The Judd sisters, Ashley and Wynonna, are worth an estimated $20 million each. The sisters are best known for their work in country music as the duo The Judds. They released seven studio albums between 1984 and 1991, selling more than 20 million copies worldwide. In addition to their music career, the sisters have also appeared in television shows and movies. Most recently, they starred in the reality TV show The Judds: Dreamin' Again on the Oprah Winfrey Network.