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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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Photo of Listing #12731345

1106 Astor Place, Glencoe, IL - $2,225,000

Residential, Detached Single
  • 6 Beds
  • 7 Baths
  • 5,630 SQFT
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Step In To Your Private Oasis In Glencoe! This Incredible Home Is Situated On A Quiet Cul-de-sac And Offers Everything You Have Been Looking For. The Grand 3 Story Foyer Invites You In To This Home That Has The Perfect Flow For Entertaining. The F...

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Photo of Listing #12725428

704 Roger Avenue, Kenilworth, IL - $1,875,000

Residential, Detached Single
  • 4 Beds
  • Baths
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Better Than New! This Extraordinary Kenilworth Home...seamlessly Blends Timeless Architectural Character With A Comprehensive, Down-to-the-studs Renovation And A Significant Rear Addition Completed In 2025. Expanded And Reimagined For Today's Life...

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Photo of Listing #12729066

1161 Valley Road, Lake Forest, IL - $650,000

Residential, Detached Single
  • 4 Beds
  • 3 Baths
  • 1,828 SQFT
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Well Loved Home Is Situated On A Beautiful Treed Lot On Almost A Half Acre. All On One Easy Level You'll Find 4 Bedrooms And 3 Full Baths. The Large Kitchen With Breakfast Eating Area Opens To The Great Room Which Shares A Dual Sided Fireplace Wit...

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Photo of Listing #12728435

1438 N Sheridan Road, Lake Forest, IL - $695,000

Residential, Detached Single
  • 3 Beds
  • 1 Baths
  • 1,342 SQFT
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This 3 Bedroom, 1 Bath Ranch Offers A Fantastic Opportunity For Renovation, Rehab, Or A Full Re-creation. Set On A Generous .735-acre Lot, This 1,342 Square Foot Home Above Grade Also Features An Unfinished Basement Located In A Wonderful Setting...

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Photo of Listing #12729556

567 Oak Street, Winnetka, IL - $2,950,000

Residential, Detached Single
  • 4 Beds
  • 4 Baths
  • 4,212 SQFT
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The Quintessential White-painted Colonial Always Makes A Timeless Statement-but Set On One Of East Winnetka's Most Spectacular Blocks, Just Steps From Town, Train, Beach And Village Green, It Becomes Truly Exceptional. Welcoming In All The Most Be...

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Photo of Listing #12729472 CONTINGENT

675 E Woodland Road, Lake Forest, IL - $2,849,000

Residential, Detached Single
  • 4 Beds
  • Baths
  • 4,711 SQFT
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Perfectly Positioned In One Of East Lake Forest's Most Coveted Locations Just Moments From The Shores Of Lake Michigan, This Exceptional Estate Spans Over An Acre And Offers A Lifestyle Defined By Beauty, Space, And Effortless Elegance. Thoughtful...

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Photo of Listing #12716039

251 High Street, Highwood, IL - $1,495,000

Residential, Detached Single
  • 3 Beds
  • Baths
  • 3,281 SQFT
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New Construction With First Floor Primary Crafted With Impeccable Attention To Detail, 251 High Street Offers Modern Luxury Across Three Levels Of Beautifully Finished Living Space. The Open-concept Main Level Boasts Soaring Ceilings, Wide-plank F...

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Photo of Listing #12715045

1140 Oakley Avenue, Winnetka, IL - $2,695,000

Residential, Detached Single
  • 4 Beds
  • Baths
  • 4,509 SQFT
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A Rare, Fully Renovated And Updated Home Offering Move-in-ready Luxury And Thoughtful Craftsmanship Throughout. The Primary Bath Was Renovated Down To The Studs, And Now Offers A Generous Shower, Private Water Closet, And All-new Fixtures, Plum...

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552 Burton Avenue, Highland Park, IL - $575,000

Residential, Detached Single
  • 4 Beds
  • 2 Baths
  • 1,818 SQFT
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Imagine Spending Summer Evenings Walking To Ravinia Festival Concerts, Grabbing Coffee Or Dinner Just Around The Corner, Playing Tennis Or Pickleball Across The Street At Brown Park, And Hopping On The Metra For An Easy Commute To Downtown Chicago...

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Photo of Listing #12636993 CONTINGENT

1762 Linden Avenue, Highland Park, IL - $1,245,000

Residential, Detached Single
  • 3 Beds
  • 3 Baths
  • 3,526 SQFT
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A Truly Terrific Opportunity Has Returned As This Home Is Officially Back On The Market! Discover A Masterpiece Of Mid-century Modern Design, Reimagined For Today's Lifestyle, Nestled In The Heart Of East Highland Park. This Striking Ranch Home, S...

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400 Washington Road, Lake Forest, IL - $3,995,000

Residential, Detached Single
  • 6 Beds
  • 7 Baths
  • 8,991 SQFT
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Timeless Architecture, Extraordinary Scale, And An Exceptional East Lake Forest Lifestyle Come Together At 400 Washington Road. Set On A Beautifully Landscaped Acre Just Blocks From Lake Michigan, Lake Forest Beach, Historic Market Square, And Met...

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224 Sheridan Road, Kenilworth, IL - $2,750,000

Residential, Detached Single
  • 5 Beds
  • 5 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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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 8:29am 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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