I thought that this might be worth noting. I have tried Sim City 2000 Special Edition (released around 1995) in Windows 7 Home Premium x64. It ran perfectly even without compatibility mode on. The only problem I had was to turn 256-color compatibility on because the animations do not work in an RGB mode. Has to be palatalized. This was a "problem" for all computers since its release though. Actually, because of the compatibility mode provided by newer versions of Windows, this game can be easier to start up in Windows 7 than it was in even Windows 95 as you can tell it to go to 256 colors upon launching.
The DOS version of it will not work in x64 Windows 7, but I suspect that it might in the 32-bit. Not sure though. I've never tried it on x86 Windows 7.