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

Map Save this Search
Sort listings by:Price, Highest First

2700 Point Lane, Highland Park, IL - $14,855,000

Residential, Detached Single
  • 9 Beds
  • 19 Baths
  • 32.7k SQFT
View details More Photos Save

Nba Superstar Michael Jordan's Seven-acre Estate Is As Legendary As His Airness Himself. The 56,000 Square Foot Property-equipped With Every Conceivable Luxury Amenity-is A Physical Monument To His Tireless Dedication And Hard Work. The Custom Des...

Midwest Real Estate Data LLC Logo

1869 Crescent Court, Highland Park, IL - $5,750,000

Residential, Detached Single
  • 7 Beds
  • 11 Baths
  • 9,647 SQFT
View details More Photos Save

This Trophy Property Offers An Ideal Sense Of Safety And Seclusion. A Rare Find In Chicago's North Shore, You Can Live On 2+ Beautifully Landscaped Acres Overlooking Lake Michigan. Tucked Away On A Quiet Cul-de-sac Block Directly East From Downtow...

Midwest Real Estate Data LLC Logo

41 South Deere Park Drive, Highland Park, IL - $5,500,000

Residential, Detached Single
  • 4 Beds
  • 6 Baths
  • 7,436 SQFT
View details More Photos Save

Possessing The Most Breathtaking Sweeping Vistas Of Lake Michigan, Rarely Available In Any Lakefront Property, This Updated California Contemporary Lannon Stone Ranch-style Home With Vaulted Ceilings And Walls Of Windows Is Simply Spectacular. Off...

Midwest Real Estate Data LLC Logo

353 North Deere Park Drive E, Highland Park, IL - $5,350,000

Residential, Detached Single
  • 5 Beds
  • 9 Baths
  • 7,445 SQFT
View details More Photos Save

Situated On One Of The Most Desirable Locations On The North Shore, This Private Residence Was Built For Resort Style Living On A Rarely Found 1.5 Acre Lakefront Setting. Picturesque And Breathtaking, The Home Was Designed With Large Windows To En...

Midwest Real Estate Data LLC Logo

959 Sheridan Road, Highland Park, IL - $4,975,000

Residential, Detached Single
  • 5 Beds
  • 8 Baths
  • 7,800 SQFT
View details More Photos Save

Newer Construction On The Lake In East Highland Park. Enjoy The Sunrise Over The Lake And Unrestricted Water Views From All The Windows. 100 Feet Of Sandy Private Beach! Heated Indoor Pool. 6 Bedrooms, 6.2 Bath, Gourmet Kitchen With Oversized Isla...

Midwest Real Estate Data LLC Logo
Photo of Listing #10804471

999 Sheridan Road, Highland Park, IL - $3,495,000

Residential, Detached Single
  • 5 Beds
  • 8 Baths
  • 6,000 SQFT
View details More Photos Save

Now You Can Have It All!!! Lakefront Living With Private Sandy Beach. Utilize Stairs Or New Tram On The Property For Incredible Convenience And Luxury...walk Or Ride. Enjoy 180 Degree Breathtaking Views Of Lake Michigan All Year Long. A Rare Lakef...

Midwest Real Estate Data LLC Logo

3481 Bradley Court, Highland Park, IL - $3,200,000

Residential, Detached Single
  • 8 Beds
  • 7 Baths
  • 10.3k SQFT
View details More Photos Save

Seeing Is Believing! Enter This Large Gracious Custom-built Home To A Grand Statement Foyer, Spectacular Curved Staircase, Wrought-iron Railings, Custom Detailed Floors And Beautiful Arches, Moldings. Spacious First Floor Living Areas Are Elegant,...

Midwest Real Estate Data LLC Logo
Photo of Listing #10776689

297 North Deere Park Drive, Highland Park, IL - $2,999,000

Residential, Detached Single
  • 7 Beds
  • 7 Baths
  • 5,086 SQFT
View details More Photos Save

Old World Charm With A Contemporary Vibe, This Sun Filled Lakefront Home Has Been Meticulously Restored And Expanded. Remodeled By Van Burgen, Known For His Work With Stone, Studying And Working Under Frank Lloyd Wright. Two Story Open Foyer With ...

Midwest Real Estate Data LLC Logo

1773 Spruce Street, Highland Park, IL - $2,299,999

Residential, Detached Single
  • 5 Beds
  • 9 Baths
  • 6,500 SQFT
View details More Photos Save

Welcome To Your Own Private Retreat! This Sophisticated, Comfortable Family Home Offers 6500+ Sf On A Gorgeous 3/4 Acre Lot, Complete With Spectacular Built In Pool, Firepit, Covered Cabana W/outdoor Fireplace, And Pool House With Full Ba And Kit...

