The house at 16 Main Street in South Windham was built c. 1840 by Elisha H. Holmes, Sr. (1799-1886). As related in Vol. I of the Commemorative Biographical Record of Tolland and Windham Counties (1903), Holmes
came to Windham in 1818, and followed his trade of cabinetmaker, also engaging in farming. Later he had a grist and plaster mill at South Windham. At one time he engaged largely in dredging operations, both in salt water and the Great Lakes. His death, which occurred Sept. 21, 1886, was regarded as a loss throughout the community. In politics he was a Democrat, and he represented the town of Windham in the State Legislature, also holding local offices. His wife, Lydia, was a daughter of Amos Dennison Allen, a cabinet—maker of Windham, with whom Mr. Holmes learned his trade.
In 1833, Elisha H. Holmes inherited land from his in-laws, the Allen family, which he sold to George Spafford, a partner in Spafford, Phelps and Co., which made paper manufacturing machines. The company failed after the Panic of 1837 and was acquired by Charles Smith and Harvey Winchester. In 1837 and 1838, Holmes sold additional land to the new partners, who were expanding the company. In 1872, Holmes built a house for his son, Elisha H. Holmes, Jr., at 4 Main Street in South Windsor.