York Square (33 Avenue Road): Heritage Property

ABC supports the recommendation to include 33 Avenue Road (York Square) on the City of Toronto Inventory of Heritage Properties.

In 1970 the Ontario Association of Architects gave 6 design awards one of new outdoor space which contributed significantly to the revitalisation of the historic Yorkville neighbourhood.  York Square set an important precedent for heritage preservation, adaptive re-use, and for maintaining existing neighbourhood scale and character in opposition to the then standard practice of demolition.

York Square is of significance to Yorkville as it provides a link with the vibrant times of the 1960s which was a significant point in the neighbourhood's social and architectural evolution.  It is significant to the history of architecture in the city of Toronto and its approach to urban renewal, heritage and intensification of sites without resorting to increased height.

York Square is an early example of the significant Toronto-based architectural practise of Diamond and Myers whose work from 1968 onwards was innovative in its resistance to demolition as a form of urban regeneration opting instead to integrate historic buildings into new contemporary projects which achieved low rise/high density, new uses and enhanced neighbourhood character, identity and social cohesion.


Following research and evaluation according to Regulation 9/06, it has been determined that the award-winning property at 33 Avenue Road has design, associative and contextual values as an important example of early integration of historic buildings in an adaptive re-use scheme which contributed to the revitalization of a neighbourhood designed by the influential and important Toronto-based architects Diamond and Myers.