The Libby-MacArthur House is a two-story gambrel-roofed wood frame structure sheathed in weatherboards with brick nogging between the exterior wall studs. The symmetrical facade features a central gabled entrance enclosed in a vestibule and shed roofed dormers on the lower pitch of the roof. It also has a substantial central brick chimney. The dwelling is significant as one of only a few early gambrel roofed buildings remaining in Maine. Philemon and Martha Libby obtained the 100 acre property in 1777.

The Portland Observatory has been a fixture in the Munjoy Hill neighborhood of Maine's largest city since its construction. This unique structure is the only maritime signal tower still standing in the United States, and is as a testament to the city's success in maritime trade.

Located at the end of Church Street in Yarmouth, the North Yarmouth and Freeport Baptist Meeting House was originally constructed in 1796, but its current appearance is the result of changes made in 1825 and 1837. The original building was 46' wide and 50' deep. It originally had ten window openings on each side, which were later enclosed. The building likely had a porch or small steeple in the front as well. In 1825 the building was expanded by 10' in length, the front pedimented projection added with the steeple. In 1837 the window configuration on the side of the building was completed.

Located just north of Route 1 in central Kennebunk, the Bourne Mansion is an excellent example of the Federal style. It is three stories high, wood framed, with a low-pitch hipped roof. The main facade faces south with a secondary entrance on the west, street facing elevation. The south entry, located in the center, is framed by Tuscan pilasters, sidelight windows and topped by an elliptical leaded fanlight.

The Falmouth House is an example of a traditional New England Federal-style tavern. The dwelling is two stories high with a central door, gabled roof, and clapboard exterior. The Falmouth House was moved a few hundred yards to the west when the Grey Road replaced the Old County Road in 1826. The Old County Road alignment is now a walking trail accessed off Hadlock Road near Autumn Way. In the early 1800s this area, set away from the coast and north of Portland, was sparsely settled and travelers had difficulty finding lodging, meals, and accommodations for their horses.

The Blue Hill Historic District comprises the commercial and residential center of the town of Blue Hill at the intersection of Routes 15, 172, and 177. Settlers from Andover, Massachusetts, arrived in this area in 1762. A small town formed, bolstered by lumbering, shipbuilding, and saw, carding, fulling, and grist mills. The historic district includes nine buildings that were constructed prior to 1820.

Located south of Durham Center, the Nathaniel Osgood House is a three-story timber frame farmhouse with a hipped roof, central chimney, and clapboard siding. The symmetrical facade has a central entryway with pilasters supporting a triangular pediment that encloses a six-panel door and transom. The Osgood House is a nicely preserved example of an eighteenth-century rural dwelling in Maine. According to local lore, Nathaniel and his brother Aaron moved to Durham from Deerfield, New Hampshire, after leaving their hometown of Amesbury, Massachusetts, in the early 1780s.

The Gorham Historic District comprises forty-two buildings in the town center, along College Avenue, Main, Academy (formerly Maple), School, and State Streets. It is predominantly residential except for the eastern edge near the intersection of School and Main Streets which contains a concentration of commercial, fraternal, and religious buildings. Pre-1820 buildings are typically side-gabled Cape houses with large center chimneys (such as the pictured Peter Fogg House) or Federal-style houses with interior end chimneys.

Thought to be the oldest surviving building in Baldwin, the Burnell Tavern is a well-preserved, unadorned Colonial era house. It is clapboard sided with a side-gabled roof and two interior end chimneys. The symmetrical facade features a central entry located in a projecting vestibule. The door is flanked by sidelight windows and topped by a wide band of trim. The windows are made up of multiple small panes. There is a one-story ell that projects off the rear of the house and a secondary entrance sits on the south facing elevation. The tavern was built by Gideon Burnell, a local farmer.

Located on Route 3 with a view of Hulls Cove in Frenchman's Bay, Cover Farm is twenty-six acres and includes a house with formal gardens. The house dates to the early nineteenth-century and its cape form (a one-and-a-half-story side-gabled house and a large central chimney) is typical of houses constructed at that time. Subsequent additions were made in the nineteenth and twentieth centuries. The Cutler family likely purchased the land that became Cover Farm in 1810 and constructed the house shortly thereafter.