74, 76 and 78, Winner Street

74, 76, and 78 Winner Street are three shops with accommodation above, built around the 1860s. The buildings are stuccoed and have slate roofs, with stacks featuring brick or rendered shafts. The layout is double-depth, with Nos. 74 and 76 symmetrically arranged around a central cartway, while No. 78 is similar in style but has undergone some alterations.

The exterior consists of three storeys and a seven-window front, with the five right-hand bays being symmetrical. The eaves are very deep and supported by moulded eaves brackets, with platbands at the first and second-floor sill levels. The ground floor features two shops on the right, flanked by pilasters with recessed panels and stout brackets supporting the fascia. The doors to the accommodation next to the cartway are diagonally boarded and have deep overlights, while the plate-glass shop windows are canted into the shop doors. No. 74 has a low panel, No. 76 features a 20th-century design, and No. 78 has a panelled door with glazed top panels and a deep overlight, accompanied by a 20th-century window.

On the first floor, there are seven deeply-recessed 12-pane sash windows with moulded embrasures. The second floor has seven deeply-recessed segmental-headed windows with moulded architraves, their heads breaking a moulded string, and are glazed with 3 over 6-pane sashes.

The interior has not been inspected but may still contain features of interest. Historically, Winner Street was the main medieval thoroughfare in Paignton and is named after the bishops' vineyard.