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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 Over $10,000,000
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Photo of Listing #12000718

1490 Ridge Road, Highland Park, IL - $2,150,000

Residential, Detached Single
  • 5 Beds
  • 5 Baths
  • 3,770 SQFT
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Just Under One Acre| 1490 Ridge Rd | Wow Your Guests At This Marvelous, One Of A Kind Home In Sherwood Forest, Highland Park. From The Moment You Drive Up The 400 Ft Private Driveway, To The Circle Drive, You Will Be In Awe! Absolutely Stunning! 5...

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111 Cary Avenue, Highland Park, IL - $2,680,000

Residential, Detached Single
  • 6 Beds
  • 6 Baths
  • 7,900 SQFT
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Built In 1915 By Two Renowned Architects Mead And Johnson, This Stately English Manor Known As "cravardan" Is Archived In The Art Institute Of Chicago For Its Significant Architectural Achievement Reminiscent Of An English Country Manor. This Ravi...

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256 Sumac Road, Highland Park, IL - $1,099,000

Residential, Detached Single
  • 4 Beds
  • 5 Baths
  • 3,321 SQFT
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Nestled Within The Charming West Ridge Neighborhood, Discover This Delightful 1930 Red Brick Colonial, Sitting Proudly On A Third Of An Acre. The Perfect Combination Of Vintage Charm And Modern Comforts, This Home Offers The Best Of Both Worlds. S...

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930 Brittany Road, Highland Park, IL - $1,050,000

Residential, Detached Single
  • 4 Beds
  • 3 Baths
  • 3,712 SQFT
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Welcome To Your Dream Residence In The Heart Of Highland Park - A Captivating 4-bedroom, Single-family Home That Seamlessly Marries The Allure Of French Chateau-inspired Architecture With The Tranquility Of Enchanting Gardens. Nestled On A Private...

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3290 Dato Avenue, Highland Park, IL - $899,000

Residential, Detached Single
  • 4 Beds
  • 3 Baths
  • 2,994 SQFT
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This Modern Home Embodies Contemporary Elegance With A Versatile, Open Floor Plan, Walls Of Windows And Sun-drenched Rooms. The Dramatic Living Room, Boasting High Ceilings With An Elegant Fireplace And A Large Wall Of Windows, Seamlessly Connects...

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1865 Midland Avenue, Highland Park, IL - $1,699,000

Residential, Detached Single
  • 4 Beds
  • 5 Baths
  • 4,362 SQFT
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Fall In Love With This Beautifully Updated And Meticulously Maintained Home On Aprox 1/2 Acre Lot In Desirable Sherwood Forest. Attention To Every Detail In This 4 Bedroom (+1 In Basement), 4 1/2 Bath Thoughtfully Designed Custom Home. The Front P...

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200 Laurel Avenue, Highland Park, IL - $1,950,000

Residential, Detached Single
  • 5 Beds
  • 6 Baths
  • 5,215 SQFT
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Move Right In To This Wonderfully Updated And Charming 5 Bed/5.1 Bath Queen Anne Victorian Home On A 1/2 Acre Lot In East Highland Park With 3 Car Attached And Heated Garage. Set On A Highly Coveted Tree Lined Street, Only Half A Block From The La...

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1065 County Line Road, Highland Park, IL - $1,399,000

Residential, Detached Single
  • 6 Beds
  • 6 Baths
  • 5,044 SQFT
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Tastefully Updated In 2024, This Superb And Spacious 3-story Home Nestled Deep, On 1/2+ Acre Of Professionally Landscaped Lot In Desirable Braeside Of Highland Park. Completely Rebuilt And Expanded From Ground Up In 2013 To Over 5,000 Sq. Ft. Beau...

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15 South Deere Park Drive, Highland Park, IL - $1,950,000

Residential, Detached Single
  • 3 Beds
  • 6 Baths
  • 4,721 SQFT
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Grand Renovated Ranch In Coveted South Deere Park On Large Property With Private Beach Access. This 4700 Sqft. Home Features A Flexible Floor Plan, Vaulted Ceilings Throughout, And Many Recent Upgrades Such As A New Floors, Reconstructed Room Size...

