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Browse All Homes for Sale Along Chicago's North Shore, $2,000,000 - $3,000,000

$500,000 - $750,000 $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
Over $10,000,000
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Photo of Listing #12747536 CONTINGENT

1116 Elmwood Avenue, Wilmette, IL - $2,250,000

Residential, Detached Single
  • 5 Beds
  • Baths
  • 5,000 SQFT
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New Home In East Wilmette Desirable Cage Area Neighborhood. This Home Features A Charming Front Porch As A Welcoming Entry To The Home. The First Floor Features A Formal Living Room With Fireplace, Formal Dining Room With Coffered Ceilings And ...

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Photo of Listing #12748143

431 Sheridan Road, Kenilworth, IL - $2,895,000

Residential, Detached Single
  • 5 Beds
  • Baths
  • 4,927 SQFT
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Enjoy Lake Breezes And Seasonal Views From This Beautifully Renovated East Kenilworth Home. Tucked Down A Private Dead-end Lane East Of Sheridan Road, The Home Was Fully Renovated Prior To The Current Owner's Purchase In 2021, And They Have Contin...

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Photo of Listing #12750024

120 Crescent Drive, Glencoe, IL - $2,589,000

Residential, Detached Single
  • 6 Beds
  • Baths
  • 4,650 SQFT
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Set Against A Peaceful, Tree-lined Ravine, This Beautifully Reimagined Six-bedroom Residence Pairs The Timeless Charm Of Its Original Brick & Stone Facade With Sophisticated, Modern Interiors. Thoughtfully Designed And Fully Renovated Down To The ...

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Photo of Listing #12740434

755 Michigan Avenue, Wilmette, IL - $2,500,000

Residential, Detached Single
  • 4 Beds
  • Baths
  • 4,707 SQFT
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This Picturesque Stone, Colonial Style Home, With A Captivating Front Entrance & Slate Roof, Is Across The Street From Gilson Park And Just Steps From Lake Michigan. The Huge, Gracious Living Room Features Stunning Crown Moldings, A Bay, Classic F...

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1177 Edgewood Road, Lake Forest, IL - $2,995,000

Residential, Detached Single
  • 6 Beds
  • 7 Baths
  • 7,845 SQFT
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The Ultimate Expression Of Town-and-country Living In East Lake Forest. Set At The End Of A Long, Private Tree-lined Drive, This Steve Rugo-designed Estate In Coveted East Lake Forest Evokes The Romance Of The French Countryside Set On 1.6 Fully F...

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89 Cary Avenue, Highland Park, IL - $2,500,000

Residential, Detached Single
  • 5 Beds
  • 4 Baths
  • 5,443 SQFT
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Completely Rebuilt And Reimagined In 2021, This Stunning 5-bedroom, 4-bath Home Offers An Exceptional Open-concept Floor Plan With High-end Finishes Throughout. Every Major Component Including The Roof, Windows, Plumbing, Mechanicals, Flooring, Ca...

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1109 Hohlfelder Road, Glencoe, IL - $2,099,000

Residential, Detached Single
  • 4 Beds
  • Baths
  • 4,300 SQFT
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There Is Simply No Custom Home In Glencoe At This Price Point That Could Be Duplicated Today With This Level Of Quality, Craftsmanship And Finish Woven Throughout Every Room. Completely Rebuilt From The Studs In 2012, This Solid Masonry Home Was C...

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916 Seminole Road, Wilmette, IL - $2,750,000

Residential, Detached Single
  • 6 Beds
  • 7 Baths
  • 5,395 SQFT
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Rare Opportunity To Own A Luxury Newer-construction Home In Coveted Indian Hill Estates, Within The Highly Sought-after Harper School District. Built In 2014 By Magic Touch Luxury Builders, This Exceptional All-brick Residence Showcases Exquisite ...

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1106 Astor Place, Glencoe, IL - $2,175,000

Residential, Detached Single
  • 6 Beds
  • 7 Baths
  • 5,630 SQFT
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Step In To Your Private Oasis In Glencoe! This Incredible Home Is Situated On A Quiet Cul-de-sac And Offers Everything You Have Been Looking For. The Grand 3 Story Foyer Invites You In To This Home That Has The Perfect Flow For Entertaining. The F...

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Photo of Listing #12735433 CONTINGENT

165 Maple Avenue, Highland Park, IL - $2,200,000

Residential, Detached Single
  • 4 Beds
  • Baths
  • 4,322 SQFT
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Dramatic Architecture In A Prime East Location! This Stunning Contemporary With A Main Floor Primary Suite Sits On A Gorgeous, Professionally Landscaped Parcel Of Close To An Acre With Sweeping Ravine Views. Set Far Back From The Street, Offering ...

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283 W Laurel Avenue, Lake Forest, IL - $2,595,000

Residential, Detached Single
  • 6 Beds
  • Baths
  • 5,151 SQFT
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A Piece Of Lake Forest History Returns To The Market For The First Time In 27 Years, Presenting A Rare Opportunity To Own A Gracious Tudor Revival With Historical Provenance In Lake Forest. Set Back On A Private Drive On 1.52 Wooded Acres And Back...

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344 E Witchwood Lane, Lake Bluff, IL - $2,750,000

Residential, Detached Single
  • 5 Beds
  • Baths
  • 4,850 SQFT
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This One-of-a-kind Modern Home Is A True Lake Bluff Gem, Set In One Of The North Shore's Most Beloved And Walkable Communities-architecturally Striking And Exceptionally Livable. From The Moment You Step Inside, The Home Makes An Impression. Soar...

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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 September 8th, 2026 at 8:00am CDT.