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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
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Photo of Listing #11087208

2005 Keats Lane, Highland Park, IL - $1,100,000

Residential, Detached Single
  • 5 Beds
  • 6 Baths
  • 5,000 SQFT
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Sensational Highland Park Estate With An Abundance Of Curb Appeal, Secluded Bedrooms, And Amazing Outdoor Spaces! Imagine Driving Up To Your Future Home With A Huge Front Yard, 3 Car Garage, And Circular Driveway. Enter Into Your Charismatic Home ...

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Photo of Listing #11084657

1024 Sheridan Road, Highland Park, IL - $1,100,000

Residential, Detached Single
  • 5 Beds
  • 5 Baths
  • 4,262 SQFT
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This Bright And Spacious Home Located In A Prime East Highland Park Location Is The Perfect Place To Call Home. Upon Entering Be Greeted By An Exquisite And Grand Staircase. The First Floor Features An Open Concept Living Room And Dining Room. The...

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1734 Winthrop Road, Highland Park, IL - $1,077,000

Residential, Detached Single
  • 5 Beds
  • 5 Baths
  • 4,300 SQFT
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Another Masterpiece By Signature Homes. New Construction In One Of Best Streets. Over 5000 Sq Ft Of Finished Space.finished Lower Level With Full Bath. Architecturally Stunning 10 Ft Ceilings On 1st Floor. 9 Ft 2nd Floor, Hardwood Floors Throughou...

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Photo of Listing #11088005

1161 Hilary Lane, Highland Park, IL - $1,050,000

Residential, Detached Single
  • 5 Beds
  • 6 Baths
  • 4,821 SQFT
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Beautifully Appointed And Thoughtfully Designed, A Magazine Worthy Home Filled With All Of Today's Amenities Situated On Prime Highland Park Street In Cul-de Sac Location. Move Right Into This Masterpiece Of Architectural Design With Unparalleled...

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Photo of Listing #11087615

42 Prairie Court, Highland Park, IL - $1,040,000

Residential, Detached Single
  • 3 Beds
  • 4 Baths
  • 3,441 SQFT
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This Uniquely Sophisticated And Exceptional Home Offers Incredible Living Space In A Maintenance Free Community. This Stunning Home Has A Great Open Floor Plan With Natural Light And Walls Of Windows With A View Of The Prairie.when You Enter The F...

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Photo of Listing #11043926

1456 Sheridan Road, Highland Park, IL - $1,035,000

Residential, Detached Single
  • 3 Beds
  • 4 Baths
  • 3,824 SQFT
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The Setting, The Style, The Layout - This Sophisticated And Inviting 3800 Sf Ranch Is Truly Exceptional! Set On A Beautifully Landscaped 1/2 Acre, The Home Features A Timeless Architectural Renovation And Expansion. Sun-filled And Spacious Livin...

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1630 Sylvester Place, Highland Park, IL - $1,025,000

Residential, Detached Single
  • 4 Beds
  • 5 Baths
  • 4,703 SQFT
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Nestled On Private Street 1 Block From The Lake On Gorgeous Ravine. Custom Built, Original Owner, Very Well Maintained. Dramatic Two Story Entry With Skylight And Spiral Stair Case Sets The Tone To This Very Luxurious Contemporary Home. Many Windo...

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3377 Old Mill Road, Highland Park, IL - $1,025,000

Residential, Detached Single
  • 5 Beds
  • 4 Baths
  • 3,342 SQFT
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New Price For A Quick Sale! Wonderful Highland Park Location Sitting On 3.15 Acres, Serene, Private & Just Gorgeous Living! 5 Beds, 3.5 Bath, Custom Brick & Cedar Split Level Sprawling Home!!! Professionally Landscaped W/ 3.5 Car Garage, Priva...

