Not to mention the nominative determinism that is getting Winamp to run on this.
Longerish answer: Still maybe, drivers are going to be an issue. Just because the thing can boot into a DOS compatible mode doesn't mean it will have windows 9x compatible drivers. Having DOS drivers does not also make something automagically windows 9x compatible either[2]. That said it should be plausible to get a board like Rastari did that is fairly compatible because industrial reasons. But it does mean you have to pick carefully.
[1] https://www.vortex86.com/news/3 [2] https://devblogs.microsoft.com/oldnewthing/20071224-00/?p=24...
https://www.vortex86.com/news/3
The column you're looking for is the VEX model of chip
Every chip in their lineup can run W95 except the EX series and the VDX3 can run Win7. I don't know the technical reason why, obviously some chipset feature that W95 really needs.
I was pretty interested in this hardware when it was new and I'm happy to still see it actively discussed.