What has changed in cities that did run the shed experiment is usually a shift back toward stricter sidewalk clearance rules once the emergency phase ended, since a shed left in place through winter becomes a snow clearing and accessibility problem rather than a dining feature.
Saskatoon's sidewalk clearance rules already point the other way: the same bylaw that requires a homeowner to clear snow from a sidewalk in front of a house would make a permanent dining structure on a commercial sidewalk a liability the rest of the year, which is part of why the seasonal model persists here.
For a property near a commercial strip, patio permitting is a minor factor in value next to the Saskatchewan REALTORS Association's benchmark of $444,700 for the area overall. Get your hand-reviewed valuation from Joel Dyck.