Ashburn

One of Chicago’s many quintessential historic neighborhoods, Ashburn provides a suburban-like community within a five-square-mile pocket on the southwest edge of the city.

Ashburn has experienced a revitalization in recent years due in part to the Greater Ashburn Development Association. The organization founded an annual street festival called Summer Extravaganza, which draws more than 500 residents. The neighborhood was also a recipient of the Good Neighbor Award by Nextdoor.

From classic bungalows and split-level ranch homes to a growing number of contemporary condominiums, Ashburn features a variety of housing options along its quiet tree-lined streets.

Residents can head to Hayes, Scottsdale, and Rainey Parks to enjoy Ashburn’s outdoor space, which features baseball diamonds, soccer fields, volleyball courts, walking trails, and jogging paths. Meanwhile, the 60-acre Dan Ryan Woods provides a stunning backdrop with lush canopies of oak trees throughout both nature and paved bike paths.

While most would describe Ashburn’s nightlife as quiet, there a few favorite neighborhood spots to grab a coffee or quick bite, while other dining and shopping options are just a short drive away. Several bus routes and a CTA stop make the neighborhood easily accessible but removed from the hustle and bustle of the city.