Won't happen this year. There is only one team in the division that is any good besides Montreal, in Tampa. Buffalo and Toronto are going to be horrendous. Florida is alright, but they won't be pushing for the division by any stretch. Detroit I think will take a fall with a new coach and still a pretty average roster at best. Ottawa only made the playoffs by a fluke magical run, won't happen twice and Boston should be about the same or worse most likely.
So if 3 teams in the division make the playoffs, which of those teams have a legitimate shot at knocking off Montreal. Tampa, in a crazy injury filled world maybe Detroit or Boston. That's about it.