Market Insights · Winnetka
Winnetka Real Estate Market Statistics
What Winnetka's housing market is doing now — prices, supply and how quickly houses sell — with what it means if you're buying or selling.
At a glance
The numbers, twelve months to September 2026
Source: MRED via InfoSparks, single-family detached, Winnetka. Calendar-2025, age and new-construction figures: MRED closed sales.
What the numbers say
Winnetka this month, in plain terms
Is Winnetka a seller's market or a buyer's market?
A strong seller's market. At September's pace it would take less than a month, about 0.7 months, to sell every detached house listed in Winnetka, the lowest reading since at least 2021. Under four months generally favors sellers; above six favors buyers. Supply has stayed between about 0.7 and 2.8 months since 2021, and fewer houses are coming to market: owners listed 218 detached houses in the last twelve months, against 229 the year before. At the end of September there were only 10 detached houses for sale. Between 2016 and 2019, Winnetka typically carried four to eleven months of supply.
Are prices going up?
The twelve-month median for a detached Winnetka house reached $2,092,500 in September 2026, against $1,950,000 a year earlier, about 7% higher. With about 186 detached sales in twelve months, the median can move on which houses happened to sell: a run of new construction or lakefront sales in one year can lift it. It describes what sold; it does not mean every Winnetka house appreciated by 7%. The longer direction is clear: the same measure was $1,215,000 in September 2019.
How fast are houses selling?
Quickly. Over the twelve months to September the median Winnetka house went under contract six days after listing and sold for 101.8% of its last asking price. It took an average of twelve showings, against thirteen a year earlier and sixteen at the early-2023 peak. Our own analysis of 667 Winnetka houses that went under contract between January 2023 and September 2026 found that 60% did so within eight days. About one in five took more than three weeks, though, and about one in eleven took more than two months, so a fast median doesn't guarantee a fast sale.
What does this mean if you're selling?
Very low supply is on your side, but price to the houses that sold most recently near yours, not to the village median. A Winnetka median mixes very different houses, from prewar homes on smaller lots to new construction and lakefront estates. Timing still matters at the margin: in our 2023–2026 analysis, April listings had the strongest observed results, by a modest margin. See the Winnetka timing study.
What does this mean if you're buying?
Expect competition for well-priced houses and very few to choose from at any moment: ten detached houses at the end of September. Be ready before the right one appears, with financing in place, a clear sense of value, and an eye on Coming Soon listings that show up before they're active. Condominiums and townhouses are a small part of the market here: 18 sold in the same twelve months, at a median of $604,500 and a median 100.0% of asking.
Coming Soon & Private Exclusives
Before homes reach the active market
Not every Winnetka sale starts as an active listing. Coming Soon homes are marketed before their broader public-market launch, giving buyers an earlier opportunity to learn about a property. Buyers can express interest and make offers during this stage; whether a seller considers an offer before the broader launch is up to the seller. Compass Private Exclusives are not publicly marketed while they are offered as Private Exclusives; some later come to the open market. Neither guarantees access to a particular home.
This year vs. a typical year
Is 2026 running hotter or cooler than usual?
Each month of 2026 so far, set against the same month’s average for 2023 to 2025. When a bigger share of the available houses goes under contract than usual, buyers are outpacing supply.
1 · How many houses were available, and how many went under contract
Homes available, 2026Went under contract, 2026Typical for that month (2023–2025 average)
2 · Showings per listing: how many showings each house drew that month
2026Typical for that month (2023–2025 average)
Monthly figures
| Month | Homes available, 2026 | Under contract, 2026 | Share under contract, 2026 (typical) | Showings per listing, 2026 (typical) |
|---|---|---|---|---|
| January | 28 | 7 | 25% (34%) | 6.5 (9.5) |
| February | 35 | 11 | 31% (28%) | 7.8 (10.9) |
| March | 52 | 28 | 54% (48%) | 10.5 (7.3) |
| April | 47 | 21 | 45% (38%) | 10.6 (9.2) |
| May | 36 | 16 | 44% (32%) | 8.6 (7.4) |
| June | 48 | 20 | 42% (36%) | 7.1 (5.7) |
| July | 44 | 17 | 39% (32%) | 9.2 (4.7) |
| August | 32 | 14 | 44% (20%) | 5.9 (3.3) |
| September | 25 | 12 | 48% (24%) | 9.1 (5.6) |
| October | – | – | – (32%) | – (5.4) |
| November | – | – | – (28%) | – (3.8) |
| December | – | – | – (19%) | – (4.0) |
Through September, 2026 has been a tighter year than usual in Winnetka. From January through September, 178 detached houses came to market, against a typical 215 for those months, about 17% fewer. Contracts held level anyway: 146 houses went under contract, against a typical 147. So a larger share of what was available sold, about 42% across those nine months against about 33% in a typical year. The difference was largest late in the summer. In September, 12 of 25 available houses went under contract (48%), against a typical 24%, and August ran at 44% against a typical 20%. Showings per listing were above typical in most months, averaging about 8.4 against a typical 7.1. Winnetka's monthly numbers are small, so a few sales can swing a single month; the nine-month pattern is the more reliable signal.
