Connect

Find us on...

Dashboard

Login using...

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
Map Save this Search
Sort listings by:Newest First
Photo of Listing #11642692

620 Spruce Street, Winnetka, IL - $1,595,000

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

You Will Find Charm Galore In This Bright And Sunny East Winnetka Nantucket Style Cedar Colonial Home. Vintage Plaster Construction Provides Quality And Quiet Surroundings For An Active Family. There Is A Great Floor Plan For All Ages, Including A...

Midwest Real Estate Data LLC Logo
Photo of Listing #11639310

1095 Fisher Lane, Winnetka, IL - $2,995,000

Residential, Detached Single
  • 5 Beds
  • 7 Baths
  • 7,400 SQFT
View details More Photos Save

This Magnificent Custom Home Exudes Comfort, Quality And Luxury On 3/4 Of An Acre In Coveted East Winnetka! Built In 1998 And Updated & Expanded In 2008, This Home Was Designed With Rooms To Be Lived In And Enjoyed By Incorporating Classic Finishe...

Midwest Real Estate Data LLC Logo
Photo of Listing #11638543

445 Sheridan Road, Winnetka, IL - $15,850,000

Residential, Detached Single
  • 5 Beds
  • 9 Baths
  • 6,174 SQFT
View details More Photos Save

The Most Majestic Lakefront Estate On The North Shore Magically Set On The Premier "sheridan To Shore" Block In Winnekta, This Spanish Influenced Villa Proves That Land & Location Have Only Gotten More Valuable With Time. Behind The Scrolled Wroug...

Midwest Real Estate Data LLC Logo
Photo of Listing #11638460

45 Indian Hill Road, Winnetka, IL - $3,250,000

Residential, Detached Single
  • 5 Beds
  • 7 Baths
  • 6,760 SQFT
View details More Photos Save

Timeless, English Manor Estate Privately Set Off Desirable Indian Hill Road On Over 1 Acre Of Manicured Grounds With Pool. Beautifully Enhanced By Notable Architects Liederbach & Graham W/ The Finest Craftsmanship: Mahogany Flrs, Custom Millwork &...

Midwest Real Estate Data LLC Logo

1060 Spruce Street, Winnetka, IL - $1,985,000

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

Beautifull, Brick And Stone Newer Home In Prime Location With Stunning Updates And Hi-end Original Design Including Custom Quartz Kitchen W/top Of The Line Stainless Appliances Open To Fabulous Breakfast Room And Spacious Family Room With Fireplac...

Midwest Real Estate Data LLC Logo

473 Sheridan Road, Winnetka, IL - $5,999,000

Residential, Detached Single
  • 5 Beds
  • 6 Baths
  • 4,368 SQFT
View details More Photos Save

A Sensational Lakefront Sets The Stage Beautifully For This Classic, Red Brick Colonial Accented With That Classic White Pillared Entrance! Once The Main Head Residence Of This Quaint Beachside Association, This Home Perfects A Winning Combination...

Midwest Real Estate Data LLC Logo

850 Lamson Drive, Winnetka, IL - $2,099,000

Residential, Detached Single
  • 4 Beds
  • 6 Baths
  • 3,900 SQFT
View details More Photos Save

Lives Like A Ranch! First Floor Master With An Additional Bedroom Suite On The Main Floor. Two Additional Large Bedrooms On The Second Floor. Master Includes His& Her Bathrooms And Walk In Closets, Large Picture Windows Facing The Back Yard. Lovel...

Midwest Real Estate Data LLC Logo

1485 Scott Avenue, Winnetka, IL - $1,199,000

Residential, Detached Single
  • 4 Beds
  • 3 Baths
  • 3,200 SQFT
View details More Photos Save

Stunning 4 Br X 2.1 Ba Home In Hubbard Woods. Classic Rooms Blend Harmoniously With Current Trends Of White Eat In Kitchen Open To Fr And Natural Connection To The Great Outdoors. Abundant Sunlight Flows Through Every Room. Great Bones And Room Sc...

Midwest Real Estate Data LLC Logo

670 Walden Road, Winnetka, IL - $2,199,000

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

Extraordinary Classic Colonial Home Located On A Premier Idyllic Winnetka Street, Minutes From Town, Parks, Schools, Train, Shops And Restaurants, Sits On A Half-acre Plus Of Beautifully Landscaped Property. From The Circular Drive Enter A Large ...

Midwest Real Estate Data LLC Logo

921 Fisher Lane, Winnetka, IL - $2,999,000

Residential, Detached Single
  • 5 Beds
  • 7 Baths
  • 5,700 SQFT
View details More Photos Save

Nestled At The End Of One Of Winnetka's Favorite Winding Lanes Outlined With A Mature Canopy Of Beautiful Trees, This Magnificent Custom Sole Owner Nantucket Radiates Happiness From The Inside Out! Off The Pages Of A Serena & Lilly Catalog, The Ex...

Midwest Real Estate Data LLC Logo

41 Indian Hill Road, Winnetka, IL - $5,289,000

Residential, Detached Single
  • 6 Beds
  • 8 Baths
  • 6,650 SQFT
View details More Photos Save

Superb Renovation Of This Classic English Manor Home Is Paired With Magnificent Grounds Featuring A Boilini Pool And Pergola. Welcoming Entry With Marble Flooring, And Leaded Glass Windows Opens To The Foyer With Elegant Staircase. Stunning Living...

Midwest Real Estate Data LLC Logo

1240 Tower Road, Winnetka, IL - $1,468,800

Residential, Detached Single
  • 6 Beds
  • 5 Baths
  • 5,065 SQFT
View details More Photos Save

This Beautiful And Stately Home Was One Of The First Homes Built In Hubbard Woods In 1903. It Has Seen Many Changes As Winnetka Grew And Has Stood The Test Of Time. Importantly, Some Of Its Distinct Architectural Features Provide A Glimpse Of Ea...

Midwest Real Estate Data LLC Logo

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. 

Explore North Shore Homes by Community

  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 October 1st, 2022 at 6:08pm CDT.