1927   Galewood Estates developed on the former golf course, from Nashville Avenue to Oak Park Avenue. It has paved streets in place, ready for development.  Bell Park, named for a Spanish American War Major General, established by the Northwest Park District after petitioning by the Montclare Boosters. Field house not constructed until 1954.

1928   Frank Mars moves his candy business to Galewood from Minneapolis after an invitation from the Gale family.
Sayre school built in Neo-Gothic/Art Deco style.

1930s   Vacant land west of Oak Park Avenue along North Avenue and south of Montclare is developed during the Great Depression.