Here's my hip-shot, I hope it helps a little.
It's safe to say this will only be possible if your Windows server has an SSH service on it, running and exposed to a port you can reach. I rarely use Windows for servers, but a quick search turned-up a random claim that http://www.freesshd.com is a good SSH server on Windows, I honestly wouldn't know.
So generally speaking, you need to:
- Make sure an SSH server is installed on your machine.
- Configure it for your needs.
- Expose (Firewall exception) it on a port you can reach.
Hopefully someone else will leave a more direct answer for you. But this is my two-cents. Good luck.