Gillespie, IL Homes for Sale & Real Estate

Gillespie, Illinois, is a small city in Macoupin County with a population of approximately 3,168 as of the 2020 census. Located in the Metro East region of the St. Louis metropolitan area, it was founded in the late 1820s by settlers from Kentucky, Ohio, and Indiana and incorporated as a town in 1853. Named after Judge Joseph Gillespie, a prominent figure in Illinois state politics, the city has a rich history tied to coal mining, once boasting some of the largest mines in the world, which attracted many European immigrants. Today, visitors can explore this heritage at the Illinois Coal Museum or enjoy the historic Canna Theatre and Route 66 attractions. With a rural, close-knit community vibe, Gillespie offers a peaceful lifestyle, complemented by nearby recreational opportunities at Old and New Gillespie Lakes, ideal for fishing and boating.