I don't know if it's harder but when you're playing a real person you want to honor their memory - even if they're a criminal or someone that the public loathed. That can be challenging.
A building or a town will only be alive to the extent that it is governed in a timeless way. It is a process which brings order out of nothing but ourselves; it cannot be attained, but it will happen of its own accord, if we will only let it.