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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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Sort listings by:Price, Highest First

987 Asbury Court, WINNETKA, IL - $3,195,000

Residential, Detached Single
  • 5 Beds
  • Baths
  • 6,270 SQFT
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Fabulous! Exceptional New Construction On Gorgeous Half Acre Property Amidst Spectacular Surrounding Homes. Open First Floor Plan Features Incredible Kitchen Which Opens To Family Room - All With Views Of Handsome Back Terrace And Yard. Formal L...

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Photo of Listing #10301466

310 Myrtle Street, WINNETKA, IL - $3,175,000

Residential, Detached Single
  • 5 Beds
  • 6 Baths
  • 7,500 SQFT
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Stunning Two Year Old New Construction Coastal Style Home With All Of The Bells And Whistles In Fantastic East Winnetka Locale, Steps To Both Greeley Elementary School And New Trier High School, Train And Town. Chef's Kitchen With Stainless Hood, ...

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Photo of Listing #10129735

560 Oak Street, WINNETKA, IL - $3,175,000

Residential, Detached Single
  • 5 Beds
  • Baths
  • 4,900 SQFT
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New Construction In Prime East Winnetka. Walk To Beach, Greeley School, New Trier, Train And Town. Six Bedrooms, 5.1 Baths, Sport Court With 17' Ceiling, Gourmet Kitchen With Top Of The Line Appliances, Walnut Library, Timeless Elegance With Exqui...

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730 South Ridge Road South, LAKE FOREST, IL - $3,100,000

Residential, Detached Single
  • 8 Beds
  • Baths
  • 11.1k SQFT
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Once In A Lifetime Opportunity To Own Whitehall, An English Country Masterpiece Designed In 1925. Set On 6 Breathtaking Acres W/beautiful English Gardens, A Pool, 2 Car Attached & 3 Car Detached Garage, The Manor Home Includes 19 Rms. Recaptured I...

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Photo of Listing #10160784

417 North Mayflower Road, LAKE FOREST, IL - $3,000,000

Residential, Detached Single
  • 7 Beds
  • Baths
  • 10k SQFT
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The One You Have Been Waiting For! Set On Almost 2 Acres In The Historic Schweppe Estate, This Newer Construction French Country Manor Designed By John Tilton Offers Over 10,000 Square Feet Of Living Space Brilliantly Designed For Entertaining, An...

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Photo of Listing #10260927

1301 Chestnut Avenue, WILMETTE, IL - $2,999,999

Residential, Detached Single
  • 5 Beds
  • 7 Baths
  • 8,987 SQFT
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Revamped To A New Level Of Sophistication In 2019, This Designer Worthy Newer "cage" Home Hits All Marks! Elegant Yet Livable Spaces With This Circular Floorplan, From The Light-filled Living & Dining Rooms W/ French Doors Out To The Front Patio T...

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720 Rosewood Avenue, WINNETKA, IL - $2,999,900

Residential, Detached Single
  • 7 Beds
  • 6 Baths
  • 6,870 SQFT
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A Stunning, Tranquil Oasis In One Of Winnetka's Most Premier Neighborhoods Within Blocks To Train, Town & Schools (k-8th). Designed To Have Totally Privacy While Maximizing Natural Light Throughout, This Custom Nantucket Home Seamlessly Blends Int...

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338 Melrose Avenue, KENILWORTH, IL - $2,995,000

Residential, Detached Single
  • 6 Beds
  • Baths
  • 8,635 SQFT
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City Sophistication Meets Kenilworth! Amazing Transformation Of A Classic North Shore Home While Preserving Character In A Convenient Location Near Train, Schools, Parks. This Splendid Renovation Is Better Than New With The Finest Finishes Includi...

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269 Vine Avenue, LAKE FOREST, IL - $2,995,000

Residential, Detached Single
  • 6 Beds
  • Baths
  • 7,969 SQFT
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View Our 3d Tour! Immaculately Maintained Gorgeous 3-story Historic Estate In East Lake Forest On Quiet 2 Block Street! Features 6 Bdrms, 6.3 Bths, 3 Car Gar, Large Yard, Elegant Kitchen W/ Teak Countertops, Viking Oven/6 Burner Stove,master Suite...

