IMO, it's a reasonable possibility if you make the attempt as soon as the 7 month window opens, especially if you are willing to waitlist and book online. (Consider booking your home resort at 11 months and then switching at 7 months. You probably don't need to do that if your resort is one of the larger ones that tends to have good availability at 7 months, though). You may not even have to waitlist if you are OK with a Lake View, especially if you want a 1 bedroom.
That said, if your trip includes any portion of the Columbus Day holiday, you may have a lot of trouble getting what you want. That has become a very popular time - many schools have time off then.
Good luck!