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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 #12649611

990 Sheridan Road, Highland Park, IL - $2,300,000

Residential, Detached Single
  • 4 Beds
  • 5 Baths
  • 4,575 SQFT
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Experience The Height Of North Shore Sophistication At 990 Sheridan Road -- An Impressive Ranch Offering 4575 Square Feet Of Refined Living Space. Located Down A Long Driveway, This Exceptionally Pristine Ranch Is Set Among Towering Trees. Three C...

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1350 Glencoe Avenue, Highland Park, IL - $2,500,000

Residential, Detached Single
  • 5 Beds
  • 6 Baths
  • 4,968 SQFT
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Introducing The Lincoln Collection - An Exclusive Offering Of Nine New Construction Residences On The Former Lincoln School Site. Currently Under Construction And Available July 2026. Perfectly Positioned On A Professionally Landscaped .31-acre Ho...

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Photo of Listing #12571624 CONTINGENT

1356 Glencoe Avenue, Highland Park, IL - $2,500,000

Residential, Detached Single
  • 5 Beds
  • 6 Baths
  • 4,968 SQFT
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Introducing The Lincoln Collection - An Exclusive Offering Of Nine New Construction Residences On The Former Lincoln School Site. Currently Under Construction And Available June 2026. Perfectly Positioned On A Professionally Landscaped .31-acre Ho...

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Photo of Listing #12630318 CONTINGENT

241 Melba Lane, Highland Park, IL - $2,500,000

Residential, Detached Single
  • 3 Beds
  • 4 Baths
  • 4,298 SQFT
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Multiple Offers Received - H/b Due By 5/9/26. Set At The End Of A Private, Cul-de-sac Just Off Sheridan Road In Sought-after East Highland Park, This Award-winning Mid-century Modern Ranch Offers A Rare Opportunity To Own A True Piece Of North Sho...

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1630 Ridge Road, Highland Park, IL - $2,900,000

Residential, Detached Single
  • 6 Beds
  • 9 Baths
  • 9,886 SQFT
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Some Estates Are Built To Impress. This One Was Built To Live In, Beautifully, Privately, And Without Compromise. Set Behind A Gated Entry On 1.34 Professionally Landscaped Acres, This Stone And Brick Manor Offers Something Increasingly Rare On C...

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260 Beech Street, Highland Park, IL - $2,349,000

Residential, Detached Single
  • 6 Beds
  • 8 Baths
  • 10.8k SQFT
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Tucked Away In One Of Highland Park's Most Coveted East-of-sheridan Enclaves, Just Moments From The Lakefront And Jaw-dropping Rosewood Beach, This Sprawling Residence Blends Timeless Architecture With Refined Amenities And Over 10,000 Square Feet...

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3481 Bradley Court, Highland Park, IL - $2,750,000

Residential, Detached Single
  • 6 Beds
  • 7 Baths
  • 10.1k SQFT
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Situated On A Tranquil Cul-de-sac Just Off The Shores Of Lake Michigan, In Highland Park's Prestigious And Historically Rich Fort Sheridan Neighborhood, This Architectural Masterpiece By Renowned Architect Samuel G. Footlik Seamlessly Blends Timel...

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1551 Mill Trail, Highland Park, IL - $2,900,000

Residential, Detached Single
  • 4 Beds
  • 6 Baths
  • 5,590 SQFT
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The Epitome Of Luxurious One-level Living. Set On A Magnificent 3+ Acre Parcel In An Exclusive Private Enclave, This Extraordinary Property Is Surrounded On Three Sides By The Heller Nature Preserve, Offering 97 Acres Of Protected Land, Serene Pr...

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1839 Shelley Court, Highland Park, IL - $2,199,000

Residential, Detached Single
  • 5 Beds
  • 7 Baths
  • 4,289 SQFT
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1839 Shelley Court Is An Ultra-luxury, New-construction Home Situated On A .86-acre Lot And Tucked Back On A Private Cul-de-sac In The Desirable High Ridge Neighborhood. This Remarkable Residence Offers Nearly 6,600 Square Feet Of Luxury Living Sp...

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493 Hazel Avenue, Highland Park, IL - $2,850,000

Residential, Detached Single
  • 6 Beds
  • 7 Baths
  • 8,256 SQFT
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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 Features A 40' Indoor Pool With A Wall Of Glass That Opens To The Outdoors! Over 8000 Sq Ft P...

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Photo of Listing #12553390

1499 Sheridan Road, Highland Park, IL - $2,280,000

Residential, Detached Single
  • 6 Beds
  • 6 Baths
  • 6,908 SQFT
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Spectacular Historic Queen Anne Revival On Nearly 3/4 Acre In East Highland Park. A Rare Opportunity To Own A Magnificent Queen Anne Revival Residence, Beautifully Set On A Private Lot Just Under 3/4 Of An Acre In Sought-after East Highland Park....

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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, 2026 at 7:38pm CDT.