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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 #12538969

205 Sheridan Road, Highland Park, IL - $1,249,000

Residential, Detached Single
  • 3 Beds
  • 3 Baths
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Recently Remodeled Ranch Home Ideally Located In Sought-after East Highland Park. This Beautifully Updated 3-bedroom, 2.5-bath Residence Offers An Open, Airy Layout Highlighted By Vaulted Ceilings And A Spacious Great Room. A Sun-filled Four-seaso...

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Photo of Listing #12558270

326 Briar Lane, Highland Park, IL - $1,635,000

Residential, Detached Single
  • 5 Beds
  • 6 Baths
  • 5,400 SQFT
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Move-in Ready 6-bedroom, 5 Full Bath And 1 Half-bath Brick Home Set On A Beautifully Landscaped Half-acre In A Sought-after Highland Park Neighborhood. Designed For Both Everyday Living And Entertaining, This Home Features An Open Floor Plan With ...

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Photo of Listing #12557108 CONTINGENT

730 Sheridan Road, Highland Park, IL - $1,095,000

Residential, Detached Single
  • 4 Beds
  • 4 Baths
  • 4,205 SQFT
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Hear The Gentle Rhythm Of Lake Michigan From This Impeccably Maintained, Rarely Available Mid-century Modern Ranch Near The Lake, Set Along Prestigious Sheridan Road In East Highland Park, Where Refined Luxury, Privacy, And Timeless Design Converg...

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Photo of Listing #12538819 CONTINGENT

1878 Sunset Road, Highland Park, IL - $1,175,000

Residential, Detached Single
  • 4 Beds
  • 4 Baths
  • 3,414 SQFT
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This Updated Classic Red Brick Colonial, Located On An Oversized Corner Lot In The Coveted Sunset Park Neighborhood, Offers 5 Bedrooms, 3 Full Baths, And 1 Half Bath. Thoughtfully Expanded, The Home Features Timeless Vintage Details Including Plas...

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Photo of Listing #12531937 CONTINGENT

135 Lakewood Place, Highland Park, IL - $1,099,000

Residential, Detached Single
  • 4 Beds
  • 3 Baths
  • 2,599 SQFT
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Rarely Available Mid-century Modern Ranch In The Heart Of Ravinia - Set Privately On The Ravines In East Highland Park. Classic Mid-century Modern Design Shines With A Strong Connection To Nature...warm Brick And Wood Accents, Oversized Windows Fr...

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Photo of Listing #12546900 CONTINGENT

689 Crofton Avenue S, Highland Park, IL - $1,495,000

Residential, Detached Single
  • 3 Beds
  • 3 Baths
  • 2,625 SQFT
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Welcome To 689 Crofton Ave South, A Beautifully Reimagined And Super Rare Ranch-style Home Built By Jbj Builders In A Maintenance Free Community With Stunning Vaulted Ceilings. Fully Gut Renovated With Exceptional Attention To Detail, This Residen...

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Photo of Listing #12552407 CONTINGENT

3390 Old Mill Road, Highland Park, IL - $1,250,000

Residential, Detached Single
  • 5 Beds
  • 6 Baths
  • 4,116 SQFT
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Completely Transformed With Top-to-bottom Renovations And Designer-selected Finishes, This Exceptional Home Has Been Reimagined With Intention, Style, And Modern Living In Mind. A Dramatic Foyer And Statement Staircase Set The Tone, Opening To Sun...

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Photo of Listing #12519512 CONTINGENT

1832 Eastwood Avenue, Highland Park, IL - $1,195,000

Residential, Detached Single
  • 4 Beds
  • 4 Baths
  • 3,089 SQFT
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Beautifully Remodeled And Thoughtfully Enhanced Contemporary Mid-century 4 Bedroom, 3.1 Bath Home. Features Include New Hardwood Floors And A Custom Kitchen With Handmade Wood Cabinetry And High-end Appliances. The Expanded Primary Suite Includes ...

