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Highland Park Homes for Sale and Rent

North Shore Chicago

Is it a buyer's or seller's market for Highland Park Homes? Learn more

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

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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
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Photo of Listing #12083534

1064 Livingston (lot 3) Avenue, Highland Park, IL - $1,424,900

Residential, Detached Single
  • 4 Beds
  • 4 Baths
  • 2,900 SQFT
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Mcnaughton Development Brings Their Luxury Finishes To Highland Park In This 10 Lot Subdivision Hidden Oak. This Essex Features Luxury Finishes Throughout The Home! Designed With Custom Cabinetry, Quartz Counter Tops Throughout, Fireplace, Solid ...

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Photo of Listing #12079506

2111 Malory Lane, Highland Park, IL - $1,325,000

Residential, Detached Single
  • 4 Beds
  • 4 Baths
  • 4,199 SQFT
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Welcome To This Exceedingly Well Maintained Sprawling Ranch Home In The Sought After High Ridge Neighborhood. This Stone And Mostly Brick Midcentury Modern Like Home, Of Approximately 4,200 Square Feet Of Living Space, With Another Approximately 4...

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Photo of Listing #12073079

2735 Kelly Lane, Highland Park, IL - $1,749,000

Residential, Detached Single
  • 5 Beds
  • 7 Baths
  • 8,169 SQFT
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Custom-built And Meticulously Maintained By The Original Owner, This Exquisite Home Sits On Approximately 2 Acres In A Gated Enclave. Nestled At The End Of A Cul-de-sac, The Residence Spans 8,169 Square Feet Across The First And Second Floors. The...

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Photo of Listing #12081945

493 Hazel Avenue, Highland Park, IL - $3,250,000

Residential, Detached Single
  • 6 Beds
  • 7 Baths
  • 7,640 SQFT
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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 Plus 2330 Sq Ft In The Finished Walkout Basement, It Boasts Ba...

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Photo of Listing #12080431

140 Hazel Avenue, Highland Park, IL - $1,375,000

Residential, Detached Single
  • 4 Beds
  • 3 Baths
  • 2,600 SQFT
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Beautiful ( Complete Gut Renovation ! ) Timeless Red Brick 4 Bed 2.5 Bath Home Situated On Spectacular Private & Serene Location Of This Absolutely Gorgeous 1/2 Acre Lot! 1 Block To Millard Park And Lake Michigan Shoreline And Just A Few Blocks Fr...

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Photo of Listing #12074698

124 Ravinoaks Lane, Highland Park, IL - $1,649,000

Residential, Detached Single
  • 5 Beds
  • 5 Baths
  • 3,908 SQFT
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Spectacular 5 Bed 4.1 Bath Home Located East Of Sheridan Road, Less Than A Block From The Lake In East Highland Park. With Soaring Ceilings, A Flexible Floor Plan And Tons Of Natural Light, This Contemporary Home Is Great For Entertaining And Livi...

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Photo of Listing #12078686

55 Winona Road, Highland Park, IL - $860,000

Residential, Detached Single
  • 4 Beds
  • 5 Baths
  • 4,994 SQFT
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Bring Your Remodeling Ideas To This One Of A Kind Contemporary Home. Property Backs To A Private And Secluded Forest Area. Open And Expansive Floor Plan. Soaring 2-story Family Room With Plenty Of Natural Lighting Throughout. 4 Spacious Bedrooms ...

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429 Groveland Avenue, Highland Park, IL - $1,180,000

Residential, Detached Single
  • 5 Beds
  • 5 Baths
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Great Opportunity! Custom Built 4332 Sq Ft. Stunning Classic Midcentury Ranch In East Highland Park On 1/2 Acre Designed By Prominent Architect Henry Newhouse. Beautiful Natural Materials-wood, Stone Walls, Glass And Marble Throughout Are Excepti...

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375 Vine Avenue, Highland Park, IL - $1,995,000

Residential, Detached Single
  • 5 Beds
  • 7 Baths
  • 4,195 SQFT
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Exquisite New Construction Home Situated In The Midst Of A Picturesque Tree-lined Street In The Heart Of Highland Park And Makes A Statement At First Glance! This Elegant 6 Bd, 6.5 Bath Center Entry Offers 4 Levels Of Living Space, Classic Archite...

