The Orlando Coolidge House, situated on a high bank overlooking Main Street, is one of the finest early residences in Ashland. Constructed for Orlando Coolidge, the first commercial nurseryman in the county, the home reflects both his taste and economic success.

The house, with its neighbors the Woolen and Atkinson Houses, form a collection of graceful structures which line the northern entrance to Ashland. The Coolidge House was the first of the homes built on the high west bank. The name of the builder is unknown.