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 | Over $10,000,000 |
Spectacular Private Resort Like Living On Expansive 2.6 Acres. The Home Boasts 10,000 Square Feet Of Distinctive Luxury Living. The Entry Opens To Reveal A Grand Foyer With Vaulted Ceilings. Beautifully Updated Kitchen Leads To Magnificent Outdoor...
Rstudio Design Group Is Excited To Present A Beautifully Transformed Residence. This Brick Home With A Central Entrance Is Situated On A 1+ Acre Lot, Featuring A Huge Yard, A Swimming Pool, And A 7-car Garage. The House Boasts 5 Bedrooms And 6.1 ...
Nestled In The Sought After Enclave Of Ravinia In Highland Park, This Very Spacious Split Level Home Is Sited On Almost One-half Acre! The Five-bedroom And Four-and-one-half Bath Contemporary Beckons The Buyer With Grand Entrance And Open Floor Pl...
Rarely Available Nearly One Acre Of Land With 100' Of Private Beach. Build Your Dream Home Or Renovate An Existing Structure On This Beautiful Riparian Lakefront Property In Prime East Highland Park. Experience The Epitome Of Lakeside Living In Th...
Stunning Gut Rehab In Highland Park's Very Desirable Sherwood Forest Neighborhood! Two-story Entrance With A Stunning Staircase. Spacious, Sun-filled Great Room W/ Gorgeous Shaw Hardwood Floors. Natural Sunlight Galore! Kitchen Features An Oversiz...
Stunning Contemporary 3 Bedroom, 2 1/2 Bath Ranch Home Located On Cul-de-sac Street In Desirable Legacy Club. Formal Entry With Stepped Tray Ceiling And Cove Lighting Opens To Spacious Sunlit Great Room With Vaulted Ceiling, 6 Skylights, 3 Sets Of...
Stunning Sun-drenched 6 Bedroom, 7 Full & 2 Half Bath Limestone And Stucco Contemporary Home Located Steps From Rosewood Beach In Desirable Braeside Neighborhood. Volume Ceilings, Walls Of Windows, Open Floor Plan And Indoor Pool With Spa Make Thi...
Brand-new Unique And Modern Construction On 1.76 Acres 7000 S.f. Of Living Space. This House Will Meet All Your Needs With Customizable Living Space With Abundant Natural Light. Impressive Foyer Highlights The Impressive Building With A Breathe-t...
Lake Front Living At Its Finest! 3/4 Of An Acre With A Large Amount Of Table Land, Lower Terrace And Stairs Leading Down To Beach. Located At End Of Dead End Street. Classic Lannon Stone House With Many Windows With Views Of The Lake. Ideal Front ...
Discover The Perfect Blend Of Comfort, Space, And Location In This Stunning 4 Bedroom, 2 Bathroom Located In The Highly Desirable East Highland Park Braeside Community, Situated Along The Prestigious Sheridan Road.. Completely Renovated In 2014, ...
Spectacular 9300+ Sq Ft (finished Space) Red Rock Built Home On Half Acre Close To Everything. Hardwood Flooring Throughout, Featuring A Wine Room, Theatre, Basketball/pickle Ball/badmitten/volleyball Sport Court In Lower Level With 20' Ceilings A...
Welcome To 100 Lakewood Place. One Of East Highland Park's Most Sought After Locations. So Much Curb Appeal For This Enchanting Tudor Style Home. Lovingly Renovated In 2006. Located On More Than One-half Acre, This Private And Serene Ravine Pr...
This Thoughtfully Designed Proposed New Construction Is A True Modern Architectural Masterpiece That Exudes Sophisticated Style And Design. This Home Sits On A Fabulous .91 Acre Lot Surrounded By Many Magnificent Homes. As You Step Inside, You'l...
Welcome To This Exceptional Highland Park Residence, A True Architectural Masterpiece That Seamlessly Combines Elegance And Functionality. This Stunning Home, With Its Open, Bright, And Welcoming Atmosphere, Offers A Perfect Blend Of Luxury And Pr...
Tranquil Privacy Abounds In This Sprawling Cape Cod Home On An Acre Located On The Most Coveted Street In East Highland Park. The Residence/property Is Perfect For Entertaining And Hosting Large Gatherings. This 4 Bedroom, 4 Full Bath And 1 Half B...
Must See Gem!!!!! Rarely Available!!!!! One Level Living!!!!! No Stairs!!!!three Bedrooms, 2 Bathrooms. Modern, Ranch Style Home In Highland Park. Solid Construction. Totally Secluded. Nearly 2 Acres In Highland Park. Think Of The Possibilities!!!...
Welcome To This Newer Custom Home On A Gorgeous Wooded Lot In The Coveted Highlands Neighborhood. The All Brick And Stone Exterior With A New Cedar Shake Roof, And Circular Driveway Hints To The Quality Of This Home. From The Moment You Step Ins...
Ravinia School District!! Awesome Newer Construction Custom Built Home With A Spacious And Open Floor Plan! Hardwood Floors Through Out. Large Eat-in Kitchen With Huge Island, High End Appliances, Abundant Cabinetry, Walk-in Pantry & Butler's Pan...
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 December 8th, 2023 at 12:38pm CST.
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