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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 #12320730

300 Lincolnwood Road, Highland Park, IL - $775,000

Residential, Detached Single
  • 4 Beds
  • 3 Baths
  • 2,494 SQFT
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Spacious And Sunny 4 Bedroom, 2 Full And 1 Half Bath Home In Prime Braeside Location That Is Walking Distance To Braeside School, Ravinia, Train, Green Bay Trail And The Lake. First Floor Features A Charming Living Room With Wood Burning Fireplace...

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870 Evergreen Way, Highland Park, IL - $799,000

Residential, Detached Single
  • 3 Beds
  • 4 Baths
  • 2,156 SQFT
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Rarely Available, This Deceptively Spacious, Sun-filled Home Offers Effortless Elegance And Maintenance-free Living. Thoughtfully Designed With An Ideal Floor Plan, It Features A Luxurious First-floor Primary Suite For Ultimate Convenience, Which ...

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334 Seven Pines Circle, Highland Park, IL - $899,000

Residential, Detached Single
  • 3 Beds
  • 3 Baths
  • 2,210 SQFT
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Welcome To This Completely Redone 3-bedroom, 3 Full Bathroom Ranch Home, Perfectly Situated On Just Under A Half-acre In Sought-after Highland Park. Every Inch Of This Home Has Been Thoughtfully Updated, Including All-new Flooring, A Beautifully R...

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Photo of Listing #12303330 CONTINGENT

3313 Dato Avenue, Highland Park, IL - $895,000

Residential, Detached Single
  • 4 Beds
  • 4 Baths
  • 2,903 SQFT
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Beautifully Updated, Bright And Spacious, All-brick Colonial On 0.5 Acres. Features A Living Room With A Wall Of Windows And A Beautiful Fireplace, Family Room With A Stone Fireplace, Flowing Into The Large Eat-in Chef's Kitchen With Commercial Gr...

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Photo of Listing #12296095 CONTINGENT

1158 Glencoe Avenue, Highland Park, IL - $950,000

Residential, Detached Single
  • 4 Beds
  • 3 Baths
  • 2,874 SQFT
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This Exceptional Tudor Home, In A Great East Highland Park Location, Exudes Warmth & Character! With Historical Architectural Details, Including Arched Doorways, Windows And Built-ins. Features A Dramatic 2 Story Vaulted Living Room With Wood Beam...

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Photo of Listing #12301804 CONTINGENT

630 Melody Lane, Highland Park, IL - $799,000

Residential, Detached Single
  • 4 Beds
  • 4 Baths
  • 2,668 SQFT
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Be Prepared To Fall In Love With This Charming And Lovingly Maintained 4 Bedroom, 3.5 Bath Tudor Home In The Ravinia Area. This Home Exudes Character With Its Countless Original Architectural Features, Including Beamed Ceilings, Arched Doorways, S...

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Photo of Listing #12295282

545 Green Bay Road, Highland Park, IL - $925,000

Residential, Detached Single
  • 4 Beds
  • 3 Baths
  • 3,472 SQFT
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Expanded & Unique East Highland Park Ranch Exuding Elegance, Charm And Amazing Living Space In An Exceptional Location Near Ravinia, Chicago's Botanic Gardens & Lake Michigan. The Welcoming Foyer Is Graciously Sized And Acts As The Heart Of The Ho...

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Photo of Listing #12284041 CONTINGENT

385 Red Oak Lane, Highland Park, IL - $975,000

Residential, Detached Single
  • 4 Beds
  • 4 Baths
  • 2,800 SQFT
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Beautifully Updated And Spacious 4+-bedroom Ranch, Perfectly Situated On A Wooded Half-acre. From The Moment You Step Into The Large, Welcoming Foyer, You'll Feel Right At Home. The Bright And Open Living Room Leads To A Newer Three Seasons Room, ...

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Photo of Listing #12279406 CONTINGENT

403 Carol Court, Highland Park, IL - $889,000

Residential, Detached Single
  • 4 Beds
  • 3 Baths
  • 2,959 SQFT
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Prepare To Be Impressed As You Step Inside This Warm And Inviting, Expanded 1920s Colonial Home In The Highly Coveted Braeside Neighborhood. This 4 Bedroom / 2.5 Bath Home Has Been Thoughtfully Expanded And Offers A Perfect Mix Of Classic Charm A...

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Photo of Listing #12281147 CONTINGENT

1464 Oakwood Avenue, Highland Park, IL - $750,000

Residential, Detached Single
  • 4 Beds
  • 3 Baths
  • 2,540 SQFT
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Welcome Home To This Beautiful Brick Bungalow In Coveted East Highland Park, Just 2 Blocks To Town And Train, Near Schools And Parks! Built In 1926, This 4 Bedroom, 3 Bathroom, 2,540 Sf (above Grade) Home Has Lovely Architectural Details, High Ce...

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Photo of Listing #12222721 CONTINGENT

1537 Sheridan Road, Highland Park, IL - $899,000

Residential, Detached Single
  • 3 Beds
  • 4 Baths
  • 3,140 SQFT
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This Stunning 3-bedroom, 3-bathroom Prairie-style Home Is Nestled In The Sought-after East Highland Park Neighborhood. The Spacious Rooms Are Enhanced By Gorgeous Woodwork, A Grand Wood-burning Fireplace, And A Sun-filled Family Room. The Home Boa...

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Photo of Listing #12178221

2542-2548 Green Bay Road, Highland Park, IL - $799,000

Residential, Detached Single
  • 4 Beds
  • 2 Baths
  • 2,500 SQFT
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Incredible Highland Park Location With Double-lot & Coach-house Near Metra-rail & Downtown Retail With Convenience To 41/94 Highways & Always Immaculate With Additional 5-car Parking For Possible Tenants Above Garage Is 1-bedroom & Coach-house Wil...

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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 27th, 2025 at 3:24pm CDT.