Photo: Zol87 · CC BY-SA 2.0194 homes sold in Winnetka in the last year, at a typical $1.8M
Almost every sale is a house. Below: what each kind of home sells for, what your budget buys, the best months to buy, how hard you’ll have to bid, and a shortcut to every site where Winnetka homes are listed.
Every place Winnetka homes are listed, in one stop
We don’t copy listings: the agents’ sites have the photos and the latest price changes. Set what you want once and we open each site already filtered to Winnetka.
For sale
Rent
New, land & open houses
Links open the listing sites; TownRatings isn’t paid for them and doesn’t rank one above another. Rentals and government-owned homes come from sources outside the MLS.
7% of Winnetka’s sales are condos, at $1.3M less than a house
175 houses and 13 condos sold in the year to May 2026. Houses sell faster.
typical sale · 175 sold in 12 months
- Per square foot
- $515IL $180
- Days to sell
- 38
- Sold over asking
- 57%
- Listings with a price cut
- 9%
typical sale · 13 sold in 12 months
- Per square foot
- $371IL $251
- Days to sell
- 51
- Sold over asking
- 54%
Townhouses: 6 sold, typical $614K
Too few sales in 12 months for reliable figures.
Fewer homes sell than before 2022, at 1.7 times the 2016 price
194 sales in the last year, against 363 in 2021 and a low of 187 in 2024. The typical sale went from $1.1M in 2016 to $1.8M.
Source: Redfin Data Center, MLS sales. Typical price and $/sq ft are the monthly medians, weighted by sales.
What $1.9M buys in Winnetka
Check a listing against what Winnetka homes sold for
Against the town’s median price per square foot over the last 12 months. A rough check: condition, lot and location within town move a price more than this can see.
Bidding wars in Winnetka are more common than before the pandemic, but 80% fewer homes come up for sale
We read every month of Winnetka’s home sales since 2012 so you don’t have to. Each figure covers 12 months, because a single month in a town is too few sales to mean much. Latest: the year to May 2026, 194 sales.
If you’re buying in Winnetka
- Shop in April. It brings about 41 new listings a month, close to the busiest month, with fewer bidding wars (19% over asking).
- Less room to haggle. Only 9% of listings cut their price, against 23% before the pandemic.
- Expect to bid over asking. Buyers paid 104.2% of the list price on average; 57% paid over.
- Move fast on good ones. 55% of homes are under contract within two weeks.
Spring brings the homes; fall brings the bidding wars
April has the most new listings (about 41 a month), but November is the most competitive: 28% of November sales close over asking. January has the least competition (8%).
Averages for each calendar month, 2015 on.
Hotter than in 2021, and hotter than Illinois
| Winnetka now | 2017–19 | 2021 peak | IL now | |
|---|---|---|---|---|
| Sold over askingShare of sales that closed above the list price | 57% | 6% | 26% | 37% |
| Gone within two weeksShare of homes under contract within 14 days | 55% | 20% | 39% | 46% |
| Listings with a price cutShare of homes for sale that cut their price | 9% | 23% | 14% | 19% |
| Price paid vs. askingAverage sale price ÷ list price | 104.2% | 94.6% | 98.4% | 99.2% |
| Days to sellMedian days from listing to contract | 40 | 116 | 33 | 49 |
28 homes for sale on a typical day
That’s 80% fewer than in 2017–19 and well under 2016’s 165.
1 in 11 listings has cut its price
9% in the last year, against 23% in 2017–19 and 19% across Illinois.
Since 2019, houses are up 64%, condos 44%
A house typically sold for $1.9M in the last year (175 sales), a condo for $683K (13).
Median sale price, weighted by sales each month. Years with fewer than 4 sales of a type are left out.
Winnetka ranks 3rd of 324 busy Illinois markets for bidding wars
Share of sales over asking in the last year, among towns with 60 or more sales. Winnetka is one of the state’s hottest markets.
Source: Redfin Data Center, city market tracker, January 2012 to May 2026 (MLS sales, not seasonally adjusted). Ratios are weighted by homes sold; price cuts by homes for sale.
Five things worth knowing
New listings in April
The month with the most choice. December has the fewest, about 6.
Best time to buySchools
The schools grade for Winnetka, from test results, graduation and how much students grow.
Schools in WinnetkaTypical commute
The average one-way trip to work for people who live in Winnetka.
Work & commuteCheck the flood map
Flood insurance isn’t in a standard policy, and lenders require it in FEMA flood zones. Check the address before you make an offer.
Natural hazardsLook up any property
Assessed value, lot size and every past sale of a home you’re eyeing are public, at the town or county assessor and the registry of deeds.
Wilmette, Glencoe, Glenview, Northfield Township and Evanston sell for less a square foot
The busier markets within 25 miles of Winnetka, by what sold. Prices, taxes and how far a paycheck goes next door are on Cost of living.
| Sold | Typical sale | $/sq ft | Over asking | Days to sell | |
|---|---|---|---|---|---|
| Evanston | 849 | $459K | $323 | 44% | 48 |
| Glenview | 589 | $735K | $328 | 46% | 45 |
| Wilmette | 405 | $1.1M | $415 | 53% | 38 |
| Winnetka | 194 | $1.8M | $500 | 57% | 40 |
| Glencoe | 122 | $1.7M | $482 | 56% | 47 |
| Northfield Township | 100 | $983K | $357 | 38% | 49 |
| Kenilworth | 52 | $2.2M | $576 | 31% | 54 |
Redfin Data Center, June 2025 to May 2026. Towns with fewer than 20 sales are left out, and Redfin doesn’t report every town separately.
Post your home to Winnetka, free
Selling it yourself, renting out an apartment or looking for a roommate? Post it to Winnetka. People who follow the town see it, and so do people comparing Winnetka with their own town. No commission, no listing fee.
Questions about buying a home in Winnetka
What do homes sell for in Winnetka, IL?
194 homes sold in the year to May 2026 at a typical $1.8M, $500 a square foot. Houses sold for about $1.9M, condos for about $683K.
Is Winnetka a buyer’s or seller’s market?
A seller’s market: 18 homes were for sale in May 2026 and 23 sold, about 0.8 months of supply. Buyers paid 104.2% of asking on average, and 9% of listings cut their price.
When is the best time to buy in Winnetka?
April brings the most new listings. The sales history shows which months have fewer bidding wars.
Where can I see homes for sale in Winnetka?
Zillow, Redfin, Realtor.com and Homes.com all carry Winnetka’s MLS listings; the search links above open each one filtered to Winnetka.
Sales, prices, days on market and listings: Redfin Data Center (MLS, monthly, not seasonally adjusted). Property tax rate: Census American Community Survey. Two-bedroom rent: HUD Fair Market Rent. Typical home value: Zillow Home Value Index. Schools grade: TownRatings (how grades work).