The Louis I. Bussey School, located on US 202, was built in what was originally one of five townships granted by the Commonwealth of Massachusetts in 1794 to the trustees of Bowdoin College. A large portion of the land was sold to Dr. Elijah Dix of Boston. Notably, Dix was the grandfather of noted Maine social reformer, Dorothea Dix. The town was later named in honor of the doctor who took great interest in the development of the settlement. At the beginning of the nineteenth century the town grew rapidly.

The Arch Bridge carries Benner Road over the Pemaquid River in the village of Bristol Mills. The bridge is a single span and measures 21' long. It is constructed of rubble stone arch rings and dry laid stone spandrels. The rocks vary in size and some were roughly quarried, while others were simply used in their natural shape. The opening of the arch is 14 wide and the arch is 14 high. A metal guardrail runs along the roadway and the bridge. The date of construction for the Arch Bridge is undetermined at this time.

The Turner Cattle Pound is a well-preserved example of a once common feature in early Maine agricultural communities. Many of Maine's inland communities were agricultural settlements, embracing a more privatized model of land ownership and grazing in comparison to the publicly-held "town common" model that was more prevalent in Massachusetts. Nevertheless, in both agricultural models cattle and other livestock often wandered from their owners and communities needed dedicated places to detain these animals until their owners could retrieve them.

Comprised of over 115 structures, the South Berwick Village Historic District has twenty-eight buildings constructed prior to statehood. The historic district is centered along Main Street and Portland Street and is made-up of residential, commercial and civic buildings. Most buildings in the district are wood-framed and the earliest residences feature the Georgian or Federal styles. These structures are generally one or two stories with rectangular footprints and side-gabled roofs.

The Winthrop Street Historic District is a roughly L-shaped district centered around Winthrop and State Streets. The district contains over 190 contributing structures that demonstrate some of Augusta's most significant residential, religious, and civic buildings. Augusta was set off from Hallowell in 1797 and settlement centered around Winthrop and State Streets. Development increased dramatically after Augusta was deemed the shire town of Kennebec County in 1798 and a courthouse planned for the corner of State and Winthrop Streets was soon joined by taverns and residences.

Nicholas Knight built the Knight-Corey House in the Federal-style of architecture on the previous site of an inn. The two-story house has a large central brick chimney. It also has a central entry flanked by two windows on each side creating a symmetrical front facade. The central entry has a wood paneled door with sidelights and topped with a louvered fan. It has modest sized windows composed of many small panes of glass. Sometime in the early twentieth century, the side ell was moved from the east side to its existing location on the west side.

The Farmington Historic District encompasses the commercial center of Farmington along the Main Street and Broadway corridor, the University of Maine at Farmington campus at the south, and residential areas lying to the north and east. When the Town of Farmington was initially settled in the 1770s it was concentrated in the Farmington Falls Village area. Settlement in what became the heart of the town did not take off until the first years of the 1800s but sharply increased after Farmington was named the county seat in 1838.

Built for Joseph McCobb and Jacob Auld, this double house is thought to be the oldest brick residence in Boothbay Harbor. The two men, initially independent merchants, merged into the firm of McCobb and Auld by 1797. Shortly after, McCobb married Auld's sister Margaret and Auld married Sarah Reed. It is believed that soon after their marriages the men hired John Leishman, Jr. to construct a house worthy of their new status. The house, at two stories tall with a hipped roof and full basement, is larger than many others in Boothbay Harbor constructed at the same time.

The Stephen Coffin House is unique as a rare example of a Federal period store attached to the merchant's house. Along with the Matthew Cottrill House (also in Damariscotta), the house is among the best examples of the Federal style in the area. The store was in the west wing, partially visible above, and was likely simplistic when compared to the fine interior of the house. The house features four rooms per floor, two on either side of a central hall and a rectangular kitchen at the back, through which the store was accessed.

Located on the north side of Russell Farm Road, the Lower Alewive Historic District consists of four farms and over two hundred acres. All of the farms are oriented to the south towards Emmons Road with three of the four farms extending northerly to the Kennebunk River. The four farmhouses are similarly constructed: a rectangular main block, two stories high, and a long ell extending from the east end. All of the farms have at least one barn as well. Historically, northwest Kennebunk was settled in the 1750s and became known as Alewive.