A fourth-generation actor on her father's side, Gillmore's first professional appearance was as an unborn child in Maurice Maeterlinck's The Betrothal in New York in 1918.
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In the early twentieth century it was a summer retreat for an Actor's Colony which included Digby Bell, George Fawcett, Joseph Jefferson, Charles Penrose, Hassard Short, William H. Thompson and his wife Isabel Irving, DeWolf Hopper, Frank Gillmore and his daughters Ruth and Margalo Gillmore, among others.