This is a great point that some people don't consider.
If you are someone who has no chance of planning a vacation at 7+ months out, then buying one of the less expensive resales makes the most sense. SSR still has about 40 years on the contracts and comes at a great price -- particularly the large contracts. Heck, large AKV contracts can be had fairly cheaply, and then you get the 11 month access to value and concierge rooms.
Since you have to travel at peak times, make sure you look closely at the
points charts to know that you are getting enough points for the length of stay you desire. For summer, a 2BR BLT-LV for 7 nights is 386 points currently and a standard view is 354. A spring break standard is 474 points for a week! Also remember that DVC could do a point re-allocation and change that. 360 points may end up not even being enough for 7 nights in a standard during Magic Season. It's a good idea to build in a little cushion in the event that there is a re-allocation.
When we first purchase, we bought exactly enough points for a 1BR at magic season for 7 nights. Well . . . the worked for about 1 year until the
point charts changed and a 1BR was 4 more points than we purchased. Then we also found out that we liked going for 8-10 nights, since we were already spending a bundle on airfare. So after starting with 268 AKV points, we are now up to 478 after 3 small resale purchases.
I'm still on a quest for a small BWV or BCV to use every other year for F&W.
But we definitely don't want to start talking about addonitis at this point.