I heard back from Windsor yesterday! UofT said in their waitlist letter that applicants could be accepted as late as September, but to accept other offers if you get them. I was waitlisted at UofT last year and this year and honestly, I'm not holding my breath that I'll get off the list- I think they just have so many people on there and I think earlier in this forum, someone spoke about how they select the applicants to accept off the waitlist based on the characteristics of the applicant that refused them. So you would have to be similar to the person not accepting their spot in order to get in off the waitlist. I don't know how true this is but it makes sense given that they say that the waitlist isn't ranked.