Winnetka Home Search

Included below are homes for sale and real estate in Winnetka, IL.

If you would like more information on any of these Winnetka real estate listings or houses for sale in Winnetka, just click on a property to access the full details. From there, you can request more information or schedule a tour. And we'd be happy to provide you with disclosures, past sales history, dates and prices of properties which have recently sold nearby, and more, so just let us know how we can help!

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Winnetka, Illinois

The first houses in Winnetka were built in 1836, the year Erastus Patterson and his family arrived from Vermont to open a tavern and service passengers on the Green Bay Trail Post Road. The Village was first subdivided in 1854 by Charles Peck and Walter Gurnee. The oldest surviving house is Winnetka is the Schmidt-Burnham log house, which was originally constructed on the land now known as Indian Hills Country club, but was moved to Crow Island Woods in 2003.

Winnetka has a total area of 3.893 square miles of which 3.81 square miles is land and .083 square miles is water.

Education in Winnetka

The Winnetka Public Schools System (District 36) consists of three elementary schools (Hubbard Woods, Crow Island, Samuel Seawall Greeley) and two middle schools (Skokie and Carleton Washburne).

Some Neighborhoods in the southern part of Winnetka are served by Avoca School District 37, which has schools in Glenview (Avoca West Elementary) and Wilmette (Marie Murphy). Kenilworth School District 38 (Sears School) also includes a small portion of Winnetka Homes.

Winnetka is in the New Trier Township and students who reside in Winnetka attend New Trier High School.

Private School Options in Winnetka

Famous Films Featuring Winnetka

The most notable film featuring Winnetka is "Home Alone," but Winnetka has also been feautured in many other famous films like; Oceans 12, Breakfast Club, National Lampoon's Vacation, Sixteen Candles, Risky Business, Planes, Trains, and Automobiles, She's Having a Baby, and Uncle Buck. 

Winnetka Home Search March 27, 2023
27
Listed
64
Avg. DOM
$492.26
Avg. $ / Sq.Ft.
$2,175,000
Med. List Price
27 Properties
Page 1 of 3
3
Beds
3
Baths
1,800
Sq.Ft.
5
Days on Site
11743526
MLS
Classic Winnetka Home! Unique walk out two story! Architectural details galore! Loads of natural light, oversized windows, built in bookcases. Grand size Living Room with fireplace, Dining Room and...
4
Beds
2F11/2
Baths
0.32
Acres
5
Days on Site
11739502
MLS
Solid 1961 Center Entry Colonial Set on a Wide 100 x 139.8 Landscaped Lot. Lovingly Maintained, This Home Offers Large Rooms, Circular Floor Plan, Attached 2 Car Garage and More In Desirable Crow...
6
Beds
6F21/2
Baths
6,128
Sq.Ft.
8
Days on Site
11741360
MLS
BEAUTIFUL HOME & EXQUISITE SURROUNDINGS! Classic brick cape cod colonial on Woodley Road awaits! Located on over an acre of pristinely cultivated grounds, this gardener's delight is a dream property...
6
Beds
7F31/2
Baths
10,328
Sq.Ft.
11
Days on Site
11739305
MLS
The approach to 674 Prospect anticipates the elegance and impeccable craftsmanship that awaits in this Tudor Revival neoclassic residence. Located in sought after East Winnetka on a prestigious...
5
Beds
3F31/2
Baths
4,150
Sq.Ft.
11
Days on Site
11736704
MLS
Absolutely exceptional custom renovation by Morgante-Wilson in the heart of east Winnetka just steps from the vibrant village center, train, the Village Green and Lake Michigan. The custom floor plan...
4
Beds
4F11/2
Baths
6,375
Sq.Ft.
11
Days on Site
11739547
MLS
Hubbard Woods home offers all the charm of vintage brick construction and all the modern accoutrements of a thoughtful gut renovation. This Hemphill home includes 5 beds + office, 4.1 baths on a...
4
Beds
3F11/2
Baths
3,687
Sq.Ft.
11
Days on Site
11739998
MLS
Set on one of Winnekta's most coveted streets with the prettiest homes to admire, you naturally feel a "touch of country" with large lots filled maturely with manicured grounds. A canopy of...
6
Beds
4F11/2
Baths
5,065
Sq.Ft.
13
Days on Site
11738184
MLS
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...
5
Beds
5F11/2
Baths
6,000
Sq.Ft.
16
Days on Site
11735922
MLS
Build your dream home in a prime East Winnetka location, steps away from the beach, walking to town, train and schools. This is a proposed new construction opportunity with an Award-Winning builder....
5
Beds
5F11/2
Baths
4,400
Sq.Ft.
17
Days on Site
11729771
MLS
Lovely large Winnetka home with five bedrooms plus a grandfathered coach house on a rare double lot that has been extensively renovated while retaining its historic charm. The location is ideal -...
4
Beds
2F11/2
Baths
2,444
Sq.Ft.
18
Days on Site
11735140
MLS
Beautiful, stylish and pristine property in East Winnetka! Carefully restored historic home with high ceilings and tall windows has had gut rehab with totally replaced electrical, plumbing, HVAC and...
3
Beds
3F21/2
Baths
3,600
Sq.Ft.
19
Days on Site
11733655
MLS
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...