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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 #12767043 CONTINGENT

1163 Asbury Avenue, Winnetka, IL - $975,000

Residential, Detached Single
  • 4 Beds
  • 2½ Baths
  • 2,490 SQFT
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Welcome To 1163 Asbury Avenue, A Classic 4-bedroom Home On A Picture-perfect Street In The Heart Of Hubbard Woods. Just Blocks From Town, The Train, Schools, Parks, And Neighborhood Amenities, This Is A Wonderful Opportunity For A Buyer Ready To B...

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Photo of Listing #12759973 CONTINGENT

1027 Cherokee Road, Wilmette, IL - $1,595,000

Residential, Detached Single
  • 4 Beds
  • 2½ Baths
  • 3,800 SQFT
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Gorgeous Colonial With Oversized Rooms And Exceptional Living Space Throughout! A Welcoming Formal Living Room Greets You Upon Entry, Featuring An Oversized Bay Window That Fills The Home With Natural Light. The Dining Room Flows Seamlessly From T...

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Photo of Listing #12767250 CONTINGENT

252 Myrtle Street, Winnetka, IL - $2,699,900

Residential, Detached Single
  • 5 Beds
  • 5 Baths
  • 5,243 SQFT
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A Picture-perfect Classic North Shore Custom Home Filled With Elegance & Coastal New England Charm By Notable Architect Paul Konstant. Graceful Arched Windows And A Welcoming Columned Entrance Create A Storybook Exterior Reminiscent Of A Nantucket...

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86 Prospect Avenue, Highland Park, IL - $5,750,000

Residential, Detached Single
  • 8 Beds
  • 10½ Baths
  • 14.1k SQFT
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Stop Dreaming, Start Living. Rarely Does A Residence Of This Magnitude And Pedigree Become Available. Nestled Just Steps From The Whispering Shores Of Lake Michigan, 86 Prospect Avenue Is More Than A Home-it Is A Masterpiece Of Architectural Signi...

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Photo of Listing #12764577 CONTINGENT

780 Prairie Road, Glencoe, IL - $2,650,000

Residential, Detached Single
  • 5 Beds
  • 4½ Baths
  • 6,579 SQFT
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Blending Comfortable Living Across Five Levels With Everyday Convenience, This Custom-built "new Traditional" Residence Is Situated Across From The 15th Hole Of Skokie Country Club's Golf Course. Set Upon Nearly Half An Acre, The Home Combines Qua...

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Photo of Listing #12742765 CONTINGENT

2677 Orrington Avenue, Evanston, IL - $1,375,000

Residential, Detached Single
  • 3 Beds
  • 2½ Baths
  • 3,100 SQFT
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Welcome To This Classic 1923 British Georgian, Ideally Located Just Two Blocks From Lighthouse Beach And An Adjoining Park. This Gracious Home Combines Timeless Architectural Character And Beautiful Craftsmanship With Thoughtful Updates And Modern...

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211 Blackhawk Road, Highland Park, IL - $675,000

Residential, Detached Single
  • 3 Beds
  • 3 Baths
  • 2,680 SQFT
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Welcome To 211 Blackhawk Rd, A Beautifully Appointed 3 Bedroom, 3 Full Bath Home In East Highland Park's Highly Desirable Braeside Neighborhood, Ideally Located Just Steps From Ravinia And Minutes From The Chicago Botanic Garden, Lake Michigan, Gr...

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327 Marshman Avenue, Highland Park, IL - $1,450,000

Residential, Detached Single
  • 4 Beds
  • 3½ Baths
  • 4,254 SQFT
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Stunning 1934 English Country Home In A Prime East Highland Park Location Near Lake Michigan, The Train, And Highly Sought-after Ravinia Elementary School. Quality Built, Pristine, And Exceptionally Spacious, This Special Home Is Set On A Spectacu...

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Photo of Listing #12764318

1060 Griffith Road, Lake Forest, IL - $799,000

Residential, Detached Single
  • 3 Beds
  • 2½ Baths
  • 2,052 SQFT
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Charming Farmhouse On Quaint Griffith Road - Just Listed! Showings Begin Tuesday September 29th @ 12:00pm Welcome Home To This Beautifully Designed 3-bedroom, 2.5-bathroom Farmhouse-style Home Blending Classic Charm With An Exceptional Layout. O...

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Photo of Listing #12769152 CONTINGENT

247 Highwood Avenue, Highwood, IL - $550,000

Residential, Detached Single
  • 4 Beds
  • 2 Baths
  • 1,500 SQFT
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Totally Updated In 2025 And Move-in Ready, This Charming Ranch Blends Single-level Living With A Fully Finished Basement - And Serious Income Potential. The Main Level Features An Open Kitchen With Breakfast/office Space, A Comfortable Living Room...

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Photo of Listing #12765018 CONTINGENT

363 Newman Court, Lake Bluff, IL - $1,299,000

Residential, Detached Single
  • 4 Beds
  • 3 Baths
  • 2,693 SQFT
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Set On A Generous Sized Lot (62'x125') In A Prime East Lake Bluff Location, This Spacious Four-bedroom Colonial Offers Over 3,300 Square Feet Of Finished Living Space And An Impressive List Of Recent Improvements. The Charming Exterior With Paver ...

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325 Grove Avenue, Highwood, IL - $600,000

Residential, Detached Single
  • 5 Beds
  • 2½ Baths
  • 3,070 SQFT
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Welcome To This Exceptional Multi-generational Home On A Huge Lot Fenced On Three Sides, Offering The Ultimate In Privacy And Outdoor Space In One Of The Area's Most Desirable Locations. Set Just Blocks From Downtown Highwood And The Metra Station...

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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 October 7th, 2026 at 3:40pm 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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