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Browse All Homes for Sale Along Chicago's North Shore, $2,000,000 - $3,000,000

$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 #11885057

3393 Old Mill Road N, Highland Park, IL - $2,699,900

Residential, Detached Single
  • 5 Beds
  • 6 Baths
  • 10k SQFT
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Spectacular Private Resort Like Living On Expansive 2.6 Acres. The Home Boasts 10,000 Square Feet Of Distinctive Luxury Living. The Entry Opens To Reveal A Grand Foyer With Vaulted Ceilings. Beautifully Updated Kitchen Leads To Magnificent Outdoor...

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249 Mary Street, Glencoe, IL - $2,399,000

Residential, Detached Single
  • 4 Beds
  • 7 Baths
  • 4,010 SQFT
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Remarkable, High-end Luxury, Custom-built Brick Home Located On 1/3 Acre, 2.5 Blocks From Lake Michigan. This 5 Bed/5-2 Bath Home Includes A Spectacular Kitchen With White Custom Cabinetry, 36"-36" Sub-zero Refrigerator/freezer, 48" Oven Range, Wa...

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1087 Cherry Street, Winnetka, IL - $2,300,000

Residential, Detached Single
  • 4 Beds
  • 5 Baths
  • 3,700 SQFT
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Spectacular New Construction In The Heart Of Winnetka's Picturesque "tree Streets" & Minutes To Winnetka's Vibrant Downtown & Award-winning Schools. Exceptional Opportunity To Customize Your Dream Home With Unparalleled Design & Craftsmanship Feat...

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399 Woodlawn Avenue, Glencoe, IL - $2,099,999

Residential, Detached Single
  • 5 Beds
  • 5 Baths
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Glencoe!! This Home Offers An Open Floor Plan, Along With A Primary Bedroom On The Main Floor. The Large Windows Give Plenty Of Natural Light, And The Hardwood Floors Throughout Elevate The Space Even More With Warm And Modern Tones. You'll Find S...

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417 Jackson Avenue, Glencoe, IL - $2,499,000

Residential, Detached Single
  • 4 Beds
  • 6 Baths
  • 4,800 SQFT
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Introducing Exquisite New Construction In Glencoe's Highly Coveted President Streets. Extraordinary Opportunity To Customize Your Dream Home! Boasting 6 Bedrooms/ 5.1 Baths Expanding Across 4800 Square Feet Of Luxury Promising Unparalleled Craft...

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805 Sumac Lane, Winnetka, IL - $2,899,900

Residential, Detached Single
  • 5 Beds
  • 5 Baths
  • 6,968 SQFT
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Prepare To Find Pure Excitement With This Special Custom All Brick Beauty With Almost 7000 Sqft Of Finished Space Spectacularly Finished With The Most Luxurious 5 Star Hotel Level First Floor Primary Suite. Set On A Half Of Acre Of Manicured Lands...

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508 Sheridan Road, Highland Park, IL - $2,179,000

Residential, Detached Single
  • 6 Beds
  • 9 Baths
  • 6,890 SQFT
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Stunning Sun-drenched 6 Bedroom, 7 Full & 2 Half Bath Limestone And Stucco Contemporary Home Located Steps From Rosewood Beach In Desirable Braeside Neighborhood. Volume Ceilings, Walls Of Windows, Open Floor Plan And Indoor Pool With Spa Make Thi...

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22 Lakeview Terrace, Highland Park, IL - $2,800,000

Residential, Detached Single
  • 4 Beds
  • 4 Baths
  • 3,267 SQFT
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Lake Front Living At Its Finest! 3/4 Of An Acre With A Large Amount Of Table Land, Lower Terrace And Stairs Leading Down To Beach. Located At End Of Dead End Street. Classic Lannon Stone House With Many Windows With Views Of The Lake. Ideal Front ...

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747 Walden Road, Winnetka, IL - $2,875,153

Residential, Detached Single
  • 6 Beds
  • 7 Baths
  • 4,970 SQFT
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Step Into This Bright And Airy Modern Farmhouse New Construction In Coveted Hubbard Woods, And Call It Home. Situated Between Hubbard Woods And Winnetka Metra Stations, This Charming Light-filled 7 Bed 6.5 Bath Home Is Situated On Walden Road, A S...

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735 North Michigan Avenue, Wilmette, IL - $2,750,000

Residential, Detached Single
  • 4 Beds
  • 4 Baths
  • 3,690 SQFT
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Sold Prior To Listing. This Beauty Built By Architect Meyer Sturm Sits Across From Gillson Park On A Double Lot. It Was One Of The Earliest Built Houses On The Street. The House Was Built To Maximize The The Lights And Views. Coach House With 3 Ca...

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824 Moseley Road, Highland Park, IL - $2,650,000

Residential, Detached Single
  • 4 Beds
  • 7 Baths
  • 9,321 SQFT
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Spectacular 9300+ Sq Ft (finished Space) Red Rock Built Home On Half Acre Close To Everything. Hardwood Flooring Throughout, Featuring A Wine Room, Theatre, Basketball/pickle Ball/badmitten/volleyball Sport Court In Lower Level With 20' Ceilings A...

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100 Lakewood Place, Highland Park, IL - $2,350,000

Residential, Detached Single
  • 5 Beds
  • 5 Baths
  • 5,000 SQFT
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Welcome To 100 Lakewood Place. One Of East Highland Park's Most Sought After Locations. So Much Curb Appeal For This Enchanting Tudor Style Home. Lovingly Renovated In 2006. Located On More Than One-half Acre, This Private And Serene Ravine Pr...

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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 December 11th, 2023 at 12:53pm 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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