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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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1325 Hackberry Lane, Winnetka, IL - $2,275,000

Residential, Detached Single
  • 5 Beds
  • 7 Baths
  • 7,115 SQFT
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A Remarkable Opportunity Awaits In This Recently Updated, 5+bd/7ba Retreat Boasting Over 7,000 Sq Ft Of Living Space, Nestled On A 1/2 Acre In A Premier Location All While Exemplifying Exceptional Craftsmanship And Sophisticated Design. Every Deta...

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508 East Center Avenue, Lake Bluff, IL - $2,349,000

Residential, Detached Single
  • 5 Beds
  • 6 Baths
  • 4,365 SQFT
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Discover Elegance And Sophistication In This Stunning East Lake Bluff Home, Nestled On The Picturesque Center Avenue Just Moments Away From The Serene Shores Of Lake Michigan. With Its Timeless Design And Impeccable Curb Appeal, This Residence Epi...

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747 Walden Road, Winnetka, IL - $2,599,153

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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766 Elder Court, Glencoe, IL - $2,350,000

Residential, Detached Single
  • 4 Beds
  • 6 Baths
  • 5,334 SQFT
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This Exceptional 2020 New Construction Home Is Enhanced By Deluxe Finishes, An Ideal Open Floorplan, 3 Floors Of Stylish Living + A Large Quarter-acre Property With Fabulous Views Of The Forest Preserve. The Masterful Interpretation Exudes Classi...

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206 Cumberland Avenue, Kenilworth, IL - $2,195,000

Residential, Detached Single
  • 5 Beds
  • 7 Baths
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Set On An Oversized 100x200 Foot Lot On Quiet Cumberland Avenue, This East Kenilworth Home Has The Open Floor Plan That Everyone Is Searching For. The Grand Entry Is Flanked By The Formal Living Room With Fireplace And The Gracious Dining Room. ...

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520 Oak Street, Winnetka, IL - $2,450,000

Residential, Detached Single
  • 5 Beds
  • 5 Baths
  • 4,114 SQFT
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Extraordinary Location This Masterful Renovation Is Embodiment Of Design & Elegance Artfully Reinvented "better Than New" Originally Designed By Clark & Wolcott In The Heart Of East Winnetka On Sweeping 18700 Sq. Ft Lake Michigan - Cherry St. Beac...

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777 Rosewood Avenue, Winnetka, IL - $2,199,000

Residential, Detached Single
  • 5 Beds
  • 6 Baths
  • 3,625 SQFT
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Experience Timeless Elegance In This Truly Distinguished Renovated Brick Classic By Renowned Architect Ss Beaman Sited Majestically On A .3 Acre Within A Coveted Tree Lined Street Steps To Town, K-8 Schools, Train And Beach. Beautiful Both Indoors...

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45 South Deere Park Drive, Highland Park, IL - $3,000,000

Residential, Detached Single
  • 6 Beds
  • 11 Baths
  • 8,000 SQFT
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Proposed New Construction. Once In A Lifetime Opportunity To Build Your Dream Home On This Spectacular Lake Front Lot. Just Across The Lake/cook Line With Over 125 Feet Of Lake Frontage And The Only Swimming Pool On The Lake In The Entire North Sh...

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111 Cary Avenue, Highland Park, IL - $2,499,000

Residential, Detached Single
  • 6 Beds
  • 6 Baths
  • 7,900 SQFT
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Ideally Located On One Of East Highland Park's Most Coveted Streets, This 1915 English Manor Home Designed By Mead And Johnson Offers Expansive Indoor And Outdoor Living Space On 1.5 Acres. Substantially Renovated With Over $500,000 Of Enhancement...

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44 Woodley Road, Winnetka, IL - $2,799,000

Residential, Detached Single
  • 4 Beds
  • 6 Baths
  • 4,327 SQFT
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Casual Elegance Is Beautifully Interwoven Throughout This Classic Estate Set On An Acre Of Mature Grounds Professionally Landscaped By Scott Byron. Recent Renovations And Enhancements Of Approximately $1.5 Million. The Fenced-in Property Also Feat...

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530 Longwood Avenue, Glencoe, IL - $2,000,000

Residential, Detached Single
  • 5 Beds
  • 6 Baths
  • 4,383 SQFT
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The Remarkable Architecture Of This George W. Maher Residence Stands As A Timeless Testament To Classic Architecture And Elegance. Recognized By Glencoe's Historic Society, The Home Includes A Renovation By Architect Paul Konstant. Positioned Ac...

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475 West Deerpath Road, Lake Forest, IL - $2,695,000

Residential, Detached Single
  • 8 Beds
  • 9 Baths
  • 9,282 SQFT
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Nestled Behind The Gated Entrance And Along A Picturesque Driveway Lies This Magnificent Georgian Brick Residence, Set On Nearly 4 Acres In The Heart Of Lake Forest. This Secluded, In-town Country Estate Ensures The Utmost Privacy, With Fully Fenc...

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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 May 19th, 2024 at 4:08am CDT.