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Glencoe Homes for Sale, $1,000,000 - $2,000,000

$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
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Photo of Listing #12698815 CONTINGENT

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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1229 Fairfield Road, Glencoe, IL - $1,799,000

Residential, Detached Single
  • 4 Beds
  • Baths
  • 5,307 SQFT
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1229 Fairfield Is Located In A Tranquil Pocket Of Glencoe Where Land Sizes Breathe Amply. This Yard In Particular Sits On .30ac Of Lush Green Landscape With Easy Access To The Glencoe Golf Course, Green Bay Bike Trail, Chicago Botanical Gardens An...

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Photo of Listing #12706641 CONTINGENT

711 Elder Court, Glencoe, IL - $1,250,000

Residential, Detached Single
  • 4 Beds
  • Baths
  • 2,684 SQFT
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Home Sweet Home Tucked Away On A Quiet Street In Glencoe. This Beautiful 4 Bed/2.1 Bath Split-level Home Has Been Thoughtfully Updated And Meticulously Maintained Over The Years Both Inside And Out. Walking Into The Home You Are Greeted By Gorgeou...

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Photo of Listing #12671826 CONTINGENT

431 Northwood Drive, Glencoe, IL - $1,299,900

Residential, Detached Single
  • 4 Beds
  • Baths
  • 2,674 SQFT
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Situated On A Picturesque Tree-lined Street Filled With Lovely Custom Homes, This Generous 4-bedroom Residence Is Nestled On A Rare .67-acre Lot With 141.5' Of Frontage And Presents Exceptional Potential. Renovate The Existing Home With Its Attach...

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Photo of Listing #12690511 CONTINGENT

241 Walden Drive, Glencoe, IL - $1,899,000

Residential, Detached Single
  • 4 Beds
  • Baths
  • 5,446 SQFT
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Nestled In One Of East Glencoe's Most Coveted Pockets With A Location That Is Second To None! This Exceptional Custom Home, Built In 2002, Seamlessly Blends Timeless Architecture With Modern Luxury Is Conveniently Located Near Parks, The Beach, Th...

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Photo of Listing #12693119

770 Sheridan Road, Glencoe, IL - $1,999,000

Residential, Detached Single
  • 6 Beds
  • Baths
  • 3,768 SQFT
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Magnificent Tudor Residence In Prime East Glencoe, Beautifully Sited On An Exceptional Lot And Lovingly Maintained By The Same Family Since 1987. This Stately Six-bedroom, Four-full And One-half Bath Home Seamlessly Blends Timeless Architectural C...

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Photo of Listing #12681339 CONTINGENT

376 Woodlawn Avenue, Glencoe, IL - $1,489,000

Residential, Detached Single
  • 4 Beds
  • Baths
  • 2,817 SQFT
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Beautifully Updated And Expanded Mediterranean-style Home In An Unbeatable Walk-to-everything Glencoe, Hubbard Woods Location. This Residence Seamlessly Blends Timeless Architectural Charm-arched Doorways, Intricate Moldings, And Classic Details-w...

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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 August 13th, 2026 at 12:30pm CDT.