Woodbury Historic District No. 2

The town of Woodbury was settled by colonists in 1673, having purchased its land from the Potatuck people. The early settlement was made along a long-standing Native American trail, now roughly followed by Main Street. It was incorporated in 1674, and was the mother town for several surrounding communities, achieving its present municipal bounds by 1807. It was a prosperous agricultural community in the 18th and early 19th century.

The historic district is organized as a basically linear area of about 50 acres (20 ha), stretching from the town line in the south for about 1 mile (1.6 km), almost to the junction with South Pomperaug Avenue. This area is largely rural-residential in character, which continues into the [[It abuts the Southbury Historic District No. 1 to the south, and (after passing through a more modern commercial area) into the Woodbury Historic District No. 1. There are 27 houses of historic significance in the district, ranging in construction date from the late 18th to the 20th century. There is only one house that predates 1740; there are six houses from the Federal and Greek Revival periods, including a particularly fine Greek Revival house on the east side of Main Street, featuring a flushboarded gable pediment, corner pilasters, and a Greek Revival entrance surround. Most of the houses in the district post-date the American Civil War.[2]

• Woodbury Historic District No. 1, covering the town center to the north
• National Register of Historic Places listings in Litchfield County, Connecticut