http://en.wikipedia.org/wiki/Jupiter_Island,_Florida
“In 2004, the U.S. Census Bureau estimated that its population had reached 653.[3] Some of the wealthiest people in the United States live in Jupiter Island; it has the highest per capita income of any inhabited place in the country.”
$54 million.
http://www.tcpalm.com/photos/2009/feb/27/157816/
It has a really tiny road and most of the houses you cannot see because of bushes.
The one in Orlando he got for free for living there plus he probably gets paid by the developer to live there part of the time.
Thanks!