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Browse All Homes for Sale Along Chicago's North Shore

$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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23 Heritage Drive, Highland Park, IL - $1,395,000

Residential, Detached Single
  • 2 Beds
  • Baths
  • 2,330 SQFT
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The "serenity At Heritage" Maintenance-free Hoa Community, Situated Directly Across From The Chicago Botanic Garden, Is Without Parallel In The Current North Shore Market. Experience The Pinnacle Of Sophisticated Living In This Stunning New Constr...

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Photo of Listing #12723205 CONTINGENT

246 Beach Road, Glencoe, IL - $2,499,000

Residential, Detached Single
  • 4 Beds
  • Baths
  • 3,566 SQFT
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City Sophistication With A North Shore Vibe, Adjacent And Focused On A Huge, Bucolic Park. An Elevator With Almost 1/2 Ton Capacity Services All 3 Floors! Welcome Home To 246 Beach Road, A Stunning 4-bedroom, 4-full And 3 Half-bathroom Retreat Ne...

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476 Briar Lane, Lake Forest, IL - $900,000

Residential, Detached Single
  • 4 Beds
  • Baths
  • 3,391 SQFT
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Set On A Spectacular Lot In Whispering Oaks In One Of Lake Forest's Most Desirable Locations, This Property Presents A Rare Opportunity To Recreate The Space For A Truly Exceptional Home. The Space Is Remarkable, With Mature Trees And Cherished Fl...

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723 Detamble Avenue, Highland Park, IL - $1,249,000

Residential, Detached Single
  • 3 Beds
  • Baths
  • 2,951 SQFT
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Welcome To 723 De Tamble Avenue, A Classic All-brick Colonial Set On An Expansive, Professionally Landscaped Lot In Desirable East Highland Park. Extensively Renovated In 2024, This Sun-filled Home Seamlessly Blends Timeless Character With Modern ...

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2724 Old Glenview Road, Wilmette, IL - $1,050,000

Residential, Detached Single
  • 4 Beds
  • Baths
  • 3,603 SQFT
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Elegant, Spacious One Owner Custom Built 4 Bedroom, 2.1 Bath Home Situated On Charming "4 Home Cul-de-sac" Near Roemer And Centennial Parks! Attractive Center-entry Floor Plan Designed For Entertainment And Wonderful Family Lifestyle. Fabulous, E...

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Photo of Listing #12697925 CONTINGENT

2708 Summit Avenue, Highland Park, IL - $575,000

Residential, Detached Single
  • 4 Beds
  • Baths
  • 3,500 SQFT
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Note: Multiple Offers Received. Highest And Best Due By Monday 8/3 At 5:00 Pm. Welcome To This Charming Tri-level Home Nestled In The Desirable Highlands Of Highland Park! Built In 1963, This Spacious Residence Boasts 4 Bedrooms And 2.5 Baths, ...

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Photo of Listing #12705309 CONTINGENT

1871 Elmwood Drive, Highland Park, IL - $625,000

Residential, Detached Single
  • 2 Beds
  • 2 Baths
  • 2,193 SQFT
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Welcome To 1871 Elmwood Dr! This Charming Solid Brick And Stone Ranch Is Set On A Beautifully Landscaped Corner Lot In The Heart Of Coveted Sunset Park. This 2 Bedroom, 2 Bath, Updated And Meticulously Maintained Home Offers Both Comfort And Style...

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Photo of Listing #12720601 CONTINGENT

14 Winfield Circle, Northfield, IL - $1,697,000

Residential, Detached Single
  • 3 Beds
  • 4 Baths
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Welcome Home To 14 Winfield Circle, Where Effortless Ranch-style Living Meets An Extraordinary Outdoor Resort Lifestyle. Nestled On A Quiet, Low-traffic Circle, This Home Sits On A Massive .76 Acre Lot-providing A Private Paradise That Is Hard To ...

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Photo of Listing #12623808 CONTINGENT

842 Lyster Road, Highwood, IL - $899,000

Residential, Detached Single
  • 4 Beds
  • Baths
  • 2,542 SQFT
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Beautifully Updated Historic 4-bedroom Home In Sought-after Fort Sheridan, Offering The Perfect Blend Of Charm And Thoughtful Updates. Step Into An Expansive Foyer That Opens To A Spacious Great Room Featuring A Gas Fireplace And Stunning Hardwood...

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Photo of Listing #12698815 CONTINGENT

465 Dundee Road, Glencoe, IL - $1,495,000

Residential, Detached Single
  • 4 Beds
  • 4 Baths
  • 3,820 SQFT
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In 1929, When This Incredibly Handsome & Stately Home At 465 Dundee Road Was Commissioned & Built, On This More Than Half Acre Elevated Lot, No Expense Was Spared Using The Finest Materials Available...slate Roof, Towering Twin Chimneys, Stone/bri...

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Photo of Listing #12684280 CONTINGENT

88 Holabird Circle, Highwood, IL - $1,249,000

Residential, Detached Single
  • 3 Beds
  • 3 Baths
  • 3,485 SQFT
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Rarely Available Home With A Sought-after First-floor Primary Suite In The Picturesque Fort Sheridan Community! This Move-in Ready Residence Is Filled With Natural Light And Offers Thoughtful, High-end Updates Throughout. A Stunning Bridal Stairca...

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64 Crescent Drive, Glencoe, IL - $3,300,000

Residential, Detached Single
  • 6 Beds
  • 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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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 August 15th, 2026 at 7:44am 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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