I've never done that. I play on a Mac myself and can actually boot into Windows too. I'd test it out for you, but I have no need to install and play Sims on Windows since it works great on OS X. I would think it would work fine as I believe the Save files have the same extension for both Mac and PC. As long as you put the Save folder in the right place after your PC installation you should be good to go. And worse case scenario, you don't see the file at the Main Menu and it won't work. That would be the only negative thing that would happen. But, I don't think that's the case.