1990.
I think all 4 of the Monkey Island games are still for sell(from Lucasarts). The first two are hard to find though(I think they cost $50US ).I don't know when they were originally made, but the first two are older than Windows. The third has cartoon style graphics, and the 4th has PS2 level graphics(the early PS2 games ).Official Information about Monkey Island 4
I don't play games older than 2003
Besides...I doubt you're PC can handle the maximum graphics level of some of the newer games(Doom3). Then again... I doubt ANYONE'S PC can do that, at a decent framerate.
I get 29fps at ultimate detail in Doom 3.