Highwood
A small city of restaurants beside old Fort Sheridan.
Downtown Highwood · Etombari, CC BY-SA 4.0
To the Loop
24mi
Straight-line miles from downtown Highwood.
Metra
2 stations in town.
County
Lake
About 0.7 square miles.
ASG here
0
Homes we list here now.
Living here
Life in Highwood.
Highwood is a small city between Highland Park and Lake Forest whose compact downtown along Green Bay Road is packed with restaurants and bars. Fort Sheridan, the former Army post on the lake, sits just to the north and east, and part of it is now within the city.
Fort Sheridan Forest Preserve, north of the city, has trails and Lake Michigan shoreline, and the Robert McClory Bike Path passes through town.
RestaurantsNights outNear the lakeHistoric architectureTrails and biking
The homes
What you'll find.
Arts and Crafts bungalows and older frame houses on the side streets, brick storefronts with apartments above, and newer homes and townhomes in the Fort Sheridan neighborhood.
Single-family homesBungalowsTownhomesApartments over shops
Getting around
How far is everything?
Metra stops at Highwood and Fort Sheridan stations on the Union Pacific North (UP-N) line, toward downtown Chicago. Green Bay Road is the main street, and US 41 (Skokie Highway) runs just west of the city.
Straight-line miles. Tap one to draw it on the map. No train times; check Metra for schedules.
Places to know
Start here.
- Food and drinkDowntown HighwoodBlocks of restaurants and bars along Green Bay Road near the station.
- LandmarksFort Sheridan Historic DistrictThe former Army post's 1890s buildings and water tower, a National Historic Landmark district.
- ParksFort Sheridan Forest PreserveLake County forest preserve on the old post, with lakeshore trails.
- ParksEverts ParkThe downtown park beside the library, used for summer concerts and markets.
For sale now
On the market in Highwood.
Live from MRED through our home search. ASG listings open their own page; the rest open in our home search. Sources
Nearby
Around Highwood.
Questions
Good to know.
What is Highwood known for?
Highwood is a small city between Highland Park and Lake Forest whose compact downtown along Green Bay Road is packed with restaurants and bars. Fort Sheridan, the former Army post on the lake, sits just to the north and east, and part of it is now within the city.
What kind of homes are in Highwood?
Arts and Crafts bungalows and older frame houses on the side streets, brick storefronts with apartments above, and newer homes and townhomes in the Fort Sheridan neighborhood.
How do you get to Chicago from Highwood?
Highwood is about 24 miles from the Loop as the crow flies. Metra stops at Highwood and Fort Sheridan stations on the Union Pacific North (UP-N) line, toward downtown Chicago. Green Bay Road is the main street, and US 41 (Skokie Highway) runs just west of the city.
Which school districts serve Highwood?
Most of Highwood is served by North Shore School District 112 and Township High School District 113. District lines do not always follow town lines, so check the district for any address. We do not rank schools; the Illinois Report Card has each school's own data, and we're happy to look one up with you. Open the Report Card.
What towns are near Highwood?
The closest towns with our guides are Highland Park, Deerfield, Bannockburn and Lake Forest.
Looking in Highwood?
Let us show you around.
Our agents know Highwood street by street. Tell us what you're after and we'll line up the homes, on the market and off it.
Sources
Written by our team from public sources. Places change; call ahead.
- Homes for sale
- Live MRED listings, distributed by MLS GRID.
- News
- Google News, linked to each outlet.
- Boundaries
- U.S. Census Bureau, TIGERweb
- Metra
- Metra. Distances are straight-line.
- Schools
- We don't rank schools: Illinois Report Card
Photo credits 4
- Downtown Highwood Etombari, CC BY-SA 4.0
- Rosewood Beach, Highland Park Ronincmc, CC BY-SA 3.0
- Deerfield Square Retail Thriller, CC BY-SA 4.0
- Market Square, Lake Forest Teemu008, CC BY-SA 2.0
Photos from Wikimedia Commons, under the licenses shown.
Listings are deemed reliable but not guaranteed. We describe places, homes and transit, not the people who live there.


