The City of Toronto is fighting a plan to build condos next to 10 Toronto Street.

On April 10, 2019 the Toronto City Council refused a request to build towers on top of a National Historic Site of Canada, namely the Dominion Public Building.Now the company is appealing the City's refusal to allow high rise condos on properties next to 10 Toronto Street. 
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10 Toronto Street is the former headquarters of Conrad Black's Argus Corporation. Condos at 34-50 King Street East and 2 Toronto Street will ruin a heritage building, create noise and light pollution, traffic congestion and disrupt the community---according to documents. (Wikipedia photo).

 Grand Central Station in New York City was owned by a railway company called Penn Central Transportation Company. Yet former American First Lady Jacqueline Kennedy and many other heritage preservationists were able to save Grand Central Station from the addition of towers and from outright demolition. Mrs. Kennedy testified at a Supreme Court of New York State hearing "Penn Central Transportation Company v. New York City".

This is what the Landmarks Preservation Committee wrote in 1968:

     "Landmarks cannot be divorced from their settings particularly when their setting is a dramatic and integral part of the original concept. Such examples are not so plentiful in New York City that we can afford to lose any of the few we have. And we must preserve them in a meaningful way---with alterations and additions of such character, scale and mass as will protect, enhance and perpetuate the original design rather than overwhelm it."

Former American First Lady Jacqueline Kennedy, Mayor Ed Koch and many other people saved Grand Central Station in NY.C. (Photo from Architectural Digest.)

Parks Canada Standards and Guidelines for the Conservation of Historic Places in Canada.