Highland Park Homes for Sale and Rent
North Shore Chicago
Highland Park is an affluent North Shore community of homes 25 miles to downtown Chicago. As one of the larger communities, you will find many homes on stunning multiple acres with landscaped gardens and pools, offering riparian rights, private beaches, and views of Lake Michigan. The homes range from 1890 classics by Holabird & Root to modernist designs perched on bluffs by distinguished architect Tony Grunsfeld. LEARN MORE

Explore Homes for Sale in Highland Park
$750,000 - $1,000,000 |
$1,000,000 - $2,000,000 |
$2,000,000 - $3,000,000 |
$3,000,000 - $5,000,000 |
$5,000,000 - $10,000,000 |
Over $10,000,000 |
86 Prospect Avenue, Highland Park, IL - $5,199,000
757 Baldwin Road, Highland Park, IL - $2,195,000
2448 Tennyson Lane, Highland Park, IL - $900,000
1365 Sheridan Road, Highland Park, IL - $1,529,000
1910 Old Briar Road, Highland Park, IL - $1,475,000
2545 Highmoor Road, Highland Park, IL - $875,000
2090 Painters Lake Road, Highland Park, IL - $1,195,000
3090 Warbler Place, Highland Park, IL - $950,000
2021 Old Briar Road, Highland Park, IL - $1,649,000
1920 Emerald Woods Lane, Highland Park, IL - $1,750,000
2124 Tennyson Lane, Highland Park, IL - $975,000
23 Scott Loop, Highland Park, IL - $2,199,000
670 Crofton Avenue, Highland Park, IL - $1,350,000
1887 Cooper Lane, Highland Park, IL - $999,900
2040 Kipling Court, Highland Park, IL - $1,130,000
340 North Deere Park Drive W, Highland Park, IL - $1,500,000
2625 Mavor Lane, Highland Park, IL - $1,350,000
201 Moraine Road, Highland Park, IL - $3,950,000
Among the lakefront communities on the North Shore, downtown Highland Park offers the most diverse shopping, dining, and personal care choices in a village setting. There are many professional services in the district and the Highland Park Hospital, the Library, the Art Center, and the North Shore Yacht Club are within walking distance.There are four Metra stations and the Pace bus system connects Highland Park to the network of trains in and around Chicago.
Highland Park is renowned for its excellent schools including North Shore School District 112 featuring one PreK, eight elementary schools,and three middle schools. LEARN MORE
Highland Park High School, rated above the state average in key measures of college and career readiness, is in Township High School District 113 LEARN MORE
There are 22 private schools within five miles of Highland Park LEARN MORE
The Park District of Highland Park is home to 4 beaches, 34 parks, a racquet club, an ice arena, a golf course, water sports, a nature trail ideal for cross country skiing, and so much more. LEARN MORE
Explore North Shore Homes by Community
The North Shore Chicago listings on this page include Highland Park IL homes for sale. The property listings are updated as soon as they hit the market with new Highland Park homes for sale and rent. Start your home search and schedule showings online or to learn more about Highland Park and Chicago's North Shore call 312.961.6212
The data relating to real estate for sale on this website comes in part from the Broker Reciprocity program of Midwest Real Estate Data LLC. Real Estate listings held by brokerage firms other than Sotheby's International Realty are marked with the Broker Reciprocity logo or the Broker Reciprocity thumbnail logo (a little black house) and detailed information about them includes the names of the listing brokers. Some properties which appear for sale on this website may subsequently have sold and may no longer be available. The information being provided is for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information deemed reliable but not guaranteed. Many homes contain recording devices, and buyers should be aware they may be recorded during a showing.
Listing information last updated on January 27th, 2023 at 4:38pm CST.