but to make it truly front onto Kingston Road, would locating the primary entrance on the second/third floor to exit out onto Kingston Road be possible?
It is possible in theory, though I doubt the City would permit it in this day in age.........
However, the only way it would be considered feasible is not only if the Mx ROW weren't in the way, but if the property line abutted the embanked portion of the bridge (as opposed to the deck)
If you look at this site:
The proposal is on the land on the right hand side of the picture.
But directly to the south/front is the rail ROW and the deck of the bridge.
The embanked portion of the road is behind the steel retaining wall on the left hand side, which is also across the publicly owned Livingston Rd ROW.
I think any connection here, even for pedestrians is likely outside of the feasible range.
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That, however is but one of many issues here.
Even just for pedestrians, the premise here for density is proximity to the GO Station. But if you had an access out on the bridge, there is no crossing to the other side, on a busy six-lane arterial road, and no convenient access to the station.
Any station access here would have to go under the bridge, and within the Rail R.O.W. which would require Mx permission, obviously, but would also likely be quite expensive. Chances are it would be a tunnel.
But....there's still the matter of vehicle access, which is currently (as proposed) via a small side street with no sidewalks for over 300 cars. To shift vehicle access to the bridge would be much more expensive and challenging, and would require the parking access to be above-ground and presumably the parking too.
This just isn't workable.