I am using version 9 of Autosketch with win 7 with no problems, Mackbook air with boot camp. Don't know about win 8 or 10 or whatever they are up to now. Microsoft does a great job of rendering expensive software obsolete, in the process of milking their Upgrade cash cow.
Autosketch was originally Drafix by a company called Forsight Resources it was windows based when Acad was still DOS.
Autodesk gobbled it up and sold it as Quickcad ($60) then as Autosketch, about the only thing they have improved on is their bottom line as they keep raising the price, now $236. I just checked the Autodesk site and they list V10 as comparable with XP, Vista, and 2000. I suspect AzLarry is correct about Win 8-10. Apparently Autodesk is finally killing it, I wonder only what took them so long. A lot of good innovative affordable software has been destroyed by the big players, which is why I switched to the Mac.
Sorry for the rant...
I should mention another program, Turbo Cad. The 2-d version is just over $100 last time I checked, and go up from there (you can download it for free to try for about 30 days). It is excellent for tracing imported images such as moldings. I do most of my work with Sketch up, but if my need was 2d I would probably go with Turbocad given the compatibility issue with Autosketch.