Montecito is one of the wealthiest communities in the nation. Starting in the 1880s, movers and shakers from around the world vacationed in Santa Barbara. The fantastic climate hooked more than a few, and they decided to plant some roots. Today, celebrities from Oprah Winfrey and Julia Louis-Dreyfuss to Rob Lowe and Jeff Bridges call Montecito home. When cruising Coast Village Road, do what the locals do: hang out on a sunny restaurant patio, read the paper, and take in the fun cars that pass through.