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
| $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 |
This Is The One You Have Been Waiting For! Located In East Highland Park On More Than 1.2 Acres. Breathtakingly Renovated This Year With Winding, Wooded Drive Leads To This Beautiful Custom Brick Home Designed To Take Advantage Of The Spectacular,...
Why Would You Want Ordinary When You Can Have Extraordinary! This Stunning And Majestic Brick Home Sits On Over An Acre In The Heart Of Highland Park And Features A 40' Indoor Pool With A Wall Of Glass That Opens To The Outdoors! Over 7600 Sq Ft P...
Welcome To This Stunning Mid-century Split-level Home, Completely Rebuilt From Top To Bottom, Situated On A Picturesque Ravine In Highland Park's Coveted Braeside School District. This Meticulously Transformed Residence Features 4 Spacious Bedroom...
Wonderfully Maintained East Highland Park Home In The Highly Desirable Braeside Neighborhood. Relax In The Huge Living Room With Amazing Natural Light And Wood Burning Fireplace. Large Eat-in Kitchen With Incredible Storage And Counter Space. Se...
Just In Time For The New Year! Come See This Golf Course-adjacent Newer Home In The Heart Of Highland Park. This Gorgeous Home Has The First Floor Master And Open Kitchen/dining/living Floorplan You've Been Looking For. Crown Molding And Hardwood ...
This House Has Been Loved And Well Maintained For The Last 32 Years! Four Bedrooms And 3 Full Baths Upstairs, Large Family Room Addition On First Floor With Separate Dining And Living Room. Attached 2 Car Garage Leads In To Mudroom Off Kitchen Bre...
Exquisite Turn-key Ravine Backed Home Impeccably And Expertly Updated And Maintained By Builder-owner On Coveted East Highland Park Street With Private Beach Rights. This Home Has Been Renovated Inside And Out From 2015 To Present With 3 Updated ...
Exquisite Highland Park Sprawling Ranch Setting With 4-bedrooms Plus 4-bathrooms That Has 4,800sf Overlooking Pond That Rests On 14.6+/-acres To Develop Subdivision That's Near Retail Corners & Major Hwys.
Mcnaughton Development Brings Their Luxury Finishes To Highland Park In This 10 Lot Subdivision Hidden Oak. This Astoria Features Luxury Finishes Throughout The Home! Designed With Custom Cabinetry, Quartz Counter Tops Throughout, Fireplace, Soli...
Mcnaughton Development Brings Their Luxury Finishes To Highland Park In This 10 Lot Subdivision Hidden Oak. This Classic Essex Ranch Features Luxury Finishes Throughout The Home! Designed With Custom Cabinetry, Quartz Counter Tops Throughout, Fir...
Value Is In The Land. Attention Builders. The Survey Is Attached Under "additional Information". An Amazing Opportunity To Build A 7,538 Sq.ft Home On A Private Road With Close Proximity To Lake, Ravinia Train Station, Ravinia Festival And The D...
This Stunning 3-bedroom, 3-bathroom Prairie-style Home Is Nestled In The Sought-after East Highland Park Neighborhood. The Spacious Rooms Are Enhanced By Gorgeous Woodwork, A Grand Wood-burning Fireplace, And A Sun-filled Family Room. The Home Boa...
Discover A Rare Gem On Central Ave-this Stunning Victorian Historic Landmark Sprawls Over 4 Picturesque Acres, Just Steps From The Pristine Shores Of Lake Michigan. This Unique Property, Once Called The Cornelius Field House, Features A Beautifull...
Incredible Highland Park Location With Double-lot & Coach-house Near Metra-rail & Downtown Retail With Convenience To 41/94 Highways & Always Immaculate With Additional 5-car Parking For Possible Tenants Above Garage Is 1-bedroom & Coach-house Wil...
This Remarkable Home Is Set On A Private Lane With 1 1/2 Acres Of Land And Private Beach. This Is A One-of-a-kind Property! The Sprawling Lawn With Lovely Pool Leads To A Bluff Overlooking The Lake And The Glorious Lakefront. The Private Beach Is ...
Welcome To An Extraordinary Ranch Home In Hybernia's Maintenance-free Section, Privately Nestled At The End Of A Cul-de-sac With Serene Pond Views Extending Into Hybernia Woods. This First-time-on-market Residence, Lovingly Maintained By Its Origi...
Unique One Of A Kind Log Cabin Home On .63 Of Wooded Acre With Ravine. 5 Bedrooms, 3 Full Baths, Basement And 3 Car Heated Garage. Beamed Vaulted Ceiling Family Room With Fireplace, Fireplace In Primary Suite As Well. 2 Bedrooms Have Separate Wing...
Welcome To This Beautifully Remodeled Single-family Home, Completed In 2024, Offering A Perfect Blend Of Modern Luxury And Timeless Comfort. Situated In A Desirable Neighborhood, This 4-bedroom, 3.5-bathroom Residence Boasts A Host Of Brand-new Fe...
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.
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.
District 112 serves Highland Park and parts of Highwood. It includes several elementary schools and two middle schools:
Township High School District 113: Township High School District 113 serves both Highland Park and neighboring Deerfield. It operates two high schools:
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 20th, 2025 at 3:38pm CST.
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