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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
$5,000,000 - $10,000,000 Over $10,000,000
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Photo of Listing #11794000

1162 Scott Avenue, Winnetka, IL - $1,995,000

Residential, Detached Single
  • 5 Beds
  • 6 Baths
  • 4,311 SQFT
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Beautifully Renovated Classic White Brick Tudor Home On A Double Lot In Winnetka! Incredibly Rare Opportunity To Live In A 5 Bedroom 3.2 Bathroom Home On A 100x160 Parcel On One Of The Most Desirable Streets In Hubbard Woods. In Addition, Do You...

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Photo of Listing #11792437

598 Birch Street, Winnetka, IL - $2,299,000

Residential, Detached Single
  • 3 Beds
  • 5 Baths
  • 3,800 SQFT
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This New Construction (from Ground Up) Presents A Sophisticated Design With A Sleek Curb Appeal. Contemporary Living Adheres To A Few Principles Which Define The Simple Aesthetics Of Open Floor Plans, Clean Lines And Abundance Of Natural Light In ...

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60 Locust Road, Winnetka, IL - $5,750,000

Residential, Detached Single
  • 10 Beds
  • 11 Baths
  • 11.1k SQFT
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A Magical Once In A Lifetime Opportunity Is Here For The First Time In Almost 50 Years. Set On Almost 3 Acres Of Pure Privacy Bliss, This Magnificent North Shore Generational Estate Delivers The Ultimate Entertainment Destination. With A Captivati...

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35 Indian Hill Road, Winnetka, IL - $5,499,000

Residential, Detached Single
  • 7 Beds
  • 8 Baths
  • 9,744 SQFT
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Reimagined Luxury - Immerse Yourself In The Exquisite Transformation Of An English Manor Estate Nestled On A Private Lane Within One Mile Of Winnetka's Town Center. 35 Indian Hill Was Extensively Renovated (exterior And Interior- See Upgrades Unde...

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844 Prospect Avenue, Winnetka, IL - $4,395,000

Residential, Detached Single
  • 5 Beds
  • 7 Baths
  • 7,700 SQFT
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Welcome To The #1 Prospect In East Winnetka! This New Construction Gem Will Be Beautifully Situated On A Wide Property (100x150) Just 3 Blocks To The Beach, And 4 Blocks To The Finest Restaurants In Winnetka. The Proposed Plans Feature A Board And...

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45 Indian Hill Road, Winnetka, IL - $2,850,000

Residential, Detached Single
  • 5 Beds
  • 7 Baths
  • 6,760 SQFT
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Trends Come And Go, But A Classic Red Brick English Manor Home Lasts For A Lifetime. Situated On Over 1 Acre Of Immaculate Grounds With A Beautiful Circular Drive That Highlights The Front Glorious Green Yard, This Forever Homes Delivers Incredib...

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1040 Spruce Street, Winnetka, IL - $1,249,000

Residential, Detached Single
  • 4 Beds
  • 5 Baths
  • 4,065 SQFT
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Fabulous Home In The Heart Of Winnetka! This House Lives Big And Exudes Charm - 10' Ceilings On 1st Fl, Incredible Room Dimensions And Floor Plan On All 3 Levels. Kitchen W/ Breakfast Room Opens To Wonderful Family Rm W/ Open Views Of The Gorgeous...

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969 Hill Road, Winnetka, IL - $6,999,900

Residential, Detached Single
  • 6 Beds
  • 9 Baths
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When The Curb Appeal Of A House Is So Exquisite, It Speaks For Itself! This Is The Most Exquisite Full House Restoration In The Entire North Shore. The Flawless Blend Of A Carefully Selected Hue Of French Light Blue Shutters Against The Timeless B...

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839 Locust Street, Winnetka, IL - $1,100,000

Residential, Detached Single
  • 5 Beds
  • 4 Baths
  • 3,200 SQFT
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Your Home Awaits At 839 Locust. Beautifully Set On A Desirable Street In Winnetka. Step Up To The Cozy Front Porch That's Great For Warm Weather Days And Evenings. The First Floor Offers A Charming Living Room With Fireplace And Built-ins That Le...

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1024 Westmoor Road, Winnetka, IL - $2,499,900

Residential, Detached Single
  • 5 Beds
  • 8 Baths
  • 5,619 SQFT
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Designed By Prominent Winnetka Architect H. Gary Frank, This New England Shingle-style Home Offers Timeless Elegance Alongside All The Modern Conveniences. This 5+ Bedroom Home In A Prime Location Is Walking Distance To Schools, Beaches And Winne...

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674 Prospect Avenue, Winnetka, IL - $4,375,000

Residential, Detached Single
  • 6 Beds
  • 10 Baths
  • 10.3k SQFT
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Step Into The Elegance And Impeccable Craftsmanship Of 674 Prospect, A Stunning Tudor Revival Neoclassic Residence In Sought-after East Winnetka. This Prestigious Home Boasts Generous Setbacks On A Prestigious Street, Providing A Peaceful Oasis Aw...

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Photo of Listing #11781166

310 Euclid Avenue, Winnetka, IL - $1,395,000

Residential, Detached Single
  • 5 Beds
  • 4 Baths
  • 4,134 SQFT
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Classic Hemphill Home On .34 Of An Acre Overlooking Crow Island Woods, In Winnetka. Conveniently Located Within Steps Of Crow Island Elementary (k-4th), Skokie/washburne School (5th- 8th), And Only Blocks From Downtown Winnetka, The Metra Train, A...

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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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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 29th, 2023 at 8:23am CDT.