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Streets that best represent the "essence" of their neighborhood

If we're talking about prime Cabbagetown - east of Parliament, north of Spruce - then Metcalfe is the essential street...in particular the stretch between Carlton and Winchester. Arguably Metcalfe is the best street in Cabbagetown but any stretch in prime Cabbagetown is going to be pretty uniform. Check it out on Halloween!

If you're casting a wider net including South Cabbagetown, then sure it's more patchy.

I'll add one more thing - Metcalfe Street was where the first Cabbagetown Historical Conservation District started. Great choice for quintessential Cabbagetown street.
 
So far:

Annex: Walmer Rd.
Cabbagetown: Metcalfe St.
Forest Hill: Old Forest Hill Rd.
Junction Triangle: Wallace Ave.
Riverdale: Riverdale Ave.
 

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