Fonts without that manual hinting look like crap on Windows because Windows does not force through its own rendering/hinting/kerning overrides.
And all that is probably besides the point: if you're referring to how the fonts are rendered within a webpage, all the major browsers use their own custom rendering via one (finely tuned) set of parameters and interfaces for macOS/Linux/etc and another (rudimentary) for Windows. And most webfonts do not include any sort of hinting instructions in the payload, so even if the original typeface had manual hinting and would render well on a proper type engine normally, when served over the web even to a browser doing things right it'll still appear horrible.
In case you didn't know, Microsoft is really big on typography, and has commissioned a number of incredibly beautiful typefaces that render perfectly under Windows (and other operating systems).
Maybe I just haven't viewed enough fonts on recent Windows versions to have encountered the better examples, though; are there any fonts (to your knowledge) that do look especially good on Windows (and/or better than they do on macOS or a FreeType-using Unix-like OS)?
you mean that big:
http://www.unics.uni-hannover.de/nhtcapri/quotation-marks.ht...
not even able to provide correct quotation marks!
But after reading this http://www.antigrain.com/research/font_rasterization/index.h... you can only conclude that font rendering could be a lot better... I bet it isn't because of 'legacy'