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Browse All Homes for Sale Along Chicago's North Shore, $1,000,000 - $2,000,000

$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 #12753205

465 Dundee Road, Glencoe, IL - $1,495,000

Residential, Detached Single
  • 4 Beds
  • 4 Baths
  • 3,820 SQFT
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In 1929, When This Incredibly Handsome & Stately Home At 465 Dundee Road Was Commissioned & Built, On This More Than Half Acre Elevated Lot, No Expense Was Spared Using The Finest Materials Available...slate Roof, Towering Twin Chimneys, Stone/bri...

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Photo of Listing #12749840

777 Cherokee Road, Lake Forest, IL - $1,099,000

Residential, Detached Single
  • 4 Beds
  • Baths
  • 2,936 SQFT
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Move-in-ready Colonial In An Incredible Whispering Oaks Location Within The Cherokee Elementary School District. Set On Beautifully Landscaped Grounds With Mature Trees And Exceptional Privacy, This Four-bedroom, 2.1-bath Home Offers 2,936 Square ...

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Photo of Listing #12750582

216 4th Street, Wilmette, IL - $1,549,000

Residential, Detached Single
  • 4 Beds
  • Baths
  • 2,898 SQFT
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Rare Opportunity In East Wilmette's Sought-after Maple Park Neighborhood, Where An Extraordinary 85-foot-wide Lot Provides A Sense Of Space That Is Difficult To Find. Thoughtfully Renovated And Substantially Expanded In 2005, This Home Combines Th...

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Photo of Listing #12748077

887 Ash Street, Winnetka, IL - $1,950,000

Residential, Detached Single
  • 4 Beds
  • Baths
  • 3,045 SQFT
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An Inviting Front Porch Welcomes You To This Custom Home Designed By Reynolds Architecture. Fresh Interiors With Designer Finishes And Details Create The Feel Of This Curated Residence, Reflecting A Modern Sensibility And Balance Of Casual And For...

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Photo of Listing #12747330 CONTINGENT

2205 Thornwood Avenue, Wilmette, IL - $1,495,000

Residential, Detached Single
  • 4 Beds
  • Baths
  • 2,876 SQFT
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This Is The Kind Of Kenilworth Gardens Location People Wait For. Inside, A Distinctive Circular Floor Plan Gives The Home An Easy Rhythm, Creating A Natural Flow Among The Living, Dining, Kitchen And Family Rooms, With A Scale That Is Increasingly...

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Photo of Listing #12727880

195 Maple Hill Road, Glencoe, IL - $1,795,000

Residential, Detached Single
  • 4 Beds
  • Baths
  • 3,317 SQFT
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East Glencoe Colonial Just 3 Blocks From Lake Michigan. Built In 1923, This Home Has Had Periodic Updates But Is Being Sold As Part Of An Estate And Is Conveyed "as Is." All The Chandeliers Are Excluded. The Expansive 16,000 Sq Ft Lot Offers Poten...

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Photo of Listing #12751434

723 Detamble Avenue, Highland Park, IL - $1,195,000

Residential, Detached Single
  • 3 Beds
  • Baths
  • 2,951 SQFT
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Welcome To 723 De Tamble Avenue, A Classic All-brick Colonial Set On An Expansive, Professionally Landscaped Lot In Desirable East Highland Park. Entirely Renovated In The Last Two Years, This Sun-filled Home Seamlessly Blends Timeless Character W...

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30 Brierfield Court, Lake Bluff, IL - $1,250,000

Residential, Detached Single
  • 4 Beds
  • Baths
  • 3,465 SQFT
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Welcome To This Beautiful Home In Sought-after Tangley Oaks, Perfectly Positioned On A Private, Wooded .63 Acre Lot Overlooking A Picturesque Pond. Tucked Away On A Quiet Cul-de-sac Adjacent To A Convenient Path Connecting You To Town, The Train A...

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220 Maple Avenue, Wilmette, IL - $1,350,000

Residential, Detached Single
  • 3 Beds
  • 2 Baths
  • 2,414 SQFT
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From The Moment You Enter 220 Maple Ave, You Feel At Home. To The East Of The Foyer Is A Large Living Room With A Wood-burning Fireplace, Perfect For Entertaining. To The East Of The Living Room Is A Light-filled Sunroom With Incredible Views Of...

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524 E Washington Avenue, Lake Bluff, IL - $1,995,000

Residential, Detached Single
  • 5 Beds
  • Baths
  • 4,018 SQFT
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A Short Walk From The Beach, Tucked Away On A Quiet, Dead-end Street, This Stunning Custom-built Brick And Limestone Home Is Waiting To Welcome You In. Walk Through The Double Doors And Into The Two-story Foyer, Flanked By Sitting And Dining Room...

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Photo of Listing #12740856 CONTINGENT

1020 E Westleigh Road, Lake Forest, IL - $1,349,000

Residential, Detached Single
  • 3 Beds
  • Baths
  • 2,886 SQFT
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Sprawling Ranch On A 1.06 Acre Ravine Property Just Steps From Lake Michigan. Walls Of Windows Offer Stunning Views From This Beautifully Updated Classic Home. Features Include Hardwood Floors, French Doors, 2 Fireplaces. Gorgeous High End Open Ki...

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1319 Burr Oak Road, Lake Forest, IL - $1,049,000

Residential, Detached Single
  • 4 Beds
  • Baths
  • 3,546 SQFT
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A Rare Lake Forest Gem That Truly Has It All! This Exceptional 4-bedroom, 31/2-bath Home Offers A Versatile First-floor Den That Can Easily Serve As A 5th Bedroom, With A Full Bath Conveniently Adjacent. The Spectacular Sunroom Addition Creates An...

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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 September 8th, 2026 at 7:44am CDT.