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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 #12282949

666 Maple Avenue, Lake Bluff, IL - $2,125,000

Residential, Detached Single
  • 4 Beds
  • 5 Baths
  • 4,731 SQFT
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This Enchanting, Historic East Lake Bluff Gem Is Tucked Away On A Rarely Found Half-acre Lot, Just 2 Blocks From Lake Michigan. Idyllic Wrap-around Porches And Balcony Enjoy Seasonally Changing Ravine Views. Story Book Perennial Gardens Border The...

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Photo of Listing #12319945

260 Woodlawn Avenue, Winnetka, IL - $2,650,000

Residential, Detached Single
  • 5 Beds
  • 7 Baths
  • 5,778 SQFT
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Simply Beautiful! The Contemporary Home Is Ready For You To Move In Now! A Corner Lot Is Across From A Park With A Playground, Only A Few Blocks Away From Lake Michigan. The Exterior Finish Is A Combination Of Stucco And Limestone. Open Concept Fi...

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Photo of Listing #12309514

971 Ashley Road, Lake Forest, IL - $2,125,000

Residential, Detached Single
  • 3 Beds
  • 6 Baths
  • 4,014 SQFT
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This Stunning Contemporary Home Blends Expansive, Open Living Spaces With Intimate Retreats, Offering Breathtaking Views Of A Surrounding Ravine. Abundant Windows Invite Natural Light And Frame The Serene Landscape. The Chef's Kitchen Features Cus...

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732 Bronson Lane, Highland Park, IL - $2,800,000

Residential, Detached Single
  • 6 Beds
  • 7 Baths
  • 9,659 SQFT
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A Nagle Hartray-designed Architectural Showstopper, This Unique And Meticulously Upgraded Residence Sits On A Lushly Landscaped Acre Near Rosewood Beach And Ravinia. Newly Enhanced With Bespoke Updates That Blend Timeless Design With Modern Refine...

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1234 Westmoor Road, Winnetka, IL - $2,995,000

Residential, Detached Single
  • 4 Beds
  • 8 Baths
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Welcome To Your Dream Home On Idyllic Westmoor Road! This Exceptional Custom Residence Blends Sophistication With California Flair, Offering An Incredibly Livable Space Designed For Easy First-floor Living And Gracious Entertaining. Step Into The...

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474 Sheridan Road, Winnetka, IL - $2,750,000

Residential, Detached Single
  • 6 Beds
  • 5 Baths
  • 4,251 SQFT
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Welcome To Sophisticated Living On Sheridan Road, Where Elegance Meets Comfort In The Heart Of East Winnetka. This Exquisite 6-bedroom, 4.1-bathroom Home Is A True Oasis, Offering A Sanctuary From The Hustle And Bustle Of Everyday Life. Step In...

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Photo of Listing #12290675 CONTINGENT

822 Bryant Avenue, Winnetka, IL - $2,699,000

Residential, Detached Single
  • 5 Beds
  • 5 Baths
  • 4,536 SQFT
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One Of Winnetka's Most Extraordinary Retreats In The Most Desired Walk To Location Reminiscent Of The Iconic Homes Of The Era With A Stylized Full House Renovation And Addition In 2004. This "better Than New" Meticulous Lovingly Restored Historica...

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Photo of Listing #12292527 CONTINGENT

899 East Ringwood Road S, Lake Forest, IL - $2,995,000

Residential, Detached Single
  • 5 Beds
  • 9 Baths
  • 7,270 SQFT
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Nestled On A Picturesque And Private 1.84-acre Lot, This Stunning Brick Georgian Estate Embodies Timeless Elegance And Meticulous Craftsmanship. Thoughtfully Maintained, The Home Boasts A Newer Davinci Roof, Gutters, And Hardie Board Siding, Ensur...

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Photo of Listing #12298571

521 Jackson Avenue, Glencoe, IL - $2,400,000

Residential, Detached Single
  • 5 Beds
  • 6 Baths
  • 5,847 SQFT
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This Gracious And Beautifully Updated 5 Bedroom, 5.1 Bathroom Brick Colonial Home Offers A Perfect Blend Of Vintage Charm And Modern Luxury. Situated On A Premier Street, The Home Boasts A Wide 61' Lot, An Attached 2-car Garage, And Professionally...

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Photo of Listing #12303667 CONTINGENT

1065 Fisher Lane, Winnetka, IL - $2,450,000

Residential, Detached Single
  • 5 Beds
  • 6 Baths
  • 4,776 SQFT
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Architecturally Stunning Custom Contemporary On A Lush 1/2 Acre Private Lane With Lake Breezes. Designed To Maximize Natural Light And Indoor-outdoor Living, The Home Features Expansive Windows, Skylights, And Three Rooftop Decks. The Open Floor P...

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Photo of Listing #12295594

1540 North Sheridan Road, Lake Forest, IL - $2,550,000

Residential, Detached Single
  • 4 Beds
  • 6 Baths
  • 7,384 SQFT
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Prepare To Be Wowed By This Rare, Newer Construction Custom Brick Home In One Of East Lake Forest's Most Desirable Neighborhoods. With A Total Of 7,300 Square Feet Of Exquisitely Finished Living Space-including A 3,000 Square Foot Finished Basemen...

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Photo of Listing #12296703 CONTINGENT

829 Linden Avenue, Wilmette, IL - $2,895,000

Residential, Detached Single
  • 4 Beds
  • 6 Baths
  • 6,129 SQFT
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This Amazing Home In East Wilmette Is A 5 Bedroom, 5.1 Bath Stunning Newer Build (2020). Built By A Well-known Local Builder Featuring An Amazing Floorplan With Only The Finest Materials And Design Elements Perfect For Today's Most Discerning Buye...

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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 10:23am 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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