Judy Garland Autograph on PhotographJudy Garland Autograph on Photograph For Sale: 1,500. 00 A fantastic signed photograph of a young Judy Garland "the greatest entertainer who ever lived" American actress Judy Garland (1922 1969) is best remembered for her role as Dorothy in 1939's The Wizard of Oz, in which she sang Somewhere Over the Rainbow. A childhood star, she went on the become one of the biggest stars in Hollywood, and was described by Fred Astaire as "the greatest entertainer