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Homes for Sale in Highland Park, $1,000,000 - $2,000,000

$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 #12341431

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 #12340141

2051 Churchill Lane, Highland Park, IL - $1,499,000

Residential, Detached Single
  • 5 Beds
  • 5 Baths
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Effortless Elegance In A Private, Park-like Setting: This Stunning 6,000 Sq Ft Home Has Been Beautifully Updated With Designer Touches Throughout-straight Out Of The Pages Of A Magazine. Nestled On A Professionally Landscaped Acre Surrounded By T...

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Photo of Listing #12344238 CONTINGENT

654 Homewood Avenue, Highland Park, IL - $1,150,000

Residential, Detached Single
  • 4 Beds
  • 4 Baths
  • 2,890 SQFT
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Welcome To This Contemporary 4-bedroom, 3.5-bath Home, Boasting Over 3,900 Square Feet Of Living Space On A Quiet, Friendly Residential Street In The Heart Of Highland Park. Just One Block From Sunset Woods Park And Three Blocks From Indian Trail ...

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2530 Hybernia Drive, Highland Park, IL - $1,150,000

Residential, Detached Single
  • 2 Beds
  • 4 Baths
  • 3,079 SQFT
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Perfect Ranch Home With Pond And Waterway Views. Large Great Room With 12 Ft Ceiling, Currently Being Utilized As Living Room And Dining Room. Separate Dining Room Currently Being Used As Den. Big Kitchen With Island, Stainless Steel Appliances Th...

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3507 Bradley Court, Highland Park, IL - $1,599,999

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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2021 Old Briar Road, Highland Park, IL - $1,990,000

Residential, Detached Single
  • 4 Beds
  • 5 Baths
  • 3,400 SQFT
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Major Price Reduction. Choice District For Deerfield High School. Sprawling, Modern, One Of A Kind Ranch On A 1/2 Acre Corner Lot. Unique, Does Not Even Describe The Interior And Exterior Finishes. Windows, Interior And Exterior Doors, Tiles Impo...

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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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Photo of Listing #12319836 CONTINGENT

918 Rollingwood Road, Highland Park, IL - $1,050,000

Residential, Detached Single
  • 6 Beds
  • 4 Baths
  • 3,665 SQFT
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Welcome To This Stunning Tuscan Style, 6 Bedroom, 3.1 Bath, Home Which Is Located On A Quiet Cul-de-sac Street. This Home Was Reimagined From A Small 3-bedroom Ranch In 2003. The Main Floor Has An Open Floor Layout & An Abundance Of Natural Light ...

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Photo of Listing #12314681 CONTINGENT

80 Oakmont Road, Highland Park, IL - $1,990,000

Residential, Detached Single
  • 4 Beds
  • 5 Baths
  • 4,338 SQFT
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This Stunning And Curated Home Is Located On A Coveted East Highland Park Street That Is Close To Rosewood Beach, Ravinia Elementary School, Downtown Ravinia, Green Bay Trail, Ravinia Festival & Train. Enjoy Seasonal And Sweeping Lake Views Right ...

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Photo of Listing #12329378 CONTINGENT

1490 Ridge Road, Highland Park, IL - $1,849,000

Residential, Detached Single
  • 5 Beds
  • 5 Baths
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A Private Road Will Take You To A Breathtaking Home Offering True Oasis Of Serenity And Tranquility. Surrounded By Nature, This Home Is Where Luxury, Functionality, Uniqueness And Creativity Meet. It Features Custom Made Italian Gourmet Kitchen W...

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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 #12324436 CONTINGENT

488 Hillside Drive, Highland Park, IL - $1,130,000

Residential, Detached Single
  • 4 Beds
  • 4 Baths
  • 3,616 SQFT
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Multiple Offers Have Been Received. Highest And Best Is Due By Monday, 4/7 At 5pm. This Move-in Ready And Cherished Home Has Lovingly Been Maintained By The Same Family Since Its Construction And Reflects Decades Of Care. This Stunning 4-bedroom, ...

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Photo of Listing #12326201 CONTINGENT

94 Oakmont Road, Highland Park, IL - $1,275,000

Residential, Detached Single
  • 3 Beds
  • 4 Baths
  • 3,179 SQFT
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Welcome To 94 Oakmont Road, A Three-owner Mid-century Modern Located On A Small Private Road East Of Sheridan Road In Highland Park. Set On A Half-acre, This 3,175 Sq Ft. 3-bd, 3.5 Ba Was Designed For Privacy, History, And Timeless Design. Enjoy...

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Photo of Listing #12288557

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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Photo of Listing #12323633 CONTINGENT

1730 Wildrose Court, Highland Park, IL - $1,175,000

Residential, Detached Single
  • 4 Beds
  • 6 Baths
  • 5,275 SQFT
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Incredible Opportunity In Hybernia, First Floor Primary Suite - Prime Cul-de-sac Location With Stunning Pond Views! Bring Your Design Ideas And Transform This Spacious Custom Home Into Your Dream Residence! Ideally Located On A Peaceful Cul-de-...

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Photo of Listing #12313842 CONTINGENT

1524 Glencoe Avenue, Highland Park, IL - $1,250,000

Residential, Detached Single
  • 4 Beds
  • 5 Baths
  • 4,718 SQFT
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Welcome To This Stunning Home, Blending Timeless Architectural Details With Modern Amenities. Built In 2006 On A Professionally Landscaped 1/4-acre Lot, This Meticulously Maintained Property Offers The Perfect Mix Of Luxury And Comfort. Step Onto ...

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Photo of Listing #12308075 CONTINGENT

680 Kincaid Street, Highland Park, IL - $1,299,900

Residential, Detached Single
  • 4 Beds
  • 4 Baths
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Nestled In The Highly Desirable Ravinia Area Of East Highland Park, This Beautifully Maintained Brick And Hardiboard Single-family Home Offers The Perfect Suburban Retreat, Just Minutes From Top Restaurants, The Lake, Parks, Shopping, The Metra Tr...

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Photo of Listing #12293306 CONTINGENT

1181 Hilary Lane, Highland Park, IL - $1,295,000

Residential, Detached Single
  • 4 Beds
  • 4 Baths
  • 3,271 SQFT
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Simply Stunning, Highly Upgraded, Walk-to Town Colonial In Mint Move-in Condition On A Quiet Cul-de-sac In One Of Highland Park's Most Coveted Neighborhoods. The Gracious & Sunny Two-story Foyer Opens Into The Spacious Living Room & Formal Dining ...

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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 April 29th, 2025 at 1:08pm CDT.