66, 68 Port Street, Stirling

58, 60, and 62 Port Street in Stirling is a four-storey tenement building designed by Ebenezer Simpson in 1900. The ground floor features shops, while the upper floors consist of eight bays with pressed-in canted windows on the outer bays, paired with a central section. The principal southeast elevation is made of red sandstone ashlar, with a plain brick rear elevation and a rubble southwest gable. The building has a pitched slate roof, large ashlar gable end and ridge stacks, with the southwest stack rendered.

The principal elevation is decorated with detailed stonework, including pedimented strip pilasters, moulded window surrounds, cartouches, a corniced cill, string and eaves courses, and a balustrade. The centre features a gabled wallhead, with the centre and outer bays capped by a shaped broken pediment flanked by miniature obelisks. The ground floor has modern shopfronts, while there are two original pedimented close doors on either side of the central shop, providing access to the flats above. Some original plate glass timber sash and case windows are still present.