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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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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
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Photo of Listing #12017923

664 West Lincoln Avenue, Highland Park, IL - $1,398,000

Residential, Detached Single
  • 4 Beds
  • 5 Baths
  • 3,932 SQFT
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Move Right In To This Stunning Greystone Built Nantucket Inspired Home. The Front Porch Warmly Welcomes You Into A Picture Perfect Home Which Boasts 5 Bedrooms (4 Upstairs, 1 In The Basement) And 4.5 Baths (1 Full Bath In The Basement). As You Mak...

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Photo of Listing #12017795

485 Lincoln Avenue W, Highland Park, IL - $1,248,000

Residential, Detached Single
  • 5 Beds
  • 5 Baths
  • 3,800 SQFT
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From The Moment You Arrive At This Gracious Arts And Crafts Styled Home You Will Be Captivated By The Grand Feel And Updated Charm Of This Truly Special Home. Step In To The Enclosed Foyer Which Is Enveloped In A Luxurious Grass Cloth Wall Coverin...

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Photo of Listing #11976010

368 North Deere Park Drive E, Highland Park, IL - $2,295,000

Residential, Detached Single
  • 6 Beds
  • 7 Baths
  • 6,449 SQFT
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Classic Tudor Home Located In Prime North Deere Park Location With Never-ending Ravine Views And Private Beach Access. The First Floor Has Been Recently Updated With New High-end Kitchen, Dining Room, Expansive Great Room With All New Dramatic Flo...

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Photo of Listing #12029965

2340 Woodpath Lane, Highland Park, IL - $1,450,000

Residential, Detached Single
  • 6 Beds
  • 6 Baths
  • 5,596 SQFT
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Breathtaking Ravine Views Surround This 7 Bedroom, 5 Full And 1 Half Bath Home On A Private Half Acre Wooded Lot In Prime East Highland Park Location. This Custom Home Is Flooded In Natural Light, Has The Perfect Open Floor Plan And Offers High-en...

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55 Prospect Avenue, Highland Park, IL - $5,250,000

Residential, Detached Single
  • 5 Beds
  • 8 Baths
  • 9,000 SQFT
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This Finely Crafted Beach Home Could Never Be Built For This Price Today Set On 1.5 Acres By Top Shelf Luxe Builder Mike Wojcik And Marvin Herman Architecture. Equipped With An Elevator To All Floors, This Finely Crafted Masterpiece Delivers The ...

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Photo of Listing #12027941

1512 Sheridan Road, Highland Park, IL - $1,795,000

Residential, Detached Single
  • 6 Beds
  • 7 Baths
  • 5,599 SQFT
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Totally Renovated Stately Home In Prime East Highland Park Location. This 6, 4.2 Bath Home Combines Classic Old World Charm With Modern High End Finishes. Enter Into Tiled Vestibule With Coat Closet. Front Foyer Opens To Large Living Room With Fir...

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1340 Hiawatha Court, Highland Park, IL - $1,050,000

Residential, Detached Single
  • 4 Beds
  • 5 Baths
  • 4,256 SQFT
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Dramatic Two Story Entry Sets The Tone Of This Gorgeous Updated Home, Ready To Be Moved Right Into. Light Colored Bleached Hardwood Floors, White Kitchen With New Appliances, Modern Architectural Detail Around The Fireplace In Great Room. Perfect ...

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1251 Hilary Lane, Highland Park, IL - $1,039,900

Residential, Detached Single
  • 4 Beds
  • 5 Baths
  • 4,500 SQFT
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First Floor Master....awesome First Floor Open Floor-plan Ideal For Those Wanting To Live Easy. Incredible Backyard Vistas Of The Tranquil Pond Provide The Perfect Private Setting From Walk Out Deck. Soaring Ceilings, Double Atrium Foyer With Casc...

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1025 Court Avenue, Highland Park, IL - $1,249,000

Residential, Detached Single
  • 4 Beds
  • 5 Baths
  • 3,140 SQFT
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Experience The Epitome Of Luxury And Convenience In This Newer Construction 5 Bedroom, 4.5 Bath Urban Residence, Perfectly Situated In The Heart Of Highland Park. Embrace The Vibrant, Walkable Community With Everything At Your Fingertips- From Chi...

