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 September 30, 2023
26
Listed
84
Avg. DOM
$523.54
Avg. $ / Sq.Ft.
$2,812,500
Med. List Price
26 Properties
Page 1 of 3
Open 10/1
190 Linden St Winnetka,  IL 60093
6
Beds
6F21/2
Baths
6,058
Sq.Ft.
2
Days on Site
11897027
MLS
This 6 bedroom center entrance red brick colonial beauty speaks the quintessential language of what makes North Shore real estate so special. 190 Linden captures the best of all worlds as notable...
Open 10/1
434 Elder Ln Winnetka,  IL 60093
4
Beds
4F11/2
Baths
0.2
Acres
2
Days on Site
11897743
MLS
Wonderful home in prime east Winnetka location near schools, train and Lake Michigan! This ideal location is 2 blocks to Elder Beach, an easy walk to Greeley Elementary and New Trier High School, 2...
5
Beds
5F21/2
Baths
5,914
Sq.Ft.
5
Days on Site
11879180
MLS
Bright, elegant 5 bed / 5.2 bath home on 0.55+ acre lot. Beautifully flowing main floor with large, sunny rooms to satisfy all of a family's needs. The 2d fl features a luxurious master bedroom suite...
Open 10/1
62 Woodley Rd Winnetka,  IL 60093
6
Beds
4F21/2
Baths
7,000
Sq.Ft.
6
Days on Site
11887878
MLS
Opening that classic black lacquered screen door trimmed with a Chippendale accented detail, you know you have instantly arrived to this Southern charm classic with timeless black & white marble...
3
Beds
2F11/2
Baths
2,413
Sq.Ft.
8
Days on Site
11890272
MLS
Your Dream Ranch Awaits: Pre-Demolition Opportunity in the Heart of Winnetka! Welcome to the perfect Ranch-style home you've been patiently waiting for. This 3-bedroom, 2.5-bathroom residence is...
5
Beds
5
Baths
4,145
Sq.Ft.
12
Days on Site
11888431
MLS
Unique Opportunity to Customize this East Winnetka New Construction Home! Pre Demolition Pricing for your 6 Bedroom 5 Bathroom 2 Story Home Complete with Finished Basement including a Recreation...
Open 10/1
1070 Cherry St Winnetka,  IL 60093
4
Beds
3F11/2
Baths
0.2
Acres
12
Days on Site
11889299
MLS
Newly renovated and expanded single family home situated on a stunning 177' deep lot, presenting an enchanting backyard oasis. This open-concept floor plan caters to modern living, with 4 bedrooms...
5
Beds
3F21/2
Baths
3,159
Sq.Ft.
14
Days on Site
11871573
MLS
A true classic East Winnetka home, steps to the Village Green. beaches, town, and train. Beautiful inside and out! Situated on a private wide lot (65') with lush landscaping and secluded outdoor...
6
Beds
6F31/2
Baths
13,425
Sq.Ft.
21
Days on Site
11870023
MLS
A remarkable opportunity awaits to acquire one of Winnetka's most sought-after properties. This extraordinary 5+BD/6.3BA Nantucket-inspired residence seamlessly combines coastal charm and comfortable...
Open 10/1
24 Longmeadow Rd Winnetka,  IL 60093
5
Beds
4F11/2
Baths
4,193
Sq.Ft.
29
Days on Site
11874709
MLS
Nestled on a private cul-de-sac and surrounded by nearly an acre of manicured grounds, this timeless custom-built Hemphill home is an updated classic, inside and out. As you come up the private...
5
Beds
6F21/2
Baths
10,126
Sq.Ft.
40
Days on Site
11849043
MLS
Get ready to be taken into world of enchantment & beauty as this sole owner custom brick manor masterpiece transports you into the English countryside. Award winning collaboration of picturesque...
6
Beds
6F31/2
Baths
2.5
Acres
46
Days on Site
11837429
MLS
The largest property in coveted Crow Island school district with over 2.5 acres of the most spectacular rolling green lush grounds, 151 Meadow is truly a pinnacle opportunity to own the most...