Lets see, why don't we start with the site as it is:
Well, nothing to save there, and its quite the non-sequitur to the context too.
Then, we should take a look at the heritage register:
Nothing on this section of Grange Avenue is either listed or designated. This provides more breathing room, there is also no Heritage Conservation District.
Lets have a quick glance in those massing assumptions above:
Looking at the parcels they identify for six storey or taller fronting Beverly, this is the rear context up against the laneway:
Now the Beverly side:
Not sure I see the City letting the corner site go, and I don't think they should.
But the next site north seems credible enough: (however, if the corner lot becomes heritage first, there will be transition and context rules)
Looking south along Beverly, I don't see anything untouchable......but the six storey assumption on a slightly narrower road might run into a marginal shadowing issue for Grange Park. Probably not....but I'm too lazy to work out the math right now:
Now lets look at the rear of properties to the west:
The extant height would normally leave this vulnerable to privacy/overlook concerns, and the requirement for softscape is an issue too.
Here the extent to which rear yards have been minimized/hardened may serve this application usefully. The garage roof does not have privacy/overlook privileges. Nor is there much vegetation to impact w/shade.
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Overall assessment, I can support the height/scale/massing here, and if I can, Planning can.
I think the applicant has made half-decent 'fit-in' efforts with the use of brick and colour too.
My only suggestion to the applicant would be to consider, without being pastiche a couple of small architectural touches that would make the lower facade 'fit' better w/the traditional homes.
1) Either remove the inset balconies on level 2/3, or make them projecting to the same dimensions as the neighbours.
2) Do something to soften, fit the base/podium roof line better at the front. I don't think it needs to be sloped at all (though that could be done at the expense of a balcony on level 4; I just think something like a period-fitting cornice would be nice.
Elsewise, get'er done.