A watercolour drawing of Windsor Castle from the town, looking up Castle Hill. On the left, the back of the Mary Tudor Tower and the Store Tower. In the distance, the Round Tower with Royal Standard flying. On the right are brick-fronted houses. A woman and child are leaning over the gate of one house to face a female street hawker with a basket. In the centre, a couple on horseback seen from behind, and on the left a man with a ladder is walking next to a low brick wall. The sheet is mounted on a black line and pink wash bordered mount, similar to those associated with drawings acquired at the estate sale of Paul Sandby in 1811. Inscribed on the back of the mount in pencil in a later hand, 'Entrance to Windsor Castle from the Town Gate 1770, His late Majesty's improvement' and 'S 22'.

A pencil drawing of the same subject is in the Royal Collection (RCIN 914542). Another watercolour of the same view, from slightly further back, but with the same two figures on horseback in the foreground is also in the Royal Collection (RCIN 453596).

The inscription on the verso is probably misinscribed from an earlier one, omitting 'before' or 'taken before'. There were no building improvements to the Castle by George III until 1778, when part of the South Terrace was removed, the moat filled in and the curtain wall was lowered. This part of the Castle was later remodelled again by Jeffrey Wyatville in the nineteenth century.