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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 #12160969

3453 Summit Avenue, Highland Park, IL - $1,099,000

Residential, Detached Single
  • 5 Beds
  • 5 Baths
  • 5,433 SQFT
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Custom Newer Buit 1-owner Contemporary Updated Hm W/1st Flr Primary Bedrm W/luxury Whirlpool Spa That Has Remote Shades,9'-12' Ceilings W/2-sky Lites, All New S/s Appliances In Gourmet Chef's Kitchen W/granite Countertops, Built-in Desk, Lg Gas Co...

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Photo of Listing #12158512

240 Hastings Avenue, Highland Park, IL - $949,000

Residential, Detached Single
  • 5 Beds
  • 3 Baths
  • 2,887 SQFT
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One Of The Most Sought-after Areas Of Highland Park With Close Proximity To Ravinia, Botanic Gardens, Public Transportation, North Shore Bike/walking Trail, Award Winning Schools & Town. This Fully Updated Split-level Features An Oversized Living ...

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Photo of Listing #12159074

2481 Augusta Way, Highland Park, IL - $1,099,000

Residential, Detached Single
  • 3 Beds
  • 3 Baths
  • 3,022 SQFT
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Stunning 3 Bedroom, 2 1/2 Bath Ranch Home Located In Desirable Legacy Club. Formal Entry With Custom Contemporary Flush Mount Fixture That Opens To Spacious Sunlit Great Room With Vaulted Ceiling, 6 Skylights And A Wall Of Sliders That Open To Exp...

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Photo of Listing #12153235

267 Charal Lane, Highland Park, IL - $829,000

Residential, Detached Single
  • 4 Beds
  • 3 Baths
  • 2,288 SQFT
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Popular Mid Century Modern Home, Well Maintained And Offers Many Updates. Located On Cul-de-sac In Coveted Neighborhood. Living Room And Dining Room "l", Vaulted Ceiling. All White Eat-in Kitchen With Back Door To Yard. The Upper Level Has Hardwoo...

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Photo of Listing #12147387

157 South Deere Park Drive, Highland Park, IL - $1,399,000

Residential, Detached Single
  • 4 Beds
  • 3 Baths
  • 2,821 SQFT
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Welcome Home To Your Gorgeous Colonial Red Brick Residence Just Steps To Your Own Private Neighborhood Beach On Lake Michigan. You Will Be Impressed Upon Arrival With The Incredible Ravine Setting On Almost A Half Acre Of Land. The South Deere P...

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Photo of Listing #12123821

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

Residential, Detached Single
  • 5 Beds
  • 4 Baths
  • 2,911 SQFT
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Amazing, Spacious, Braeside Home With Mid-century Vibes On A Quiet Cul-de-sac With Gorgeous Sunset Views From The Walls Of Windows. Soaring Ceilings, Skylights, Hardwood Floors, Open Floor Plan. Gourmet Kitchen With Viking, Thermador, Subzero, 42 ...

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Photo of Listing #12157982

200 Ivy Lane, Highland Park, IL - $950,000

Residential, Detached Single
  • 3 Beds
  • 2 Baths
  • 2,500 SQFT
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Welcome To This Extraordinary Braeside Home, Perfectly Nestled Toward The End Of A Quiet Cul-de-sac, Offering Breathtaking Views Of A Picturesque Ravine, Where Nature's Beauty Unfolds Before Your Eyes. Surrounded By Mature Trees, Lush Greenery, An...

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866 Broadview Avenue, Highland Park, IL - $1,299,000

Residential, Detached Single
  • 5 Beds
  • 5 Baths
  • 4,768 SQFT
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Elegant 5 Bedroom Ravinia Tudor Offers Classic Style With Modern Amenities! The Spacious Interior Is Perfect For Entertaining. Features An Inviting Living Room With Wood Burning Fireplace. Gorgeous New Kitchen With High End Appliances, Abundant Ca...

