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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 #12745835 CONTINGENT

339 Prairie Avenue, Highwood, IL - $679,000

Residential, Detached Single
  • 5 Beds
  • 3 Baths
  • 1,788 SQFT
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Custom Remodeled 5-bedroom, 3-bath Home - Fully Permitted Renovation! Beautifully Renovated From Top To Bottom, This Exceptional Home Seamlessly Blends Elevated Finishes, Thoughtful Design, And Functional Living Space. Major Improvements Include A...

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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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Photo of Listing #12743165 CONTINGENT

790 Foxdale Avenue, Winnetka, IL - $899,000

Residential, Detached Single
  • 3 Beds
  • Baths
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A Rare Opportunity On One Of Winnetka's Most Beloved Neighborhood Streets. Welcome To 790 Foxdale Avenue, A Charming Dutch Colonial Offering Timeless Character, A Wonderful Sense Of Community And An Exceptional Location In The Sought-after Greeley...

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Photo of Listing #12731197 CONTINGENT

1767 Clifton Avenue, Highland Park, IL - $575,000

Residential, Detached Single
  • 3 Beds
  • Baths
  • 1,890 SQFT
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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 Home Offers 1,890 Sq Ft Of Living Space Above Grade, Featuring ...

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926 Valley Road, Lake Forest, IL - $664,000

Residential, Detached Single
  • 3 Beds
  • Baths
  • 1,570 SQFT
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Solid Brick Home Located In Beautiful Neighborhood. 3 Bedrooms, 4 Levels Of Living Space, Private, Fenced Backyard With Patio = "your New Home!" Livingroom Wth Fireplace Flows Into Dining Room. Familyroom Has Radiant Heat Under Tile Floor And Exit...

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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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Photo of Listing #12735177 CONTINGENT

2843 Twin Oaks Drive, Highland Park, IL - $775,000

Residential, Detached Single
  • 4 Beds
  • 3 Baths
  • 2,971 SQFT
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This Beautifully Updated Mid Century Highlands Home Sits On A Large Wooded Lot And Has A High End Kitchen With White Cabinets, Granite Countertops, Stone Subway Tile Backsplash, Stainless Appliances, Double Oven, And More. An Addition With A Spaci...

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89 Cary Avenue, Highland Park, IL - $2,500,000

Residential, Detached Single
  • 5 Beds
  • 4 Baths
  • 5,443 SQFT
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Completely Rebuilt And Reimagined In 2021, This Stunning 5-bedroom, 4-bath Home Offers An Exceptional Open-concept Floor Plan With High-end Finishes Throughout. Every Major Component Including The Roof, Windows, Plumbing, Mechanicals, Flooring, Ca...

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1109 Hohlfelder Road, Glencoe, IL - $2,099,000

Residential, Detached Single
  • 4 Beds
  • Baths
  • 4,300 SQFT
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There Is Simply No Custom Home In Glencoe At This Price Point That Could Be Duplicated Today With This Level Of Quality, Craftsmanship And Finish Woven Throughout Every Room. Completely Rebuilt From The Studs In 2012, This Solid Masonry Home Was C...

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Photo of Listing #12710028 CONTINGENT

106 E Woodland Road, Lake Forest, IL - $1,799,000

Residential, Detached Single
  • 4 Beds
  • Baths
  • 3,034 SQFT
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This Exceptional 1911 Four Square Seamlessly Blends Timeless Architectural Character With Today's Finest Amenities, Offering An Extraordinary In-town Lifestyle In One Of Lake Forest's Most Coveted Locations. The Beautifully Appointed Chef's Kit...

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2662 Crawford Avenue, Evanston, IL - $665,000

Residential, Detached Single
  • 3 Beds
  • 2 Baths
  • 1,126 SQFT
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Beautifully Updated 3-bedroom, 2-bath Evanston Home Plus A Fully Detached Studio (office) In Your Backyard. The Front Door Opens To A Light-filled Open Living Area Featuring A Living Room With Vaulted Ceilings And A Wood-burning Fireplace That All...

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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 6:44am CDT.