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Explore Homes for Sale in Highland Park, $3,000,000 - $5,000,000

$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 Over $10,000,000
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Photo of Listing #10859523

41 South Deere Park Drive, Highland Park, IL - $4,900,000

Residential, Detached Single
  • 4 Beds
  • 6 Baths
  • 7,436 SQFT
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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...

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Photo of Listing #10384989

959 Sheridan Road, Highland Park, IL - $4,675,000

Residential, Detached Single
  • 5 Beds
  • 8 Baths
  • 7,800 SQFT
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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...

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1765 Lake Avenue, Highland Park, IL - $4,125,000

Residential, Detached Single
  • 8 Beds
  • 9 Baths
  • 9,557 SQFT
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Unparalleled Setting, Architecture, And Design Describe This 10,000 Sq.ft. Nantucket Inspired Timeless Beauty. Built In 1921, Recently Renovated And Expanded With The Finest Craftsmanship And Incredible Attention To Detail. Beautifully Situated On...

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Photo of Listing #11026169

6 Cliff Road, Highland Park, IL - $3,890,000

Residential, Detached Single
  • 4 Beds
  • 8 Baths
  • 5,800 SQFT
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Live Your Dream On The Lakefront! Literally Step Out Of Your Yard And Onto The Beaches Of The Shore Of Lake Michigan. Designed By Legendary Architects Holobird & Root And Built In 1890, The Former Fort Sheridan Pumping Station Was Transformed To R...

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49 Lakeview Terrace, Highland Park, IL - $3,500,000

Residential, Detached Single
  • 4 Beds
  • 6 Baths
  • 5,846 SQFT
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The Perfect Getaway! This Four-bedroom Mid-century Inspired Ranch Home Is Set On 2.9 Glorious Acres Overlooking Lake Michigan And A Beautiful, Wooded Ravine. Add Stairs Or A Funicular For Easy Access To Your Own Private Sandy Beach. Set Back From ...

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Photo of Listing #10804471

999 Sheridan Road, Highland Park, IL - $3,395,000

Residential, Detached Single
  • 5 Beds
  • 8 Baths
  • 6,000 SQFT
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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...

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2625 Mavor Lane, Highland Park, IL - $3,300,000

Residential, Detached Single
  • 6 Beds
  • 9 Baths
  • 13k SQFT
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Brand-new Unique And Modern Construction On 1.76 Acres W/ Over 13,000 S.f. Of Living Space. This House Will Meet All Your Needs With Customizable Living Space With Abundant Natural Light. Impressive Foyer Highlights The Impressive Building With A...

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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 May 18th, 2021 at 10:31pm CDT.