Cleveland ends up in his old deli, run down and neglected. However, in the Cleveland Show You're the Best Man, Cleveland Brown (2010), when Loretta's will is read, it is revealed that part of the fortune Cleveland Jr. received from his mom came from the sale of Cleveland's deli, a will reading that is some 4 years earlier (3 more seasons of The Cleveland Show and 1 season with him being back on Family Guy). It belongs to someone else and wouldn't be empty, at the very least it wouldn't have all of Cleveland's deli stuff still in it.