Midwest Real Estate Data LLC Logo
Photo of Listing #10740990

212 Ravine Drive, Highland Park, IL - $2,195,000

Residential, Detached Single
  • 5 Beds
  • 5 Baths
  • 4,825 SQFT
View details More Photos Save

Elegantly Remodeled Classic 5,000 Sqft Home In Prime East Highland Park Location Steps To Lake Michigan. 5 Bedroom 4.1 Bath Featuring The Finest Finishes, Architectural Details, And Flexible Floor Plan. First Floor Includes Gracious Foyer, Formal ...

Midwest Real Estate Data LLC Logo

3393 Old Mill Road, Highland Park, IL - $2,100,000

Residential, Detached Single
  • 6 Beds
  • 6 Baths
  • 9,568 SQFT
View details More Photos Save

Private Country Club Living,this Magnificent 6 Bed/5.1 Bath Home Sits On 2.6 Acres With Almost 10,000 Sq. Ft. Of Luxury Finished Living Space.the Grand Foyer With Valued Ceilings Leads You To The Two-story Living Room Flanked By A Wall Of Windows ...

Midwest Real Estate Data LLC Logo

950 Sheridan Road, Highland Park, IL - $2,050,000

Residential, Detached Single
  • 5 Beds
  • 7 Baths
  • 7,600 SQFT
View details More Photos Save

Stunning English Tudor Estate Situated On 2.3 Acres With Professional Landscaping And Lush Ravine Views! Perfectly Hidden From Sheridan Road. 5 Bedrooms/5.2 Baths. The First Floor Master Suite Has A Sizable Sitting Area Which Lets In The Morning L...

Midwest Real Estate Data LLC Logo

732 Bronson Lane, Highland Park, IL - $1,925,000

Residential, Detached Single
  • 6 Beds
  • 7 Baths
  • 7,745 SQFT
View details More Photos Save

Sensational & Timeless! This Nagale Hartray-designed Architectural Masterpiece Is Nestled On An Exquisitely Landscaped Private Acre Near Rosewood Beach And Ravinia. Soaring Ceilings, Curved Walls And Exceptional Garden Views Abound In This Gracefu...

Midwest Real Estate Data LLC Logo

1841 West Berkeley Road, Highland Park, IL - $1,849,000

Residential, Detached Single
  • 5 Beds
  • 6 Baths
  • 5,000 SQFT
View details More Photos Save

All Brand New Home -why Buy 20 Yr.old Resale That Needs $$$$ B4 You Move In - G.m.p- Guaranteed Maximum Price Contract- No More Worries - Time To Buy - Lock In 2.75% 30 Yr. Mortgage - 'save Time & Money" - Now Save Additionally Up To $75,000 On De...

Midwest Real Estate Data LLC Logo

1499 Sheridan Road, Highland Park, IL - $1,795,000

Residential, Detached Single
  • 6 Beds
  • 6 Baths
  • 6,167 SQFT
View details More Photos Save

Prime East Location For This Historical Victorian Home With An Ideal Floor Plan. Beautifully Expanded And Renovated, There Is Over 6000 Sf Possessing Architectural Characteristics Combining Original Character Together With Today's Modern Amenities...

Midwest Real Estate Data LLC Logo
Photo of Listing #10906908

1793 Reserve Court, Highland Park, IL - $1,650,000

Residential, Detached Single
  • 5 Beds
  • 6 Baths
  • 6,092 SQFT
View details More Photos Save

A Warm Welcome To A Stunning Custom Home Built In 2005. This Beautiful Piece Of Property, Located On A Cul-de-sac With Only 7 Neighbors, Provides Ultimate Privacy. Enter This Gracious Home Through A Two Story Foyer And That, Along With The Other...

Midwest Real Estate Data LLC Logo
Photo of Listing #10759294

1940 Emerald Woods Lane, Highland Park, IL - $1,599,000

Residential, Detached Single
  • 4 Beds
  • 6 Baths
  • 7,400 SQFT
View details More Photos Save

New Price! Custom, Move- In Ready Home With Plenty Of Space And Activities For Everyone! Welcome Family And Friends Into The Spectacular Two-story Great Room. Large Windows And Sliding Glass Doors Let In An Abundance Light And Views Onto The Stone...

Midwest Real Estate Data LLC Logo
Photo of Listing #10741301

320 North Deere Park Drive W, Highland Park, IL - $1,599,000

Residential, Detached Single
  • 6 Beds
  • 7 Baths
  • 5,580 SQFT
View details More Photos Save

This Is Your Sanctuary At A Compelling New Price! Luxury And Location Make This The Ultimate Home; The Area Even Includes Private Beach Rights. Entering The Spacious Foyer You Are Greeted With An Open And Airy Floor Plan Overlooking Gorgeous Ravin...

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.

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

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 November 29th, 2020 at 10:15pm CST.