It just looked too hard.

give picoreplayer.org a try - it's linux optimized to run Squeezelite and/or LMS on a Pi.

The NAS is a bit power hungry to have on all the time, so would be
looking at having my files on a USB HDD plugged into the Pi.
Can that HDD be accessed via a windows PC on the same network ? ( to add
new music )

Yes, this can be set up.

Any clues on what I would need ?

I'd recommend a Pi4 with 2GB of RAM, and a good case. I'm using the popular Flirc case, as it's cooking the CPU well.
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