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Homes for Sale in Winnetka, IL

67 listings available right now — swipe to find your perfect match.

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62 new this week5 price drops
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67

Active Listings

$2,500,091

Avg. Price

$300,000

Starting From

$16,900,000

Up To

How much do homes cost in Winnetka?

The median home price in Winnetka is $2,199,000, with listings ranging from $300,000 to $16,900,000. Buyers can expect to pay around $497/sqft on average. Homes typically spend 61 days on market.

Price Distribution

Under $500K
1 (1%)
$500K-$1M
5 (7%)
$1M-$2.5M
41 (61%)
$2.5M-$5M
17 (25%)
$5M+
3 (4%)

Recent Price Drops in Winnetka

5 Winnetka homes dropped price in the last 30 days · average drop -6.9%.

Featured Listings in Winnetka

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Best Value Picks in Winnetka

Winnetka homes priced below $497 per square foot — the city average. Sorted by lowest $/sqft.

Map of homes for sale in Winnetka

Browse all 67 Winnetka homes on the map

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Top-Rated Schools in Winnetka

Schools serving multiple Winnetka listings, rated 7+ on a 10-point scale.

New Trier Township High School Winnetka

10/10

Hubbard Woods Elementary School

10/10

The Skokie School

9/10

Crow Island Elementary School

9/10

Avoca West Elementary School

9/10

The Joseph Sears School

9/10

Marie Murphy School

8/10

What types of homes are for sale in Winnetka?

Single Family (64)Condo (2)Townhouse (1)

Winnetka listings average 4.4 bedrooms, 5.1 bathrooms, and 4,954 square feet. The average year built is 1954. Single Family homes are the most common property type, making up 96% of available inventory.

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About Living in Winnetka, Illinois

Across Winnetka's housing market, 67 homes are listed for sale, ranging from $300,000 to $16,900,000. Median price: $2,199,000, averaging $497 per square foot. Single Family homes represent the largest share at 96%. Condo (3%) and Townhouse (1%) round out the mix.

Expect 4.4 bedrooms, 5.1 bathrooms, 4,954 square feet on an average listing in Winnetka. Average year built: 1954. Homes typically go under contract after 61 days on market.

Swipe through Winnetka listings on HomeSwipr the way you'd swipe through photos — left to pass, right to save. Our model picks up on your taste and starts showing more of what you're drawn to.

Frequently asked questions about homes for sale in Winnetka

How many homes are for sale in Winnetka, IL?

There are 67 homes for sale in Winnetka, IL right now, with prices ranging from $300,000 to $16,900,000. Inventory is refreshed daily from live listing feeds.

What is the median home price in Winnetka?

The median home price in Winnetka is $2,199,000, with an average of $2,500,091. Prices span $300,000 to $16,900,000 across 67 current listings.

What is the average price per square foot in Winnetka?

The average price per square foot in Winnetka is $497 based on current listings. Per-sqft varies meaningfully by neighborhood and property type within the city.

What types of homes are for sale in Winnetka?

Single Family homes dominate Winnetka inventory at 96% of listings. Condo (3%) and Townhouse (1%) round out the mix.

What does a typical Winnetka home look like?

A typical Winnetka listing offers 4.4 bedrooms, 5.1 bathrooms, and 4,954 square feet, with an average year built of 1954.

How long do Winnetka homes stay on the market?

Winnetka homes have been on the market an average of 61 days. Newer listings (under 7 days) typically indicate fresh inventory worth early attention.