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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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394 Forest Edge Drive, Glencoe, IL - $3,399,000

Residential, Detached Single
  • 6 Beds
  • Baths
  • 5,419 SQFT
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Another Remarkable New Construction Opportunity Has Arrived In The Exclusive Forest Edge Community In Glencoe. This Extraordinary, Fully Completed Residence Combines Timeless Elegance With Contemporary Design, Delivering A One-of-a-kind Living Exp...

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Photo of Listing #12606067

1128 Mt. Pleasant Road, Winnetka, IL - $4,200,000

Residential, Detached Single
  • 5 Beds
  • 10½ Baths
  • 6,950 SQFT
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Built To Impress, This Beautifully Designed, Custom Crafted Home Is Discreetly Tucked In Next To Crow Island Woods You Will Have Nature At Your Doorstep And Be Perfectly Situated On An Amazing Half-acre Lot. This Stunning 5 + Bedroom, 6.3 Bath Hom...

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Photo of Listing #12622562 CONTINGENT

1121 Forest Avenue, Wilmette, IL - $3,225,000

Residential, Detached Single
  • 5 Beds
  • 8 Baths
  • 6,064 SQFT
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Welcome Home To 1121 Forest... A Stunning 2020 Build Where Exceptional Design Meets Impeccable Craftsmanship. Spanning Four Exquisitely Finished Levels, This Meticulously Maintained 6-bedroom, 5.1-bath Residence Is A Masterclass In Refined Living,...

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Photo of Listing #12638690 CONTINGENT

231 Woodlawn Avenue, Winnetka, IL - $4,699,000

Residential, Detached Single
  • 6 Beds
  • 10½ Baths
  • 6,000 SQFT
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Magnificent East Glencoe Home- Approximately 9,000 Sf Of Total Finished Space. 6 Br All Ensuite Plus 3 Additional Half Baths. Stone & Brick Exterior On Over .5 Acre Lot. Close To Train. Featuring A Spectacular Kitchen, Media Room, Cherry Library...

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54 Kenilworth Avenue, Kenilworth, IL - $3,000,000

Residential, Detached Single
  • 9 Beds
  • Baths
  • 4,601 SQFT
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Enjoy The Lake Michigan Breezes At This Spectacular 9 Bedroom 5.2 Bathroom Home Clarence A. Hemphill Built For Himself! Located At The Eastern Corner Of Sheridan Road And Kenilworth Avenue, This Amazing, Oversized Property Boasts A Beautiful Front...

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224 Sheridan Road, Kenilworth, IL - $3,195,000

Residential, Detached Single
  • 5 Beds
  • 7 Baths
  • 5,757 SQFT
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Perfectly Located On Soughtafter Sheridan Road In The Heart Of Kenilworth, This Stately Redbrick Colonial Sits Quietly Behind A Circular Drive And Landscaped Gardens, Offering Wonderful Privacy On Nearly A Halfacre. Originally Built In 1918, The H...

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390 Forest Edge Drive, Glencoe, IL - $3,499,000

Residential, Detached Single
  • 6 Beds
  • Baths
  • 5,474 SQFT
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Project Completed! Be The First To Own This Stunning, Luxurious New Construction Home In The Brand-new Forest Edge Subdivision, Right In The Heart Of Glencoe. This Fully Finished, Move-in Ready Residence Showcases Exceptional Craftsmanship, High-e...

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Photo of Listing #12404241

285 W Westminster Avenue, Lake Forest, IL - $3,795,000

Residential, Detached Single
  • 7 Beds
  • 11 Baths
  • 8,135 SQFT
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Rare Offering In One Of Lake Forest's Most Desired Locations, Featuring Over Two Private Acres With Exceptional Amenities Designed For An Active Lifestyle. Bordering Derwen Mawr Nature Preserve, The Property Offers Direct Access To Miles Of Scenic...

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Photo of Listing #12604911

282 Linden Park Place, Highland Park, IL - $3,199,999

Residential, Detached Single
  • 6 Beds
  • Baths
  • 6,325 SQFT
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Stunning Custom Contemporary On Coveted Double Lot In Highland Park Designed, Built And Meticulously Maintained By The Current Owners. This One-of-a-kind Home Sits On Over An Acre On A Beautiful Ravine On One Of Highland Park's Most Sought After S...

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64 Crescent Drive, Glencoe, IL - $3,599,900

Residential, Detached Single
  • 6 Beds
  • 10½ Baths
  • 11.5k SQFT
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Simply Stunning! 20 Years Old Spectacular Brick & Limestone Gem Constructed By The Harness Group With 19 R00ms, 6 Bedrooms, 6 Full And 3 Half Bathrooms. 5 Zones Heating & A/c. Majestically Set Down A Winding East Glencoe Lane On Almost 3/4 Of An ...

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Photo of Listing #12596418

110 Kenilworth Avenue, Kenilworth, IL - $3,595,000

Residential, Detached Single
  • 6 Beds
  • 11½ Baths
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This Extraordinary 6-bedroom, 7.2 Bath Stone French Normandy Manor Is Set On An Expansive, Exquisitely Landscaped Estate And Has Been Masterfully Restored, Expanded, And Renovated. This Wonderful Estate Seamlessly Blends Timeless European Architec...

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Photo of Listing #12596397 CONTINGENT

1900 Winnetka Avenue, Northfield, IL - $4,199,000

Residential, Detached Single
  • 9 Beds
  • 17½ Baths
  • 14.8k SQFT
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Stunning, Resort-style Living In The Heart Of Northfield! With Over 14,000 Sqft Above Grade This Home Offers Incomparable Luxury With Features Such As A 35 Ft Long Indoor Pool And Spa With Diving Board, A Full Size Tennis Court, Sound Proof Music...

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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 June 8th, 2026 at 12:29am 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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