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Chicago's North Shore Homes

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GlencoeNorthShoreHomeChicago North Shore Homes 

Affluent Communites on the Lakefront

The  North Shore communities bordering the shores of Lake Michigan include Evanston, Wilmette, Kenilworth, Winnetka, Glencoe, Highland Park, Lake Forest and Lake Bluff. Spanning an area of approximately 20 miles from southern Evanston, home to Northwestern University, to northern Lake Bluff,  the most countrified setting as half of the town is devoted to parks.  Along picturesque Sheridan Road are stately and private estates and manor homes, with expansive lake views and some with riparian rights. But you don't need your own private beach to enjoy the benefits of a North Shore lifestyle. All communities have private and public beaches and with a resident pass to your local beach, you will have many choices. In addition to swimming and boating, you will find acres of park land adjacent to Lake Michigan offering miles of hiking and jogging paths,numerous private and public golf courses, tennis facilities, equestrian centers, and even a private curling club in Wlmette.  

North Shore Homes for Sale

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

1801 Green Bay Road, Glencoe, IL - $15,900,000

Residential, Detached Single
  • 7 Beds
  • Baths
  • 10k SQFT
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This Magnificent Property Is Located On 12.22 Acres And Is The Largest Remaining Piece Of Privately Held Property In Cook County. Built For Vacuum Cleaner Magnate H. Earl Hoover, The Home Was Acquired In The 1920's And Converted Into Its Curr...

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55 North Mayflower Road, LAKE FOREST, IL - $15,000,000

Residential, Detached Single
  • 8 Beds
  • 7 Baths
  • 13.4k SQFT
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Opportunity Of A Lifetime To Own The Architectural Masterpiece "wyldwoode" By Harrie T. Lindeberg On 8.94 Lakefront Acres, Including 2 Subdivided Lots. Built For Steel Tycoon, Clyde Carr, The "y" Shape Design Allows For Spectac...

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2700 Point Lane, HIGHLAND PARK, IL - $14,855,000

Residential, Detached Single
  • 9 Beds
  • 15 Baths
  • 32.7k SQFT
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Nba Superstar Michael Jordan's Seven-acre Estate Is As Legendary As His Airness Himself. The 56,000 Square Foot Property-equipped With Every Conceivable Luxury Amenity-is A Physical Monument To His Tireless Dedication And Hard Work. The Custom Des...

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513 Sheridan Road, KENILWORTH, IL - $13,750,000

Residential, Detached Single
  • 7 Beds
  • 9 Baths
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Great Opportunity To Own Magnificent Lake Front Property With 25 Foot Boat House .this Lake Front House Is App.10,500 Sq.feet Above Ground And App.15,000 Total Finished Space. It Boasts 105' Of Lake Front, Screened Porch, 8 Bed, 8.2 Bath, Gou...

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68 Locust Road, WINNETKA, IL - $9,999,999

Residential, Detached Single
  • 5 Beds
  • 8 Baths
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This Bel Air Meets The North Shore Estate Is Now Under $10m. 68 Locust Is Masterful Creation By The One & Only Richard Landry Who Has Created Some Of The Most Notable Celebrity Homes From Malibu To Laguna California. Set On Over 2 Acres Of Awa...

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203 Sheridan Road, WINNETKA, IL - $9,600,000

Residential, Detached Single
  • 4 Beds
  • Baths
  • 6,000 SQFT
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Sweet Home Chicago! This Amazing Estate Is Finally Available. Once Home To The First Female Plastic Surgeon In Illinois. Nearly 1.5 Acres, This Luxurious Estate Features One Of The Largest Private Beaches Overlooking Lake Michigan In The Entire St...

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233 Sheridan Road, KENILWORTH, IL - $9,275,000

Residential, Detached Single
  • 6 Beds
  • 8 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, Medi...

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405 North Mayflower Road, LAKE FOREST, IL - $8,950,000

Residential, Detached Single
  • 10 Beds
  • 11 Baths
  • 25k SQFT
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Set On Over 5 Private Acres With Over 400'of Beach Is Illinois' Most Architecturally Significant Estate On Lake Michigan, Mayflower Place, Which Hosted Royalty Several Times In Its History. This Estate Was Meticulously Renovated And Restored In 19...

