36, 38, 40 High Street, Kirkcaldy

36, 38, and 40 High Street in Kirkcaldy is an early 19th-century, three-storey commercial building with an attic and five bays. The front is finished in droved ashlar, while the sides and rear are harled with painted margins. It features a base course, fascia, and cornice at the ground floor, along with a cill course on the second floor and an eaves course. The building includes stone mullions.

The north elevation facing High Street is symmetrical, with plain stone piers flanking a part-glazed door at the center and outer bays. To the right, there is a broad tripartite window, and to the left of center, a two-leaf part-glazed door with flanking windows. Above, there are five windows on each floor, with the second-floor windows being slightly smaller. The outer bays feature slate-hung piended dormer windows.

The south elevation has a projecting round stair tower with three windows rising to the attic level at the center. To the right, there is a modern piended porch in the re-entrant angle and a window beyond, with a deep band course extending to the stair tower and a further window on each floor above. The left bay of the center has a lean-to extension at the ground level, with a small window at the center and flanking smaller windows on the first floor, one of which is bipartite, and another window above. Piended dormer windows flank the stair tower above.

The east elevation, facing Glasswork Street, features a gable end with a window at the center and a large window to the outer right at ground level. There is a deep band course above, with windows to the outer left and center on the first floor and another window to the outer left on the second floor.

The building has a 12-pane glazing pattern in timber sash and case windows, and fixed timber windows on the ground floor north elevation feature 8- and 12-pane glazing patterns. The roof is covered with grey slates, and it has a coped ashlar stack with cans to the west and ashlar coped skews.