Editor: MobaSSH is a free SSH server for Windows, compatible with any ssh client (OpenSSH client, PuTTY, ...).
MobaSSH comes with an easy to use installer and some useful GNU utilities for monitoring and managing a remote computer silently : BASh, Grep, gawk, top, vmstat, rsync, vim, ...
MobaSSH is packaged in a small single executable that registers as a Windows service so that it can be monitored like other normal Windows services.
MobaSSH will help you administrate / monitor / backup your Windows computers as you would do with Linux/Unix ones. Of course, MobaSSH can be used to transfer files securely in a SSH tunel thanks to the scp/sftp protocols.