Winston Woods, Bolingbrook
A Bolingbrook, IL neighborhood: what the housing is, what is nearby, and what has closed there.
Winston Woods is an established central neighborhood developed primarily in the late 1960s and 1970s. The community features ranch, split-level, and raised-ranch single-family homes with mature tree canopies. It lies north of Boughton Road, surrounding local neighborhood park space.
Homes in Winston Woods
Developed predominantly in the 1960s and 1970s, the neighborhood consists of single-family split-level, ranch, and two-story homes with attached garages. Properties typically occupy quarter-acre lots situated along interconnected residential streets.
Winston Woods sits inside Bolingbrook, so the Bolingbrook market report is the right read on prices and pace; the figures beside this are the town's, not the neighborhood's.
Landmarks and anchors
- Winston Woods Park
- Boughton Road
- Bolingbrook High School
Bolingbrook market snapshot
Source: Redfin (through May 2026) · U.S. Census ACS (2024)
Other Bolingbrook neighborhoods
Augusta Village
Augusta Village is a master-planned subdivision in western Bolingbrook, built largely in the late 1990s and early 2000s.
Read the neighborhood page →River Hills
Located along the southern edge of the municipality, River Hills is defined by its position along the DuPage River greenway.
Read the neighborhood page →Bloomfield West
Bloomfield West is a subdivision in southwestern Bolingbrook developed in the 1990s.
Read the neighborhood page →Tell me what you're trying to do
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Talk to someone who works Bolingbrook
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