The district represents the original settlement of the town of Brookfield and contains 67 residential, religious, and municipal buildings over a 43-acre (17 ha) area representing a wide range of architectural styles from the 18th to 20th centuries including Bungalow/Craftsman, Greek Revival, and Queen Anne style architecture.

[2][3] The district is architecturally significant as an accurate representation of the historical development of the original settlement of the Town of Brookfield as the buildings are well-preserved from the time they were built with minimal alterations and intrusions, including their spatial relationships to one another.

[4] The area that is now Brookfield was settled about 1700, and was given its own parish in 1754, formed out of portions of Danbury, New Milford, and Newtown.

The road junction was where the first church, town hall, school, and tavern were built.

In addition to housing the central religious and political functions, the center area was also home to a number of private schools in the 19th century.