I use an Antec P101. It can fit 8 3.5" drives with a couple 2.5" drives on the back of the MOBO tray.
Fair warning, this thing is fucking huge. Didn't realize how big it was when I bought it, but I needed the extra drive bays, so its kinda necessary.
OpenSSH runs on windows server as well. You can definitely SSH in to run commands.
Or just use VSCode to run remote terminals and never leave your own VSCode instance to fully manage all your servers, Windows and Linux.