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Homes for Sale in Highland Park, $2,000,000 - $3,000,000

$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 #12322514 CONTINGENT

2000 Half Day Road, Highland Park, IL - $2,600,000

Residential, Detached Single
  • 4 Beds
  • 4 Baths
  • 4,800 SQFT
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Exquisite Highland Park Sprawling Ranch Setting With 4-bedrooms Plus 4-bathrooms That Has 4,800sf Overlooking Pond That Rests On 14.6+/-acres To Develop Subdivision That's Near Retail Corners & Major Hwys.

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2021 Old Briar Road, Highland Park, IL - $2,079,000

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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732 Bronson Lane, Highland Park, IL - $2,800,000

Residential, Detached Single
  • 6 Beds
  • 7 Baths
  • 9,659 SQFT
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A Nagle Hartray-designed Architectural Showstopper, This Unique And Meticulously Upgraded Residence Sits On A Lushly Landscaped Acre Near Rosewood Beach And Ravinia. Newly Enhanced With Bespoke Updates That Blend Timeless Design With Modern Refine...

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493 Hazel Avenue, Highland Park, IL - $2,999,000

Residential, Detached Single
  • 6 Beds
  • 7 Baths
  • 7,640 SQFT
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List Price Is Lower Than The Assessed Value So The Taxes Should Go Down For The New Owner. Why Would You Want Ordinary When You Can Have Extraordinary! This Stunning And Majestic Brick Home Sits On Over An Acre In The Heart Of Highland Park And Fe...

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Photo of Listing #12188236 CONTINGENT

388 North Deere Park Drive E, Highland Park, IL - $2,300,000

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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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 March 28th, 2025 at 10:38am CDT.