In 1986, Berry married his then-girlfriend Mari. When crack began to infiltrate Athens in the early 1990s, the couple moved to nearby Farmington. "In 1988, I decided that I would broaden my portfolio, which was pretty slim back then. It's not like I was rolling in dough," he explained in 2019. "I wanted to buy land and found this spot. It's sixty acres, and it's far enough outside of town that it was cheap. It was, like, $2,000/acre back in '88. Land's more like $10-$12,000 now. It was strictly an investment; I was going to sell it later." His farm, which includes sheep, is at the north end of his property. A caretaker works on the farm; Berry does not anymore. He has a garden, but his caretaker also looks after that. "I get the rewards of it, but he does all the work."