Unlikely. Windows is all about compatibility and that includes all the weird things accumulated in windows over the decades. There is not a real incentive to change this. Think of all the gamers, custom hardware like ATMs and commercial terminals that run on Windows. That’s a huge market.
Old windows software often runs better or only with Wine instead of recent windows versions. So if they want to keep their 'compatibility' long term, they have no choice but to to include (or worse, fork) wine.
It depends. I would argue getting an old scanner or printer running with no current driver is definitely much easier on Linux as well. I am not into Windows enough to have any other examples :)