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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 #11793779

1977 Richfield Avenue, Highland Park, IL - $1,395,000

Residential, Detached Single
  • 7 Beds
  • 6 Baths
  • 4,961 SQFT
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Welcome To Your Dream Home! Nestled In A Serene Neighborhood, This Stunning Custom Brick Home Built In 2011, Offers The Perfect Blend Of Elegance, Functionality, And Comfort. Boasting A Circle Driveway And A 3 Car Garage, Parking And Guests Conve...

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Photo of Listing #11793315

130 Sheridan Road, Highland Park, IL - $1,250,000

Residential, Detached Single
  • 5 Beds
  • 4 Baths
  • 3,731 SQFT
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Stunning 5 Bd/3.5 Bth 3731 Sq Ft Home In Ideal Highland Park Location! You Don't Want To Miss This Beauty With Plenty Of Updates Throughout And Great Curb Appeal. From The Moment You Enter The Front Door You're Greeted By Gorgeous, Newly Refinishe...

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Photo of Listing #11790602

452 Lakeside Manor Road, Highland Park, IL - $1,300,000

Residential, Detached Single
  • 5 Beds
  • 6 Baths
  • 4,328 SQFT
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Stunning And Completely Remodeled Colonial With Amazing Space And Style. Unique Floor Plan. First Floor Offers Oversized Dining Room, Family Room, Kitchen , Primary Bedroom, 2nd Bedroom And Office. 2nd Floor Features 4 More Bedrooms And 3 Full...

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Photo of Listing #11789759

824 Moseley Road, Highland Park, IL - $2,950,000

Residential, Detached Single
  • 4 Beds
  • 7 Baths
  • 9,321 SQFT
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Spectacular 9300+ Sq Ft (finished Space) Red Rock Built Home On Half Acre Close To Everything. Hardwood Flooring Throughout, Featuring A Wine Room, Theatre, Basketball/pickle Ball/badmitten/volleyball Sport Court In Lower Level With 20' Ceilings A...

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1499 Sheridan Road, Highland Park, IL - $1,675,000

Residential, Detached Single
  • 6 Beds
  • 6 Baths
  • 6,182 SQFT
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Spectacular, Historic Queen Ann Revival, Set On A Beautiful Lot Just Under 3/4 Of An Acre In East Highland Park. This Home Is In Great Condition With Two Fabulous Additions Adding A Very Large Primary Bedroom And Bath, Gorgeous, Paneled Library, ...

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840 Croftridge Lane, Highland Park, IL - $975,000

Residential, Detached Single
  • 3 Beds
  • 4 Baths
  • 5,497 SQFT
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Situated On A Woodsy, Private Road At The End Of A Quiet Cul-de-sac, Surrounded By A Nature Walk With A Pond, This Rare Ranch Home With A Second Level Loft Awaits You. As You Enter You Are Greeted By 20'+ Vaulted Ceiling With Skylights, Stone Flo...

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351 Hazel Avenue, Highland Park, IL - $1,450,000

Residential, Detached Single
  • 6 Beds
  • 5 Baths
  • 4,438 SQFT
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Multiple Offers Have Been Received. Highest And Best Due Sunday May 21st By 8pm. Timeless Red Brick Georgian Home Situated On A Half-acre That Is Located On One Of East Highland Park's Most Coveted Cul-de-sac Streets, Steps From Town, The Metr...

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1087 Saxony Drive, Highland Park, IL - $915,000

Residential, Detached Single
  • 5 Beds
  • 5 Baths
  • 4,718 SQFT
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Spacious Highland Park 5 Br With Elevator Nestled Between Downtown Highland Park, Ravinia, And The Botanic Gardens, This Beautiful, Light-filled Home Is Located In The Fantastic Burr Oaks Neighborhood. Huge Flowing Rooms And Large Windows With Be...

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85 Riparian Road, Highland Park, IL - $2,000,000

Residential, Detached Single
  • 4 Beds
  • 4 Baths
  • 3,381 SQFT
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Set On One Of East Highland Park's Most Sought-after Streets, This Beautifully Appointed Ranch Style Home Is Situated On A Stunning Ravine Setting With Seasonal Lake Views. Prepare To Be Wowed As You Enter The Home; Picturesque Views With Walls Of...

