Dyer–Hutchinson Farm

South Portland High School is a public high school located in South Portland, Maine, United States. The first high school in what is now South Portland was built in 1874 while the City was part of Cape Elizabeth, Maine. The school was on the 2nd floor of a new municipal building built in 1874 until that building burnt down in 1921. The current building on Highland Avenue was erected in 1952, with a gymnasium added in 1958, an annex in 1962, and an auditorium and cafeteria in 1997. It was originally built for middle (then “junior high”) school students until the high school and middle school switched building in 1960.

New England Bible College is a small four-year coeducational Bible college in South Portland, Maine. There are on average 50 to 60 enrolled students each semester.

The Seavey-Robinson House is a historic house built in the Carpenter Gothic style in South Portland, Maine. Built c. 1854–57, it is a rare example of a Carpenter Gothic cottage, originally built in a rural setting, since urbanized. It was added to the National Register of Historic Places in 1986.

Spurwink Congregational Church is a historic church at 533 Spurwink Avenue in Cape Elizabeth, Maine. Built in 1802 and significantly renovated in 1830, it is the town's oldest public building. Home to an active congregation until 1957, it is now owned by the town, serving as a community function space. It was listed on the National Register of Historic Places in 1970.

South Portland is a city in Cumberland County, Maine, United States, and is the fourth-most populous city in the state, incorporated in 1898. At the 2020 census, the city population was 26,498. Known for its working waterfront, South Portland is situated on Portland Harbor and overlooks the skyline of Portland and the islands of Casco Bay. Due to South Portland's close proximity to air, marine, rail, and highway transportation options, the city has become a center for retail and industry in the region. Despite the name, South Portland was never part of the city of Portland, but rather part of Cape Elizabeth. It broke off in 1895. However, both Cape Elizabeth and Portland were once part of Falmouth. Cape Elizabeth, then including what later became South Portland, broke away from Falmouth in 1765. South Portland is a principal city of the Portland–South Portland–Biddeford metropolitan area.

The South Portland Armory is an historic armory building in South Portland, Maine, United States. The structure was built in 1941 to support nearby U.S. war production for World War II, including the building of liberty ships. It was built in the Art Deco style and was used by the Maine National Guard until 1996. In 2012, it was listed on Greater Portland Landmarks' Places in Peril list.

The South Portland Public Library is the public library serving South Portland, Maine.In 1965, ground was broken for the $300,579 library building. The doors were opened for service to the public in 1966.The Memorial Branch Library was opened on Wescott Road in 1976.

Forest City Cemetery is a 97-acre (39 ha) cemetery in South Portland, Maine, owned and operated by the adjacent city of Portland. There are approximately 30,000 burials in the cemetery. Its burial records are kept at Evergreen Cemetery in Portland.When the land was purchased in 1858, it cost the city $50,000. The first plot was established later that year; however, the oldest grave found in the cemetery is that of Sara Strout, who died in 1810. Her grave is the only lasting grave that is legible amongst the slate graves in the tree line.As of 1870, the cemetery had 24 burials of American Civil War veterans. It also contains one Commonwealth war grave, of a Royal Naval Volunteer Reserve seaman of World War I.In April 2016, the cemetery was vandalized. Four headstones were overturned and a number of others damaged.

Cash Corner is neighborhood of South Portland, Maine, United States. Centered around the intersection of Broadway and Main Street, it is named for merchant brothers A. J. Cash and George Washington Cash, who had businesses there in the 19th century. Up until 1895, Cash Corner was part of Cape Elizabeth. Broadway was formerly named Brown Street in this section.

The Harrison Bird Brown House is an historic house at 400 Danforth Street in the West End of Portland, Maine, United States. It was built in 1861 for Harrison Bird Brown (1831–1915), one of Maine's best-known painters of the late 19th century, and was his home and studio until 1892. The house was listed on the National Register of Historic Places in 1980.

The Casco Bay Bridge is a bascule bridge that spans the Fore River, connecting South Portland and Portland, Maine, United States. The bridge carries four lanes (two in each direction) of State Route 77, a bike lane in each direction, and a pedestrian sidewalk on the east side of the span.

The Million Dollar Bridge was a bascule bridge built in 1916 which carried traffic on Route 77 over the Fore River in Maine between Portland and South Portland.Permits to construct the Million Dollar Bridge were issued by the Secretary of War in 1893. The bridge was designed in 1914 and opened to traffic in 1916. The bascule span provided a horizontal clearance of 100 ft (30 m). Originally owned by Cumberland County, the bridge was transferred to the Maine Department of Transportation in 1959.In 1993, construction began on Casco Bay Bridge, a replacement for the Million Dollar Bridge. The Casco Bay Bridge is a higher bascule bridge, with an alignment just east of the Million Dollar Bridge. During construction of the new bridge, the Million Dollar Bridge was hit by the Liberian Tankship Julie N. on September 27, 1996, and emergency repairs were made. The Casco Bay Bridge opened in 1997.