I can run NASCAR 4 and FIFA 2001 (EA) in my Win2K box.
NASCAR 4 is awesome. I am still learning though. It is almost
impossible to win without tweaking your car (oh don't mind winning,
I haven't even finish a race better than any of the opponents yet

).
It has the most realistic graphics and physics engine that I have ever seen.
This is not like regular racing, where you press the acceleration all the
time and win the race like that. Here, you need to balance your acceleration,
your steering, study the tracks, tweak your car for every track, ....
You won't win without doing all these things.
A nice touch in this game is that you can match the weather
outside your room with the weather inside the game (of course
you need to have internet connection).