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155 South Deere Park Drive, Highland Park, IL - $1,900,000

Residential, Detached Single
  • 3 Beds
  • 4 Baths
  • 3,500 SQFT
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This Spectacular Mid-century Ranch Provides A Once In A Lifetime Opportunity To Live In A Work Of Art Designed By Renowned Architect Samuel Marx. Situated On 1.6 Acres In A Private Location At The End Of A Cul-de-cac In East Highland Park's Sought...

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1550 Museum Drive, Highland Park, IL - $1,750,000

Residential, Detached Single
  • 4 Beds
  • 5 Baths
  • 6,500 SQFT
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Newer Construction 2018 Extra Wide Ranch With High Ceilings, Luxurious Appointments, And Beautiful Sun Exposure. This 4 Bedroom 4.1 Bath Home (+2 Potential Bedrooms Below Grade) Features Hardwood Floors And Architectural Ceilings Throughout. State...

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1502 Sheridan Road, Highland Park, IL - $875,000

Residential, Detached Single
  • 5 Beds
  • 4 Baths
  • 3,468 SQFT
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Multiple Offers Were Received. The Highest And Best Is Due By April 15 At 3 Pm. Calling All Contractors, Remodelers, And Visionary Buyers Ready For A Rewarding Project. Seize The Opportunity To Rejuvenate This Exceptional Highland Park Home T...

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41 South Deere Park Drive, Highland Park, IL - $3,600,000

Residential, Detached Single
  • 8 Beds
  • 8 Baths
  • 10k SQFT
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Proposed New Construction. Once In A Lifetime Opportunity To Build Your Dream Home On This Spectacular Lakefront Lot. Large Approx. 1.5 Acre Lakefront Lot Next To The Lake Shore Country Club On The Glencoe Highland Park Border. At The End Of The E...

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45 South Deere Park Drive, Highland Park, IL - $3,000,000

Residential, Detached Single
  • 6 Beds
  • 11 Baths
  • 8,000 SQFT
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Proposed New Construction. Once In A Lifetime Opportunity To Build Your Dream Home On This Spectacular Lake Front Lot. Just Across The Lake/cook Line With Over 125 Feet Of Lake Frontage And The Only Swimming Pool On The Lake In The Entire North Sh...

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1976 Northland Avenue, Highland Park, IL - $925,000

Residential, Detached Single
  • 4 Beds
  • 4 Baths
  • 2,452 SQFT
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This Completely Renovated (rebuilt In 2015) Home, With Beautiful Finishes Throughout, Sits On A Professionally Landscaped Corner Lot In The Sherwood Forest Neighborhood. The Living Room Has Vaulted Ceilings, Recessed Lighting, A Bay Window Seat An...

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87 Ridge Road, Highland Park, IL - $924,900

Residential, Detached Single
  • 4 Beds
  • 4 Baths
  • 3,000 SQFT
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Step Into Luxury With This Beautifully Renovated 4 Bedroom, 3.5 Bath Colonial Home Offering A Spacious Open Floor Plan And Contemporary Finishes. The Gourmet Kitchen Is A Chef's Dream, Featuring Sleek Quartz Counters, A Generously Sized Quartzite ...

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1146 Marion Avenue, Highland Park, IL - $1,050,000

Residential, Detached Single
  • 3 Beds
  • 4 Baths
  • 3,534 SQFT
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Welcome To 1146 Marion Ave, A Beautiful New Construction Home In Highly Desirable Suburb Of Highland Park. This All New All Brick Construction Home Is Located In A Wonderful Location, Right Across From Northmoor Country Club And Just A Block Away...

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111 Cary Avenue, Highland Park, IL - $2,499,000

Residential, Detached Single
  • 6 Beds
  • 6 Baths
  • 7,900 SQFT
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Ideally Located On One Of East Highland Park's Most Coveted Streets, This 1915 English Manor Home Designed By Mead And Johnson Offers Expansive Indoor And Outdoor Living Space On 1.5 Acres. Substantially Renovated With Over $500,000 Of Enhancement...

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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 April 27th, 2024 at 3:23am CDT.