DAVID LETTERMAN – UNDISCLOSED AMOUNT, SAYPO, MONTANA

David Letterman, who hosted The Late Show with David Letterman for 33 years, in total 6,080 episodes, is now retired. He is the longest-serving late night talk show host. He reportedly now spends much of his time in Saypo Montana, having purchased a home for an undisclosed amount—but we’re guessing it’s pretty expensive, considering how huge the place is.

He apparently purchased the 2700-acre “Deep Creek Ranch” back in 2007. To an amusing degree, the place was able to furnish Letterman with more than a few adventures. The wooden house here has three beds, three baths and a separate garage. Letterman shared that he woke up one morning to a bear stealing food from his fridge, and he and a couple of his neighbors had to scare it away with firecrackers. He also owns a house on Martha’s Vineyard and another in St. Barth’s.