Bailey Island Library Hall

Bailey Island is an island in Casco Bay, and a part of the town of Harpswell, in Cumberland County, Maine, United States. As of the 2000 census, the island had a year-round population of 400.

The Bailey Island Bridge (also called the Cribstone Bridge) is a historic bridge in the town of Harpswell within Cumberland County in the state of Maine.

The Auburn–Harpswell Association Historic District encompasses a well-preserved enclave of summer residences built in the early 20th century in southern Harpswell, Maine. The district includes ten Shingle style houses, a Colonial Revival dining hall, and a Greek Revival meeting hall. The Auburn Colony, an exclusive company of businessmen from Auburn, Maine, was responsible for their development. The district was listed on the National Register of Historic Places in 1985.

Harpswell Coastal Academy was a Charter School serving grades 5–12 with a campus located in Harpswell, Maine. The school was funded by the State of Maine. It was one of nine school districts in the state to receive federal funding under the Rethinking Remote Education Venture.

The Little Mark Island Monument is a historic day beacon and shipwreck refuge on Little Mark Island in northern Casco Bay off the southern coast of the United States state of Maine. The monument, a pyramidal stone structure built in 1827, is one of only three such structures ever built in the state, and is now topped by a beacon light. It is owned and managed by the United States Coast Guard, and is an active aid to navigation. It was listed on the National Register of Historic Places in 2016.

Orr's Island is an island in Casco Bay and the Gulf of Maine, part of the Atlantic Ocean. The island is within the town of Harpswell, Maine, United States, and forms an archipelago with Sebascodegan Island (also known as Great Island) to its north and Bailey Island (reached by the Bailey Island (or Cribstone) Bridge) to its south. Orr's Island is connected to Great Island by the Orr's Island/Great Island Bridge, and is connected to the town of Brunswick on the mainland by Route 24 north over the Gurnet Bridge. Bowdoin College operates a 118-acre (48 ha) coastal studies center on Orr's Island.

Eagle Island is an island in Maine's Casco Bay and the site of the summer home of the North Pole explorer Admiral Robert Peary (1856–1920). The island and home are preserved as the Eagle Island State Historic Site.

Harpswell is a town in Cumberland County, Maine, United States, within Casco Bay in the Gulf of Maine. The population was 5,031 at the 2020 census. Harpswell is composed of land contiguous with the rest of Cumberland County, called Harpswell Neck, as well as three large islands connected by bridges: Sebascodegan Island (locally known as Great Island), Orr's Island, and Bailey Island and over 200 smaller islands. Harpswell is part of the Portland–South Portland–Biddeford, Maine Metropolitan Statistical Area.

The Harpswell Meetinghouse is a historic colonial meeting house on Maine State Route 123 in Harpswell, Maine. Built in 1757-59 to provide space for both religious services and town meetings, it is a little-altered and well-preserved example of a once-common form, and is the oldest such surviving building in the state of Maine. It was designated a National Historic Landmark in 1968.

The Elijah Kellogg Church is a historic Congregationalist church at 917 Harpswell Neck Road (Maine State Route 123) in Harpswell, Maine. Built in 1843, it is a well-preserved example of Greek and Gothic Revival architecture, and is further notable for its longtime association with Rev. Elijah Kellogg, a well-known 19th-century writer of children's books. The church building was listed on the National Register of Historic Places in 1979. The church is affiliated with the National Association of Congregational Christian Churches; its pastor is John Carson.

The Tarr–Eaton House, also known as Tarr–Eaton–Hackett House, is an historic house at 906 Harpswell Neck Road in Harpswell, Maine. Built before 1783 and enlarged about 1840, it is a well-preserved 18th-century Cape with added Greek Revival features, and one of Harpswell's few surviving pre-Revolutionary War buildings. It was listed on the National Register of Historic Places in 2001.

Broad Sound is a passage north from Casco Bay through the islands northwest of Portland, Maine. It lies between Chebeague Island and Harpswell Neck.