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Photo of Listing #10339027

59 Macarthur Loop, Highland Park, IL - $999,999

Residential, Detached Single
  • 6 Beds
  • 6 Baths
  • 5,418 SQFT
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Historic Captain's Mansion With Lake Michigan And Ravine Views! Updated To Maintain A Sense Of History And Provide All Amenities For Today's Lifestyle, Tall Ceilings, Millwork, Beautiful Architectural Details. Expanded To Include A Chef's Kitchen,...

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Photo of Listing #11066080

34 Prairie Court, Highland Park, IL - $999,000

Residential, Detached Single
  • 4 Beds
  • 4 Baths
  • 3,444 SQFT
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Maintenance Free Community! Move Right Into This Fantastic Contemporary Home With Three Tastefully Decorated Levels And Great Views Of The Prairie! Elevator To All Levels! Open Floor Plan. Up-to-date Kitchen With Stainless Appliances:subzero Refr...

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55 Winona Road, Highland Park, IL - $989,000

Residential, Detached Single
  • 4 Beds
  • 5 Baths
  • 4,994 SQFT
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Stunning One-of -a-kind Custom Contemporary Home W/high-end Finishes On A Secluded Lot,backing To Forest,open Floor Plan,lots Of Windows And Light ,granit Floors,2 Story Living Room With 2 Fireplaces ,custom Alcoves,magnificent Lighting Throughout...

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1820 Hybernia Drive, Highland Park, IL - $969,000

Residential, Detached Single
  • 5 Beds
  • 6 Baths
  • 4,929 SQFT
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Don't Miss This Stunning 5 Bedroom 5 1/2 Bath Two Story Home With Desirable 1st Floor Master Suite In Sought After Hybernia. Two Story Vaulted Foyer Opens To The Gorgeous Great Room With Huge Windows And Breathtaking Views. The Primary Suite Off...

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Photo of Listing #10823060

327 Marshman Avenue, Highland Park, IL - $949,000

Residential, Detached Single
  • 4 Beds
  • 4 Baths
  • 4,250 SQFT
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Arrive By Private Drive To This East Hp English Country Manor With Breathtaking Ravine Views. Sophisticated, Traditional Living With Noted Solid Construction And Large Sunny Rooms. This 4 Bedroom 3.1 Home Features An Atrium, Stainless Steel & Gran...

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2140 Tanglewood Court, Highland Park, IL - $940,000

Residential, Detached Single
  • 4 Beds
  • 4 Baths
  • 3,440 SQFT
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Sleek, Modern Exterior Envelopes This 4 Bedroom, 3.5 Bath New Construction Custom Home Located On Appx .45 Acres With Mature Trees At The End Of A Cul-de-sac. Now Is Your Opportunity To Customize All Interior Finishes And Make This House Your Hom...

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1887 Cooper Lane, Highland Park, IL - $939,900

Residential, Detached Single
  • 4 Beds
  • 8 Baths
  • 5,625 SQFT
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Extraordinary Craftsmanship & Unique Architectural Details Adorn This 6-bedroom Luxury Home! Home Was Purchased For $1.9m In 2005 And Owner Spent More Than $500k In Upgrades! Exceptional Value Awaits In This Approximate $2.4m Investment! Custom Cr...

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36 Macarthur Loop, Highland Park, IL - $939,000

Residential, Detached Single
  • 4 Beds
  • 4 Baths
  • 4,016 SQFT
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The Historic Charm Of This Beautiful Ft. Sheridan Home Located On A Bluff Overlooking The Lake Is A World Of "rooms With A View". The Lakeside Property Is Positioned Adjacent To The Forest Preserve With Miles Of Trails, Sweeping Landscapes And Bea...

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257 Bloom Street, Highland Park, IL - $928,000

Residential, Detached Single
  • 5 Beds
  • 4 Baths
  • 4,159 SQFT
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One-of-a-kind Five Bedroom, 3.1 Bath Cape Cod Style Home With The Finest Finishes Throughout Offers Gorgeous Floor Plan And Seamless Indoor/outdoor, Perfect For Entertaining All Year Round! This Stunning Home Is Graced With Hardwood Floors, High-e...

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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 16th, 2021 at 6:45am CDT.