^ I agree that the Toronto of present day does look a bit cluttered (with the view from the lake usually being the least flattering, from most other angles it looks a lot better). I find that residential towers usually don't hold a candle to office buildings in terms of aesthetics. I think the biggest culprit in cluttering the skyline are the towers along the lake. Today, the view from the lake often looks overwhelmed by the mediocre cookie-cutter condo buildings lining the lakefront. I think it would have been better, both for the skyline and for the street-level feel of the area, if it had been zoned for mid-size buildings (10-15 floors) of high aesthetic standard.
The pre-2000s Toronto skyline's dominant feature was its highly visible core of office buildings, including what are today, still Toronto's best skyscrapers. Today, the predominant feature of the skyline is its sheer size.
Having said all this, I think the view has also improved from a lot of angles and have certainly made the city feel a lot larger. (Not to mention the fact that they have brought a lot of new residents downtown).
The view from the lake in 1992:
Toronto Canada 1992 by
Clifford Stead, on Flickr