https://bugs.winehq.org/show_bug.cgi?id=40276
--- Comment #3 from Xylemon xylem2020@gmail.com ---
It may be worth trying out the latest Staging version of Wine again (don't launch it in fullscreen mode in a virtual window however, it will crash)
Correction, launching Half-Life in fullscreen regardless of a virtual window will cause it to crash in Staging.