voodooman13 - Please keep in mind that the 2 has evolved dramatically throughout its ~40 year run. Parts and drivers have been improved significantly over the years. I think there may be details about the 2's evolution on Vandersteen's web site. Plus, if not well cared for, the "socks" on the cabinets and the cloth insert on the top can look pretty bad after 10 or 15 years.
You could also ask the dealers in you area to keep you posted on any 2's that get traded in to that dealer. Knowing they have a ready buyer for a recent minty pair will encourage the dealer to make the trade up for the current owner to work out.
I bought my Vandy's and my current speakers new, but I have bought other speakers used, including my Vandy subs and the crossovers, and have had no problems with any of them. But speakers do wear out with age, and may need some repairs to restore original performance. Most common are the foam surrounds of larger cone drivers that disintigrate over time. I am about to have these replaced in my vintage (and purchased new in 1978) Advent Large speakers. Other parts, like crossover components, can also fail over time, and require replacement.