Moore Park–Bennington Heights is another of Toronto’s more affluent neighbourhoods. In 1891, developer John T. Moore encouraged buyers by building two bridges, St. Clair and Moore, and establishing railway service to the area; through the early 1900s came the cottage-style homes and bungalows, accenting the winding roads and quaint cul-de-sacs, and establishing the community as we know it. A number of natural spaces, including the Beltline Trail, brings ample opportunity for dog-walking and hiking, running and cycling, and other forms of recreation. And for your reading list? Bennington Heights, the more up-market of the two, has been home to several prominent Torontonians, including author Margaret Atwood; her novel Cat’s Eye is loosely based on the area.