Prentice Pendleton, originally from Middlebury Vermont, built a house in 1819-1820 on Main Street in Essex. He had married Almira Pratt of Essex, but sold the house after her death in 1826. It was later owned by Captain Cornelius Doane. Part owner of the ship Cotton Planter, Capt. Doane was a pioneer in the Mobile packet and cotton trade. In the 1850s, he turned his attention from the declining shipping industry to the commercial development of Essex, where he became president of the Saybrook Bank in Essex. Starting in the later nineteenth century, Main Street in Essex began to develop as a retail area and the Doane House was owned by several local businessmen. In the twentieth century, a small store was attached to the house on the east.