Chicago metro, IL relocation guide
Moving to Highwood, IL
$679,000Median listing price
Chicago metro, ILArea
Commuter-friendlyCommute profile
About Highwood
Highwood (~5,400 residents) is a small, walkable city tucked between Highland Park and Fort Sheridan on the North Shore. Once an enclave, its downtown along Highwood Avenue (Illinois Route 176) has become a dining destination with a dense strip of restaurants — Italian, Mexican and American — plus the 28 Mile Distilling Co.
Home prices in Highwood
The median listing price in Highwood is $679,000.
Top places in Highwood
- Highwood Avenue restaurant row
- 28 Mile Distilling Co.
- Highwood Public Library
- Everts Park
- Nearby Fort Sheridan Forest Preserve (~5 minutes).
- Nearby Highland Park lakefront beaches (~5 minutes).
Commuting from Highwood
- Metra Union Pacific North (UP-N) Line; Highwood station in town to Ogilvie Transportation Center.
- Typical weekday train to Ogilvie: approximately 60–70 minutes (approximate; varies by stopping pattern).
- Approximate drive to downtown Chicago (the Loop): ~35–50 minutes (approximate; traffic-dependent).
Highwood FAQs
- What is the housing market like in Highwood, IL?
The median listing price in Highwood is $679,000. Median listing price · Realtor.com · September 24, 2026 - How is the commute from Highwood, IL?
Metra Union Pacific North (UP-N) Line; Highwood station in town to Ogilvie Transportation Center.
Town links
Schools
Transit
Official town resources. School report cards via the National Center for Education Statistics.