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164 Oxford Road, KENILWORTH, IL - $2,985,000

Residential, Detached Single
  • 5 Beds
  • Baths
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Absolute Perfection ~ Exquisite 2015 East Kenilworth Newer Construction Home By Heritage Builders. Move Right In To The Beautiful White Gourmet Kitchen With Sunny Breakfast Room And Spacious Family Room Overlooking The Backyard With Bluestone Pati...

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Photo of Listing #10102396

85 Robsart Road, KENILWORTH, IL - $2,960,000

Residential, Detached Single
  • 5 Beds
  • Baths
  • 6,500 SQFT
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Newly Reconstructed Historic Brick Masterpiece. 6800+ Sq Feet Of Luxury And Meticulous Details In This 5 Br 7.1 Ba & 1br/1ba Coach In East Kenilworth. Steps To Lake, Schools, Train. Details Include: Sophisticated Storm/flood Control. Tile Roof, Co...

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644 Pine Lane, WINNETKA, IL - $2,950,000

Residential, Detached Single
  • 6 Beds
  • Baths
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Dramatic Price Change! A Rare Opportunity To Own A True Country Estate In The Heart Of Winnetka. The Edwin Clark Designed English Country House, Coach House, Pool & And Vast Open Land Resides On 2.39 Acres. The Larger Portion Is 1.7 Acres. The Ba...

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190 Fairview Road, GLENCOE, IL - $2,950,000

Residential, Detached Single
  • 5 Beds
  • 7 Baths
  • 7,380 SQFT
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Extraordinary New Construction In Desirable East Location. An Open Concept With Beautiful Finishes Throughout Including White Oak Floors, Custom Cabinetry. Gorgeous Custom Kitchen W Top Of The Line Appliances, Butlers Pantry, Breakfast Room, Walk ...

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Photo of Listing #10299237

191 North Mayflower Road, LAKE FOREST, IL - $2,950,000

Residential, Detached Single
  • 7 Beds
  • 6 Baths
  • 6,841 SQFT
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New Look For This Classic All Brick Georgian, Located On Coveted Mayflower Road. Recently Updated By Ragsdale Painters W/fresh Paint & Glazed Cabinetry. Wonderful Home For Gracious Entertaining, Yet Comfortable For Everyday Living. Exquisite Resi...

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2355 Linden Avenue, HIGHLAND PARK, IL - $2,899,000

Residential, Detached Single
  • 5 Beds
  • 7 Baths
  • 6,398 SQFT
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One Of The Most Stunning Homes On An Acre In E. Highland Park With Both Tableland & Never Ending Ravine Views. This Brick Home With Slate Roof Is Reminiscent Of An English Countryside Manor Paired With Today's Modern Luxuries. No Detail Was Spared...

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Photo of Listing #10102411

1336 Chestnut Avenue, WILMETTE, IL - $2,899,000

Residential, Detached Single
  • 6 Beds
  • Baths
  • 10k SQFT
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East Wilmette With Desirable Sears School! On Coveted Chestnut Ave! Stunning French Traditional 6br, 6.1ba Home On 75 X 290 Lot! Enter Thru The Arched Doorway Into An Extra Wide Hall That Leads You To A Sun-filled Lr With Marble Fp, Lovely Formal ...

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Photo of Listing #10410930

139 De Windt Road, WINNETKA, IL - $2,895,000

Residential, Detached Single
  • 6 Beds
  • Baths
  • 6,203 SQFT
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Vacation At Home! Pure Joy Is Woven Throughout This Sensational New England Colonial Situated On An Exclusive Private Road. This Ideal .8 Acre Retreat Is Convenient To Everything-schools, Train, Town & Lakefront. Timeless Design, Spacious Rooms, B...

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Photo of Listing #10303909

159 Montgomery Street, GLENCOE, IL - $2,875,000

Residential, Detached Single
  • 5 Beds
  • 6 Baths
  • 7,135 SQFT
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Compelling New Price! Great Alternative To High-end New Construction Situated On Approx .5 Acre In E. Glencoe. Over Sized Moldings, Wains Coating, 11 Ft Ceilings, Cust Built Ins & Incredible Atten To Detail Throughout. Spectacular Eat-in Kitch W/...

