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Browse All Homes for Sale Along Chicago's North Shore, $500,000 - $750,000

$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 #12739766

635 Northmoor Road, Lake Forest, IL - $725,000

Residential, Detached Single
  • 2 Beds
  • 2 Baths
  • 1,782 SQFT
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Expanded And Beautifully Updated Brick Ranch In The Desirable Northmoor Subdivision Of East Lake Forest. Ideally Located Just Steps From South Park And Within Easy Reach Of Downtown Lake Forest And Lake Michigan, This Move-in-ready Home Offers Lig...

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Photo of Listing #12747205

27 Pleasant Avenue, Highwood, IL - $699,000

Residential, Detached Single
  • 4 Beds
  • 2 Baths
  • 1,904 SQFT
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Welcome To Highwood On The North Shore! This Approximately 1,904-square-foot Lannon Stone Ranch Offers Flexible Living Space, Hardwood Floors Throughout, And Two Fireplaces That Add Warmth And Character. The Spacious, And Light Filled Living Room ...

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Photo of Listing #12746014 CONTINGENT

231 Latrobe Avenue, Northfield, IL - $549,000

Residential, Detached Single
  • 3 Beds
  • 2 Baths
  • 967 SQFT
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This Storybook Ranch Radiates Charm From Its Prominent Corner Lot, Offering A Perfect Blend Of Classic Appeal And Thoughtful Design. Inside, The Inviting Living Room Serves As A Central Gathering Point, Anchored By A Beautiful Corner Gas Fireplace...

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Photo of Listing #12686916

2714 Fort Sheridan Avenue, Highland Park, IL - $749,000

Residential, Detached Single
  • 4 Beds
  • 3 Baths
  • 1,960 SQFT
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Awesome Brick 4 Bedrooms / 3 Bathroom Cape Cod! Features Include Gorgeous Hardwood Floors Throughout, 2 Very Spacious Bedrooms Upstairs And A Full Beautifully Remodeled Bath With Double Vanity & Large Walk In Shower. On The Main Level Are Two L...

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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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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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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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475 Burton Avenue, Highland Park, IL - $625,000

Residential, Detached Single
  • 3 Beds
  • 2 Baths
  • 1,708 SQFT
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Ravinia! Completey Updated & Renovated In 2016! Features A Bright And Open Floor Plan! Beautiful New Kitchen With Great Cabinet Space, Granite Countertops, Stainless Appliances And Center Island With Cool Built-in Fireplace! All New In 2016: Ne...

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Photo of Listing #12741586 CONTINGENT

134 Central Park Avenue, Wilmette, IL - $515,000

Residential, Detached Single
  • 2 Beds
  • 1 Baths
  • 1,422 SQFT
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Here's Your Opportunity To Live In This Family Friendly Neighborhood Of Wilmette. After 40 Years Of Living Here The Seller Is Ready To Go. The Home Is Tucked Beneath Established Trees And Lovely Landscaped Yard And Garden In The Back. The First Th...

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416 Illinois Road, Wilmette, IL - $550,000

Residential, Detached Single
  • 3 Beds
  • 2 Baths
  • 872 SQFT
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Tear Down On A Fantastic Lot In The Ideal Wilmette Location. Sold As Is Where Is. Approximately 6,625 Square Foot Lot, 67 X 164 X 50 X 119. This Is A Great Building Opportunity. Square Footage And Measurements Are From The Cook County Assessor's W...

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Photo of Listing #12728435 CONTINGENT

1438 N Sheridan Road, Lake Forest, IL - $695,000

Residential, Detached Single
  • 3 Beds
  • 1 Baths
  • 1,342 SQFT
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This 3 Bedroom, 1 Bath Ranch Offers A Fantastic Opportunity For Renovation, Rehab, Or A Full Re-creation. Set On A Generous .735-acre Lot, This 1,342 Square Foot Home Above Grade Also Features An Unfinished Basement Located In A Wonderful Setting...

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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 6:59am CDT.