Post your pictures of Waterloo Region!

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I believe they used Bing Maps for much of the geometry and textures, it has the same 3D layer, generated in a similar manner to Google Maps.  I am not sure to what extent they used OSM data, which has no 3D geometry information or satelite textures.

If you look at the article I linked, https://www.engadget.com/flight-simulato...45509.html , it's pretty clear they're using OSM data to create the buildings. It's definitely possible this was blended with Bing data, but clearly data as significant as height is coming from places other than measurement.