Jupiter, FL, United States

61,047 people call Jupiter home, but don't be fooled - this Florida town isn't all sunshine and beaches. The tax burden is heavy, with a median household income of $87,163 and 7.9% of residents living below the poverty line. And while the climate is tropical, the relentless humidity can be a persistent headache. Still, if you don't mind navigating the bureaucratic hoops to display an American flag, Jupiter could be a viable option for retirees seeking a quiet coastal lifestyle.