Tell you what though, there will come a time when all the older folks begin to sell off their boats in large numbers and because there aren't enough younger sailors to buy them all, there will be excess supply and the market for used boats might get very buyer-friendly.
I'm 30, living on my 30 footer right now. I like talking to the salty guys around the marina. Wish there were younger people (especially ladies) cruising around too but they would have to leave the sub-woofer and beer bong at home.
1980 S2 9.2A (30') in Anacortes, WA
Aux power 13hp Volvo MD7A