2) Oprah Winfrey’s Promised Land in Montecito, CA – $88 Million (2012)

Oprah’s 42-acre estate in Montecito, California was valued at a staggering $88 million in 2012. This Neo-Georgian style mansion has six bedrooms, 14 bathrooms, 10 fireplaces, a gourmet kitchen, a wine cellar, two theaters, a barn, a tennis court, ponds and orchards, a huge guesthouse with a pool and other luxuries.