Southwest of downtown are the single-family houses of the town’s professionals and business owners, ranging from formal, early Federal and Greek Revival houses to the more free-form romantic styles of the later nineteenth century, many influenced by local building traditions. Representative examples include the George Washington Purnell Smith House (c. 1860) at 201 E. Market Street. Gothic Revival details enliven this traditional two-story house, built for a local attorney, that was named Maples following 1890 renovations. Other fine Gothic Revival houses followed, such as those for druggist Peter D. Cottingham (c. 1873; 101 N. Church Street), physician George W. Bishop (c. 1872; 103 S. Church), and George S. Payne (c. 1860; 301 W. Federal Street).
A mansard roof with Gothic details distinguishes the eclectic Hargis House (1887; 101 S. Church). Many earlier Federal and Georgian houses were updated to include Gothic detailing, including the John S. Aydelotte House (c. 1840; c. 1880 remodeled) at 104 E. Market and the Payne House (c. 1830; c. 1870 remodeled) at 116 W. Market. Representing a regional form characterized by a two-story front gallery, created from an extension of the principal gable roof, are the William H. Farrow House (c. 1820; 300 W. Federal), also with a telescoping two-story service wing, and the Samuel Richardson House (c. 1840; 300 W. Green Street).