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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
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Photo of Listing #12353020 CONTINGENT

314 Whistler Road, Highland Park, IL - $1,049,000

Residential, Detached Single
  • 3 Beds
  • 4 Baths
  • 3,141 SQFT
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Nestled On A Picturesque Meadow With Serene Pond Views, This Stunning 3-bedroom, 3.5-bath Home Offers Over 4,800 Sq. Ft. Of Total Living Space. Designed For Both Elegance And Comfort, The Main Level Spans 3,141 Sq. Ft. With Soaring 10-ft. Ceilings...

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Photo of Listing #12341431 CONTINGENT

346 Sumac Road, Highland Park, IL - $1,050,000

Residential, Detached Single
  • 4 Beds
  • 4 Baths
  • 3,230 SQFT
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Move Right In To This Beautiful Updated 4 Bedroom, 4 Bath, Plus Bonus Room And Screened In Porch Home On Over .25 Acre Lot In Wonderful Neighborhood. This Home Was Totally Transformed In 2006 With A Well Thought Out Addition And Updates. Large Fam...

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Photo of Listing #12338483

3507 Bradley Court, Highland Park, IL - $1,499,999

Residential, Detached Single
  • 5 Beds
  • 6 Baths
  • 7,113 SQFT
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Where Generations Come Together - And Memories Are Made. Discover The Perfect Blend Of Space, Comfort And Connection In This Stunning Multi-generational Home In Fort Sheridan Of Highland Park Illinois. 3507 Bradley Court Sits High Overlooking The ...

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2102 Grange Avenue, Highland Park, IL - $2,399,000

Residential, Detached Single
  • 5 Beds
  • 7 Baths
  • 6,646 SQFT
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Welcome To 2102 Grange, A 6-bedroom 6.5-bathroom New Construction Home Built By Hoyd Builders Situated On A 3/4-acre Lot. The Exterior Is Stone And Hardy Board With A 30-year Architectural Shingle Roof. The Interior Includes An Oversized Gourmet K...

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385 Vine Avenue, Highland Park, IL - $899,990

Residential, Detached Single
  • 3 Beds
  • 3 Baths
  • 3,500 SQFT
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Two Homes For The Price Of One In East Highland Park. An Incredible Opportunity Awaits In East Highland Park. Two Charming Homes On One Property. Perfectly Located Near Top-rated Schools, The Lake, Downtown, And The Train. Main Home: Classic...

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Photo of Listing #12331835 CONTINGENT

195 Lakeside Place, Highland Park, IL - $1,299,000

Residential, Detached Single
  • 4 Beds
  • 3 Baths
  • 2,995 SQFT
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Stunning East Highland Park Home With Luxury Features And Ideal Location. Welcome To This Meticulously Maintained, Bright, And Spacious Home In Prime East Highland Park Location. This Residence Offers A Perfect Blend Of Luxury, Convenience, And Ch...

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2441 Woodbridge Lane, Highland Park, IL - $6,900,000

Residential, Detached Single
  • 9 Beds
  • 12 Baths
  • 10.8k SQFT
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Introducing An Exceptional Lakefront Residence On One Of Highland Park's Most Coveted Private Lanes. Set On A Masterfully Landscaped 1.85-acre Parcel, 2441 Woodbridge Lane Offers A Rare Combination Of Privacy, Scale, And Sophistication-backed By U...

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Photo of Listing #12327407 CONTINGENT

3150 Warbler Place, Highland Park, IL - $1,150,000

Residential, Detached Single
  • 5 Beds
  • 5 Baths
  • 4,000 SQFT
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Welcome To Your Dream Home - Where Space, Style, And Functionality Meet This Stunning 5-bedroom, 4-bath Residence Is Built For Both Elevated Everyday Living And Unforgettable Entertaining. From The Moment You Step Inside, You're Greeted With Ex...

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Photo of Listing #12275847 CONTINGENT

959 Sheridan Road, Highland Park, IL - $5,750,000

Residential, Detached Single
  • 5 Beds
  • 8 Baths
  • 7,800 SQFT
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Experience Coastal Elegance On Lake Michigan, Perfectly Situated On 1 Acre In East Highland Park With 100 Feet Of Private Sandy Beach. All Bluff Work Just Completed By Top North Shore Engineers! Wake Up To Breathtaking Sunrises And Unobstructed La...

