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View Winnetka Homes for Sale

All Listings $800,000 - $900,000 $900,000 - $1,000,000
Over $1,000,000
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365 Chestnut Street, Winnetka, IL - $1,350,000

Residential, Detached Single
  • 4 Beds
  • Baths
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What Makes This House So Special? It's Like Winning The Trifecta! Perfect Location - Walk To Everything, Gorgeous Renovations & A Carefree Lifestyle! A Gracious Entry Leads To The Lovely Living Room W/ Fireplace And Formal Dining Room. Fabulous Ki...

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764 Rosewood Avenue, Winnetka, IL - $1,095,000

Residential, Detached Single
  • 5 Beds
  • Baths
  • 3,770 SQFT
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Stunning Winnetka Colonial In Premier Center Of Town Location. Inviting Home Built In 1925 With Beautiful Updates From Top To Bottom To Fit The Needs Of Today's Buyer. Warm Living Room With Gorgeous Built Ins, Overscaled Windows & French Doors, Wo...

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139 Bertling Lane, Winnetka, IL - $899,000

Residential, Detached Single
  • 4 Beds
  • 3 Baths
  • 2,448 SQFT
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The Inviting Front Porch Is Just The Beginning Of What This Home Has In Store For You! You Are Welcomed By The Stylish Living Room Designed By Local Interior Designer Jeannie Balsam, With Cozy Fireplace Seating And Room For A Game Table. The Famil...

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139 De Windt Road, Winnetka, IL - $2,745,000

Residential, Detached Single
  • 6 Beds
  • Baths
  • 6,203 SQFT
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Show Stopping In Every Possible Way...this Exceptional Home On Over 8/10 Of An Acre Is A Hidden Gem. Located On One Of Winnetka's "exclusive" Private Roads, This Home Boasts Quality Throughout. The Timeless Design, Spacious Rooms And Detailed Ar...

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Photo of Listing #10641189

1176 Chatfield Road, Winnetka, IL - $1,025,000

Residential, Detached Single
  • 5 Beds
  • Baths
  • 4,083 SQFT
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This House Is Designed For Entertaining A Crowd With Large Rooms And Great Flow. Newer Chef's Kitchen Has Woodmode Cabinets, Subzero Refrigerator, Freezer Drawers, Thermador Cooktop And Double Oven, And Sunny Breakfast Room. Adjacent Family Room...

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320 White Oak Lane, Winnetka, IL - $1,997,000

Residential, Detached Single
  • 5 Beds
  • 5 Baths
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Wind Down A Quiet Wooded Lane To A Solidly Built Retreat On .8 Acre Breathtaking Grounds Tucked Back In Secluded Private Setting. Pristine Top To Bottom W/ Sophisticated Decor. Graceful Spacious Rooms Renovated To Highest Standards W Fine Material...

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600 Ash Street, Winnetka, IL - $1,849,000

Residential, Detached Single
  • 6 Beds
  • 4 Baths
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Breathtaking Updates! Freshly Painted & Decorated- Singular Opportunity.private Retreat In Heart Of Town. Idyllic Setting .4 Acre In Premier Location. Exquisite Renovation Of Significant Manor By Noted Architect Ss Beman. Open, Light Grandly-scale...

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560 Oak Street, Winnetka, IL - $3,175,000

Residential, Detached Single
  • 6 Beds
  • Baths
  • 4,900 SQFT
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New Construction In Prime East Winnetka. Walk To Beach, Greeley School, New Trier, Train And Town. Six Bedrooms, 5.1 Baths, Sport Court With 17' Ceiling, Gourmet Kitchen With Top Of The Line Appliances, Walnut Library, Timeless Elegance With Exqui...

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801 Locust Street, Winnetka, IL - $899,000

Residential, Detached Single
  • 4 Beds
  • Baths
  • 3,315 SQFT
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Move Right Into This Beautiful, Updated Home With Current Designer Decor And A Perfect Layout For Entertaining. Gourmet Kitchen With White Wood Mode Cabinetry, High End Appliances, Farmer's Sink And Over-sized Center Island Will Become The Gatheri...

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1050 Sunset Road, Winnetka, IL - $1,389,000

Residential, Detached Single
  • 4 Beds
  • Baths
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Tucked Away Privately On 2/3 Acre,stunning Brick Cape Cod-meets-stylized Design Masterfully Recreated By Designer-owner For Best One Floor Living. Open, Serene, Artful Simplicity & Fine Materials. Magnificent Family Room With Vistas Of Private Sup...

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260 Chestnut Street, Winnetka, IL - $1,470,000

Residential, Detached Single
  • 4 Beds
  • Baths
  • 3,255 SQFT
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On One Of Winnetka's Favorite Streets, This Beautiful Home Is Perfect For Gracious Living & Entertaining.the Elegant Two-story Foyer Sets The Tone For This Home's Spacious Atmosphere. The Step-down Living Room With Marble Fireplace Leads To An Inv...

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720 Willow Road, Winnetka, IL - $875,000

Residential, Detached Single
  • 4 Beds
  • Baths
  • 3,094 SQFT
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This Home Works Well In Every Way While Providing A Blend Of Sophistication And Comfort. Bluestone And Flagstone Front Steps Give Entrance Into The Foyer With Hardwood Floors That Flow Throughout The Home. Bright And Sun-filled Through Marvin Wind...

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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 April 3rd, 2020 at 3:51pm CDT.