165, Winner Street

No. 165 Winner Street is a house that has been converted into a shop with accommodation above. It likely dates from the late 18th century to early 19th century. The building is finished in stucco, with some signs of previous blocking out, and has a hipped asbestos slate roof at the left end, along with a stack featuring a rendered shaft.

The structure is three storeys high and originally had four window openings, though it currently has three. The ridge of the roof slopes down from right to left. On the ground floor, the left side features a 16-pane sash window and an early 20th-century shopfront with pilasters on either side that have incised key moulding, along with an entablature and cornice. There is a modern door to the left of centre and a blocked doorway nearby. The shopfront includes a central double door flanked by 12-pane windows. On the first floor, there are three 16-pane sash windows, with a blind recess in the second bay from the left. The second floor has three 4 over 8-pane sashes, also with a blind recess in the second bay from the left.

The interior has been partially inspected; the shop interior is modern, but there may be other interesting features remaining in the house. Historically, Winner Street was the main medieval thoroughfare in Paignton and is named after the bishops' vineyard.