Great Diamond Island

Great Diamond Island has seen several transformations over its lifetime, and is the traditional territory of the Wabanaki. Archaeological evidence from the island indicates that it was a locus of hunting, gathering nearshore resources, as well as a base for offshore fishing. The island was colonized by Europeans in the 18th century, first for farming, then as an artist retreat community, and later converted to a military base shortly thereafter to defend Casco Bay and Portland’s bustling harbor. In the years following the closure of the historic Fort McKinley, the north side of the island became a private community, while the south side also transitioned to a residential area. Today, Great Diamond Island is part of the City of Portland, with 106 year-round residents, who get around primarily by walking, biking, or golf cart. Diamond Cove, the private community on the island, is listed on the National Register of Historic Places.

Great Diamond Island could be described as a bedroom community to Portland. Year-round island residents work remotely or can be found commuting to the mainland daily. Many are retired. During the summer the population expands, and both seasonal and year-round residents work at and enjoy amenities offered by two restaurants, a marina, and an inn. Some individual properties are rented through Airbnb and similar services.