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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 #12557569 CONTINGENT

312 Rosewood Avenue, Winnetka, IL - $1,800,000

Residential, Detached Single
  • 4 Beds
  • 4 Baths
  • 3,560 SQFT
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This Home Delivers Space, Style, And Everyday Ease. The Outdoor Space Is Elegantly Appointed With A Large Patio, Pergola, And Beautifully Landscaped. Inside, This 4 Bedroom, 3 And A Half Bath Home Offers A Smart, Flexible Layout With Generous Room...

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Photo of Listing #12553390

1499 Sheridan Road, Highland Park, IL - $2,280,000

Residential, Detached Single
  • 6 Beds
  • 6 Baths
  • 6,908 SQFT
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Spectacular Historic Queen Anne Revival On Nearly 3/4 Acre In East Highland Park. A Rare Opportunity To Own A Magnificent Queen Anne Revival Residence, Beautifully Set On A Private Lot Just Under 3/4 Of An Acre In Sought-after East Highland Park....

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Photo of Listing #12549585 CONTINGENT

375 Park Avenue, Highland Park, IL - $780,000

Residential, Detached Single
  • 5 Beds
  • 4 Baths
  • 2,715 SQFT
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Welcome To 375 Park Avenue, A Rare Opportunity To Own A Stately 5-bedroom, 4-bathroom Victorian-style Residence Nestled In The Heart Of Highland Park. Set On A Beautifully Landscaped 0.19-acre Lot, This Timeless Home Offers Over 2,700 Square Feet ...

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488 Park Avenue, Glencoe, IL - $4,599,000

Residential, Detached Single
  • 4 Beds
  • 7 Baths
  • 6,800 SQFT
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Designed To Make Daily Living In Glencoe A Walk In The Park, This Exceptional New Construction Home Blends Crisp, Transitional Design With An Ideal Layout For Today's Busy Lifestyle. The Main Level Features A Fully Equipped State Of The Art Chef's...

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42 Woodley Road, Winnetka, IL - $3,495,000

Residential, Detached Single
  • 4 Beds
  • 6 Baths
  • 4,225 SQFT
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Rarely Available Unique Mid-century Contemporary In The Heart Of Winnetka. Your Own Private Paradise With A Flowing Interior Perfect For Entertaining! Soaring Teak Ceilings Add To The Aspen Style Influence. Tons Of Windows Look Out To The Gorgeou...

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428 Beverly Drive, Wilmette, IL - $2,200,000

Residential, Detached Single
  • 4 Beds
  • 5 Baths
  • 5,095 SQFT
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No Prior Home-sale Contingencies Please! "pristine, Phenomenal, You Couldn't Build This For $2.4m" Aptly Describes This 5,000+ Sq Ft Recently Constructed Home Located On Highly Desirable Beverly Drive In Three-time Blue Ribbon Award-winning Romona...

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414 Laurel Avenue, Wilmette, IL - $3,099,000

Residential, Detached Single
  • 4 Beds
  • 6 Baths
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Beautiful New Construction Single-family Home In An Amazing Part Of East-wilmette Near Gilson Beach And The New Plaza De Lago Shopping Center. Designed For Elevated Living And Effortless Entertaining, This Home Offers Expansive Living, Dining, And...

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Photo of Listing #12543573

528 Roslyn Road, Kenilworth, IL - $4,499,000

Residential, Detached Single
  • 5 Beds
  • 7 Baths
  • 6,697 SQFT
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Stunning French Manor House On One Of East Kenilworth's Most Beautiful Streets. Stylish And Sophisticated, This Unique Home Is Perfectly Situated Near The Lake, Train, Sears School, And New Trier High School. Luxurious Landscaping Envelopes The P...

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Photo of Listing #12535773 CONTINGENT

840 Auburn Court, Highland Park, IL - $600,000

Residential, Detached Single
  • 2 Beds
  • 3 Baths
  • 1,722 SQFT
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Rare Opportunity On Auburn Court-quietly Tucked At The End Of A Cul-de-sac On An Expansive .49-acre Lot In Highly Sought-after District 112. This Ranch-style Home Offers An Exceptional Combination Of Location, Land, And Layout That Is Increasingly...

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1062 Livingston (lot 4) Avenue, Highland Park, IL - $1,199,900

Residential, Detached Single
  • 4 Beds
  • 4 Baths
  • 2,900 SQFT
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This Beautiful Home Is Just Steps Away From A Tranquil Oasis W/ Nature And Walking Paths For Miles. Luxury Finishes Throughout The Home! Designed With Custom Cabinetry, Quartz Counter Tops Throughout, Fireplace, Solid Core 8' Doors, Designer Light...

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1066 Livingston (lot 2) Avenue, Highland Park, IL - $1,199,900

Residential, Detached Single
  • 2 Beds
  • 4 Baths
  • 3,350 SQFT
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This Beautiful Home Is Just Steps Away From A Tranquil Oasis W/ Nature And Walking Paths For Miles. The Capri Ranch Is Designed With Luxury Finishes Throughout The Home! Featured Finishes Include Designer Cabinetry, Quartz Counter Tops Throughout,...

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Photo of Listing #12528592 CONTINGENT

2047 Wilmette Avenue, Wilmette, IL - $1,100,000

Residential, Detached Single
  • 3 Beds
  • 4 Baths
  • 3,300 SQFT
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Charming Home In The Heart Of Wilmette - 2047 Wilmette Ave Discover The Perfect Blend Of Timeless Wilmette Charm And Contemporary Luxury In This Stunning, Like-new Home. Built With Today's Family In Mind, This Beautiful 3-bedroom, 2.5-bath Resi...

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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 12th, 2026 at 2:39pm 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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