Despite the perennially immature characters he is known for playing, Adam Sandler’s houses suggest that the actor and screenwriter is fairly pragmatic when it comes to real estate. The Saturday Night Live alumnus and his wife of 20 years, Jackie, own a few properties throughout Southern California, and some of their homes seem relatively modest when one considers that Sandler was named the highest paid actor of 2025 by Forbes , and his net worth has been estimated at $440 million. But before getting hired as an SNL writer in 1990, the Uncut Gems star was an unknown comedian on the hunt for his big break in the Big Apple, sharing an apartment with future director (and frequent collaborator) Judd Apatow. At one point, Sandler resorted to busking with his guitar in the New York City subway system because he had been fired from three jobs in a row.…