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Photo of Listing #12288557 CONTINGENT

2333 Tennyson Lane, Highland Park, IL - $1,499,000

Residential, Detached Single
  • 6 Beds
  • 5 Baths
  • 7,567 SQFT
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Dramatic Custom Contemporary (over 7500sf Above Grade) With A 3-car Heated Garage And Circular Drive, Set On A Gorgeous, Close To An Acre Property! The Big Ticket Items Have Been Done For You: Brand New Pella Windows, New Davinci Roof, 4 Newer Fur...

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1068 Livingston (lot 1) Avenue, Highland Park, IL - $1,261,830

Residential, Detached Single
  • 2 Beds
  • 4 Baths
  • 2,250 SQFT
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This Beautiful Home Is Just Steps Away From A Tranquil Oasis W/ Nature And Walking Paths For Miles. The Luxury Capri Ranch Is Designed With Luxury Finishes Throughout The Home! Featured Finishes Include Designer Cabinetry, Quartz Counter Tops Thro...

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1066 Livingston (lot 2) Avenue, Highland Park, IL - $1,229,900

Residential, Detached Single
  • 2 Beds
  • 4 Baths
  • 2,250 SQFT
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This Beautiful Home Is Just Steps Away From A Tranquil Oasis W/ Nature And Walking Paths For Miles. The Capri Ranch Is Designed With Luxury Finishes Throughout The Home! Featured Finishes Include Designer Cabinetry, Quartz Counter Tops Throughout,...

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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 #12262028 CONTINGENT

2518 Hidden Oak (lot 8) Circle, Highland Park, IL - $1,214,900

Residential, Detached Single
  • 3 Beds
  • 3 Baths
  • 2,900 SQFT
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Mcnaughton Development Brings Their Luxury Finishes To Highland Park In This 10 Lot Subdivision Hidden Oak. This Astoria Features Luxury Finishes Throughout The Home! Designed With Custom Cabinetry, Quartz Counter Tops Throughout, Fireplace, Soli...

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Photo of Listing #12262003 CONTINGENT

2522 Hidden Oak (lot 7) Circle, Highland Park, IL - $1,219,900

Residential, Detached Single
  • 2 Beds
  • 4 Baths
  • 2,100 SQFT
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Mcnaughton Development Brings Their Luxury Finishes To Highland Park In This 10 Lot Subdivision Hidden Oak. This Classic Essex Ranch Features Luxury Finishes Throughout The Home! Designed With Custom Cabinetry, Quartz Counter Tops Throughout, Fir...

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147 Central Avenue, Highland Park, IL - $5,500,000

Residential, Detached Single
  • 4 Beds
  • 4 Baths
  • 4,600 SQFT
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Discover A Rare Gem On Central Ave-this Stunning Victorian Historic Landmark Sprawls Over 4 Picturesque Acres, Just Steps From The Pristine Shores Of Lake Michigan. This Unique Property, Once Called The Cornelius Field House, Features A Beautifull...

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2445 Woodbridge Lane, Highland Park, IL - $4,550,000

Residential, Detached Single
  • 6 Beds
  • 7 Baths
  • 6,867 SQFT
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This Remarkable Home Is Set On A Private Lane With 1 1/2 Acres Of Land And Private Beach. This Is A One-of-a-kind Property! The Sprawling Lawn With Lovely Pool Leads To A Bluff Overlooking The Lake And The Glorious Lakefront. The Private Beach Is ...

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Photo of Listing #12184677

378 Oakland Drive, Highland Park, IL - $999,000

Residential, Detached Single
  • 5 Beds
  • 3 Baths
  • 2,845 SQFT
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Unique One Of A Kind Log Cabin Home On .63 Of Wooded Acre With Ravine. 5 Bedrooms, 3 Full Baths, Basement And 3 Car Heated Garage. Beamed Vaulted Ceiling Family Room With Fireplace, Fireplace In Primary Suite As Well. 2 Bedrooms Have Separate Wing...

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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 June 19th, 2025 at 8:39pm CDT.