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 Luxury Homes for Sale on Chicago's North Shore

Browse homes in each North Shore Community

Discover the epitome of luxury living on Chicago's North Shore, where stunning homes grace the picturesque communities along the shores of Lake Michigan. This coveted area spans approximately 20 miles, including Evanston, home to Northwestern University, as well as Wilmette, Kenilworth, Winnetka, Glencoe, Highland Park, Lake Forest, and Lake Bluff—the latter offering a serene, park-filled environment.

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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 #12527881

2145 Kenilworth Avenue, Wilmette, IL - $1,425,000

Residential, Detached Single
  • 4 Beds
  • 4 Baths
  • 2,724 SQFT
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Classic Curb Appeal, Sun-filled Rooms, And A Great Layout Come Together In This 4-bedroom, 3.1-bath Center-entry Georgian In The Heart Of Kenilworth Gardens. A Gracious Foyer With Arched Openings And Beautiful Parquet Floors Sets The Tone. To One ...

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Photo of Listing #12526434

1142 Oakwood Avenue, Wilmette, IL - $769,000

Residential, Detached Single
  • 3 Beds
  • 2 Baths
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Just Listed! This Move-in Ready 3 Bedroom, 2 Full Bath Home Is The Perfect Holiday Gift! You Will Love Living Right Near Our Vibrant Downtown Wilmette, Metra Station And Right Across From Wheeler Park! You Are Greeted By A Charming White Picket Fe...

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Photo of Listing #12524913

3520 Forest Avenue, Wilmette, IL - $740,000

Residential, Detached Single
  • 3 Beds
  • 3 Baths
  • 2,850 SQFT
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Thoughtfully Expanded And Updated, This 3 Bedroom, 2 And One Half Bath Home Is Move In Ready. The Main Level Flows Nicely With An Inviting Living Room, An Updated Kitchen With Adjacent Dining Room, A Peaceful Sun Room, An Office And Powder Room. ...

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Photo of Listing #12515004

2663 Lawndale Avenue, Evanston, IL - $800,000

Residential, Detached Single
  • 3 Beds
  • 2 Baths
  • 2,000 SQFT
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Pristine Colonial Situated On One Of Northwest Evanston's Most Desired Streets. Architect Owned, This Impeccably Maintained And Tastefully Updated Brick Home Will Pass The Test For The Most Discerning Buyer. The First Floor Features A Large And Br...

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Photo of Listing #12513741 CONTINGENT

1767 Clifton Avenue, Highland Park, IL - $500,000

Residential, Detached Single
  • 3 Beds
  • 2 Baths
  • 1,890 SQFT
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All Offers Due Fri. 12/5 At 5:00 Pm. Step Into Timeless Character And Potential With This All-brick 1920s Gem Located In The Heart Of Sought-after Sunset Park. Brimming With Original Architectural Details, This 3-bedroom, 2-bath Home Offers 1,890...

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Photo of Listing #12519505

1210 North Avenue, Highland Park, IL - $950,000

Residential, Detached Single
  • 5 Beds
  • 5 Baths
  • 4,272 SQFT
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This Spacious (over 4200 Sq Ft Above Grade), Dramatic, Mid-century Contemporary Home Was Originally The Developer's Personal Home And Is One Of The Largest In The Area. Features Include A Circular Driveway, Large Wooded Lot, 2 Fireplaces, Two Stor...

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Photo of Listing #12499471

130 Maple Hill Road, Glencoe, IL - $3,990,000

Residential, Detached Single
  • 4 Beds
  • 6 Baths
  • 6,872 SQFT
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You Have Truly Arrived! Welcome To 130 Maple Hill Road - An Extraordinary French Chateau Nestled In The Highly Sought After East Glencoe Community. Breathtaking Views Await From Almost Every Window In This 3/4 Acre Estate! Enjoy Morning Coffee Or ...

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Photo of Listing #12518536

43 Indian Hill Road, Winnetka, IL - $7,275,000

Residential, Detached Single
  • 6 Beds
  • 8 Baths
  • 15k SQFT
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New Magnificent Transitional Home Situated On 1 Acre Picturesque Lot With Approximately 15,000 Square Feet Finished Space. Exterior Is Constructed Of Stone And Limestone With Slate Roof Which Represents Timeless Construction. The House Features 6...

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Photo of Listing #12526053

1106 Hohlfelder Road, Glencoe, IL - $3,490,000

Residential, Detached Single
  • 6 Beds
  • 6 Baths
  • 6,696 SQFT
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Welcome To 1106 Hohlfelder Road. Another Exquisite Addition To The North Shore Signature Collection. This New Construction Glencoe Residence Is Ready For Occupancy. This Is Not Just A House It's A Home. From The Moment You Walk In You Feel A Sooth...

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Photo of Listing #12525770

524 Forest Hill Road, Lake Forest, IL - $1,100,000

Residential, Detached Single
  • 5 Beds
  • 3 Baths
  • 2,648 SQFT
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Offering Over 3000 Sq Ft Of Finished Living Space, Nestled In The Sought-after Whispering Oaks Neighborhood Of East Lake Forest Is This Beautifully Renovated 5 Bedroom, 2.5 Bath Home. The Main Level Features A Seamless Flow Anchored By A Brand N...

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Photo of Listing #12525471

213 Linden Street, Winnetka, IL - $3,199,900

Residential, Detached Single
  • 6 Beds
  • 7 Baths
  • 5,338 SQFT
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Centrally Located In A Premiere "get To Everything" A+ Location, This Quintessential North Shore Coastal Shingle Home Delivers The Best Of Both Worlds. Thoughtfully Remodeled And Reimagined By Notable North Shore Architect Paul Konstant That Beau...

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Photo of Listing #12520413

300 Lincolnwood Road, Highland Park, IL - $858,000

Residential, Detached Single
  • 4 Beds
  • 3 Baths
  • 2,872 SQFT
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Move Right Into This Updated Braeside Beauty And Instantly Improve Your Lifestyle! A Recent Kitchen Renovation With White Wood Cabinetry And A Circular Floor Plan Are The Main Attraction. Well-scaled Rooms Throughout With Good Space For Everyone. ...

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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 December 7th, 2025 at 6:23am CST.