Here's my answer based on what I understood fro your question:
Even though I happen to own many games that currently go for well over the equivalent to US$100, there are only three games I've invested three digits when purchasing: Gaiares for the Mega Drive, Akumajo Dracula X: Chi no Rondo for the PC Engine and Garou: Mark of the Wolves for the Neo Geo AES.
I could see myself paying over US$100 if they ever release an HD remaster of one of my favorite series (namely Metal Gear Solid, The King of Fighters and Ace Combat), but, at least in the near future, I can't picture myself paying anything close to that amount on a contemporary single game...