Richard Simmons – $5.2 Million, Los Angeles

Ever since the ‘80s, Richard Simmons had been underneath the spotlight. He’d been working as a fitness trainer for far longer, though. He gained recognition for his flamboyant personality, but he respectfully decided to withdraw himself from all the fame in 2014. With the $15 million fortune that he’s acquired over the years, he’s been able to buy this beautiful house in Los Angeles. Simmons reportedly purchased it in the ‘80s for around $670K, but nowadays it’s estimated to be worth over $5 million! The house has a 4,119-square-foot interior with four bedrooms, five bathrooms, and a round black bottomed swimming pool.