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Browse All Homes for Sale Along Chicago's North Shore, $5,000,000 - $10,000,000

$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 #11101494

1134 Taylorsport Lane, Winnetka, IL - $7,500,000

Residential, Detached Single
  • 5 Beds
  • 6 Baths
  • 7,433 SQFT
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Majestically Situated On Lake Michigan, This Spectacular Home Blends Luxury, Elegance, And A Sleek Design With The Wonders Of Nature, Creating An Environment That Rewards The Eye And Imagination From Every Angle. You Will See The Lake From Every R...

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140 Sheridan Road, Winnetka, IL - $5,450,000

Residential, Detached Single
  • 5 Beds
  • 7 Baths
  • 12.4k SQFT
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Welcome To 140 Sheridan Road. A Rare Opportunity To Own An Architecturally And Historically Significant Mayo Estate Just Steps From Lake Michigan. Built In 1928 As The Felix Lowy House, This Majestic Home Is Situated On Just Over One Acre Of Lan...

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2255 Egandale Road, Highland Park, IL - $5,125,000

Residential, Detached Single
  • 4 Beds
  • 10 Baths
  • 7,700 SQFT
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Sited On An Acre Of Gorgeous Lakefront Property (with 100' Of Crystal Blue Lakefront), This Newer Constructed 7700 Sf Home Is A Dream-home Like No Other. The Gorgeous And Lush Grounds (including An Inviting Indoor Pool With An Adjacent Hot Tub) R...

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55 Prospect Avenue, Highland Park, IL - $5,999,999

Residential, Detached Single
  • 4 Beds
  • 8 Baths
  • 9,000 SQFT
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Absolutely Stunning Lake Front Home With Coach House. This Nantucket Style Home Designed By Renowned Architect Marvin Herman And Associates Has A Superb Floorplan, Elevator, Grand Living Spaces, Beautiful Window Line, Gracious Room Sizes-perfect F...

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611 East Woodland Road, Lake Forest, IL - $5,495,000

Residential, Detached Single
  • 8 Beds
  • 11 Baths
  • 12k SQFT
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Designed By Noted Architect, Edwin Hill Clark, Circa 1929, This Home Speaks To An Era Of Architectural Integrity, Superb Quality, And Inherent Warmth And Character. Boasting One Of Lake Forest's Most Premier Locations, The Home Is Privately Situa...

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106 Longmeadow Road, Winnetka, IL - $5,350,000

Residential, Detached Single
  • 4 Beds
  • 9 Baths
  • 11k SQFT
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Turns Out You Really Can Have It All. Provencal Charm, Architectural Sophistication And The Luxuries Of Resort-like Living Unfold Across More Than 10,000 Square Feet Of Interior Space And 1.1 Acres At 106 Longmeadow Road. Situated On A Privately O...

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1869 Crescent Court, Highland Park, IL - $8,750,000

Residential, Detached Single
  • 7 Beds
  • 11 Baths
  • 10.1k SQFT
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Delight In Stunning Lake And Lush Garden Views From Dawn To Dusk From The Most Spectacular Property Available On Chicago's North Shore. This One-of-a-kind Property Is Comprised Of Nearly Four Acres Designed And Landscaped By Scott Bryon With A Aaa...

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910 Private Road, Winnetka, IL - $6,300,000

Residential, Detached Single
  • 6 Beds
  • 9 Baths
  • 9,600 SQFT
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Perfection Personified. Rarely Available Private Road Estate On Oversized Lot In Ideal Location That Is Walking Distance To The North Shore's Best Beaches And Downtown Winnetka. No Detail Has Been Spared In Creating This Sophisticated Home With Th...

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233 Sheridan Road, Kenilworth, IL - $9,775,000

Residential, Detached Single
  • 6 Beds
  • 9 Baths
  • 8,700 SQFT
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Great Opportunity To Own Magnificent Lake Front Property In East Kenilworth. This Lake Front House Is App. 8,000 Sq. Feet Above Ground And App. 11,500 Total Finished Space. It Boasts 100' Of Lake Front, 7 Bed, 7.2 Bath, Gourmet Kitchen, Media Roo...

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Photo of Listing #11021083

1215 Whitebridge Hill Road, Winnetka, IL - $5,995,000

Residential, Detached Single
  • 6 Beds
  • 10 Baths
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Dramatic Nearly $255,000 Price Reduction And Designer Renovation To Kitchen And Lower Entertainment Level! This 6 Bed, 6.4 Bath Lakefront Home Has One Of The Largest Private Beaches On The North Shore And Boasts Lake Views From Nearly Every Room ...

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111 Lakewood Drive, Glencoe, IL - $6,350,000

Residential, Detached Single
  • 5 Beds
  • 7 Baths
  • 6,603 SQFT
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A Magnificent Ravine Setting Combined With The Renowned Architecture Of Tom Shafer (of Grunsfeld-shafer) Make This An Extraordinary Custom Built Contemporary Home With A 1st Floor Primary Suite In Addition To An Elevator. Unparalleled And Panorami...

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111 East Onwentsia Road, Lake Forest, IL - $5,700,000

Residential, Detached Single
  • 6 Beds
  • 8 Baths
  • 12.3k SQFT
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An Impressive Tree Lined Driveway Leads You To This 3.8 Acre Private Estate On The Most Desirable Road In Town. The Home Was Designed By The Renowned Architectural Firm Of Liederbach & Graham, With Attention To Authenticity, And Classic Comfo...

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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 June 21st, 2021 at 8:31am CDT.

CHOOSE YOUR LIFESTYLE

Linda Shaughnessy

LUXURY-REAL-ESTATE AGENT WITH JAMESON SOTHEBY'S INTERNATIONAL REALTY APPRECIATES THE IMPORTANCE OF GOING THE EXTRA MILE

by Megy Karydes ~ Luxury Home Quarterly

In the past two decades, Linda Shaughnessy has revolutionized how luxury properties are marketed, has started the first in-house marketing department of a Chicago real-estate company, and is personally involved in each of her property showings. As you listen to Shaughnessy, a luxury real-estate broker and senior vice president with Jameson Sotheby's International Realty in Chicago’s Gold Coast neighborhood, you realize that she truly loves her work, and that passion is what has made her one of the most respected agents in Chicago.

Read Full Article REVIEW A SELECTION OF LINDA'S SIGNIFICANT SALES

SOTHEBY'S INTERNATIONAL REALTY

A GLOBAL NETWORK PROVIDING UNRIVALED ACCESS TO
LUXURY HOMES FOR SALE WORLDWIDE.

A VINEYARD IN ITALY? RANCH IN COLORADO?
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“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 Luxury Condos

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