Montecito, California

Net Worth: $2.5 billion

The self-made media mogul paid $50 million in 2001 for the 23,000-square-foot Georgian-style home she calls the “Promised Land.” Last year the spread was appraised at just under $85 million. For such a public persona, Winfrey ferociously guards the privacy of her home, situated on 43 acres. At a Barack Obama fund raiser last year, guests were strictly prohibited from entering the house, and cameras were forbidden.

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