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View All Winnetka Homes for Sale _ Updated Every 15 minutes, $750,000 - $1,000,000

$250,000 - $500,000 $500,000 - $750,000 $750,000 - $1,000,000
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425 Chestnut Street, Winnetka, IL - $975,000

Residential, Detached Single
  • 4 Beds
  • 4 Baths
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Adorable And Updated, 425 Chestnut Is Nestled On Deep Lot In A Prime Location In The Heart Of Winnetka. From The Cheerful (new In 2021) Front Porch You Will Enter Into The Large Living Room With Hardwood Floors, Custom Built-ins And High Ceilings....

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655 Cherry Street, Winnetka, IL - $950,000

Residential, Detached Single
  • 4 Beds
  • 3 Baths
  • 3,178 SQFT
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Gorgeous Brick Tudor Home In Prime East Winnetka Location. Walk To The Village Green, Cherry Beach, Metra And Downtown Winnetka. Classic Footprint With Four Bedrooms And Two Baths Up. The Primary Bedroom Has A Newly Renovated Ensuite Bath. The...

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1152 Scott Avenue, Winnetka, IL - $949,000

Residential, Detached Single
  • 4 Beds
  • 5 Baths
  • 3,546 SQFT
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Storybook Charm In The Best Location! This 4 Bed, 4.1 Bath Home Is Located In The Heart Of The Highly Desired Hubbard Woods Neighborhood, Just Minutes From The Metra, Hubbard Woods Park, Hubbard Woods Elementary, Mino's, Graeter's, Paul Rehder Sal...

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1255 Asbury Avenue, Winnetka, IL - $949,000

Residential, Detached Single
  • 4 Beds
  • 3 Baths
  • 2,069 SQFT
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Friendly Farmhouse With A Coastal Vibe In The Heart Of Hubbard Woods! Close Proximity To Elementary Schools, Train, Parks, Restaurants, Shops And Beaches. Gated Front Yard With Large Welcoming Covered Porch, A Perfect Spot For Rocking Chairs! Br...

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Photo of Listing #11091892

462 Provident Avenue, Winnetka, IL - $850,000

Residential, Detached Single
  • 2 Beds
  • 767 SQFT
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Extra Wide Lot With An Awesome Location! Lot Is Approximately 68'x146'. Build Your Dream Home. Property Is Being Sold As A Tear-down.

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Photo of Listing #11007345

1216 Willow Road, Winnetka, IL - $824,900

Residential, Detached Single
  • 4 Beds
  • 6 Baths
  • 3,100 SQFT
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Price Adjustment And Available Now. All The Space You Need And All The Places That You Want It. Huge Great Room/kitchen Combination With Large Open Adjoining Room Perfect For Remote Learning. Multiple Bedrooms/offices Are Ideal For Work At Home Ar...

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Photo of Listing #10984448

1234 Cherry Street, Winnetka, IL - $820,000

Residential, Detached Single
  • 4 Beds
  • 3 Baths
  • 2,722 SQFT
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The Past Is Present; The Future Is Yours To Renovate, Enhance And Decorate To Your Family's Lifestyle! This Traditional English Style Brick Home Welcomes Guests In The Vestibule And Through The Gracious Entry Hall. Convenient Floor Plan With Easy ...

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1124 Gage Street, Winnetka, IL - $819,000

Residential, Detached Single
  • 5 Beds
  • 3 Baths
  • 4,529 SQFT
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A Bit Of The European Countryside In The Heart Of Hubbard Woods! Four Levels Of Living Space Offer A Place For Everyone To Work, Play And Live! A Newly Renovated Facade By Airoom Sets The Tone For A Home That Is So Much Larger Than It Appears. Fre...

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Photo of Listing #11074203

1152 Oak Street, Winnetka, IL - $799,000

Residential, Detached Single
  • 4 Beds
  • 4 Baths
  • 2,491 SQFT
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Quintessential Red Brick Colonial Located On The Coveted Tree Streets Close To Schools, Parks And Play Fields. This Large Center Entrance Home Boasts Four Large Bedrooms Upstairs With Two Full Baths Including Remodeled Master Bath. Main Floor Incl...

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335 Fairview Avenue, Winnetka, IL - $799,000

Residential, Detached Single
  • 5 Beds
  • 4 Baths
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This Spacious 5 Bed, 3.5 Bath Home Has Lovely Bay Windows, Hardwood Floors And Newer Windows Throughout. The Main Floor Features A Formal Living Room With Fireplace, A Separate Dining Room Adjacent To A Large Eat-in Kitchen With An Island And A Co...

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126 Fuller Lane, Winnetka, IL - $794,000

Residential, Detached Single
  • 3 Beds
  • 2 Baths
  • 2,594 SQFT
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Beautiful Storybook Brick Tudor Home On Highly Desirable Tree-lined Street In East Winnetka- Walk-to Lifestyle Location That Can't Be Beat! Updated Flagstone Front Path & Manicured Lawn & Landscaping Leads To Charming Arched Entryway. Designed For...

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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 May 18th, 2021 at 9:46pm CDT.