Thanks for the reply and the link! I noticed that the intention is to tunnel under the rail corridor just east of Weston, but that doesn't seem close to happening yet. Apparently due to CN related delays. So I think the current state of the trail will be it for a while in that section! See page 19 in this report for a diagram: https://www.toronto.ca/legdocs/mmis/2016/ex/bgrd/backgroundfile-90775.pdf