Clint Eastwood – $9.75 Million, Pebble Beach
Clint Eastwood became a big star in the ’60s thanks to his iconic role in the Dollars movies. He had a consistent flow of acting work over the years while also venturing behind the camera as a filmmaker. One of the many significant investments he has made was a house in Pebble Beach.
He purchased it for about $3.925 million in 1994. The 6,900 square-foot home has five bedrooms, and its interior is quite old-school. Eastwood produced a movie called Richard Jewell in 2019 and is set to appear in a handful of upcoming documentaries, according to IMDb.