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Homes for Sale in Highland Park, $750,000 - $1,000,000

$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
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Photo of Listing #12721149

1645 Sherwood Road, Highland Park, IL - $765,000

Residential, Detached Single
  • 4 Beds
  • Baths
  • 3,861 SQFT
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Nestled In Tree-lined Sherwood Forest, Near Parks And Transportation, Is This Welcoming, Updated, And Well-maintained 2-story Colonial Home Ready For You! Total Kitchen Remodel 2015 With All The Bells And Whistles And Bath Remodels - Primary, Hall...

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Photo of Listing #12660247 CONTINGENT

1860 Eastwood Avenue, Highland Park, IL - $799,000

Residential, Detached Single
  • 5 Beds
  • 3 Baths
  • 2,787 SQFT
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Beautifully Updated And Refreshed 5-bedroom Home Which Includes A First-floor Bedroom/office/flex Room And 3 Full Bathrooms In Highland Park's Highly Sought-after Sherwood Forest Neighborhood. A Dramatic Two-story Foyer Welcomes You Into Bright, I...

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Photo of Listing #12708105 CONTINGENT

905 Villas Court, Highland Park, IL - $949,500

Residential, Detached Single
  • 3 Beds
  • Baths
  • 2,292 SQFT
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Main-floor Primary Suite! Rarely Available And Beautifully Updated, This Exceptional Residence In The Villas Of Highland Park Offers Sophisticated Living With An Ideal Floor Plan And Impeccable Finishes Throughout. The Stunning Kitchen (2019) Feat...

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Photo of Listing #12707810 CONTINGENT

1675 Sherwood Road, Highland Park, IL - $775,000

Residential, Detached Single
  • 4 Beds
  • Baths
  • 2,451 SQFT
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Begin To Make Your Memories In This Spacious, Freshly Cleaned And Painted Two Story Home In Desirable Sherwood Manor. Hardwood Floors In Most Rooms, Just Waiting For Your Stunning Area Rugs As Furniture Scene Setters. The Updated, Stainless And G...

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1538 Oakwood Avenue, Highland Park, IL - $873,500

Residential, Detached Single
  • 4 Beds
  • 2 Baths
  • 2,622 SQFT
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A Welcoming Front Porch Sets The Tone For The Warmth And Charm You'll Find Inside This Home. This Beautifully Maintained Brick Home Combines Timeless Character With Modern Updates, All Situated On An Expansive 50' X 220' Professionally Landscaped,...

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Photo of Listing #12693636 CONTINGENT

839 Edgewood Court, Highland Park, IL - $850,000

Residential, Detached Single
  • 4 Beds
  • Baths
  • 3,224 SQFT
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Perfectly Nestled On A Serene Wooded Cul De Sac In West Highland Park, This Well Maintained Residence Sits On A .30 Acre Property With A Spacious Backyard. The Property Offers Over 3300 Sq Ft Of Flexible Living Space Featuring 4 Bedrooms And 3.5 B...

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Photo of Listing #12692376 CONTINGENT

985 Coventry Lane, Highland Park, IL - $799,000

Residential, Detached Single
  • 2 Beds
  • Baths
  • 2,394 SQFT
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Rarely Available And Beautifully Maintained Tudor-style Home In The Sought-after Highland Park Club! First-floor Primary Bedroom Suite With Large Walk-in Closet, And A Bright Ensuite Bath With Double Vanities, Soaking Tub, And Separate Shower. Th...

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Photo of Listing #12692645 CONTINGENT

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

Residential, Detached Single
  • 4 Beds
  • Baths
  • 2,470 SQFT
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Nestled In The Highly Sought-after Braeside Neighborhood, This Sun-drenched 4-bedroom, 2.5-bath Split-level Home Offers The Perfect Combination Of Comfort, Style, And An Unbeatable Location. Just Steps From Ravinia Festival, The Vibrant Ravinia Bu...

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Photo of Listing #12671733 CONTINGENT

365 Green Bay Road, Highland Park, IL - $949,000

Residential, Detached Single
  • 4 Beds
  • Baths
  • 2,704 SQFT
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Very Cool & Spacious Ravinia Custom 2nd Owner Mid Century Home! Great Floor Plan With Very Thoughtful And Interesting Natural Lighting Throughout. The First Floor Features Stunning 3 Story Staircase Flanked By An Inviting Living Room With Wood B...

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Photo of Listing #12684495 CONTINGENT

146 Towers Keep, Highland Park, IL - $975,000

Residential, Detached Single
  • 4 Beds
  • Baths
  • 4,772 SQFT
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A Fort Sheridan Gem! This Beautifully Updated Home, Just Steps From Lake Michigan, Seamlessly Blends Timeless Character With Today's Modern Amenities. Sun-filled Interiors And Generous Living Spaces Make This Home Ideal For Both Everyday Living An...

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Photo of Listing #12683912 CONTINGENT

980 Half Day Road, Highland Park, IL - $850,000

Residential, Detached Single
  • 4 Beds
  • Baths
  • 3,000 SQFT
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Stunning Contemporary Home With Almost 3,000 Sq. Ft. Plus A Full Finished Basement In A Beautiful Highland Park Setting! Home Is On An Inlet Road--not Directly On Half Day Rd. This Spacious 4 Bedroom, 3.1 Bath Property Features An Open And Invitin...

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Photo of Listing #12624604

1619 Mcgovern Avenue, Highland Park, IL - $799,000

Residential, Detached Single
  • 2 Beds
  • 2 Baths
  • 1,974 SQFT
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Modern Parisian-inspired Carriage House Steps From Downtown Highland Park Fully Renovated Down To The Studs, This Unique Carriage House Blends Historic Charm With Modern Design And Amenities. The Primary Living Space Is Located On The Second Fl...

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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 August 11th, 2026 at 3:29am CDT.