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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 #12275095

706 Washington Avenue, Wilmette, IL - $3,050,000

Residential, Detached Single
  • 4 Beds
  • 6 Baths
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Brand New Construction Single Family Home Coming Soon To An Amazing Part Of Wilmette. This Home Features 6 Bedrooms (4 Upstairs), 4 Bathrooms, And 2 Half-baths. Through The Center Entry And In Front Of The Home You'll Find A Designated Office Spac...

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Photo of Listing #12277792 CONTINGENT

1575 Hickory Lane, Winnetka, IL - $3,195,000

Residential, Detached Single
  • 5 Beds
  • 9 Baths
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Welcome To This Absolutely Fabulous Home Nestled On A Serene Half-acre Lot On Picturesque Hickory Lane. Recently Renovated, This Residence Offers Three Thoughtfully Designed Floors Of Luxurious Living Space, Perfect For Both Relaxation And Enterta...

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608 Stonegate Terrace, Glencoe, IL - $3,295,000

Residential, Detached Single
  • 5 Beds
  • 9 Baths
  • 6,227 SQFT
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Better Than New!!! This Masterfully Designed Stone/shingle Custom Built Residence Is Tucked Away From The Street For Maximum Privacy. The House Opens Up Dramatically Once You Enter And Rooms Flow Seamlessly With Integrated French Doors & Custom Mi...

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Photo of Listing #12305993 CONTINGENT

403 Mayflower Road, Lake Forest, IL - $4,500,000

Residential, Detached Single
  • 5 Beds
  • 7 Baths
  • 7,800 SQFT
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As One Enters The Elegant Historic Gates Designed By Samuel Yellin And Views The Private Enclave On One Of The Most Coveted Roads In Lake Forest, This Spectacular Property Reveals A Grand Circular Driveway And Forecourt That Leads To This Magnif...

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1006 Elm Tree Road, Lake Forest, IL - $3,250,000

Residential, Detached Single
  • 3 Beds
  • 4 Baths
  • 4,100 SQFT
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Sophisticated Elegance At Its Best! Come See The Extensive Renovations To This Wonderful Jerome Cerny East Lake Forest Home. Sprawling Main Level With High End Finishes To Please Any Buyer. A Primary "wing" With A Sitting Area, Oversized Stunning...

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Photo of Listing #12287161

159 Abingdon Avenue, Kenilworth, IL - $3,599,000

Residential, Detached Single
  • 6 Beds
  • 6 Baths
  • 6,600 SQFT
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Conveniently Located Within Walking Distance To Plaza Del Lago, This Stunning Home In East Kenilworth Built By Heritage Luxury Builders Has Excellent Curb Appeal. With 5 Bedrooms, 5.1 Baths, And 6600 Sqt, This Is The Perfect Home. The Sellers Have...

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5 Woodley Road, Winnetka, IL - $4,499,900

Residential, Detached Single
  • 8 Beds
  • 7 Baths
  • 7,168 SQFT
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An Eternal Architectural Beauty Set On Prestigious Woodley Road, This Stately, White-painted Brick Colonial Accented With Black Shutters Never Goes Out Of Style. Nestled On Over 1.4 Acres Of Meticulously Manicured Grounds By Midwest Arbor, These 8...

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518 Elder Lane, Winnetka, IL - $4,495,000

Residential, Detached Single
  • 5 Beds
  • 7 Baths
  • 7,500 SQFT
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Absolutely Stunning Transitional Home With Approximately 7,500 Square Feet Finished Space. Exterior Is Constructed Of Brick, Stucco And Brava Slate Roofing System. The Home Is Located On One Of The Most Picturesque Streets In East Winnetka. Close ...

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677 Greenleaf Avenue, Glencoe, IL - $3,799,000

Residential, Detached Single
  • 4 Beds
  • 7 Baths
  • 6,189 SQFT
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A Timeless Classic In The Best "east Of Green Bay Rd" Location! Set Beyond A Circular Drive, This Home Offers Beautiful Architectural Detail And Finishes Featuring Stone Exterior, Newer Cedar Roof, Well-scaled Rooms, Tall Windows, Rich Paneling, W...

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Photo of Listing #12293314

111 Oxford Road, Kenilworth, IL - $3,890,000

Residential, Detached Single
  • 6 Beds
  • 6 Baths
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Welcome To 111 Oxford, Located On The Corner Of Sheridan And Oxford In The Highly Desired East Kenilworth Neighborhood. Custom Detail And High-quality Finishes Greet You At Every Turn In This Stunning 6-bed, 4.2 Bath Masterpiece. Renovated Down To...

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Photo of Listing #12195822 CONTINGENT

994 Bluff Road, Glencoe, IL - $4,500,000

Residential, Detached Single
  • 5 Beds
  • 8 Baths
  • 7,924 SQFT
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Welcome To 994 Bluff, A Stunning Masterpiece That Encapsulates The Essence Of Modern Luxury Living. This Meticulous Recently Renovated Home Combines Thoughtful Design With An Organic Aesthetic, Creating A Harmonious Flow Throughout Its Spacious La...

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681 Lincoln Avenue, Winnetka, IL - $3,550,000

Residential, Detached Single
  • 6 Beds
  • 7 Baths
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Exciting Opportunity To Acquire A Remarkable Property In Winnetka! This Stunning Benjamin Marshall-designed Home Is Nestled On 2/3rds Of An Acre In The Heart Of The Village. The Property Boasts Professional Landscaping, Including An Oversized Pool...

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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 28th, 2025 at 11:38am 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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