I would expect we'll be fine for a few years. If you compare this rise in pinball with the resurrection in the mid 80's with space shuttle and high speed, then again in the mid 90's with TAF and the rise of the other manufacturers like Sega and Capcom, both bubbles lasted about 5 years and died for 5 years. The difference in the late 90's/2000's was the death of the arcades as well which prolonged the downturn beyond 'normal' and it lasted until, I would say, 2010-11 ish? It wasn't until after Tron that I recall NIB prices pulling a steep upward climb.
If you apply the roughly 5 year 'boom' cycle to it, we're looking good until 2015-2016. I expect we will see pricing become more competitive by mid 2015, and by end of 2016 I would expect we will lose at least one of the big manufacturers (Stern, JJP, PPS) not necessarily to failure, just to less money in the market.
Where I think there will be money available is for any of the really high quality small-run machines. People making 1-50 machines based on very popular layouts or themes (along the lines of the Matrix machine, but maybe/maybe not licensed - think JPop or Predator type games) will probably still sell for a big dollar amount as the rarity and uniqueness will offset the cost for the right person.