Fortification of Dorchester Heights

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).

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).

Saint Augustine Chapel and Cemetery is a historic church on Dorchester Street between West Sixth and Tudor Streets in the South Boston neighborhood of Boston, Massachusetts. Built in 1818–19, it is the oldest Roman Catholic church building in Massachusetts; the cemetery, established 1818 is also the state's oldest Catholic cemetery. The Gothic Revival chapel was originally built as a crypt for the remains of Father François Matignon, the first Catholic priest to come to Boston from France. Father Dennis J. O'Donovan is also buried there. The chapel and cemetery were listed on the National Register of Historic Places in 1987. The chapel is still in active, holding 4pm Mass on Saturdays.

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.

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 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.

Carson Beach is a public beach in South Boston, Massachusetts. It has also been known as L Street Beach. It is maintained by the state's Department of Conservation and Recreation. The beach is a part of a three-mile segment of parks along the South Boston shoreline. The closest subway stop is the JFK/UMass station on the Red Line, approximately a half-mile away. In the mid-1990s, the beach's water quality was deemed unsafe due to sewage matter and other biological debris, and the beach had to be shut down. As of 2019, the water is usually approved for swimming. The beach was named after the winner of a city-sponsored swimming contest between the nearby Mosely and Carson Street Swim Clubs in Dorchester.

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.