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580 Rambler Lane, Highland Park, IL - $985,000

Residential, Detached Single
  • 4 Beds
  • 3 Baths
  • 3,535 SQFT
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Summer Nights Are Filled With The Sounds Of Ravinia While You Are Tucked Away On A Small, Quiet Street. Welcome To This Spectacular Stucco, Brick And Cedar Braeside Home! Featuring A First-floor Primary Bedroom, And Three Additional Bedrooms, The ...

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1428 Green Bay Road, Highland Park, IL - $999,000

Residential, Detached Single
  • 6 Beds
  • 5 Baths
  • 4,300 SQFT
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Welcome To The Heart Of Highland Park. This Sprawling 6-bed, One Has Been Set Up As An Office, 4.5-bath Ranch-style Home Offers A Spacious Yet Cozy Escape. The Expansive Great Room, Featuring A Fireplace, Seamlessly Merges Living And Dining Areas,...

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3500 University Avenue, Highland Park, IL - $999,000

Residential, Detached Single
  • 5 Beds
  • 5 Baths
  • 4,468 SQFT
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Amazing Home And Location Backing Up To Old Elm Golf Course With Breathtaking Sunset Views! This Gracious And Elegant French Country Home Is A Short Walk To The Lake And Features Close To 4500 Sq Ft Above Grade Plus A Walkout Lower Level. This Cus...

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1255 North Avenue, Highland Park, IL - $824,999

Residential, Detached Single
  • 5 Beds
  • 4 Baths
  • 3,059 SQFT
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Stunning 5 Bedroom Colonial On A Terrific Wide Lot In A Fantastic Neighborhood! Gracious Rooms, Tons Of Natural Light, Gleaming Hardwood Floors Throughout, Ideal For Entertaining. Inviting Living Room Featuring New Custom Built-in W/ Wine Fridge, ...

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687 Kincaid Street, Highland Park, IL - $995,000

Residential, Detached Single
  • 4 Beds
  • 4 Baths
  • 2,984 SQFT
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Multiple Offers Received. Highest And Best Due By Mon, 2/26 By 10am. Classic Stunning Updated 5 Bedroom, 3 Full And 1 Half Bath Colonial Home Located In Prime Ravinia/east Highland Park Location Close To The Lake, School, Ravinia, Train, The Green...

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Photo of Listing #11987189

377 Delta Road, Highland Park, IL - $929,000

Residential, Detached Single
  • 5 Beds
  • 5 Baths
  • 3,019 SQFT
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Elegant Colonial Located On A Cul-de-sac In An Idyllic East Highland Park Neighborhood. Steps Outside Your Door You Will Delight In The Musical Sounds Of Ravinia Festival, Enjoy The Natural Beauty Of The Green Bay Trail, Botanic Gardens And Lake M...

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322 Charal Lane, Highland Park, IL - $899,000

Residential, Detached Single
  • 4 Beds
  • 3 Baths
  • 3,150 SQFT
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Located In Braeside School And On A Cul-de-sac, Is This Mid Century Modern Home That Has Been Lovingly Maintained And Offers Many Updates. Slate Entry Leads Way To Vaulted Living Room-dining Room L With Hardwood Flooring And Two Sided Fireplace. T...

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1240 Eaton Court, Highland Park, IL - $850,000

Residential, Detached Single
  • 4 Beds
  • 4 Baths
  • 4,617 SQFT
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Spectacular Mid-century Modern Tri-level, With Flexible Floor Plan, Ready For The Most Discriminating Buyer To Move Right In. Set On A Nearly 1/2 Acre Lot On "the Hopscotch & 4-square Cul-de-sac," This Home Features Vaulted Ceilings And Walls Of W...

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375 Vine Avenue, Highland Park, IL - $2,299,000

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 Ba Center Entry Offers 4 Levels Of Living Space, Classic Architect...

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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 March 18th, 2024 at 11:53pm CDT.