I'm gonna guess very late 50's to early 60's since the street is one-way but there aren't any expropriations done yet for Jackson Square (I think that started in the early 1970's). There's also a union jack flying on a building which probably didn't happen much after the 50's.
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"Above all, Hamilton must learn to think like a city, not a suburban hybrid where residents drive everywhere. What makes Hamilton interesting is the fact it's a city. The sprawl that surrounds it, which can be found all over North America, is running out of time."
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