Quoted from doughslingers:

The Stern LE pins are more rare and that should help with resale for those who look upon pin buying as investments that are fun to play, rather than art on the wall. At this point in time the Stern big 3 offers more upside than the 10 plus year old WMS pins as more people have played them since they were more of them made and were in more public locations. Once more people find these newer Stern pins I think price will still go up more.

Quoted from RobT:

Nostalgia plays almost no role in my decisions regarding which pins I like and buy.
I played pinball in the early to mid 80's. I missed out on the pinball resurgence in the 90's. So me loving pins like MM, MB, AFM, CV, SS, etc. have zero to do with nostalgia. I only discovered these pins when I got into the hobby a few years ago.
Pins like Space Shuttle and Black Hole, on the other hand, are nostalgic to me, but I still haven't owned any pin older than from the 90's.