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Browse All Homes for Sale Along Chicago's North Shore, $5,000,000 - $10,000,000

$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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115 De Windt Road, Winnetka, IL - $5,999,900

Residential, Detached Single
  • 7 Beds
  • 10 Baths
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Once In A Lifetime Does An Opportunity Like This Come Around To Own An Iconic, Generational North Shore Estate Like This One... A Property With Such Flawless Design, Features, And Premier Winnetka Location That Is Truly Unmatched. Completely Resto...

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111 Lakewood Drive, Glencoe, IL - $6,350,000

Residential, Detached Single
  • 4 Beds
  • 7 Baths
  • 6,603 SQFT
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A Magnificent Ravine Setting Combined With The Renowned Architecture Of Tom Shafer (of Grunsfeld-shafer) Make This An Extraordinary Custom Built Contemporary Home With A 1st Floor Primary Suite In Addition To An Elevator. Unparalleled And Panorami...

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111 East Onwentsia Road, Lake Forest, IL - $5,700,000

Residential, Detached Single
  • 6 Beds
  • 8 Baths
  • 12.3k SQFT
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An Impressive Tree Lined Driveway Leads You To This 3.8 Acre Private Estate On The Most Desirable Road In Town. The Home Was Designed By The Renowned Architectural Firm Of Liederbach & Graham, With Attention To Authenticity, Engineering And Clas...

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655 Sheridan Road, Glencoe, IL - $5,999,900

Residential, Detached Single
  • 5 Beds
  • 8 Baths
  • 11k SQFT
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The Time Has Finally Come To Unveil This Magnificent Restoration Completed With A Level Of Luxury Like Nothing Ever Done Before. Reminiscent Of The Extraordinary French Mansions Found Along The French Countryside, This Palatial Estate Has Been Com...

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980 North Green Bay Road, Lake Forest, IL - $6,750,000

Residential, Detached Single
  • 6 Beds
  • 10 Baths
  • 9,167 SQFT
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This Is A Rare Offering Of An Exceptional Estate Designed By Howard Van Doren Shaw Situated On Approximately 15 Acres In The Heart Of Lake Forest. Providing The Utmost In Privacy And Unsurpassed Natural Beauty, The Grounds Are Unparalleled And In...

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1717 Shore Acres Drive, Lake Bluff, IL - $9,950,000

Residential, Detached Single
  • 6 Beds
  • 11 Baths
  • 10.4k SQFT
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Sensational 3.08 Acre Lakefront Property With Approximately 320' Of Lake Frontage. Breathtaking Views Of Lake Michigan From Every Room. Resort-like Infinity Edge Pool With Waterfall. Pool-side Kitchen And Full Bath. Bluff Has Gradual, Broad Grassy...

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395 North Green Bay Road, Lake Forest, IL - $5,500,000

Residential, Detached Single
  • 7 Beds
  • 13 Baths
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Whether Driving Up The Winding Tree-lined Driveway Or Entering The Grand Foyer, When You Arrive At The Two Gables Estate, You Immediately Feel At Home. Rich In History, This Prestigious Property Has Been Fully Renovated And Offers Everything One D...

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Photo of Listing #10812725

611 East Woodland Road, Lake Forest, IL - $5,300,000

Residential, Detached Single
  • 8 Beds
  • 11 Baths
  • 12k SQFT
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Designed By Noted Architect, Edwin Hill Clark, Circa 1929, This Home Speaks To An Era Of Architectural Integrity, Superb Quality, And Inherent Warmth And Character. Boasting One Of Lake Forest's Most Premier Locations, The Home Is Privately Situa...

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1869 Crescent Court, Highland Park, IL - $5,750,000

Residential, Detached Single
  • 7 Beds
  • 11 Baths
  • 9,647 SQFT
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This Trophy Property Offers An Ideal Sense Of Safety And Seclusion. A Rare Find In Chicago's North Shore, You Can Live On 2+ Beautifully Landscaped Acres Overlooking Lake Michigan. Tucked Away On A Quiet Cul-de-sac Block Directly East From Downtow...

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233 Sheridan Road, Kenilworth, IL - $9,975,000

Residential, Detached Single
  • 6 Beds
  • 9 Baths
  • 8,700 SQFT
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Great Opportunity To Own Magnificent Lake Front Property In East Kenilworth. This Lake Front House Is App. 8,000 Sq. Feet Above Ground And App. 11,500 Total Finished Space. It Boasts 100' Of Lake Front, 7 Bed, 7.2 Bath, Gourmet Kitchen, Media Roo...

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84 Indian Hill Road, Winnetka, IL - $6,399,000

Residential, Detached Single
  • 6 Beds
  • 8 Baths
  • 18k SQFT
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Exceptional, Custom Built Home With Views Of The Golf Course Situated On 1.25 Acres On Desirable Indian Hill Road. No Stone Has Been Left Unturned In This Masterpiece. Circular Driveway Guides You To The Stately Center Entry Foyer; A Perfect Place...

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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 8th, 2021 at 1:01pm CST.

CHOOSE YOUR LIFESTYLE

Linda Shaughnessy

LUXURY-REAL-ESTATE AGENT WITH JAMESON SOTHEBY'S INTERNATIONAL REALTY APPRECIATES THE IMPORTANCE OF GOING THE EXTRA MILE

by Megy Karydes ~ Luxury Home Quarterly

In the past two decades, Linda Shaughnessy has revolutionized how luxury properties are marketed, has started the first in-house marketing department of a Chicago real-estate company, and is personally involved in each of her property showings. As you listen to Shaughnessy, a luxury real-estate broker and senior vice president with Jameson Sotheby's International Realty in Chicago’s Gold Coast neighborhood, you realize that she truly loves her work, and that passion is what has made her one of the most respected agents in Chicago.

Read Full Article REVIEW A SELECTION OF LINDA'S SIGNIFICANT SALES

SOTHEBY'S INTERNATIONAL REALTY

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“The location, the style, the feeling you get when you walk through the door – every aspect of your home should be a reflection of who you are, where you’ve been, and the life you aspire to live. Your best life begins with a home that inspires you.”

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