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1437 Mcdaniels Avenue, Highland Park, IL - $1,299,000

Residential, Detached Single
  • 4 Beds
  • 5 Baths
  • 3,100 SQFT
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Step Inside This Beautifully Located, Custom-built Home, Built In 2016 And Renovated In 2023! This Exceptional 5-bedroom, 4.5-bath Residence Is Just A Short Stroll From The Town's Finest Parks, Downtown Shopping, Dining, Nightlife, A Library, The ...

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Photo of Listing #12153514

1855 Waterford Court, Highland Park, IL - $1,350,000

Residential, Detached Single
  • 3 Beds
  • 5 Baths
  • 3,416 SQFT
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This Is The Hybernia Ranch You Have Been Waiting For! This 3 Bedroom, 3 Full And 2 Half Bath Ranch Home Is Located On A Prime Corner Lot On 1/3 Acre With Fenced Yard And Stunning Pond Views. Vaulted Ceiling Entry Opens Up To A Huge Great Room With...

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370 Vine Avenue, Highland Park, IL - $2,599,000

Residential, Detached Single
  • 4 Beds
  • 8 Baths
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New Construction Single Family Home. This Expertly Built And Professionally Designed 6 Bedroom / 6 Bathroom / 2 Half-bath Home In An Amazing Part Of Highland Park. Passing The Covered Front Porch And Upon Entry Into This Beautiful New Property, Yo...

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1639 Thornwood Lane, Highland Park, IL - $1,333,333

Residential, Detached Single
  • 4 Beds
  • 5 Baths
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Beautiful 4 Bed 4.1 Bath Home In Hybernia . Magnificent Garden And Pond Views On Extra Large Lot-perfectly Located On Quiet Cul-de-sac. Well Designed Center Entrance Floor Plan With Gracious Room Sizes, High Ceilings And Wonderful Natural Light Th...

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2021 Old Briar Road, Highland Park, IL - $2,349,000

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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1180 Saint Johns Avenue, Highland Park, IL - $999,000

Residential, Detached Single
  • 4 Beds
  • 4 Baths
  • 3,027 SQFT
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Welcome To This Beautifully Remodeled Single-family Home, Completed In 2024, Offering A Perfect Blend Of Modern Luxury And Timeless Comfort. Situated In A Desirable Neighborhood, This 4-bedroom, 3.5-bathroom Residence Boasts A Host Of Brand-new Fe...

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Photo of Listing #12152181

3175 Applewood Court, Highland Park, IL - $800,000

Residential, Detached Single
  • 4 Beds
  • 3 Baths
  • 3,100 SQFT
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Welcome To Your Dream Home Nestled In The Serene And Sought-after Community Of Highland Woods. This Spacious 4-bedroom, 2.5-bath Residence Perfectly Blends Modern Comfort With Timeless Elegance, Offering A Haven For Both Relaxation And Entertainme...

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1887 Cooper Lane, Highland Park, IL - $1,225,000

Residential, Detached Single
  • 4 Beds
  • 8 Baths
  • 5,625 SQFT
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Welcome To 1887 Cooper Ln, A Beautifully Maintained 5625 Sqft 4-bedroom, 6.5-bathroom Home Nestled In The Desirable Community Of Highland Park. This Stunning Property Boasts Timeless Elegance And Modern Comfort, Perfect For Family Living And Enter...

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701 Ridge Road, Highland Park, IL - $1,299,000

Residential, Detached Single
  • 4 Beds
  • 7 Baths
  • 3,988 SQFT
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Discover This Picture-perfect 5-bedroom, 6.1-bath French Country Home, Freshly Updated Throughout And Showcases Exquisite Decorator Finishes. The First And Second Levels Feature Stunning Hardwood Floors, Elegant Crown Molding, And Custom Closet Or...

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Photo of Listing #12146070

388 North Deere Park Drive E, Highland Park, IL - $3,500,000

Residential, Detached Single
  • 5 Beds
  • 8 Baths
  • 14k SQFT
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Welcome To An Unparalleled Residence Of Opulence And Sophistication In Prestigious Highland Park. This Estate, A Masterpiece Of Architectural Brilliance And Exceptional Craftsmanship, Spans Over 14,000 Square Feet And Epitomizes The Zenith Of Luxu...

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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 September 14th, 2024 at 9:53pm CDT.