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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 #12118021

295 Charal Lane, Highland Park, IL - $849,000

Residential, Detached Single
  • 4 Beds
  • 3 Baths
  • 2,260 SQFT
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Many Updates To This 4 Bed, 2.5 Bath Classic Braeside Colonial Home, Located On Cul-de-sac Street! New Kitchen In 2020 With Breakfast Area And Built-in Seating With Todays Desirable Finishes (white Shaker Cabinets, Quartz Counter Tops, Subway Tile...

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Photo of Listing #12120136

757 Marion Avenue, Highland Park, IL - $995,000

Residential, Detached Single
  • 5 Beds
  • 6 Baths
  • 3,172 SQFT
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A True Braeside Gem - Modernized Georgian Colonial On A Deep Fenced In Lot With Four Bedroom - Three Bathroom Upstairs. Meticulously Maintained And Updated Both Cosmetically And Mechanically. Walk In And Be Stunned By An Inviting Formal Living Roo...

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Photo of Listing #12111462

610 Crofton Avenue S, Highland Park, IL - $1,099,000

Residential, Detached Single
  • 3 Beds
  • 3 Baths
  • 2,564 SQFT
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A True Treasure! A One-of-a-kind Home With A Spectacular Backyard Patio, Unparalleled Landscaping And Views That Conjure The Beauty, Privacy And Peacefulness Of A Vacation Oasis On Lakefront Property. This Magnificent Three-bedroom, Maintenance-fr...

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Photo of Listing #12117484

640 Crofton Avenue, Highland Park, IL - $1,350,000

Residential, Detached Single
  • 2 Beds
  • 2 Baths
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Rarely Available Updated One Story Living In This Maintenance Free Edgewood Homes On The Water. This 2 Bedroom+ Den, 2 Bath Home Has Been Upgraded With Sub Zero, Kitchenaid, Bosch Appliances, Quartz Counters, And Custom Cabinets. Kitchen With Brea...

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2111 Malory Lane, Highland Park, IL - $1,225,000

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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2021 Old Briar Road, Highland Park, IL - $2,399,000

Residential, Detached Single
  • 4 Beds
  • 5 Baths
  • 3,400 SQFT
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Sprawling, Modern, One Of A Kind Ranch On A 1/2 Acre Corner Lot. Unique, Does Not Even Describe The Interior And Exterior Finishes. Windows, Interior And Exterior Doors, Tiles Imported From Europe. Open Floor Plan Consists Of 3400 Sf On The Main ...

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2244 Tennyson Lane, Highland Park, IL - $1,450,000

Residential, Detached Single
  • 6 Beds
  • 7 Baths
  • 7,740 SQFT
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Spacious Home With Fabulous Floor Plan. This Home Can Be Contemporary Or Transitional. Newer Flooring On Much Of The 1st Floor, All New Carpeting On 2nd Floor. Grand Foyer Has Limestone Floors And Soaring Ceiling. A True Cook's Kitchen With Island...

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1649 Ravine Terrace, Highland Park, IL - $4,250,000

Residential, Detached Single
  • 5 Beds
  • 6 Baths
  • 9,269 SQFT
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Welcome To 1649 Ravine Terrace - An Unparalleled Expression Of Modern Luxury Living In East Highland Park. Just Completed, This New Construction Masterpiece Spans Over 9,000 Square Feet And Redefines Opulence Set On 1.53 Acres Offering The Best Of...

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515 Ravine Drive, Highland Park, IL - $975,000

Residential, Detached Single
  • 4 Beds
  • 3 Baths
  • 3,447 SQFT
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1st Time On The Market, This 4 Bedroom, 2.5 Bathroom Custom Built Home On One Of East Highland Park's Most Sought-after Streets Has Almost 4,400 Square Feet Of Total Living Space On A 0.6 Acre Corner Lot. This One-of-a-kind Home Is Infused With...

