Bank of Chesterfield 110 W. Main St.	Chesterfield County Courthouse 100 W. Main St.	Chesterfield County Jail 101 W. Main St.	Chesterfield Post Office E. Main St. and Scotch Rd.	Craig Family Cemetery
John Craig House 203 E. Main St.	Chesterfield Baptist Church E. Main St. and Craig St.	107 Craig St.	Dr. Lewis Trotti House 302 E. Main St.	304 E. Main St.
309 E. Main St.	321 Hursey Dr.	318 E. Main St.	Minor James Hough House 409 E. Main St.	104 Hursey Dr.
106 Hursey Dr.	110 Hursey Dr.	128 Hursey Dr.	Hursey Dr. and Campbell St.

Chesterfield’s East Main Street Historic District contains twenty-two properties representing aspects of the development of the town of Chesterfield from ca. 1798 to 1937. The district, though mainly residential, also includes a church, the old Chesterfield Courthouse, the old Chesterfield Jail, the Bank of Chesterfield building and the post office. The Craig Family cemetery, containing graves of members of one of Chesterfield’s founding families, also is included in the district. The district contains some of Chesterfield’s finest architectural expression: 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. Listed in the National Register May 4, 1982.

View a map showing the boundaries of the East Main Street Historic District.