The Godfrey Ludwig House, located north of Waldoboro proper, is a cape dwelling that sits on a granite foundation. The brick house has a side-gabled roof with two chimneys and a central door framed by recessed sidelights. Unlike other brick homes of the same period, the Ludwig House exterior walls are covered with stucco. Unique features of the dwelling include a row of dentils located under the eaves across the length of the front facade, and in the interior hinged panel walls that could be opened to one large meeting room.

The Federal Street Historic District is comprised of 138 buildings, mostly residential, that represent a wide array of architectural styles spanning over two centuries. The area extends over seven streets near downtown Brunswick. Included in the district are thirty-six educational and nine fraternal buildings located on the Bowdoin College campus, four churches, and numerous commercial and public use structures. There are many buildings demonstrating the Federal, Greek Revival, and Colonial Revival styles within the district.

Situated in a field near the location of the original town hall, the Buxton Powder House is one of only three surviving powder houses from the War of 1812 period in the state. It is a square, one-story brick structure with a hipped roof. The only door is placed on the east elevation and is attached with wrought iron hinges. The powder house was constructed in response to the breakout of the War of 1812, a conflict between the United States and Great Britain over what the U.S. saw as economic threats by Great Britain through the restriction of trade and interference with westward expansion.

Tucked away on 180 acres south of Freeport, the Pettengill House and Farm is a good example of a saltwater farm and is removed from the modern word, thus nearly preserving its original setting. Open fields, woodlands, and salt marshes surround the two-story saltbox farmhouse, which is sheathed in clapboard siding with a central chimney supported by granite foundation. This saltbox dwelling, a form rarely built in Maine, has a door located left of center. The property served as a farm until 1960. The house remains without electricity, heating, or plumbing.

The Limington Historic District consists of twenty-four principal structures with ten dating pre-1820. The small rural village developed mostly in the late eighteenth and early nineteenth centuries and served as a crossroad and service center for the outlying community. State Routes 11 and 117 intersect in the center of the district with all of the designated structures, including the town hall, school house, Masonic Hall, a church, and numerous residences, lining these roads in all four directions. Limington was incorporated in 1792, but the earliest known settlers arrived in the 1770s.

A National Historic Landmark, the Nickels-Sortwell House, located on Main Street in downtown Wiscasset, demonstrates the influence of Asher Benjamin's design guides on early New England architecture. Most notably, the main entrance looks similar to Plate 20 in his 1806 edition of American Builders Companion. The house is an example of a large frame townhouse built in the Federal style.

Built under the orders of George Washington, the Portland Head Light is one of four remaining lighthouses authorized by the first president. Set high on a rock promontory jutting out into Casco Bay, it is used by mariners for guidance to this day. The tower is constructed of stone rubble from its base to a stone ledge. The top section of the tower above the ledge is made of brick. In addition to the light tower, the site also contains the keepers' quarters (1891), whistle house (rebuilt in 1975), paint locker, and garage. The tower room and whistle house are constructed of stone and brick.

Hall's Tavern is one of the oldest buildings in Falmouth. Constructed by Nicholas Hall, the house was first used as a private residence until its conversion into a tavern by Nicholas' son Onzi Hall some twenty-five years later. While the building's exterior clearly exhibits a fine Federal-style design, much of Hall Tavern's unique historic value lies in its interior: a historic taproom and bedrooms with finely-stenciled wall designs remain largely unchanged from the earliest years of its use as a tavern.

Likely the second oldest brick school in the state (one in Winslow is thought to be older), Dresden's Brick School House is located in a rural area near the Kennebec River. It is a rectangular one-story brick, front gabled building. The facade faces the road and contains two entry doors and a window in the gable end that has been filled. Each door is topped by a narrow transom window. An interior chimney sits close to the front of the building. The north and south elevations each contain two sash windows to allow light into the school house.

The Joseph and Hannah Maxcy Homestead is located on South Union Road. Joseph Maxcy moved to the area from Attleboro, Massachusetts, in 1788. The first European settlers arrived fifteen years earlier, but a town had yet to form. Maxcy initially cleared the land and was later joined by his brother, Benjamin. The brothers quickly purchased land near Crawford Stream and built a saw and grist mill. Like many rural communities in Maine, milling was a fruitful venture and their success became the impetus for developing the town of Union.