I realized that the cupola on my 1840's house growing up, this was it's function. Wind pulls air through, which pulls air up into the attic, which cools the first and second floors.
Then read The Timeless Way of Building and perhaps A Pattern Language
Then Get Your House Right, or a condensed (...in a way) version is Drawing for Architecture by Krier.
Hmm there are probably others I cannot recall right now, but those are a great start.
It seems to me that if it were legal to do so there are plenty of tiny towns that could grow to the size of a small city like Arlington or Buffalo.