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1145 Lincoln Avenue S, Highland Park, IL - $965,000

Residential, Detached Single
  • 4 Beds
  • 4 Baths
  • 2,900 SQFT
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What An Oportunity To Refurbish Or Build New On One Of East Highland Park's Premiere Streets! This Classic 1920's Home On 1/2 Acre Exudes Character And Charm Throughout With High Ceilings, Generous Sized Rooms, French Doors, And Wonderful Natural ...

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891 Half Day Road, Highland Park, IL - $837,000

Residential, Detached Single
  • 4 Beds
  • 3 Baths
  • 3,316 SQFT
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Welcome Home To This Exquisite 4-bedroom, 3-bathroom Residence Boasting Upscale Finishes And Top-of-the-line Amenities. Constructed In 2020, This Residence Exemplifies Modern Elegance And Functionality. As You Enter, You'll Be Captivated By The R...

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189 Oak Knoll Terrace, Highland Park, IL - $1,099,000

Residential, Detached Single
  • 4 Beds
  • 4 Baths
  • 2,900 SQFT
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Location, Location, Location! Steps From Lake Michigan, Discover A Home That Embodies Elegance And Modernity In The Rarely Available Heart Of East Highland Park's Braeside. This Newly Revitalized Property Offers A Luxurious Living Experience With ...

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2340 Woodpath Lane, Highland Park, IL - $1,350,000

Residential, Detached Single
  • 6 Beds
  • 6 Baths
  • 6,038 SQFT
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Stunning, Contemporary Stucco Home With Walls Of Windows, Soaring Ceilings And Dramatic Ravine Views! This Beautiful Home Is Situated Down A Long, Private Drive On A Serene .6 Acre Lot In The Heart Of The Community. Designed By Becker Architects A...

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177 Indian Tree Drive, Highland Park, IL - $1,150,000

Residential, Detached Single
  • 4 Beds
  • 4 Baths
  • 4,400 SQFT
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Welcome To Your Dream Home In The Highly Coveted Braeside Neighborhood Of Highland Park! This Stunning 4-bed, 2 Full, 2 Half Bathroom House Perfectly Blends Modern Updates With Classic Charm. As You Approach The Home, You'll Appreciate The Large F...

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3392 Dato Avenue, Highland Park, IL - $1,750,000

Residential, Detached Single
  • 4 Beds
  • 5 Baths
  • 3,424 SQFT
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Welcome To A One-of-a-kind Masterpiece In The Heart Of Highland Park, Built In 2020. This Exceptional Residence Showcases Unparalleled Creativity And Luxury, With Every Detail Meticulously Designed By The Owners. Begin Your Journey Through A Truly...

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319 Cedar Avenue, Highland Park, IL - $1,395,000

Residential, Detached Single
  • 6 Beds
  • 6 Baths
  • 4,500 SQFT
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House Went Under Contract In The Private Network. Captivating Full Renovation Of This Beautiful New England Colonial Home Set Back On Exquisite, Landscaped Property. Custom Brick Entry With Extra-large Circular Driveway. Breakfast Room Opens To P...

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22 Lakeview Terrace, Highland Park, IL - $2,600,000

Residential, Detached Single
  • 4 Beds
  • 4 Baths
  • 3,267 SQFT
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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 ...

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1490 Ridge Road, Highland Park, IL - $1,890,000

Residential, Detached Single
  • 5 Beds
  • 5 Baths
  • 3,770 SQFT
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Nestled On Just Under An Acre Of Lush Land, 1490 Ridge Rd Is The Epitome Of Luxury Living In The Sought-after Sherwood Forest Neighborhood Of Highland Park. A Majestic 400-foot Private Driveway Guides You To The Circular Entrance, Unveiling This E...

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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. 

 Here are the main school districts in Highland Park:

District 112 serves Highland Park and parts of Highwood. It includes several elementary schools and two middle schools:

  1. Township High School District 113: Township High School District 113 serves both Highland Park and neighboring Deerfield. It operates two high schools:

    •  Highland Park High School offers a comprehensive educational program for students in grades 9-12. It provides a wide range of academic courses, extracurricular activities, and sports teams.
    • Deerfield High School: Deerfield High School is located in Deerfield, but it serves a portion of Highland Park. It also offers a strong academic program and various extracurricular opportunities.

 Private schools near Highland Park:

Browse Highland Park Homes to Rent

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

 

 

 

Midwest Real Estate Data LLC Logo 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 June 14th, 2024 at 3:37am CDT.