JEFF BRIDGES – $6.85 MILLION

With both his parents being experienced actors, it comes as no surprise Jeff Bridges eventually followed suit. After finishing his high-school studies, he moved to New York and took acting classes at the Herbert Berghof Studio. With the knowledge and experience that he found along the way, Bridges eventually received a skyrocketing degree of popularity, thanks to his work in Crazy Heart, The Last Picture Show, Tron, and The Big Lebowski.

For some time, he called this Montecito house his home. Bought in 2014 for $6.85 million, this lovely abode is as cozy as it can get. Its historic main house also features a separate guesthouse, a pool house, a carriage house, and a horse facility. After five years of residency, Bridges reportedly placed this haven up on the market for $8 million in 2019. Well, it didn’t stay for sale for long, because a few months after, Oprah Winfrey bought the property for $6.85 million.