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I have an old film scanner (was pricy back in its day) that doesn't have drivers for 64 bit Windows, and anything newer than Vista. So I have an old XP box that can talk to it.
That's all I use that computer for, so it's otherwise fine with its circa 2009 configuration. Haven't had to do any fixes or workarounds.
Consider trying out ReactOS. It is an attempt to reverse engineer a fully compatible Windows replacement which uses Windows drivers and Windows software. It looks verysimilar and works similarly but is completely open implementation of the NT architecture and as such may actually meet your needs while being free software. I would love to hear how it goes if you try it.
Have you tried a Linux distro?
I know it's a meme at this point but one thing Linux is really good at is support for older hardware. That'll allow you to get updates and put it on a network too.
What kind of resolution do you get?