Woodlands Road came into being in the early 1920s following a series of land transactions between a small number of major land owners in the area. This article traces the subsequent development of the road, discussing the plots, their names, numbers and occupants. The primary focus is the period up to the 1960s but with some account of later events. Much of the basic research was undertaken by the late Ronald Walter Dobbs and the article ends with a short account of his life and interests.