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Luxury Homes for Sale on North Shore Chicago

All Listings $500,000 - $600,000 $600,000 - $700,000
$700,000 - $800,000 $800,000 - $900,000 $900,000 - $1,000,000
Over $1,000,000
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460 South Green Bay Road, LAKE FOREST, IL - $3,895,000

Residential, Detached Single
  • 5 Beds
  • Baths
  • 7,917 SQFT
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Extraordinary Opportunity! Built By Legacy In 2006, This Stunning Estate Exudes Warmth & Luxury. The Gorgeous Kitchen Has Custom Cabinetry, Hi-end Appliances & A Breakfast Room W/breathtaking Views Of The Grounds & Opens To To A Large Family Room ...

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999 Sheridan Road, HIGHLAND PARK, IL - $3,890,000

Residential, Detached Single
  • 5 Beds
  • Baths
  • 6,000 SQFT
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Spectacular Lakefront Living On Beautiful Property W Private Beach. Sophisticated Architectural & Elegant Details Inc Many Recent Renovations.perfectly Situated To Highlight Lake Views Thru Out Homes Interior,this Perfect Retreat Gives Privacy Whi...

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554 Longwood Avenue, GLENCOE, IL - $3,875,000

Residential, Detached Single
  • 5 Beds
  • 7 Baths
  • 8,400 SQFT
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Magnificent Tudor Style Home-approximately 8400 Sq. Ft. Of Finished Space. Stone Exterior On Approximately A 0.5 Acre Lot In Prime Glencoe. Close To Public Beach And Town. Featuring 6 Bedrooms, 6.2 Bath, 5 Fireplaces, Spectacular Kitchen, Led Ligh...

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414 Abbotsford Road, KENILWORTH, IL - $3,799,000

Residential, Detached Single
  • 6 Beds
  • Baths
  • 5,867 SQFT
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A Drive-by Favorite With Exceptional Curb Appeal, This 6-bedroom East Kenilworth Home Boasts A Perfect Floor Plan For Today's Family. Formal Living Room, Dining Room (both With Custom Fireplaces) Along With An Expansive Family Room With Bookcases ...

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Photo of Listing #10168523

421 Warwick Road, KENILWORTH, IL - $3,785,000

Residential, Detached Single
  • 5 Beds
  • Baths
  • 5,600 SQFT
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New Construction In Prime East Kenilworth. Six Bedrooms, 6.1 Baths, Gourmet Kitchen With Top Of The Line Appliances. Walnut Wood Library. Timeless Elegance With Exquisite Finishes And Craftsmanship. Attention To Detail. Fully Equipped W/4k Movie T...

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Photo of Listing #09677920

327 North Mayflower Road, LAKE FOREST, IL - $3,750,000

Residential, Detached Single
  • 6 Beds
  • Baths
  • 9,924 SQFT
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New Price- Tremendous Value!!! Expertly Renovated Stately Georgian Set On A Gated 2.3 Acres In A Coveted East Lf Location. Sophisticated & Comfortable, It Offers Great Architectural Detail, Extensive Moldings, Stunning Light Fixtures, Soaring Ce...

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Photo of Listing #10360437

854 Bluff Street, GLENCOE, IL - $3,645,000

Residential, Detached Single
  • 5 Beds
  • Baths
  • 6,231 SQFT
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Magnificent High Quality New Construction Ready For Occupancy. All Brick Exterior And Slate Roof.gorgeous Wood Floors Throughout. Great Location, Walk To Town, Train, Schools, Shops And Town. 5 Bedroom And 8 Bathrooms. Stunning Foyer Entry W Loads...

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188 East Foster Place, LAKE FOREST, IL - $3,600,000

Residential, Detached Single
  • 5 Beds
  • Baths
  • 6,600 SQFT
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Stunning Manor Home ('04) Set On A Gorgeous 1.4 Acre Bordered By A 12ft Tall Wall From The Original Swift Estate. It Has Detailed Tumbled Brick Exterior, Beautiful Windows & Entry Drs, Walled Courtyards & Terraces. Six Fplcs And Screened Porch W/...

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Photo of Listing #10376994

956 East Ringwood Road North, Lake Forest, IL - $3,500,000

Residential, Detached Single
  • 4 Beds
  • Baths
  • 7,206 SQFT
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The Perfect Family Retreat Built To An Incredibly High Standard, This Stunning Custom Home Sits On A Beautiful Lot In East Lake Forest. Exquisite Limestone Home Has Everything- Slate Roof, Copper Gutters, Soaring Ceilings, Stone Floors Made In Flo...

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Photo of Listing #10110824

185 Franklin Road, GLENCOE, IL - $3,499,000

Residential, Detached Single
  • 6 Beds
  • Baths
  • 9,000 SQFT
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The Most Attractively Priced Lux New Construct In Glencoe. Set On Over .5 Acres Of Beautiful Ravine Property W/ An Expansive Bkyard. Located On One Of E. Glencoe's Most Desirable Streets, This Home Of Approx. 9000 Sq. Ft. Of Finished Space Offers ...

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Photo of Listing #10303583

240 Kenilworth Avenue, KENILWORTH, IL - $3,499,000

Residential, Detached Single
  • 6 Beds
  • Baths
  • 10k SQFT
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Exceptional Curb Appeal & Living Space In This Ultra Chic East Kenilworth Home.set On An Expansive,private,landscaped Lot,this 6 Bedroom Home Is Walking To Sears School (jk-8),new Trier High School,metra & The Beach. Sophisticated Spaces Include D...

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1436 Waverly Road, HIGHLAND PARK, IL - $3,495,000

Residential, Detached Single
  • 6 Beds
  • Baths
  • 10k SQFT
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Expansive Stone Home, Situated On Highland Park's Most Coveted Streets. Impressive Drive Up To This Home On Over One And A Half Landscaped Acres, Including Majestic Ravine Views And Pool. This First Floor Master Suite Includes Spa Bathroom With ...

