https://bugs.winehq.org/show_bug.cgi?id=52896
--- Comment #1 from Nikolay Sivov bunglehead@gmail.com --- I believe this is about changes in System font on Win10. I don't remember details, but it's possible it no longer fits not-scalable criteria for this test. There are ways to check which file is used when "System" is selected - using a combination of GetFontRealizationInfo() -> GetFontFileInfo(), like dwrite does.
If it turns out it's mapped or replaced by something scalable, we could bundle a font in old format just for this test, or remove the test.