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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 #12651795

22 Lakeview Terrace, Highland Park, IL - $4,500,000

Residential, Detached Single
  • 4 Beds
  • 6 Baths
  • 5,500 SQFT
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Experience Unparalleled Luxury On The Lakefront. This 5,500 Sf New Construction Home Tucked Away At The End Of A Quiet Cul-de-sac Has Been Meticulously Curated For Modern Living With Impeccable Design. The Expansive Floor Plan Features Four Genero...

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Photo of Listing #12630967

804 Greenwood Avenue, Wilmette, IL - $4,200,000

Residential, Detached Single
  • 6 Beds
  • 6 Baths
  • 6,235 SQFT
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804 Greenwood Is An Exceptional Custom Residence Designed By Renowned North Shore Architect, Doug Reynolds, In East Wilmette's Coveted Cage Neighborhood, Just A Short Walk To Lake Michigan And With Easy Access To Langdon Beach And Elmwood Dunes. S...

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Photo of Listing #12643791 CONTINGENT

779 Bob O Link Road, Highland Park, IL - $3,200,000

Residential, Detached Single
  • 4 Beds
  • 6 Baths
  • 5,998 SQFT
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Set On Over Half An Acre Of Breathtakingly Landscaped Grounds, This Home Embodies Refined Living In The Heart Of Highland Park. Built In 2005, This Five-bedroom, Four Full And Two Half-bath Home Boasts A Striking Stone And Cedar Exterior, Exquisit...

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Photo of Listing #12639657

1200 Loch Lane, Lake Forest, IL - $3,195,000

Residential, Detached Single
  • 5 Beds
  • 6 Baths
  • 5,038 SQFT
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Classic Elegance Meets Resort-style Living In This Stately, All-brick Georgian Home Ideally Located Near Lake Michigan. Set On A Beautifully Landscaped Property With Exceptional Privacy, The Outdoor Living Spaces Are Truly Extraordinary. They Fea...

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488 Park Avenue, Glencoe, IL - $4,775,000

Residential, Detached Single
  • 4 Beds
  • 7 Baths
  • 6,800 SQFT
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Designed To Make Daily Living In Glencoe A Walk In The Park, This Exceptional New Construction Home Blends Crisp, Transitional Design With An Ideal Open Layout For Today's Busy Lifestyle. The Main Level Features A Fully Equipped State Of The Art C...

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

Residential, Detached Single
  • 6 Beds
  • 7 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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1128 Mt. Pleasant Road, Winnetka, IL - $4,500,000

Residential, Detached Single
  • 5 Beds
  • 9 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
  • 6 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
  • 9 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
  • 7 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
  • 6 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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22 Lakeview Terrace, Highland Park, IL - $4,850,000

Residential, Detached Single
  • 4 Beds
  • 6 Baths
  • 5,500 SQFT
View details More Photos Save

Experience Unparalleled Luxury On The Lakefront. This 5,500 Sf New Construction Home Tucked Away At The End Of A Quiet Cul-de-sac Has Been Meticulously Curated For Modern Living With Impeccable Design. The Expansive Floor Plan Features Four Genero...

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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 May 18th, 2026 at 8:08pm 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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