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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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114 De Windt Road, Winnetka, IL - $3,299,900

Residential, Detached Single
  • 6 Beds
  • 8 Baths
  • 7,000 SQFT
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Holiday "magic" Has Just Happened With A Sensational New Interior Revamp Married With The Undeniable Eye-catching Curb Appeal Making 114 De Windt Simply One Of The Most Beautiful Homes In Winnetka. East Coast Inspired, Architecturally Divine With ...

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921 Sheridan Road, Glencoe, IL - $3,999,900

Residential, Detached Single
  • 5 Beds
  • 8 Baths
  • 8,400 SQFT
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Glencoe! The Most Stunning And Unique Home In The North Shore Developed And Designed By The Award Winning Noah Properties And Lisek Interiors 2023. This One Of A Kind Modern Masterpiece Offers An Open Floor Plan With Hardwood Floors And Large Euro...

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142 Church Road, Winnetka, IL - $4,899,900

Residential, Detached Single
  • 5 Beds
  • 8 Baths
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142 Church Is An Expertly Crafted And Meticulously Built New Construction Residence In Chicago's Distinguished North Shore Neighborhood Of Winnetka. Nestled Behind .81 Acres Of Matured Landscaped Private Grounds, This Exceptionally Built "ahead Of...

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520 Forest Cove Road, Lake Bluff, IL - $3,400,000

Residential, Detached Single
  • 6 Beds
  • 5 Baths
  • 5,637 SQFT
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Nestled At The End Of A Serene Cul-de-sac, Enveloped By Towering, Mature Trees, And Enjoying Lake Views From Its Position Just One House Away From Lake Michigan, This Custom-built, 6 Bedrooms/4-full And 1-half Bath Home On A Secluded 1.5-acre Parc...

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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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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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5 Briar Lane, Glencoe, IL - $4,495,000

Residential, Detached Single
  • 9 Beds
  • 10 Baths
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This Stunning Tudor Manor, Designed By Renowned Architect, Ralph Stoetzel, Is Situated On Approximately 2 Acres Of Property At The End Of A Cul-de-sac. This Is Country Living In The Heart Of Glencoe, Walking Distance To Town And Beach. This Proper...

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844 Prospect Avenue, Winnetka, IL - $4,695,000

Residential, Detached Single
  • 5 Beds
  • 7 Baths
  • 7,700 SQFT
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Welcome To The Top Prospect In East Winnetka! This New Construction Gem Will Be Beautifully Situated On A Wide Property (100x150) Just 3 Blocks To The Beach, And 4 Blocks To The Finest Restaurants In Winnetka. The Proposed Plans Feature A Board An...

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260 Woodlawn Avenue, Winnetka, IL - $3,400,000

Residential, Detached Single
  • 5 Beds
  • 7 Baths
  • 4,192 SQFT
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New Construction! Contemporary Home With 6 Br/6.1 Ba, Fully Finished Basement On The Corner Lot In Winnetka . The Exterior Is A Combination Of Stucco And Limestone. Open Concept First Floor: Kitchen, Dining Area, Family Room With Access To The Dec...

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165 Maple Hill Road, Glencoe, IL - $4,175,000

Residential, Detached Single
  • 6 Beds
  • 8 Baths
  • 10.1k SQFT
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This Stunning East Glencoe Custom Home With 6+ Bedroom Suites Is Situated On An Expansive Over Half Acre Lot. The Beautifully Landscaped Backyard Includes An In-ground Pool, Hot Tub, Brick Patio. The House Was Completely Updated With Modern Light...

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Photo of Listing #11825263

546 Lakeland Drive, Lake Bluff, IL - $4,175,000

Residential, Detached Single
  • 5 Beds
  • 8 Baths
  • 7,418 SQFT
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A Significant Home In A Fairy Tale Setting .... With The Most Spectacular Outdoor Spaces And Swimming Pool Anyone Could Wish For! The Pool Is Open And Ready For Family Fun And Entertaining -- No Two-year Wait Needed To Build One! -- And The Privac...

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220 Harbor Street, Glencoe, IL - $3,295,000

Residential, Detached Single
  • 4 Beds
  • 6 Baths
  • 8,500 SQFT
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Nearly New Construction Home In Highly Desirable East Glencoe Featuring 8500 Sq. Ft., 6 Bd, 5.5 Bth, 4 Fireplaces, 3.5 Car Garage On Half Acre Lot. Walk To Schools, Park, Lake Front, Tennis And Downtown. Well-appointed Home Featuring Top Of Line F...

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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 December 11th, 2023 at 1:53pm CST.

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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