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Photo of Listing #10415290

390 North Green Bay Road, LAKE FOREST, IL - $2,874,000

Residential, Detached Single
  • 5 Beds
  • Baths
  • 5,859 SQFT
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Quietly Hidden Off Of Green Bay Road At The Top Of Pembroke Hill, Discover This Hidden Lake Forest Gem. As You Arrive Into The Formal Gravel Courtyard, You Are Greeted With The Elegance Of This Classic Stanley Anderson Vision Of A French Country E...

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Photo of Listing #10111966

660 North Sheridan Road, LAKE FOREST, IL - $2,850,000

Residential, Detached Single
  • 6 Beds
  • 6 Baths
  • 8,406 SQFT
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Incredible Price Reduction! An Opportunity Not To Be Missed. Historic Preservation Award Winning Home Was Purchased For $4,500,000 And Has Had Significant Improvements - All Of Which Today's Buyer Is Looking For. Country Estate Set On Over 2 Acre...

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Photo of Listing #10305300

1490 Lake Road, LAKE FOREST, IL - $2,850,000

Residential, Detached Single
  • 6 Beds
  • Baths
  • 14k SQFT
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Across From The Lake, A Paver Brick Driveway Welcomes You To This Estate Including: The Comfortable Home, The Coach House, The Pool, The Pool House & 5 Car Garage. This Exquisite Home Is A Rare Find Today On The North Shore. Features Include A ...

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Photo of Listing #10157041

780 South Ridge Road, LAKE FOREST, IL - $2,850,000

Residential, Detached Single
  • 5 Beds
  • 6 Baths
  • 8,404 SQFT
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Expertly Renovated Former Coach House And Stables Of The Historic Whitehall Manor Mansion, Flawlessly Integrates Outstanding Architecture, Sophisticated Decor, And The Finest Of Finishes. Features Include Grand-scaled Sun Filled Rooms, Four Firep...

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815 Greenleaf Avenue, GLENCOE, IL - $2,825,000

Residential, Detached Single
  • 5 Beds
  • 7 Baths
  • 6,746 SQFT
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Welcome Home To East Glencoe. This Luxurious, Warm Home Was Built In 2010 By Heritage Builders & Features All The High-end Features You Would Expect. Designed For Real Life As Well As Gracious Entertaining. The Well-appointed All-white Marble & Gr...

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687 Sheridan Road, WILMETTE, IL - $2,825,000

Residential, Detached Single
  • 4 Beds
  • 5 Baths
  • 8,000 SQFT
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Stunning & Award Winning 5br, 4.2ba Renovation In Prime East Wilmette! Designed In Partnership W/william Massey, This Masterfully & Thoughtfully Designed Home Was First In Wilmette To Be Awarded Leed Certification. The Lovely Foyer W/custom Glass ...

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Photo of Listing #10411287

701 Hibbard Road, WINNETKA, IL - $2,795,000

Residential, Detached Single
  • 6 Beds
  • Baths
  • 6,500 SQFT
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Rarely Available 1.8 Acre Parcel Showcasing An Exceptional One-level Home In Prime Central Winnetka Location. Inspired Design, Elegant Taste, Finest Materials, Superb Construction In This One-of-a-kind 6500sf Renovated Home. Floor-to-ceiling Windo...

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905 East Illinois Road, LAKE FOREST, IL - $2,795,000

Residential, Detached Single
  • 5 Beds
  • Baths
  • 5,597 SQFT
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Luxury & Elegance Abound In This Home, Located In One Of East Lake Forest's Most Desirable Neighborhoods. Beautifully Updated By Megan Winters In 2014 W/ A New Kitchen And New Baths, This Sun-filled 5,500+sq Ft Home Is Perfectly Sited On 1.19 Acre...

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1555 Hickory Lane, WINNETKA, IL - $2,795,000

Residential, Detached Single
  • 6 Beds
  • 9 Baths
  • 8,000 SQFT
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Built In 2011, This 7-bedroom, 8.2 Bath, 4-car Heated Garage, All Brick Georgian Home On 2/3 Acre Is The Perfect Combination Of Elegance And Functionality. The Gracious Floor Plan Is Both Family Friendly And Perfect For Entertaining. From The Gra...

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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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