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Winnetka Homes for Sale and Rent

Is it a buyer's or seller's market for Winnetka Homes? Learn more

Winnetka is a North Shore community of homes 16 miles to downtown Chicago. Winnetka homes for sale range from historical lakefront estates on Sheridan Road to traditional homes in the village, and new contemporary homes with dramatic views of the ravines. Winnetka is noted for its beaches and 23 community parks, a boating beach, an 18-hole public golf course, highly respected public and private schools, and a charming village that is home to many boutiques and cafes. Metra's UnionPacific North Line commuter trains to Chicago's downtown business district are found at Elm Street, Indian Hill, and Hubbard Woods stations.  Read more

Winnetka IL Home

View All Winnetka Homes for Sale _ Updated Every 15 minutes

$1,000,000 - $2,000,000 $2,000,000 - $3,000,000 $3,000,000 - $5,000,000
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Photo of Listing #11411803

250 Mary Street, Winnetka, IL - $1,599,000

Residential, Detached Single
  • 4 Beds
  • 4 Baths
  • 3,660 SQFT
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This Is It!......newer Construction, Solid Red Brick Georgian Home That Is Move-in Ready! Located Within Walking Distance To Both Hubbard Woods And Downtown Glencoe, This Gem Is On A Beautiful, Oversized Lot (50x248) Just Off Sheridan Road. Open F...

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Photo of Listing #11408380

244 Mary Street, Winnetka, IL - $1,675,000

Residential, Detached Single
  • 6 Beds
  • 5 Baths
  • 4,624 SQFT
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Open Sun 12-3 Huge But Cozy Newer Home In Prime East Glencoe Location (winnetka Address) Located On A Large Lot And Has 3 Car Garage W/ Extra Bonus Room Above, Relaxing Front Porch. Take An Opportunity To Own A Rarely Available 3 Story House With ...

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Photo of Listing #11409064

339 Linden Street, Winnetka, IL - $3,695,000

Residential, Detached Single
  • 5 Beds
  • 8 Baths
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Welcome To 339 Linden, A Stunning And Captivating Home In An Ideal Location In The Heart Of Town. Built In 2006 And Fully Renovated By A Prominent Local Builder In 2010, The Current Owners Have Added Incredible Updates/enhancements Which Include A...

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Photo of Listing #11405286

300 Walnut Street, Winnetka, IL - $1,550,000

Residential, Detached Single
  • 4 Beds
  • 5 Baths
  • 3,543 SQFT
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Beautifully Appointed East Winnetka Home With Picture Perfect Curb Appeal And A Wonderful Floor Plan That Is Scaled For Today's Trends And Lifestyle. This Winner Provides The Perfect Backdrop For All Of Your Needs, Boasting Both Formal And Casual ...

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Photo of Listing #11405379

1303 Scott Avenue, Winnetka, IL - $1,495,000

Residential, Detached Single
  • 4 Beds
  • 5 Baths
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Incredible Opportunity To Own A Charming Home In Hubbard Woods On A Large 100x159 Double Lot. Remodeled Kitchen With Custom Inset Cabinets, Quartz Counters, Sub Zero Fridge And 48" Oven Range. Hardwood Floors Throughout. Multiple Fireplaces. H...

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Photo of Listing #11391257

62 Woodley Road, Winnetka, IL - $3,099,000

Residential, Detached Single
  • 6 Beds
  • 6 Baths
  • 7,000 SQFT
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Picturesque Colonial With Courtyard Entrance Situated On Exceptional Acre And A Half Property On Sought After Woodley Road. Inviting Two-story Foyer With Curved Staircase And Marble Floors Leads To Step Down Living Room With Hardwood Floors And Fi...

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Photo of Listing #11405096

58 Woodley Road, Winnetka, IL - $2,700,000

Residential, Detached Single
  • 6 Beds
  • 10 Baths
  • 8,110 SQFT
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Our Renovations Are Complete And You Simply Won't Believe Your Eyes! The Home, Stunningly Appointed Throughout, Is Filled With Tasteful And Stunning Architectural Details And Offers Every Amenity Which Every Luxury Buyer Is Seeking Today. Gorgeo...

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681 Walden Road, Winnetka, IL - $1,899,000

Residential, Detached Single
  • 5 Beds
  • 5 Baths
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This Handsomely Renovated Home And Property On Idyllic Walden Road Is Just Steps From Schools K-8, Town, Parks And Train - In One Of The Most Coveted, Convenient Locations In Hubbard Woods. This Fabulous Home Has Been Beautifully Renovated With Go...

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329 Woodland Avenue, Winnetka, IL - $2,249,900

Residential, Detached Single
  • 5 Beds
  • 6 Baths
  • 4,840 SQFT
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A Perfect Summer Evening Is Right Around The Corner With This Showcase "stunner" East Winnetka Designer Home! Entertain Beautifully Under The Stars With Lake Breezes On A Fantastic Tiered Built-out Deck Equipped With A Projection Screen To Watch Y...

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838 Locust Street, Winnetka, IL - $1,595,000

Residential, Detached Single
  • 5 Beds
  • 5 Baths
  • 3,138 SQFT
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Recipient Of The Winnetka Preservation Award, This 5 Bedroom, 3.2 Bath, 4-level, Renovated, Historically Accurate New England Colonial Is Exceptional In Every Way. Perfectly Set Back From The Road On A Tree-lined Street, This Meticulously Maintai...

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916 Elm Street, Winnetka, IL - $1,650,000

Residential, Detached Single
  • 4 Beds
  • 5 Baths
  • 3,486 SQFT
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Unbeatable Location! Walk-to-everything Newer Construction Home In The Heart Of Winnetka's Much Desired Tree Streets! Restaurants, Shops, Parks, K-8 Schools And Train Are All Steps Away From This Spacious And Bright, Freshly Decorated 4+1/4.2 Bath...

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1155 Ash Street, Winnetka, IL - $2,149,900

Residential, Detached Single
  • 5 Beds
  • 7 Baths
  • 3,742 SQFT
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Extra Wide 60 X 187 Special Lot With 3 Stories Of Finished Living Space! Highest Level Of Luxury At This 4,000 Sqft Transitional Beauty With A Brick And Hardie Board Exterior With Oversized Black Trim Windows Make This House The Stand Out With A M...

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Start discovering the diverse Winnetka homes for sale including significant center hall brick Colonials, English Tudors, lakefront stone manor homes, Victorians, and modern classics by Tony Grunsfeld.. Prominent architects who set the tone for this coveted community include David Adler, Howard van Doren Shaw, and George Maher,

North Shore home buyers will find Winnetka offers a relaxed and gracious lifestyle. 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., as well as a selection of historically significant private golf and country clubs  A walkable community, Winnetka homes are convenient to commuter trains and three picturesque Tudor-style shopping areas featuring cafes, coffee houses, and fine dining.

 Winnetka is coveted for its excellent schools including Winnetka Public School District.36. 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. Review the top private schools in Winnetka. 

Hubbard Woods in the northeast section of Winnetka is known for its natural beauty and ravines. Located along Green Bay Road you will find some of the finest antique shops on the North Shore, located along Green Bay Road. 

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  Browse Winnetka Homes to Rent

The North Shore Chicago listings on this page include Winnetka IL homes for sale. The property listings are updated as soon as they hit the market with new Winnetka homes for sale and rent. Start your home search and schedule showings online or, to learn more about Winnetka and Chicago's North Shore, call 312.961.6212

  

 

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 22nd, 2022 at 8:08am CDT.