Winnetka, detached houses. 2026 figures through September 2026; typical = the 2023, 2024 and 2025 average for the same month. Homes available: houses for sale at the end of the previous month plus new listings that month. Under contract: pending sales by contract month. Showings per listing: showing data from ShowingTime, counting only showings scheduled through ShowingTime. Source: MRED via InfoSparks, read 5 Oct 2026. Updated monthly.
Live charts
The trend, back to 2016
These charts update automatically from MRED, so they may show a newer month than the text above.
Median sale price
Winnetka, single-family detached. Each point is 12 months of activity. Source: MRED via InfoSparks, updated automatically. This chart starts in 2016.
The median stayed between about $1.05 million and $1.3 million from 2016 through 2020. It passed $1.5 million in 2022 and $2 million in late 2025, and was $2.09 million in September 2026.
Months supply of homes for sale
Winnetka, single-family detached. Each point is one month of activity. Source: MRED via InfoSparks, updated automatically. This chart starts in 2016.
How long it would take to sell everything listed at the current pace. Winnetka carried about four to eleven months of supply from 2016 to 2019 and has stayed under three months since 2021.
Average showings to contract
Winnetka, single-family detached. Each point is 12 months of activity. Source: MRED via InfoSparks, updated automatically. This chart starts in 2016.
Fewer showings per contract means buyers decide faster. Winnetka now runs at about twelve, against sixteen at the early-2023 peak.
New listings
Winnetka, single-family detached. Each point is one month. Source: MRED via InfoSparks, updated automatically. This chart starts in 2016.
How many houses come to market each month. The spring peak shows the selling season; the last twelve months brought 218 new listings, down from 229.
Calendar 2025
Where the sales happened
Every closed sale in Winnetka in 2025: detached houses, townhouses and condominiums. Two vacant-land sales excluded. Refreshed each January.
201 sales in all: median $1,800,000, average $2,455,339. Detached houses only: 177 sales, median $2,017,000. Condominiums and townhouses: 24 sales, median $607,500, from $215,000 to $1,200,000. Nearly every condominium and townhouse sale was under $1 million, while detached sales spread from under $1 million to above $5 million, with the most between $2 million and $3 million. Source: MRED closed sales, January–December 2025.
Age of homes sold
When the houses that sold were built
Detached houses sold in the twelve months to September 2026, by the decade they were built.
Nearly half of the houses that sold were built before 1940 (86 of 182), and the 1920s alone account for 40, more than any other decade. The middle of the century is thinner: 39 houses from the 1940s through the 1960s, and only 18 from 1970 through 1999. Then the count picks up again for houses built since 2000 (39). Year built describes when a house was first constructed; it says little about its condition, renovations, additions or how it compares with any other house.
Condominiums and townhouses are few here: 16 of the 18 attached homes sold had a recorded year, and 7 of those were built in the 1970s.
Year built as recorded in the MLS listing. 4 detached and 2 attached sales listed the year as unknown and are excluded. A house rebuilt on an older lot shows its new construction year. Source: MRED closed sales, October 2025–September 2026. Refreshed monthly.
New construction
What sold as new construction in Winnetka
Newly built detached houses that closed in the twelve months to September 2026, treated as their own segment of the market.
In the twelve months to September 2026, 7 of the detached houses that sold in Winnetka were new construction, closing between $1,890,008 and $4,250,000. With only seven sales, the median of $3,070,000 can shift noticeably with a single closing, so treat it as a rough guide rather than a trend.
New construction means a detached house labeled new construction in the MLS, or one whose recorded year built is the year it closed, or the year before or after. Source: MRED closed sales, October 2025–September 2026. Refreshed monthly.
Method
How these numbers are calculated
- Source. MRED, the multiple listing service for northern Illinois, via its InfoSparks reporting tool.
- What's counted. Single-family detached houses in Winnetka unless a figure says otherwise. The calendar-2025 price bands and the condominium figures in the buyer answer include attached homes; Winnetka has too few condominium and townhouse sales, about twenty a year, for a separate section.
- Twelve-month figures. Price and showings use a rolling twelve months, so a few unusual sales in one month don't swing the picture.
- Year built. The age-of-homes section uses the year built recorded in each MLS listing; listings marked unknown are left out.
- Median first. The median is the middle sale. We show it ahead of the average, which a few very large sales can pull up.
- New construction. A detached house labeled new construction in the MLS, or one whose recorded year built is the year it closed, or the year before or after. Shown as its own segment, with a median only when there are at least five sales.
- This year vs. a typical year. Each month of the current year is compared with the average of the same month in the last three full years. “Homes available” is the houses for sale at the end of the previous month plus that month’s new listings, so each house counts once whether it went under contract, stayed on the market or was withdrawn.
- Updates. The text and figures are refreshed monthly. The live charts update themselves and may show a newer month than the text.
Keep reading
More on Winnetka
The best month to sell
What listing month showed for price and speed, 2023 to 2026.
Read the StudyMarket statistics for other North Shore towns:
What would your Winnetka house sell for?
The market figures describe Winnetka as a whole. A valuation looks at your house and the sales around it.
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