Ok,
I am going to school in the same city as my family. I DO NOT live in the same house as them, and it is for the sake of my own sanity.
You need to ask youself this: how well do you get along with your family? If there is any potential for strife, steer far far away from living with them. You also need to assess how "study-friendly" your family is; mine thinks I should only study about an hour or two a night, and complain that I study too much- HA! Yet another reason I pat myself on the back for telling them no thanks on the housing issue.
As another poster has said, you also need to consider the issue of how open your family will be to your love life. Unless you have vowed to remain a virgin until marriage, this will also become a problem... unless everyone is cool about nights spent out and strangers sleeping over.
Personally, I think this is way too much to deal with, especially when you are starting medical school. Having family around is a great way to spend next-to-nothing on food and laundry, and can be great when you need a support system for sympathy. But other than that, it will probably be like any other family: there to give you something very real to complain about and stress over.
Proceed with caution.