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Photo of Listing #12544394 CONTINGENT

370 Briar Lane, Highland Park, IL - $1,699,000

Residential, Detached Single
  • 5 Beds
  • 6 Baths
  • 5,400 SQFT
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Some Homes Look Far Better In The Photos; Then You Enter And They Are A Disappointment. The Photos Hide Poor Layout. This Home Is The Opposite. Until You Walk The Home, You Cannot Appreciate It's Beauty, Privacy And Exclusivity - From The Ceiling ...

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1062 Livingston (lot 4) Avenue, Highland Park, IL - $1,199,900

Residential, Detached Single
  • 4 Beds
  • 4 Baths
  • 2,900 SQFT
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This Beautiful Home Is Just Steps Away From A Tranquil Oasis W/ Nature And Walking Paths For Miles. Luxury Finishes Throughout The Home! Designed With Custom Cabinetry, Quartz Counter Tops Throughout, Fireplace, Solid Core 8' Doors, Designer Light...

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1066 Livingston (lot 2) Avenue, Highland Park, IL - $1,199,900

Residential, Detached Single
  • 2 Beds
  • 4 Baths
  • 3,350 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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215 Prospect Avenue, Highland Park, IL - $1,875,000

Residential, Detached Single
  • 6 Beds
  • 7 Baths
  • 5,000 SQFT
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Thornycote A 1901 English Arts And Crafts Design By Howard Van Doren Shaw, Is A Home Where Craftsmanship, Harmony, And Grace Still Define Daily Life. Set On Over An Acre Of Lush, Landscaped Land Near Lake Michigan, This Residence Invites Admiratio...

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Photo of Listing #12499430 CONTINGENT

1816 Rosemary Road, Highland Park, IL - $1,649,000

Residential, Detached Single
  • 4 Beds
  • 5 Baths
  • 5,000 SQFT
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Move Right In To This Immaculate 5 Bedroom, 4.5-bath New Construction Home That Blends Luxury, Comfort, And Functionality. Designed With A Seamless Open Floor Plan, This Home Is Perfect For Entertaining And Everyday Living. The Chef's Kitchen Feat...

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Photo of Listing #12447385 CONTINGENT

1060 Livingston (lot 5) Avenue, Highland Park, IL - $1,050,000

Residential, Detached Single
  • 3 Beds
  • 3 Baths
  • 2,600 SQFT
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This Beautiful Home Is Just Steps Away From A Tranquil Oasis W/ Nature And Walking Paths For Miles. This Brookmere Features Luxury Finishes Throughout The Home! Designed With Custom Cabinetry, Quartz Counter Tops Throughout, Fireplace, Solid Core ...

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Photo of Listing #12397588 CONTINGENT

2514 Hidden Oak (lot 9) Circle, Highland Park, IL - $1,299,900

Residential, Detached Single
  • 3 Beds
  • 4 Baths
  • 3,900 SQFT
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This Beautiful Home Is Just Steps Away From A Tranquil Oasis W/ Nature And Walking Paths For Miles. This 1st Floor Master, Astoria, Features Luxury Finishes Throughout The Home! Designed With Custom Cabinetry, Quartz Counter Tops Throughout, Firep...

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Photo of Listing #12381296 CONTINGENT

8 Heritage Drive, Highland Park, IL - $1,675,000

Residential, Detached Single
  • 3 Beds
  • 4 Baths
  • 2,825 SQFT
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Construction Is Already Underway On This Spectacular, Brand New Ranch Home In An Established, Maintenance-free Subdivision In The Perfect Highland Park Location And Cul-de-sac, As Part Of The Serenity At Heritage Development By Multigenerational B...

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1672 Huntington Lane, Highland Park, IL - $1,399,999

Residential, Detached Single
  • 4 Beds
  • 4 Baths
  • 3,216 SQFT
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New Construction In Coveted Sherwood Forest - Highland Park, Il. Experience Luxury Living In This Beautifully Crafted Single-family Home, Located In The Highly Sought-after Sherwood Forest Neighborhood Of Highland Park. Thoughtfully Designed By ...

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1068 Livingston (lot 1) Avenue, Highland Park, IL - $1,199,900

Residential, Detached Single
  • 2 Beds
  • 4 Baths
  • 3,350 SQFT
View details More Photos Save

This Newly Completed 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 Top...

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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 February 6th, 2026 at 10:39pm CST.