Cook County · Illinois

Homes for sale in Winnetka.

There are 26 homes for sale in Winnetka right now, with a median list price of $2,695,000. Every active listing below updates live from the MLS.

homes for sale

$2.7M

median list price

$485

median price / sq ft

108 days

avg. days on market

How the Winnetka market is moving.

Closed MLS sales — last 12 months.

190 homes closed in Winnetka over the last 12 months. Updated continuously from the MLS.

Active listings in Winnetka.

See all 26 homes →

Active New 📸 42

$1,425,000

4 bd · 3 ba · 3,163 sqft

1087 Ash Street

Winnetka, IL 60093

Active New 📸 37

$1,389,000

4 bd · 3.5 ba · 2,800 sqft

972 Elm Street

Winnetka, IL 60093

Active 📸 39

$1,850,000

3 bd · 2.5 ba · 4,356 sqft

180 Westview Road

Winnetka, IL 60093

Active 📸 50

$2,995,000

5 bd · 4.5 ba · 6,900 sqft

127 Glenwood Avenue

Winnetka, IL 60093

Active 📸 43

$2,569,900

6 bd · 5 ba · 7,000 sqft

62 Woodley Road

Winnetka, IL 60093

Active 📸 43

$4,500,000

5 bd · 7.5 ba · 6,950 sqft

1128 Mt. Pleasant Road

Winnetka, IL 60093

Active 📸 36

$2,695,000

4 bd · 4 ba · 4,574 sqft

92 Indian Hill Road

Winnetka, IL 60093

Active New Construction

$16,900,000

6 bd · 9 ba · 15,000 sqft

915 Sunset Road

Winnetka, IL 60093

About the Winnetka market.

Winnetka is one of the communities dwello Home Group covers across Cook County and the broader Chicago and Northwest Indiana market. The listings on this page are pulled live from the MLS and refreshed continuously, so what you see is what's genuinely available right now.

Whether you're buying your first home, moving up, or selling, a local dwello agent can give you a real read on Winnetka — pricing, neighborhoods, schools, and how fast homes are actually moving. Reach out any time; there's no pressure and no obligation.

Browse Winnetka by property type.

Houses

Single-family homes

Townhomes & Condos

Attached + low-maintenance

Nearby areas.

Chicago 8782 Evanston 217 Des Plaines 216 Orland Park 201 Schaumburg 194 Calumet City 181 Oak Lawn 166 Palatine 164

Winnetka real estate questions.

How many homes are for sale in Winnetka, IL?

As of May 2026, there are 26 active listings in Winnetka, Illinois, plus 30 more under contract. The listings on this page update straight from the MLS, so they reflect current inventory.

What is the median home price in Winnetka?

The median list price of active homes in Winnetka is currently $2,695,000, or roughly $485 per square foot. Prices vary widely by neighborhood, size, and condition — browse the active listings above for live pricing.

Does dwello Home Group serve Winnetka?

Yes. dwello Home Group is based in Chicago's south suburbs and Northwest Indiana and works with buyers and sellers across the wider region, including Winnetka. Get in touch and we'll connect you with the right agent.

How fast do homes sell in Winnetka?

Active listings in Winnetka have been on the market an average of 108 days. 48 homes have closed there in the last 90 days. Well-priced homes in good condition tend to move noticeably faster than average.

How do I schedule a showing in Winnetka?

Open any listing on this page and use the "Schedule a showing" button, or contact dwello Home Group directly. A local agent will set up the tour and walk you through every step — financing, offers, inspections, and closing.

Thinking about Winnetka?

Tour a home, get a straight answer on pricing, or just ask a question. A local dwello agent is ready when you are.

Browse Winnetka homes Talk to an agent