One of the most notable of the residences included in the College Street Historic District is the Kate Dils Thornsberry Hatcher House, located at 229 College Street. The home was purchased in 1906 by Kate following the death of her husband, Columbus Hatcher, whose family was affiliated with the board of trustees of the Pikeville Academy. In addition to her connection to the Hatcher family through her marriage, Kate was related to Col. John Dils, a well-known abolitionist and namesake of the Dils cemetery located in Pikeville. Most significantly, Kate is believed to be the first female business owner Pikeville, having opened a hat shop in her home before later renting another building for her shop.
The district's significance, as outlined by the National Register of Historic Places, lies primarily in the district's status as a prime example of late nineteenth to early twentieth-century transitional neighborhood. It developed both immediately before and after the turn of the century, something which is reflected not merely in the architecture but the evolving uses and purposes of the residences within the district. Today, all of these residences are inhabited by residents of Pikeville, though they have, for the most part, retained their original designs.