Includes historical forestry data going back to 1900 and historical air photos going back to 1935 (cost). Property boundaries and assessment information are at a cost.
OPEN
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Open data catalog. This is a direct link to open geospatial data - the official open data catalog is http://data.gov
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Also see http://www.toronto.ca/legdocs/bylaws/2010/law1156-Schedule-A.htm
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Regional OpenStreetMap extracts published to .osm and .shp formats and updated nightly.