https://bugs.winehq.org/show_bug.cgi?id=39913
--- Comment #22 from Austin English austinenglish@gmail.com --- (In reply to curaga from comment #19)
That version is 8 years old, and could be the reason why none of us can reproduce the problem. You might want to try upgrading Freetype.
This machine is dedicated to this one game. If I could only find a Wine version where everything works, I'd freeze it altogether. So far every Wine version has some bug or other.
You upgraded from a very old Wine version (1.3.0) to a very modern one, without updating dependencies. It's not Wine's fault if the dependent libraries are out of date.
If you want to freeze things, why not leave Wine at 1.3.0 with Freetype 2.3.5 and call it a day?