You can always book a trip at your home resort 11 months in advance of your check in date. Your UY is simply the date when your points are given each year.
You do not have to have the points in your account at the time of the reservation, but only at the time of travel. These points can come from points that have been banked, "current year" points, or borrowed points.
If you want to travel in December 2010, you can call and book your reservation at your home resort in January 2010 and use the points that you will get Feb. 1st, 2010. If you don't have enough, MS will borrow from the next year to complete the reservation.
Closing costs on a resale contract vary depending on the # of points. Most start around $350 (for small 25 - 50 point contracts) and go up from there. If you contact one of the resale brokers and ask to be put on their email list, you will get a listing each day showing the new contracts available. I know the one I get from the Timeshare Store also includes the closing costs for each contract.
Good luck!!!