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 Luxury Homes on Chicago's  North Shore

Affluent Lakefront Communities

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The Luxury Homes On Chicago's North Shore

The luxury homes for sale on Chicago's North Shore are found in communities bordering the shores of Lake Michigan for approximately 20 miles: Evanston, home to Northwestern University, Wilmette, Kenilworth, Winnetka, Glencoe, Highland Park, Lake Forest and Lake Bluff,  the most countrified setting as half of Lake Bluff 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 Wilmette.

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Browse All Homes for Sale Along Chicago's North Shore

$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 #11642692

620 Spruce Street, Winnetka, IL - $1,595,000

Residential, Detached Single
  • 5 Beds
  • 4 Baths
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You Will Find Charm Galore In This Bright And Sunny East Winnetka Nantucket Style Cedar Colonial Home. Vintage Plaster Construction Provides Quality And Quiet Surroundings For An Active Family. There Is A Great Floor Plan For All Ages, Including A...

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Photo of Listing #11637285

1110 Lake Avenue, Wilmette, IL - $1,850,000

Residential, Detached Single
  • 5 Beds
  • 6 Baths
  • 6,150 SQFT
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Newer Construction Red Brick Home In Desirable East Wilmette. This Home Is On An Oversized Lot (75 X 200) And Features Over 6100 Sq. Ft. Of Living Space Plus 2 - Two Car Garages And Extra Parking Pad For 2 Additional Cars! The First Floor Feature...

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Photo of Listing #11637668

806 Clinton Place, Evanston, IL - $815,000

Residential, Detached Single
  • 4 Beds
  • 4 Baths
  • 3,550 SQFT
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Lovely Landmark Home In Wonderful Ne Evanston Location. Walk To Orrington School And Playground, Lighthouse Beach, Northwestern. This Beautiful Home Features Plenty Of Space With First Floor Living Room, Formal Dining Room, Eat-in Kitchen Adjacent...

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Photo of Listing #11642354

1025 Forest Avenue, Glencoe, IL - $4,295,000

Residential, Detached Single
  • 5 Beds
  • 7 Baths
  • 8,300 SQFT
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Build Your East Glencoe Dream Home With The North Shores Top Custom Home Builder, Jon Kogan, Of Highgate Builders. This Proposed 8300 Square Foot New Construction Masterpiece Is On One Of The Most Desirable And Beautiful Tree-lined Streets In Glen...

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Photo of Listing #11627269

860 Beverly Place, Lake Forest, IL - $1,250,000

Residential, Detached Single
  • 3 Beds
  • 5 Baths
  • 3,529 SQFT
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Extensively Remodeled From Floor-to Ceiling In 2021-2022, This Stunning Contemporary Is A Rare Treat! Flooded In Light From Countless Windows, The Home Offers A Main Floor Primary Suite, And Gorgeous Fenced Backyard With New Deck And An In-ground ...

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Photo of Listing #11641994

521 Roslyn Road, Kenilworth, IL - $4,995,000

Residential, Detached Single
  • 8 Beds
  • 8 Baths
  • 8,356 SQFT
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Set On 1.25 Acres In East Kenilworth, 521 And 515 Roslyn Road (two Adjacent Properties) Create A Private Estate On One Of Kenilworth's Most Prestigious And Sought-after Streets. A Grand Foyer Welcomes You To This Exceptional Home With Formal Livi...

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Photo of Listing #11641824

422 Vine Street, Wilmette, IL - $530,000

Residential, Detached Single
  • 3 Beds
  • 2 Baths
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Nestled In A Lush, Sleek And Sunny Home Exudes Warmth And Style, Located In The Heart Of Wilmette! This Mid-century Bi-level Offers 3 Generous Size Beds, 2 Full Baths And Finished Basement For Leisure Along With 2 Car Garage. Hardwood Floors Throu...

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Photo of Listing #11641600

1091 Meadow Lane, Lake Forest, IL - $1,895,000

Residential, Detached Single
  • 4 Beds
  • 4 Baths
  • 3,721 SQFT
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English Country-inspired Home That Offers Relaxed Elegance, Synonymous With Its Jerome Cerny Design. This 1955 Sprawling Red Brick Cape Cod Is Sited On .57-acres And Is Set Back From The Road. The Home Is Buffered By A Stand Of Mature Trees And A ...

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Photo of Listing #11632133

611 County Line Road, Highland Park, IL - $1,499,000

Residential, Detached Single
  • 5 Beds
  • 5 Baths
  • 4,713 SQFT
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Showings Start September 30th. Absolutely Stunning, Timeless, Brick Colonial With A Slate Roof, Beautifully Renovated, And Expanded With All High-end Designer Finishes. This Home Delivers The Best Of Both Worlds, Seamlessly Blending Old World Char...

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Photo of Listing #11625050

711 Park Avenue, Wilmette, IL - $799,000

Residential, Detached Single
  • 4 Beds
  • 2 Baths
  • 2,221 SQFT
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Quintessential Wilmette Farmhouse Set On A Huge 50 X 200 Lot Boasts Spacious Sun Filled Rooms, Hardwood Flooring, High Ceilings, Skylights, And A Great Floor Plan With A Desirable Family Room/kitchen Addition Overlooking A Deep Backyard And Perenn...

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Photo of Listing #11640930

808 Leyden Lane, Wilmette, IL - $1,750,000

Residential, Detached Single
  • 4 Beds
  • 5 Baths
  • 4,846 SQFT
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New Construction On Lovely Leyden Lane! Built By One Of Wilmette's Premier Builders, The Home At 808 Has 5 Bedrooms, 4.1 Baths, And An Attached 2 Car Garage. Hardwood Floors Throughout, And 10" Ceilings On First Floor. Enter The Home To The Wide A...

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Photo of Listing #11640714

428 Linden Street, Winnetka, IL - $975,000

Residential, Detached Single
  • 4 Beds
  • 3 Baths
  • 3,323 SQFT
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Best Location And A+ Curb Appeal! Welcome To 428 Linden, A Pristine Brick And Cedar Dutch Colonial That Has Been Designer Renovated For Today's Needs While Retaining Its Architectural Charm. 428 Is Situated On A 50'x187' Lot On A Beautiful Tree Li...

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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 October 1st, 2022 at 7:53pm 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

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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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