If you're going to be doing development you really need to get yourself the software that will facilitate that.
If you use Windows you're going to be spending hours trying to figure out how to do things that ought to take minutes to do.
Just get an Ubuntu VM or use a Mac. Then you can open up a terminal and get rolling no problem.
I don't think you need Kermit. I think you can just use putty in serial mode with the baud rate and other settings set in putty. I may be mistaken.
I've used kermit on Linux and Mac, but I've also used minicom on a similar system so I don't think it's anything too particular.