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Browse All Homes for Sale Along Chicago's North Shore, $1,000,000 - $2,000,000

$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 #12584196

526 8th Street, Wilmette, IL - $1,295,000

Residential, Detached Single
  • 4 Beds
  • 2 Baths
  • 2,867 SQFT
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Beautiful Home In East Wilmette! Perfectly Located Within Walking Distance To Downtown, Metra, Schools, Parks, And The Beach. This Sun-filled Home Features A Welcoming Front Porch, A Circular Flow, And Character Galore. Highlights Include A Spacio...

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Photo of Listing #12570658

1004 Elm Street, Winnetka, IL - $1,450,000

Residential, Detached Single
  • 5 Beds
  • 4 Baths
  • 3,047 SQFT
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A Large 5br Home With A 4 Car Garage, A Corner Lot, And An Amazing Location! This Home Welcomes You With Great Curb Appeal, Starting With The Front Porch Overlooking Elm. The Main Level Has A Separate Dining And Living Room, And A Large Family Ro...

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Photo of Listing #12581312

524 Forest Hill Road, Lake Forest, IL - $1,100,000

Residential, Detached Single
  • 5 Beds
  • 3 Baths
  • 2,648 SQFT
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Offering Over 3000 Sq Ft Of Finished And Remodeled Home. Nestled In The Sought-after Whispering Oaks Neighborhood Of East Lake Forest Is This Beautifully Renovated 5 Bedroom, 2.5 Bath Home. The Main Level Features A Seamless Flow Anchored By A B...

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Photo of Listing #11911610

567 Hill Terrace, Winnetka, IL - $1,695,000

Residential, Detached Single
  • 4 Beds
  • 4 Baths
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Timeless Winnetka Colonial On Private Hill Terrace. Set On Coveted Hill Terrace, A Charming Private Street Just Moments From The Indian Hill Metra Station, This Beautifully Maintained Winnetka Colonial Offers An Exceptional Combination Of Classic ...

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Photo of Listing #12584308

1333 Tower Road, Winnetka, IL - $1,850,000

Residential, Detached Single
  • 5 Beds
  • 6 Baths
  • 3,921 SQFT
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Step Into A Beautifully Transformed Hemphill Home In Winnetka With Private Access To The Forest Glen Neighborhood. Modern Updates Meet Classic Character Following Extensive 2023 Renovations, Including New Electrical And Plumbing, An Improved Floor...

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Photo of Listing #12566205

25 Clay Court, Lake Bluff, IL - $1,849,000

Residential, Detached Single
  • 5 Beds
  • 4 Baths
  • 5,037 SQFT
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Built In 2015, This Extraordinary 5,037-square-foot Brick & Stone Estate Is Gracefully Positioned On Over An Acre Within A Serene Cul-de-sac In Wimbledon Estates, Offering The Perfect Balance Of Privacy, Sophistication, And Modern Comfort. The Res...

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Photo of Listing #12577407 CONTINGENT

301 Belle Foret Drive, Lake Bluff, IL - $1,750,000

Residential, Detached Single
  • 5 Beds
  • 5 Baths
  • 4,876 SQFT
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Nb - Open 3/8/2026 Is Canceled This Stately, All-brick Georgian Residence Sits On Just Under An Acre Of Exquisitely Landscaped, Fully Fenced Grounds, Offering The Perfect Blend Of Privacy, Sophistication, And Family Living. With A Newly Replaced ...

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Photo of Listing #12579837

835 Forest Avenue, Wilmette, IL - $1,550,000

Residential, Detached Single
  • 5 Beds
  • 3 Baths
  • 3,002 SQFT
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Welcome To 835 Forest Avenue - East Wilmette Living At Its Best. Perfectly Situated In The Heart Of East Wilmette, This Move-in Ready 5-bedroom, 2.1-bath Home Offers The Ideal Blend Of Charm, Space, And Walkable Convenience. Just Steps To Town, Me...

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Photo of Listing #12576687

955 Vernon Avenue, Winnetka, IL - $1,699,000

Residential, Detached Single
  • 5 Beds
  • 4 Baths
  • 3,142 SQFT
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Nestled In The Heart Of One Of Winnetka's Most Coveted Neighborhoods, This Handsome Tudor Seamlessly Blends Timeless Architecture With Today's Luxury Finishes And Amenities. Enter Through The Arched Doorway To Find Beauty At Every Turn With New Wi...

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Photo of Listing #12545046

380 Sterling Road, Kenilworth, IL - $2,000,000

Residential, Detached Single
  • 5 Beds
  • 4 Baths
  • 4,125 SQFT
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Set On A Half Acre In Kenilworth, This Beautifully Sunlit Home Seamlessly Blends Timeless Elegance With Effortless Everyday Living. A Gracious Living Room, Complete With A Fireplace And Oversized Picture Window, Frames Views Of The Expansive Manic...

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Photo of Listing #12530781 CONTINGENT

509 Pinecrest Lane, Wilmette, IL - $1,395,000

Residential, Detached Single
  • 5 Beds
  • 4 Baths
  • 4,479 SQFT
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Set On A Quiet Residential Block In The Highly Desirable Mckenzie Wilmette Neighborhood, This Solid Brick Colonial With Fabulous Kitchen Family Room Offers Timeless Curb Appeal, A Generous Lot (64' Wide), And A Thoughtful Layout Designed For Both ...

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Photo of Listing #12579954 CONTINGENT

2403 Old Glenview Road, Wilmette, IL - $1,650,000

Residential, Detached Single
  • 4 Beds
  • 5 Baths
  • 5,512 SQFT
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This Beautifully Appointed High-end Newer Construction Home Offers All The Features That Today's Buyers Desire. Ideally Situated On A Wide Lot, The Expansive Backyard Is Framed By Mature Pines And Overlooks Westmoreland Country Club's Rolling Fair...

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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 8th, 2026 at 1:08am 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.”

Chicago's Luxury Condos

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