If the hobby keeps expanding, the prices aren't going to deflate much, if at all. When I first started collecting seriously, a MM would run you $4,000 or so, and that was considered "crazy money" for a machine. I saw CQ MMs go for $6,500 many times, and I couldn't believe how expensive they were.
Now it seems that half the games in my collection are $5,000 or higher machines. None of the games I currently own (TSPP, TZ, SM, AFM, TAF, WH2O, BoP, OXO, DE Simpsons, LOTR) were over $3,200, the most I've ever paid for a game, when I bought them. And that $3,200 (SM) seemed liked a big deal at the time, but it was less than a year old.
Today, I probably could only get the BoP, OXO, and DE Simpsons for under $3,200, especially given the condition of my machines.