I need to finish it XD But from what i've watched (85%) Sure. Will it be our own characters though...?
Actually I created a fandom rolepay of Sakurasou a looong time ago. I'm also sure I can find the CS for the headmaster I made for it. We can use her if you would like, that is if you are continuing on with this idea.
https://www.rpnation.com/threads/kokoro-hall.85826/ Her sheet is the very first post. You are free to use her but not any of the other characters on the page since they are made from other users~