My upcoming masterpiece Montreal: 375 Tales contains a description of Ridgewood, a steep, zig-zaggy, undulating forest road up Mount Royal, born around 1945.Canada's first condos were built on the street thanks to developer David Bloom, who sold a 30 unit building for $10,500 per unit and less in 1947.
The street was built hastily to deal with the postwar housing crunch and although it's not architecturally spectacular, it's has considerable density.
Some of the structures look like crosses from above, although it's unclear whether that was an architectural design to please God or just functional.
You'll note that it's not connected to Oakland Ave. in Westmount, just 40 metres away, so the riff raff can't enter the posh area.
The splashiest crime took place in January 1956 when William James Callaghan, aka John Cameron, aka Lyle Campbell, 23, killed a Swiss watch importer, then sold one of the pricey watches on Craig Street for $1 before fleeing to the states where he lived for many years before getting paranoid and eventually coming forward and confessing.
Other residents included Mrs. Massey, who was Premier Maurice Duplessis' Montreal girlfriend, Stafford Harriman, a mystic one-armed stock swindler, Colin Gravenor, a local scandal sheet pioneer and poet Irving Layton.
If you understand French please listen to my podcast, which recounts these stories and many more.