Connect

Find us on...

Dashboard

Login using...

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

 HighlandParkHome

 

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
Map Save this Search
Sort listings by:Newest First
Photo of Listing #12059802

1490 Ridge Road, Highland Park, IL - $1,890,000

Residential, Detached Single
  • 5 Beds
  • 5 Baths
  • 3,770 SQFT
View details More Photos Save

Nestled On Just Under An Acre Of Lush Land, 1490 Ridge Rd Is The Epitome Of Luxury Living In The Sought-after Sherwood Forest Neighborhood Of Highland Park. A Majestic 400-foot Private Driveway Guides You To The Circular Entrance, Unveiling This E...

Midwest Real Estate Data LLC Logo
Photo of Listing #12059058

423 Sumac Road, Highland Park, IL - $975,000

Residential, Detached Single
  • 4 Beds
  • 4 Baths
  • 3,246 SQFT
View details More Photos Save

Welcome To Your Dream Home, An Exquisite All-brick Two-story Residence That Masterfully Combines Elegance And Functionality. Step Through The Grand Two-story Foyer Adorned With A Large Picture Window And Gleaming Hardwood Floors. The Main Level Fe...

Midwest Real Estate Data LLC Logo
Photo of Listing #12046041

46 Insignia Court, Highland Park, IL - $889,000

Residential, Detached Single
  • 4 Beds
  • 4 Baths
  • 3,743 SQFT
View details More Photos Save

Spacious And Bright 4 Bedroom, 3 Full And 1 Half Bath Home On A Cul-de-sac Street In Braeside School Neighborhood. First Floor Features Separate Living And Dining Rooms, A Spacious Kitchen With Wood Cabinetry, Granite Counters, Custom Backsplash, ...

Midwest Real Estate Data LLC Logo
Photo of Listing #12054573

871 Dryden Lane, Highland Park, IL - $1,800,000

Residential, Detached Single
  • 4 Beds
  • 5 Baths
  • 4,040 SQFT
View details More Photos Save

Spectacular Continuous Renovation Between 2018-2024 Of This 5 Bedroom, 4 Full & 1 Half Bath Brick Home With In-ground Pool Located In Desirable East Highland Park Neighborhood That Is The Perfect Proximity To Town, Train, Green Bay Trail And Schoo...

Midwest Real Estate Data LLC Logo

916 Judson Avenue, Highland Park, IL - $825,000

Residential, Detached Single
  • 4 Beds
  • 3 Baths
  • 2,610 SQFT
View details More Photos Save

Step Into The Timeless Elegance Of This Exquisite English Tudor Home, Nestled In The Coveted Neighborhood Of East Ravinia. Built In 1928, This Residence Seamlessly Blends Classic Charm With Modern Luxury, Boasting Over $230k In Renovations And Upd...

Midwest Real Estate Data LLC Logo

33 Sheridan Road, Highland Park, IL - $3,499,000

Residential, Detached Single
  • 5 Beds
  • 6 Baths
  • 6,950 SQFT
View details More Photos Save

Your Private Sanctuary Awaits. Set Deep Off Sheridan Road On 2 Acres, This Luxury Offering Is The Perfect Blend Of Comfort And Style. Updated For Today's Buyer And Located On A Property That Has All The Features Allowing For An Active Yet Meditati...

Midwest Real Estate Data LLC Logo

856 Judson Avenue, Highland Park, IL - $829,900

Residential, Detached Single
  • 4 Beds
  • 3 Baths
  • 3,194 SQFT
View details More Photos Save

** Multiple Offers Received - Best & Highest Due By 8pm Saturday 5/11 ** Expanded, Sunny & Move-in Ready Colonial In Popular Downtown Ravinia. The Inviting Sun Filled Foyer Features A Volume Ceiling, Skylights, Carrera Marble Subway Tile Floor And...

Midwest Real Estate Data LLC Logo

171 Indian Tree Drive, Highland Park, IL - $1,250,000

Residential, Detached Single
  • 4 Beds
  • 5 Baths
  • 3,483 SQFT
View details More Photos Save

Thank You For Your Interest In Our Listing. Multiple Offers Have Been Received. Highest And Best Due By Monday, May 13 By 2pm. Classic Stunning Updated 4 Bedroom, 4 Full And 1 Half Bath Red Brick Georgian Colonial Home Located In Coveted Braeside/...