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404 East Deerpath Road, LAKE FOREST, IL - $3,495,000

Residential, Detached Single
  • 5 Beds
  • Baths
  • 5,859 SQFT
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A Hidden Treasure, The Evergreens, One Of Lake Forest's Most Historic Homes, Was Built In 1869. The House Is Constructed On The Site Of What Is Believed To Have Been The First House Occupied After The Founding Of Lake Forest. This Greek Revival ...

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Photo of Listing #10258862

30 East Deerpath Road, LAKE FOREST, IL - $3,495,000

Residential, Detached Single
  • 5 Beds
  • 5 Baths
  • 7,962 SQFT
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Once In A Lifetime Opportunity! Behind The Dramatic Floral Displays That Grace The Gated Entry On Deerpath, You'll Fall In Love With This Stunning 5.57 Acre Estate Right In The Heart Of Lake Forest, One Block From Downtown. The Elegant, Classic, F...

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547 Greenleaf Avenue, GLENCOE, IL - $3,475,000

Residential, Detached Single
  • 5 Beds
  • 7 Baths
  • 6,000 SQFT
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Remarkable Elegant English Tudor On One Of The Most Beautiful Streets In East Glencoe. This House Has Great Street Appeal. Timeless Design With Brick, Stone And Limestone Combination, Slate Roof And Copper Gutters. 7 Bedrooms- 5 Bedrooms Upstairs ...

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747 East Deerpath Road, LAKE FOREST, IL - $3,425,000

Residential, Detached Single
  • 6 Beds
  • 6 Baths
  • 7,405 SQFT
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A Limestone Garden Gate Along Deerpath Road Is A Dignified Entry To This Stunning Home Which Evokes Edwardian Formality With Pre-war Beaux-arts Fashion. The Elegant Georgian, Designed By Frederick Wainwright Perkins, Is Sited In A Meadow With A So...

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Photo of Listing #10336471

320 South Green Bay Road, LAKE FOREST, IL - $3,380,000

Residential, Detached Single
  • 4 Beds
  • 4 Baths
  • 6,711 SQFT
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Designer's Showcase! Fantastic Newer Home! This Beauty Was Built In 2013 On 1.68 Acres And Has The Finest Amenities For Today's Living. Meticulously Maintained With Exquisite Finishes Throughout. Bright & Spacious Gourmet Kitchen & Family Room Gr...

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1363 Hackberry Lane, WINNETKA, IL - $3,350,000

Residential, Detached Single
  • 5 Beds
  • Baths
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Rare Opportunity! This Amazing French Provincial Home Is Tucked Away On A Sensational Private 1+acre Property Overlooking The Expansive Tranquility Of Winnetka Golf Course.this Stately White Brick Home Is Impeccably Scaled To Compliment Today's Mo...

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174 Beach Road, GLENCOE, IL - $3,300,000

Residential, Detached Single
  • 4 Beds
  • 5 Baths
  • 7,925 SQFT
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*wsj "house Of The Week" Winner & Featured Front Cover Of Chicago Tribune's Ultimate Address: Your Guide To Luxury Homes* Nestled Behind A White New England Fence, This Designer-owned Home Brings The Best Of East Coast Architecture Beautifully Ble...

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Photo of Listing #10273000

58 Woodley Road, WINNETKA, IL - $3,300,000

Residential, Detached Single
  • 7 Beds
  • 10 Baths
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Completely Renovated, Expanded & Enhanced This Spectacular Woodley Road Residence Is Situated On Nearly An Acre Of Sweeping Lawns, Manicured Hedges & Mature Trees. The 3-story Georgian Home Boasts Well Over 10,000 Sq Ft Of Living Space Highlighte...

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1000 East Illinois Road, LAKE FOREST, IL - $3,300,000

Residential, Detached Single
  • 4 Beds
  • Baths
  • 5,976 SQFT
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An Exquisite Italian Villa On The East Side Of Town, Built By E.clark, W.otis Architects Of J. Armour Estate Of Lake Forest Academy. Restored To Perfection In 2003. Updates In 2018. Gourmet Kitchen, Home Theater. Coach House. Great Property On 3...

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Photo of Listing #10252431

966 Pine Tree Lane, WINNETKA, IL - $3,275,000

Residential, Detached Single
  • 5 Beds
  • 7 Baths
  • 6,800 SQFT
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Exceptional New Construction On App. 3/4 Acre; The House Is App. 10,000 Sq. Ft Of Finished Space. 6 Bedrooms, 6.1 Bath. Special Features Include Gourmet Kitchen, Walnut Wood Library, Central Vac, Security System, Economical Led Lighting, Terrific ...

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1050 East Illinois Road, LAKE FOREST, IL - $3,200,000

Residential, Detached Single
  • 5 Beds
  • 5 Baths
  • 5,800 SQFT
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Fabulous Walter Frazier Designed Home In East Lake Forest! Private, Professionally Landscaped Grounds W/ Amazing Views Of The Lovely Gardens, Reflecting Pool & Ravine. This Sophisticated 15 Room, 5 Bedroom, 4.1 Bath, Home Offers A Wonderful Floor ...

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523 Essex Road, KENILWORTH, IL - $3,195,000

Residential, Detached Single
  • 7 Beds
  • 5 Baths
View details More Photos Save

Spend Those Summer Days On The Front Porch Of This Wonderful Home With All The Charm Of The Past And The Amenities Of Today (masterfully Renovated In '08 W/ An Add'l Renovation In '17 That Included A Maintenance Free Exterior). There Is A Spacious...

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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 15th, 2019 at 11:35pm 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.

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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.”

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