You were always only a few clicks away from some program that look liked it hadn’t been updated since Windows 95.
That remains true for 10 and 11 too. For a quick trip back to 1995, just do something that you probably haven’t done this millennium, change your mouse pointer. Instant nostalgia. Device manager in general hasn’t changed much either.
I wouldn’t even count that against them, working functionality shouldn’t be changed without good reason, except that it exposes how much windows is a patch job on a fundamentally flawed design. If it were a boat or car, it would be more Bondo than metal at this point. Why are these dialogs so stuck in the past? Shouldn’t it be a simple matter to have them use the latest design elements to at least look consistent, even if the functionality hasn’t changed a bit.
Mpd + a frontend of your choosing, I prefer ncmpcpp, will run on just about anything and is remotely controlled through apps or ssh. Mpd is great when the server is physically connected to the audio output device. I use it to remotely control a speaker connected server that can also run Plex (because I prefer plexamp for streaming and syncing to my phone, other android devices, and smart speakers). They both look at the same directory of a collection near 30 years in the making with hundreds of thousands of files and a wide array of formats.