Midwest Real Estate Data LLC Logo

460 Beech Street, Highland Park, IL - $2,850,000

Residential, Detached Single
  • 4 Beds
  • 6 Baths
  • 5,102 SQFT
View details More Photos Save

This Stunning Custom Built 5 Bedroom, 4 Full And 2 Half Bath Home By One Of The North Shore's Premier Builders Is Reminiscent Of A Hamptons Classic And Is Located On A Coveted East Highland Park Street That Is The Perfect Proximity To Ravinia Fest...

Midwest Real Estate Data LLC Logo

2960 Twin Oaks Drive, Highland Park, IL - $849,900

Residential, Detached Single
  • 5 Beds
  • 3 Baths
  • 2,900 SQFT
View details More Photos Save

Welcome To This Stunning 5 Bedroom, 2.5 Bath Colonial Home On A Gorgeous Wide .39 Acre Landscaped Private Lot. Enter The Home Through The Hand Carved Door From Honduras, Slate Tile Flooring And Stunning Architectural Artwork Openings Which Are Yo...

Midwest Real Estate Data LLC Logo

1920 Waterford Court, Highland Park, IL - $1,299,000

Residential, Detached Single
  • 4 Beds
  • 5 Baths
  • 6,518 SQFT
View details More Photos Save

Beautifully Updated In Today's Palette, This Stunning Home In Sought-after Hybernia Offers Luxury Finishes, Spacious, Airy Rooms, Ideal Floor Plan, And Extraordinary Pond And Waterfall Views. A Gorgeous Two-story Foyer Welcomes You Into The Home W...

Midwest Real Estate Data LLC Logo

1146 Marion Avenue, Highland Park, IL - $999,000

Residential, Detached Single
  • 3 Beds
  • 4 Baths
  • 3,534 SQFT
View details More Photos Save

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...

Midwest Real Estate Data LLC Logo
Photo of Listing #12044398

1512 Sheridan Road, Highland Park, IL - $1,595,000

Residential, Detached Single
  • 6 Beds
  • 7 Baths
  • 5,599 SQFT
View details More Photos Save

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...

Midwest Real Estate Data LLC Logo

960 Coventry Lane, Highland Park, IL - $949,000

Residential, Detached Single
  • 2 Beds
  • 4 Baths
  • 2,828 SQFT
View details More Photos Save

This Is The Highly Sought After Normandy Ranch Model Home In One Of Highland Park's Most Desirable Neighborhoods - The Highland Park Club. This Meticulously Maintained Single-family Home Features Large Rooms, Cathedral Ceilings, And A Wonderful Fl...

Midwest Real Estate Data LLC Logo

144 Sheridan Road, Highland Park, IL - $1,550,000

Residential, Detached Single
  • 4 Beds
  • 4 Baths
  • 4,258 SQFT
View details More Photos Save

This Stunning Braeside Residence Has Been Expertly Expanded And Meticulously Updated, Offering The Perfect Blend Of Classic Architecture And Modern Conveniences. Constructed With Robust Concrete And Steel, The Home Features A Stone And Stucco Exte...

Midwest Real Estate Data LLC Logo
Photo of Listing #12031590

124 Lakewood Place, Highland Park, IL - $2,325,000

Residential, Detached Single
  • 5 Beds
  • 6 Baths
  • 7,200 SQFT
View details More Photos Save

Welcome Home To This Stately Orren Pickell Masterpiece Nestled In A Picturesque Ravine Setting In Prime East Highland Park. Enjoy The Tranquility Of Lush Gardens, A Pool With A Retractable Cover, And Exclusive Deeded Beach Rights Steps Away. As Y...

Midwest Real Estate Data LLC Logo

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

Residential, Detached Single
  • 6 Beds
  • 7 Baths
  • 6,449 SQFT
View details More Photos Save

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...

Midwest Real Estate Data LLC Logo

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

Residential, Detached Single
  • 6 Beds
  • 6 Baths
  • 6,038 SQFT
View details More Photos Save

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...

Midwest Real Estate Data LLC Logo

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 May 19th, 2024 at 9:08am CDT.