In the early 1900s, Fealy was a feature star with Thanhouser Films. Her film releases include King Rene’s Daughter, Moths, The Woman Pays and Frou, Frou. In the 1950s, Cecil B. DeMille signed Fealy in several of his productions including The Ten Commandments. For over ten years, Maude Fealy did dramatic coaching for Cecil B. DeMille. She trained such actresses as Nanette Fabray and Edwina Booth.
Fealy married Hugo Louis Sherwin in July of 1907. One year later, she divorced him. In 1909, she married James Durkin. That marriage ended in divorce in 1917. Her final marriage in 1923 to James E. Cort was annulled.