The reservation takes its name from Thomas S. Greenwood who built the 19th-century white farmhouse. To its rear, the Paine House (1694), a yellow clapboard saltbox, is a remarkable example of First Period (1620–1725) architecture. Three generations of the Paine family made their home here, including Robert Paine, foreman of the Salem witch trial jury in 1692. From 1916, Greenwood Farm was a summer retreat for the Robert G. Dodge family, who used the Paine House as a guesthouse.