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The Felsdale development, dating from the 1920s, offered modestly scaled artistic houses to a growing middle-class market. A prospectus for the development presumed new owners would be Boston commuters and their families, who would appreciate living within walking distance of the Middlesex Fells Reservation, as well as the public schools and Winchester's town center. The architect of the Felsdale community, Edward Riggs Wait, lived at 22 Jefferson Road (1920), which served as the development's showcase house. In 1921, Wait traveled to England to study contemporary residential architecture. The houses that he produced for Felsdale—at 19 Jefferson Road (1928), 20 Jefferson Road (1925), 23 Jefferson Road (1925), and 9 Felsdale Close (1928)—are consistent with English Arts and Crafts designs, incorporating steeply pitched slate roofs; stucco, brick, and fieldstone surfacing materials; and casement windows.