking up the 27-acre development into seven "villages" containing 675 apartments, reintroducing the street grid and replacing the original landscaping with courtyard spaces, and transforming the architecture by adding design elements such as pitched roofs, at a total estimated cost of over $60 million. Although the project is in a rough neighborhood, South Boston was rapidly gentrifying, and in 2000 the remaining quarter of the housing was instead turned over to redevelopment for mixed-income housing and businesses.

Andrew station is a rapid transit station in Boston, Massachusetts. Located at Andrew Square in South Boston, it serves the MBTA Red Line and the MBTA bus system. Named for John Albion Andrew, the square is at the intersection of several major thoroughfares: Dorchester Avenue, Dorchester Street, Southampton Street, and Boston Street. Andrew is the primary transfer point between the Red Line subway and the MBTA surface bus routes into South Boston. Opened in 1918 and renovated in 1990–1994, it is fully accessible.