15, High Street

15 High Street, formerly known as the Black Boy Public House, is a Grade II listed building located on the south side of High Street. It dates from the late 17th century or early 18th century and likely incorporates an earlier structure on the right. The building features colour washed brick and an old tiled roof, standing two storeys tall.

The façade includes a central carriageway, with the right-hand first floor oversailing on cast iron columns and end brackets. There is a continuous ground floor frieze above large 18th-century shop windows that have glazing bars; three windows are to the left of the carriageway, and two flank the door with a cut bracketed hood. The first floor has nine double-hung sash windows set in flush wool architraves, with eight featuring flat arches, sills, and aprons, and a smaller central window above the carriageway, all with glazing bars. A dentil brick cornice crowns the building.

To the rear, there is a left-hand wing with a brick ground floor and an oversailing weatherboarded first floor, also with an old tiled roof. The right-hand wing is made of colour washed brick and has two storeys with two casement windows. The yard is paved with cobbles. This building is part of a group that includes several other notable structures, such as the Swan Public House and the West Wycombe Branch County Library.