Don't wait until winter. As it is right now, 2008 bikes are really low inventory, due to manufacturers terminating production about three months earlier than usual due to manufacturing inflation.
What that means is that 2008 inventory probably won't be discounted this winter because they'll already be 20% cheaper than their 2009 bikes (it looks like about a 10% increase on high end bikes ($3000 and over) and 15-20% on the rest). And with so many sizes and bikes sold out, chances are slimmer this year than ever that your size will be available, at all.