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22 Lakeview Terrace, Highland Park, IL - $3,400,000

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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111 Laurel Avenue, Highland Park, IL - $1,299,000

Residential, Detached Single
  • 6 Beds
  • 4 Baths
  • 7,340 SQFT
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Welcome To 111 Laurel Ave, Highland Park. Just Steps From Lake Michigan, This All Brick Treasure Is Ready For Its Next Owner To Make Their Own. As You Enter This Home Through The Vestibule Entry With Marble Flooring You Will Be Welcomed Into A Exp...

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201 Moraine Road, Highland Park, IL - $3,950,000

Residential, Detached Single
  • 4 Beds
  • 6 Baths
  • 6,300 SQFT
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From A High-end Builder And Award Winning Architect - An Incredible Location Overlooking A Ravine, Near Lake Michigan And Downtown Highwood And Highland Park. Sophisticated Open Floor Plan With Full Length Windows Maximizes The Spectacular Views. ...

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508 Sheridan Road, Highland Park, IL - $2,649,900

Residential, Detached Single
  • 6 Beds
  • 9 Baths
  • 6,890 SQFT
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Sanctuary Oasis With Over 10,000 Sqft Of Space Over 3 Full Floors Of Serene Living Space. Full Throttle Modern Open Architecture, The Finest Features That Define Luxury And A Brilliant Location To Enjoy The Finer Things In Life With Ravinia As You...

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750 Sheridan Road, Highland Park, IL - $2,475,000

Residential, Detached Single
  • 6 Beds
  • 9 Baths
  • 8,430 SQFT
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Spectacular Custom Built Contemporary Ranch In East Highland Park Meticulously Designed To Impress With Newly Created Second Floor Guest Suite And Indoor Basketball Court Situated On Large 0.8 Acre Lot! Upon Entering Gracious Foyer, This Amazing ...

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Photo of Listing #11771370

605 Kincaid Street, Highland Park, IL - $1,270,000

Residential, Detached Single
  • 5 Beds
  • 5 Baths
  • 5,680 SQFT
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Welcome Home To 605 Kincaid- Situated In Prime East Ravinia. This Serene Neighborhood Offers Delightful Walks With Family Or Dog, Along Curving Streets Bordered In Established Soaring Oaks. The Approach To This 5 Br, 3 Full Ba, 2 Half Ba Home Is E...

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3138 University Avenue, Highland Park, IL - $1,299,000

Residential, Detached Single
  • 5 Beds
  • 5 Baths
  • 5,689 SQFT
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Get Ready For A Summer Of Fun.......don't Miss This Beautiful, Sun Filled Home Built By Greystone Builders. As You Enter This Luxurious Home, You Will View The Family Room With Volume Ceilings, Built-ins With Wet Bar And Fireplace. Oversized Wi...

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1415 Ridge Road, Highland Park, IL - $875,000

Residential, Detached Single
  • 4 Beds
  • 3 Baths
  • 3,678 SQFT
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Updated And Move-in Ready 4 Bedroom, 2 Full And 1 Half Bath Home Located In Desirable Sherwood Forest. This Home Exudes Casual Living And Comfort. First Floor Has Inviting Living Room With Fireplace And Custom Built-in Bar With Beverage Refrigerat...

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65 Hemlock Lane, Highland Park, IL - $899,000

Residential, Detached Single
  • 6 Beds
  • 5 Baths
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This Stunning Home Offers An Incredible 2-story Layout With 6+ Bedrooms And 4.1 Baths. The Great Room With Vaulted Ceiling Is Drenched In Natural Light Creating An Open And Airy Atmosphere. The Home Features Not Just One But Two Laundry Rooms And ...

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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.

Highland Park is renowned for its excellent schools including North Shore School District 112 featuring one PreK, eight elementary schools,and three middle schools. LEARN MORE

Highland Park High School, rated above the state average in key measures of college and career readiness, is in Township High School District 113 LEARN MORE

There are 22 private schools within five miles of Highland Park LEARN MORE

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. LEARN MORE

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

Browse Highland Park Homes to Rent

 

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 May 29th, 2023 at 8:23am CDT.