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Photo of Listing #09594573

1215 Whitebridge Hill Road, Winnetka, IL - $8,499,000

Residential, Detached Single
  • 6 Beds
  • 8 Baths
  • 15k SQFT
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This Home Is 15,000 Ft. Of Wowed Decadence! This Extraordinary Brick And Limestone Villa Is Situated Perfectly Among The Bluffs Of Lake Michigan. Stargaze From One Of The Perfectly Placed Verandas Or Daydream From The Rolling Roar Of The Waves! O...

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326 Essex Road, KENILWORTH, IL - $7,749,000

Residential, Detached Single
  • 7 Beds
  • 7 Baths
  • 10.7k SQFT
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Kenilworth's Signature Home...brand New Throughout... While Preserving The Architectural Integrity Of The Past!...this Stately Classical Revival Home Designed By Noted Architect Daniel Burnham Was Masterfully Renovated And Expanded To Meet The Ne...

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395 North Green Bay Road, LAKE FOREST, IL - $7,500,000

Residential, Detached Single
  • 9 Beds
  • 10 Baths
  • 14.3k SQFT
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Two Gables Is An Extraordinary Home In Central Lake Forest, Close To Town, Train, Schools And Beach. Set On 7.5 Gated, Professionally Landscaped Acres, It Is Completely Updated And Move-in Ready, Perfect For Comfortable, Everyday Living. Two Gable...

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Photo of Listing #09883439

1345 Lake Road, LAKE FOREST, IL - $5,995,000

Residential, Detached Single
  • 7 Beds
  • 9 Baths
  • 11k SQFT
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"stornoway," A Once-in-a-lifetime Opportunity To Acquire A Magnificent Property Of Unprecedented Grand Scale, Exceptional Architecture And Prestigious Historical Significance On Chicago's North Shore. This Luxurious Lakefront Manor ...

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2805 Telegraph Road, BANNOCKBURN, IL - $5,990,000

Residential, Detached Single
  • 5 Beds
  • Baths
  • 6,721 SQFT
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Proposed Construction. 10,000+sf Of Luxurious Living Proposed On 20+ Acres In One Of Chicago's Finest Communities. Capital Custom Homes Is Proposing To Build This Home Including Pool, Pool House And Professionally Landscaped Property. We Can Creat...

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333 East Foster Place, LAKE FOREST, IL - $5,600,000

Residential, Detached Single
  • 7 Beds
  • 11 Baths
  • 24k SQFT
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Sited On 4.5 Private Acres, This Brilliantly Designed Beaux Arts Mansion Is Poised For Completion. The Unfinished Residence Presents A Unique Opportunity To Transform Over 24,000sf Of Potential Living Space Into A Timeless Landmark On Chicago's Ex...

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Photo of Listing #10035282

70 Harbor Street, GLENCOE, IL - $5,500,000

Residential, Detached Single
  • 5 Beds
  • Baths
  • 7,539 SQFT
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This Exclusive Lakefront Property, Custom Built In 2007 With A Chair Lift Down To Its Own Private White Sandy Beach Will Impress. Exceptional Design, Beautiful Architectural Details, Very High Ceilings, Magnificent Views From Almost Every Room. S...

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919 Hill Road, WINNETKA, IL - $5,500,000

Residential, Detached Single
  • 6 Beds
  • 8 Baths
  • 12k SQFT
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Majestically Set On 1.25 Acres Beyond Towering Trees, Enchanting Gardens, Expansive Front Lawn And Private Drive Is This Awe Inspiring Art Deco Manor Home Circa 1929. Impeccably Renovated And Redesigned By Tigerman Mccurry Architects, The Final Ma...

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80 Wentworth Avenue, GLENCOE, IL - $5,495,000

Residential, Detached Single
  • 4 Beds
  • Baths
  • 6,554 SQFT
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Laguna Beach Meets The North Shore In This Henry Newhouse Lakefront Home Situated On A Tranquil 1.2 Acre Property On A Quite Cul-de-sac. Panoramic Views & Access To Approx. 180 Ft Of Beach (per Survey), Magnificent Ravines & 70' Bluff...

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Photo of Listing #09570788

815 East Deerpath Road, LAKE FOREST, IL - $5,200,000

Residential, Detached Single
  • 5 Beds
  • 7 Baths
  • 8,706 SQFT
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Every Detail Was Carefully Considered In This Exquisite Custom Built One Owner Home, Just Steps From Lake Michigan. Timeless Appeal & Unique Details Include:wide Plank Hand Scraped Walnut Floors, Travertine Floors, Custom Moldings & Volume Ceiling...

