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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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1234 Westmoor Road, Winnetka, IL - $3,499,000

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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343 North Ahwahnee Road, Lake Forest, IL - $3,895,000

Residential, Detached Single
  • 5 Beds
  • 7 Baths
  • 6,334 SQFT
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Overlooking Onwentsia Golf Course, This Beautifully Updated 6,300+ Sf Brick Home Is Situated On 2.36 Private Acres (this Includes .69 Acres The Current Home Owners Purchased From The Neighbor For $600,000) With A Swimming Pool, High Ceilings And D...

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86 Prospect Avenue, Highland Park, IL - $3,850,000

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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Photo of Listing #11983496

260 Woodlawn Avenue, Winnetka, IL - $3,150,000

Residential, Detached Single
  • 5 Beds
  • 7 Baths
  • 5,778 SQFT
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Simply Beautiful! The Contemporary Home 2024 Is Ready For Occupancy! 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 First ...

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745 Sheridan Road, Winnetka, IL - $3,150,000

Residential, Detached Single
  • 6 Beds
  • 8 Baths
  • 9,930 SQFT
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Welcome To 745 Sheridan Road, A Luxurious And One-of-a-kind Modern Custom-built French Chateau! 745 Features 7 Bedrooms All Of Which Have Their Own Full Bathrooms. Located On The East Side Of The Coveted Sheridan Road And Just Steps Away From The ...

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180 Central Avenue, Highland Park, IL - $4,999,999

Residential, Detached Single
  • 5 Beds
  • 9 Baths
  • 6,973 SQFT
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Welcome To This Exceptional Highland Park Residence, A True Architectural Masterpiece That Seamlessly Combines Elegance And Functionality. This Stunning Home, With Its Open, Bright, And Welcoming Atmosphere, Offers A Perfect Blend Of Luxury And Pr...

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635 Maple Street, Winnetka, IL - $4,400,000

Residential, Detached Single
  • 7 Beds
  • 8 Baths
  • 12.5k SQFT
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This Meticulously Renovated English Manor Designed By Benjamin Marshall For The Thorne Family (founders Of Montgomery Ward), Offers Historical Charm & Modern Luxury. In A Prime Winnetka Location, Spacious Living Areas & High-quality Finishes It Pr...

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8 Kent Road, Winnetka, IL - $4,500,000

Residential, Detached Single
  • 5 Beds
  • 8 Baths
  • 10.1k SQFT
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This Is The Premier Opportunity To Own A One A Kind Home Custom By Notable Builder Adamczyk On A Half Of Acre Of Award-winning Grounds By Craig Bergmann Deisgn & Privately Set On Beloved Kent Road With Only 10 Homes. With The Secret Tow Path At Th...

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493 Hazel Avenue, Highland Park, IL - $3,500,000

Residential, Detached Single
  • 6 Beds
  • 7 Baths
  • 7,640 SQFT
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This Magnificent Home Is Truly One Of A Kind And Sits On Over An Acre In The Absolute Heart Of Highland Park! Over 7600 Sq Ft Plus 2330 Sq Ft In The Finished Walkout Basement, It Boasts Barrel Ceilings Over 20' High, 5 Fireplaces And A 40' Indoor ...

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927 Romona Road, Wilmette, IL - $3,500,000

Residential, Detached Single
  • 5 Beds
  • 9 Baths
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Do Not Miss This Spectacular Retreat With Features And Amenities That Are Outstanding And Extensive Throughout. 927 Romona Road Is A Remarkable Home Coupled With An Incredible Lifestyle Experience. Situated On A 3/4-acre Property With Over 7,100 S...

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611 Abbotsford Road, Kenilworth, IL - $4,850,000

Residential, Detached Single
  • 5 Beds
  • 5 Baths
  • 7,500 SQFT
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Newly Rebuilt By Highgate Builder In East Kenilworth. Complete Restoration And New Construction Features Of An Iconic Single-family East Kenilworth Home. Complete New Floor Plan With 7,500 Sqft On A .56-acre Double Lot & New Construction 4-car Tan...

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1080 Havenwood Lane, Lake Forest, IL - $3,470,000

Residential, Detached Single
  • 5 Beds
  • 6 Baths
  • 6,447 SQFT
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This Classic Brick Georgian Sits On Three Quarters Of An Acre Amongst Towering Trees In A Quiet, Sought After, East Lake Forest Neighborhood. The Amenities Of This Property Are Too Extensive To List; However, If You Require High Ceilings, Extraord...

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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 April 20th, 2024 at 7:23am 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.”

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