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Winnetka Homes for Sale

North Shore Chicago Luxury Homes

Winnetka IL Home

Located just 16 miles from downtown Chicago, our luxury Winnetka homes for sale are excellent for families who want to enjoy the best of both worlds. Some of the finest North Shore luxury real estate designed by prominent architects such as David Adler, Howard van Doren Shaw, and George Maher, the homes in Winnetka, IL, for sale are architecturally diverse and significant. Center hall brick Colonials, English Tudors, lakefront stone manor homes, Victorians, and modern classics by Tony Grunsfeld, offer buyers an excellent selection of beautiful residences to suit their lifestyles. There are three public beaches: Lloyd Beach and Centennial Beach (dog beach), Elder Beach, and Tower Beach, an extensive Park District Program, the A.C. Nielsen Tennis Center, Winnetka Public Golf Course, and the Winnetka Ice Arena. There are three picturesque Tudor-style shopping areas featuring cafes, coffee houses, and fine dining. The houses for sale in Winnetka, IL, are in a great school district. Elementary school children attend Crow Island, Hubbard Woods or Greeley for K-4th, Skokie for 5th-6th, and Carleton Washburne for 7th-8th grades. There are also pockets of the community that feed into the Avoca School District. High school students attend New Trier High School in District 203. Freshmen go to the Northfield Campus, and Sophomores, Juniors and Seniors attend the Winnetka Campus. Hubbard Woods in the northeast section of Winnetka, known for its natural beauty and ravines, has some of the finest antique shops on the North Shore, located along Green Bay Road. Check out our selection of luxury Winnetka homes for sale.  

 

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Photo of Listing #10719725

864 Boal Parkway, Winnetka, IL - $1,399,000

Residential, Detached Single
  • 4 Beds
  • 3 Baths
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Spectacular One Of A Kind Classic Perched High Up On A Quiet Cul De Sac By The Winnetka Golf Course. A Breathtaking 1/2 Acre Setting And Exceptional Architectural Design! This Storybook French Normandy Home Is Brimming With Natural Light Through S...

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Photo of Listing #10674807

388 Chestnut Street, Winnetka, IL - $1,029,000

Residential, Detached Single
  • 5 Beds
  • 3 Baths
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Bright, Renovated 5 Bedroom Brick Classic On Extra Wide (100') Lot In One Of Winnetka's Most Desirable Walk-to-town Crow Island Locations. Fabulous High End White Quartz Kitchen With Eating Bar & Butler's Pantry, Sub-zero Refrigerator Plus Under-c...

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Photo of Listing #10721443

1016 Spruce Street, Winnetka, IL - $1,125,000

Residential, Detached Single
  • 5 Beds
  • Baths
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Prime Location, Only Two Blocks From Downtown And Train! New 2016 Roof, New 2016 Ac And Furnace. 2016 Hardwood Floors On 2nd Floor. Don't Let The Street View Of This Gorgeous Cape Cod Deceive You - It's Huge, Goes Deep Into Its 50'x177 'large Lot,...

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Photo of Listing #10721189

1124 Merrill Street, Winnetka, IL - $1,175,000

Residential, Detached Single
  • 6 Beds
  • 5 Baths
  • 4,917 SQFT
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Modern And Sizeable True Six Bedroom Brick House With Full Finished Basement With Plenty Of Free Flowing Living Space For Comfort And Hosting. Location, Location, Location In The Heart Of Hubbard Woods. Leave The Car At Home And Enjoy The Very Cl...

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Photo of Listing #10720549

1040 Starr Road, Winnetka, IL - $1,699,000

Residential, Detached Single
  • 4 Beds
  • 4 Baths
  • 3,574 SQFT
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Set On One Of Winnetka's Most Prestigious Streets, 1040 Starr Sits On An Oversized Lot Just Steps To Town. A Formal Entry With A Spectacular Bridal Staircase Welcomes You To This 4 Bedroom, 3.2 Bath Home. The Sun-filled Formal Living Room With 3 ...

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Photo of Listing #10720222

1220 Sunset Road, Winnetka, IL - $975,000

Residential, Detached Single
  • 5 Beds
  • Baths
  • 3,276 SQFT
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Located Within The Friend Rose Subdivision, This Picturesque, Center Entry Colonial Is Situated At The End Of The Peacefully Quiet, Cul De Sac. You Are Welcomed Into The Home Through Double Entry Doors Into A Spacious Foyer Flanked By The Sizeabl...

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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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546 Elm Street, Winnetka, IL - $1,389,000

Residential, Detached Single
  • 4 Beds
  • Baths
  • 4,998 SQFT
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So Much To Love In This Expansive, Pristine Home In Perfect East Winnetka Location! This Historic Home Offers Seasonal Lake Views On An Oversize, Beautifully Landscaped Lot With A Two-car Plus Garage. Features Include High Ceilings, Beautiful Trim...

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1077 Ash Street, Winnetka, IL - $899,000

Residential, Detached Single
  • 4 Beds
  • Baths
View details More Photos Save

Picture Perfect! Freshly Decorated And Updated. This Fabulous Classic Center-entry Features A Stunning Newly Renovated Kitchen With White Quartz Countertops, White Custom Cabinetry, And High End Appliances. Kitchen Opens To A Family Room Overloo...

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238 Woodlawn Avenue, Winnetka, IL - $899,000

Residential, Detached Single
  • 4 Beds
  • Baths
  • 3,464 SQFT
View details More Photos Save

*vacant! Virtual Tours & In-person Showings Available* This Gorgeous Home Nestled On A Quiet Tree Lined Street In Hubbard Woods Is Close To Town, Parks, Schools, Metra & The Lake. The Exterior Of This Classic Tudor Has Been Meticulously Maintaine...

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Winnetka href="https://en.wikipedia.org/wiki/Winnetka,_Illinois">Winnetka on Wikipedia
Winnetka
Chicago, IL 60093
description" >Located just 16 miles from downtown Chicago, Winnetka is an excellent community for families who want to enjoy the best of both worlds. Home to some of the finest North Shore luxury real estate designed by prominent architects including David Adler, Howard van Doren Shaw, and George Maher, the Winnetka homes for sale are architecturally diverse and significant. Center hall brick Colonials, English Tudors, lakefront stone manor homes, Victorians, and modern classics by Tony Grunsfeld, offer buyers an excellent selection of beautiful residences to suit their lifestyles. There are three public beaches: Lloyd Beach and Centennial Beach (dog beach), Elder Beach, and Tower Beach, an extensive Park District Program, the A.C. Nielsen Tennis Center, Winnetka Public Golf Course, and the Winnetka Ice Arena. There are three picturesque Tudor-style shopping areas featuring cafes, coffee houses, and fine dining Elementary school children attend Crow Island, Hubbard Woods or Greeley for K-4th, Skokie for 5th-6th, and Carleton Washburne for 7th-8th grades. There are also pockets of the community that feed into the Avoca School District. High school students attend New Trier High School in District 203. Freshmen go to the Northfield Campus, and Sophomores, Juniors and Seniors attend the Winnetka Campus. Hubbard Woods in he northeast section of Winnetka, known for its natural beauty and ravines, has some of the finest antique shops on the North Shore, located along Green Bay Road

 

 

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 26th, 2020 at 3:20am CDT.