Same here, and I've also noticed the library churn is a problem: Heroes of Might and Magic 3 and Neverwinter Nights both have had official Linux ports/releases, and neither of them run on modern Linux distro's because of library incompatibilities (in the case of NWN, it's because of libSDL, don't remember the issue with HoMM3).

Even my recent purchases on GOG where there's plenty of native Linux to be found, I usually download the Windows version because WINE is a more stable platform in the long run, in my experience.