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Browse All Homes for Sale Along Chicago's North Shore, $3,000,000 - $5,000,000

$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 #12106751

681 Lincoln Avenue, Winnetka, IL - $4,195,000

Residential, Detached Single
  • 6 Beds
  • 7 Baths
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Amazing Opportunity To Own One Of Winnetka's Most Incredible Properties! This Benjamin Marshall Beauty Sits On 2/3rds Of An Acre In The Heart Of The Village. Professionally Landscaped With An Oversized Pool, Putting Green And 1/2 Basketball Cour...

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1201 Lindenwood Drive, Winnetka, IL - $4,350,000

Residential, Detached Single
  • 5 Beds
  • 7 Baths
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Welcome To Your Dream Home At 1201 Lindenwood Dr. This Stunning Residence Seamlessly Blends Timeless Elegance With Modern Luxury, Offering The Perfect Blend Of Comfort And Sophistication. No Detail Has Been Left Untouched. As You Step Through The ...

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589 Greenleaf Avenue, Glencoe, IL - $3,250,000

Residential, Detached Single
  • 6 Beds
  • 7 Baths
  • 5,000 SQFT
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Chance Of A Lifetime To Own 1.15 Acre Of Land On One Of East Glencoe's Premier Blocks With An Incredible Opportunity To Bring Back To Life A Solidly Built Mid-century Modern Home Or Build The House Of Your Dreams With Your Own Design Team! This Ra...

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1649 Ravine Terrace, Highland Park, IL - $4,250,000

Residential, Detached Single
  • 5 Beds
  • 6 Baths
  • 9,269 SQFT
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Welcome To 1649 Ravine Terrace - An Unparalleled Expression Of Modern Luxury Living In East Highland Park. Just Completed, This New Construction Masterpiece Spans Over 9,000 Square Feet And Redefines Opulence Set On 1.53 Acres Offering The Best Of...

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67 Beach Road, Glencoe, IL - $3,399,000

Residential, Detached Single
  • 4 Beds
  • 6 Baths
  • 7,268 SQFT
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We Present A Stunning Custom-built Home In East Glencoe, Just Steps Away From The Shores Of Lake Michigan. This Timeless Home, Constructed In 2006, Has Been Meticulously Maintained And Updated To Offer Modern Luxury Living In A Serene Setting. The...

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269 Woodlawn Avenue, Glencoe, IL - $3,599,900

Residential, Detached Single
  • 5 Beds
  • 7 Baths
  • 7,400 SQFT
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Exquisite New Construction In Glencoe By Excelent Design/build Firm Dsd Realty Group. Set On Expansive 18,300+ Sf Lot On A Quiet Cul-de-sac Directly Across From Charming Neighborhood Park In Sought-after East Hubbard Woods! A Beautiful Stone And S...

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1302 Chestnut Avenue, Wilmette, IL - $3,950,000

Residential, Detached Single
  • 6 Beds
  • 5 Baths
  • 6,237 SQFT
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A Special, Singular Opportunity To Own A One-of-a-kind 6-bedroom Home And One *one Acre On Prestigious Chestnut Avenue In The Kenilworth School District! A Mediterranean Villa Feel With Peace And Privacy - The Lush And Expansive Grounds Are Uniq...

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Photo of Listing #11988057

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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86 Prospect Avenue, Highland Park, IL - $3,495,000

Residential, Detached Single
  • 7 Beds
  • 12 Baths
  • 10k SQFT
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Unparalleled Setting, Location And Design Best Describe This Timeless Brick, Stucco And Limestone Estate, Sited On Nearly An Acre Of Park-like Property In Coveted East Highland Park Steps From Lake Michigan. This Custom Built Home Offers A Blend O...

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240 Raleigh Road, Kenilworth, IL - $4,295,000

Residential, Detached Single
  • 5 Beds
  • 7 Baths
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Extremely Hard To Find, Custom (by Owners) Newly Built Home In Desirable East Kenilworth - Just One Block From The Lake! This Modern Tudor Home Has A Harmonious Interior And Exterior Design With The Highest Level Of Luxury Throughout! This Transit...

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493 Hazel Avenue, Highland Park, IL - $3,250,000

Residential, Detached Single
  • 6 Beds
  • 7 Baths
  • 7,640 SQFT
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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 Features A 40' Indoor Pool With A Wall Of Glass That Opens To The Outdoors! Over 7600 Sq Ft P...

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240 Shore Acres Circle, Lake Bluff, IL - $3,895,000

Residential, Detached Single
  • 4 Beds
  • 4 Baths
  • 4,286 SQFT
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Introducing A Historic Modernist Ranch-style Residence On The Market For The Very First Time. Poised On Just Under Eight Private Wooded Acres Adjacent To The Prestigious Shoreacres Golf Course With Incredible Grounds And Flowering Gardens, This Me...

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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 July 27th, 2024 at 1:08am CDT.

CHOOSE YOUR LIFESTYLE

Linda Shaughnessy

In a city where the skyline is constantly reinventing itself, Linda Shaughnessy stands as a constant – a trusted luxury real estate advisor and confidante for her clients and a respected professional among her peers.

Linda approaches each client’s needs with care, dedication, and discretion. Her loyal clientele is a testament to her exceptional service, all of whom value her extensive knowledge of Chicago’s best buildings and cooperative boards.

A native New Yorker, Linda quickly adapted her discipline as a fashion buyer to excel in her new career as a luxury Chicago real estate broker. Her tenacity caught the eye of Jules Marling, chairman of Sudler Marling, a boutique Gold Coast brokerage and property management company. He hired Linda as senior vice president of brokerage to oversee the management of the company's three residential sales offices. In that role, Linda actively participated in Christie’s International Real Estate Network Great Estates.

Linda’s affiliations have also included membership in the Chicago Association of Realtors’ Top 1% Club, a past member of Who's Who in Luxury Real Estate board of governors, "LuxeHome 25" - the top 25 luxury real estate agents in Chicago, and she was included among the Megabrokers of the Midwest" by the luxury real estate publication Unique Homes. Currently, Linda is Senior Vice President of Sales at Jameson Sotheby’s International Realty..

Working seamlessly with a team of professionals, Linda is positioned to assist her clients with the highest level of personal service, ensuring that buyers and sellers have the information needed to make value-based real estate decisions.

REVIEW A SELECTION OF LINDA'S SIGNIFICANT SALES


“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.”

Chicago's Luxury Condos

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