Middleburg, FL, United States

With a population of just under 13,000, Middleburg is a sleepy, unincorporated town that offers little to entice most big-city transplants. The area was the site of several skirmishes during the Civil War, and while the conflict ended over 150 years ago, the bureaucratic headaches linger. Navigating the county government and its labyrinthine permitting process is a persistent challenge for new residents. And with the threat of hurricanes and the occasional brush fire, the climate is anything but tranquil. Middleburg may suit those seeking a slower pace of life, but it's hardly the oasis of calm that some retirees envision when dreaming of life in the Sunshine State.