I think it would help if you explained a bit more about the application that you'd like to implement. It is not clear to me that you even need a traditional client/server.

Many file processing schemes are implemented with an input "drop-off directory" and an output "pick-up directory". An Acrobat setup might be like that. Drop a .doc file into directory IN and wait and the same file appears as a .pdf in the OUT directory.

To get something like this going, you would need FTP or SFTP running on your Windows machine.

Anyway, before sending you off in some very complicated and maybe wrong directions, please explain a bit more how you envision this thing working.