The district contains some of Chesterfield's finest architectural expression and includes: the John Craig House, a hall-and-parlor farmhouse with excellent Federal style woodwork; the Chesterfield Courthouse with its Second Empire cupola; and several vernacular residences with Queen Anne and bungalow influence.

The Chesterfield Post Office is a brick building designed by notable government architect Louis Simon.

The original Chesterfield Courthouse, reputedly burned by General William T. Sherman’s troops in 1865, was the site of one of the state's earliest secession meetings.

A marker on the grounds of the current Chesterfield Courthouse commemorates that meeting.

This article about a property in Chesterfield County, South Carolina on the National Register of Historic Places is a stub.