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390 Hazel Avenue, Highland Park, IL - $1,599,000

Residential, Detached Single
  • 5 Beds
  • 7 Baths
  • 5,026 SQFT
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Sip Lemonade On Your Veranda And Enjoy The Classic Georgian Charm Of This Stunning Residence, Nestled On Nearly An Acre In The Heart Of East Highland Park. This Beautiful And Gracious Home Spans Three Stories Plus A Huge Finished Basement, Offerin...

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50 Macarthur Loop, Highland Park, IL - $1,475,000

Residential, Detached Single
  • 4 Beds
  • 6 Baths
  • 4,385 SQFT
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Preserve With A View Meets 21st-century Highland Park. Lovingly Updated, No Expense Spared For The New Stewards Of This Historic Lieutenants Mansion In The Fort Sheridan Subdivision With Views Of Lake Michigan And The Ravine. The Recently Updated ...

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767 Edgewood Road, Highland Park, IL - $1,325,000

Residential, Detached Single
  • 3 Beds
  • 4 Baths
  • 2,760 SQFT
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Contemporary Ranch In A+ Location. Grand And Dramatic Foyer Opens To Large Living Room With Fireplace, Vaulted And Beam Ceiling. Open Floor Plan With Very Large Rooms For Entertaining. The Chef's Kitchen With Spacious Eating Area, Desk, Ample ...

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2491 Augusta Way, Highland Park, IL - $1,050,000

Residential, Detached Single
  • 3 Beds
  • 3 Baths
  • 3,220 SQFT
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Multiple Offers Received That Are Over List Price. Highest And Best Due By Monday, 7/1 By 11am. Turnkey Contemporary 3 Bedroom Plus Office/den, 2.5 Bath Ranch Home With A 3-car Garage Located In Desirable Legacy Club. Sun-filled Entry Opens To A S...

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144 Sheridan Road, Highland Park, IL - $1,349,000

Residential, Detached Single
  • 4 Beds
  • 4 Baths
  • 4,258 SQFT
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This Stunning Braeside Residence Has Been Expanded And Meticulously Updated, Featuring An Updated Kitchen That Perfectly Blends Classic Architecture With Modern Living. Constructed With Robust Concrete And Steel, The Home Features A Stone And Stuc...

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1748 Wildrose Court, Highland Park, IL - $1,450,000

Residential, Detached Single
  • 5 Beds
  • 6 Baths
  • 4,655 SQFT
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There Is Absolutely Nothing Like This On The Market! Take A Look At This Stunning Contemporary Custom Brick And Cedar Stately Home In The Highly Sought After Hybernia. Hybernia Is A Single Family Home Neighborhood Built In The Mid 1990s By Red Sea...

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940 Brittany Road, Highland Park, IL - $1,550,000

Residential, Detached Single
  • 5 Beds
  • 6 Baths
  • 4,248 SQFT
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Discover The Epitome Of Modern Elegance And Comfort In This Exquisitely Maintained Custom Home. The Gourmet Kitchen Is A Chef's Paradise, Boasting Premium Stainless Steel Appliances, Including A Separate Sub-zero Refrigerator And Freezer, Italian ...

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41 Scott Loop, Highland Park, IL - $1,799,000

Residential, Detached Single
  • 6 Beds
  • 7 Baths
  • 7,654 SQFT
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Step Into Luxury And Tranquility In The Beautifully Renovated And Expanded Captain Mansion Nestled In The Historic Fort Sheridan Neighborhood. This Newly Refreshed 6-bedroom, 6.5-bathroom Home Offers A Spacious 7654 Square Feet Of Living Space, Pr...

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Photo of Listing #12089566

168 Lakewood Place, Highland Park, IL - $1,495,000

Residential, Detached Single
  • 5 Beds
  • 5 Baths
  • 3,465 SQFT
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Discover This Stunningly Updated 5-bedroom, 4.1-bath Home In East Highland Park, Just Steps From The Lake With Private Street Beach. The Beautifully Reimagined Floor Plan Features A New Kitchen That Opens To A Spacious Living Area, Overlooking A P...

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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 July 27th, 2024 at 4:08am CDT.