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480 Oak Street, WINNETKA, IL - $5,195,000

Residential, Detached Single
  • 5 Beds
  • Baths
  • 6,341 SQFT
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Built In 1913 And Designed By Notable Chicago Architect Benjamin Marshall, 480 Oak Street Remains A Vestige Of The Historic Grand Estates Of Winnetka. Today, This Incomparable French Regency Residence Commands An Exceptional Waterside Location Sh...

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Photo of Listing #09746580

86 Indian Hill Road, WINNETKA, IL - $4,995,000

Residential, Detached Single
  • 6 Beds
  • 7 Baths
  • 9,342 SQFT
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Gracious On A Golf Course. Relax, Unplug And Transport Yourself To This English Masterpiece. Positioned On 1.51 Scenic Acres Within The Grounds Of Indian Hill Country Club, Opposite The 11th Hole, A Circular Driveway & A Grand Foyer Introduce...

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Photo of Listing #08907510

1051 Meadow Lane, LAKE FOREST, IL - $4,950,000

Residential, Detached Single
  • 7 Beds
  • 7 Baths
  • 12.3k SQFT
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Designed By Renowned Architect Harrie T Lindeberg, This Home Has Been Lovingly Restored To Its Original Splendor And Renovated To Meet The Needs Of Today's Most Discerning Homeowner. Situated On 2+ Acres With Own Tennis Court, Pool And Attached Co...

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211 West Westminster Road, LAKE FOREST, IL - $4,900,000

Residential, Detached Single
  • 7 Beds
  • 8 Baths
  • 10.9k SQFT
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This Inviting Home By James Otis Integrates Modern Architecture, Interior Design, Stunning Landscaping And Is Designed Around A Central Courtyard By Shin Abe Of Zen Associates. The 2.53 Acres Create Lush Tranquil Gardens And Outdoor Rooms That Bac...

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111 Moffett Road, LAKE BLUFF, IL - $4,850,000

Residential, Detached Single
  • 5 Beds
  • Baths
  • 7,229 SQFT
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Stunning Renovation Of This Classic David Adler Masterpiece. Combining The Architecture And Grace Of A Bygone Era With Features That Define The Way We Live Today. Situated On A Spectacular 6 Acres Of Gardens,ravines And Wide Open Spaces Steps From...

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67 Laurel Avenue, HIGHLAND PARK, IL - $4,699,800

Residential, Detached Single
  • 6 Beds
  • 9 Baths
  • 10.1k SQFT
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Private Lake Michigan Retreat Only Blocks From The Heart Of Downtown Highland Park! Idyllic Setting On 1.9acres W/ Boat Dock. Double Atrium Foyer W/ Grand Sweeping Marble Staircases That Leads To The Formal Living Rm W/ Floor To Ceiling Windows,...

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Photo of Listing #09492932

1421 Lake Road, LAKE FOREST, IL - $4,650,000

Residential, Detached Single
  • 7 Beds
  • Baths
  • 7,691 SQFT
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David Adler's 1928 South African Dutch Colonial Overlooks Lake Michigan With Over 200' Of Private Sandy Beach. Striking Architectural Details Are Enhanced By Modern Luxury Renovations To Make This Home A Real Treasure. Captivating Bluestone Loggia...

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711 Locust Street, WINNETKA, IL - $4,550,000

Residential, Detached Single
  • 5 Beds
  • 6 Baths
  • 8,962 SQFT
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This Gem, Set In The Heart Of Winnetka, Offers The Ultimate In Lifestyle And Ambiance. Built In 2009 By The Reynold's Group, This Home Features Stunning Decor, A Fabulous Floorplan And Wonderful Amentities Creating A Truly Special Environment...

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165 Thorntree Lane, WINNETKA, IL - $4,500,000

Residential, Detached Single
  • 6 Beds
  • Baths
  • 11.9k SQFT
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This 1930 Georgian Masterpiece Is Architect Edwin Clark's Finest Designs & Landscape Architect Scott Byron Has Created Gardens & Grounds Of Equal Stature On The 1.17 Acres. Impeccable Condition, This 6 Br, 6.3 Bath Home Works Well For Today's Mode...

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Discover More North Shore Communities

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 10th, 2018 at 3:37pm CST.

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

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