226 West Second Street
Senator Robert Wickliffe, a lawyer, built this antebellum home around 1841. Calling it his “mansion house,” he loaned it in 1844 to his daughter, Sally, and her husband, Judge Aaron K. Woolley. A Bluegrass poet, Rosa Vertner Jeffery, lived here from 1874 to 1894. After 1907, it was the home of Samuel J. Roberts, founder of The Lexington Leader. The Doric columns of the classic porch reflect the Greek Revival style of the house.