Photo: Corey Coyle · CC BY 3.0123 homes sold in Windsor in the last year, at a typical $592K
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 Windsor homes are listed.
Every place Windsor 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 Windsor.
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.
Houses are 93% of Windsor’s sales, at a typical $609K
123 homes sold in the year to May 2026.
typical sale · 114 sold in 12 months
- Per square foot
- $237WI $196
- Days to sell
- 84
- Sold over asking
- 29%
- Listings with a price cut
- 20%
Multi-family (2–4 units): 2 sold, typical $333K
Townhouses: 1 sold, typical $312K
Condos: 6 sold, typical $257K
Too few sales in 12 months for reliable figures.
Fewer homes sell than before 2022, at 2.2 times the 2016 price
123 sales in the last year, against 188 in 2021 and a low of 123 in 2018. The typical sale went from $271K in 2016 to $592K.
Source: Redfin Data Center, MLS sales. Typical price and $/sq ft are the monthly medians, weighted by sales.
What $600K buys in Windsor
Check a listing against what Windsor 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 Windsor are back to pre-pandemic levels, but 19% fewer homes come up for sale
We read every month of Windsor’s home sales since 2015 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, 123 sales.
If you’re buying in Windsor
- Shop in April. It brings about 17 new listings a month, close to the busiest month, with fewer bidding wars (30% over asking).
- Some room to negotiate. 19% of listings cut their price, about as many as before the pandemic.
- Bid near asking. Buyers paid 99.8% of the list price on average; 28% paid over.
- You’ll usually have time. Only 29% of homes go under contract within two weeks; the typical one takes 84 days.
Spring brings the homes; summer brings the bidding wars
March has the most new listings (about 19 a month), but June is the most competitive: 43% of June sales close over asking. January has the least competition (18%).
Averages for each calendar month, 2015 on.
Calmer than the 2021 frenzy, and calmer than Wisconsin
| Windsor now | 2017–19 | 2021 peak | WI now | |
|---|---|---|---|---|
| Sold over askingShare of sales that closed above the list price | 28% | 27% | 51% | 38% |
| Gone within two weeksShare of homes under contract within 14 days | 29% | 28% | 47% | 46% |
| Listings with a price cutShare of homes for sale that cut their price | 19% | 17% | 10% | 18% |
| Price paid vs. askingAverage sale price ÷ list price | 99.8% | 99.1% | 100.8% | 99.6% |
| Days to sellMedian days from listing to contract | 84 | 81 | 54 | 51 |
40 homes for sale on a typical day
That’s 19% fewer than in 2017–19 and well under 2019’s 55.
1 in 5 listings has cut its price
19% in the last year, against 17% in 2017–19 and 18% across Wisconsin.
Since 2019, houses are up 81%, condos 9%
A house typically sold for $609K in the last year (114 sales), a condo for $257K (6).
Median sale price, weighted by sales each month. Years with fewer than 4 sales of a type are left out.
Windsor ranks 137th of 158 busy Wisconsin markets for bidding wars
Share of sales over asking in the last year, among towns with 60 or more sales. Windsor is one of the state’s calmer markets.
Source: Redfin Data Center, city market tracker, January 2015 to May 2026 (MLS sales, not seasonally adjusted). Ratios are weighted by homes sold; price cuts by homes for sale.
Owning the typical Windsor home costs about $3,813 a month
Price: Windsor’s typical sale, last 12 months. Property tax at Windsor’s 1.5% (median bill ÷ median value, Census ACS); insurance at 0.35% of price a year. Before PMI, HOA dues, upkeep and the tax deduction. Whether Windsor is affordable on local pay is on Cost of living.
Six things worth knowing
New listings in March
The month with the most choice. December has the fewest, about 7.
Best time to buyProperty tax, a year
Of a home’s value: the median bill over the median home value. On a $592K home, about $8,690 a year.
Taxes vs. neighborsSchools
The schools grade for Windsor, from test results, graduation and how much students grow.
Schools in WindsorCheck 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.
Sun Prairie and Cottage Grove sell for less a square foot; Maple Bluff for far more
The busier markets within 25 miles of Windsor, 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 | |
|---|---|---|---|---|---|
| Sun Prairie | 494 | $448K | $213 | 35% | 58 |
| Waunakee | 286 | $567K | $244 | 26% | 72 |
| DeForest | 211 | $517K | $227 | 36% | 69 |
| Windsor | 123 | $592K | $234 | 28% | 84 |
| Cottage Grove | 115 | $464K | $225 | 30% | 79 |
| Arlington | 29 | $359K | $227 | 31% | 79 |
| Maple Bluff | 26 | $1.3M | $381 | 27% | 71 |
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 Windsor, free
Selling it yourself, renting out an apartment or looking for a roommate? Post it to Windsor. People who follow the town see it, and so do people comparing Windsor with their own town. No commission, no listing fee.
Questions about buying a home in Windsor
What do homes sell for in Windsor, WI?
123 homes sold in the year to May 2026 at a typical $592K, $234 a square foot.
Is Windsor a buyer’s or seller’s market?
A seller’s market: 43 homes were for sale in May 2026 and 12 sold, about 3.6 months of supply. Buyers paid 99.8% of asking on average, and 19% of listings cut their price.
When is the best time to buy in Windsor?
March brings the most new listings. The sales history shows which months have fewer bidding wars.
How much are property taxes in Windsor?
About 1.5% of a home’s value a year. On a $592K home that’s near $8,690.
Where can I see homes for sale in Windsor?
Zillow, Redfin, Realtor.com and Homes.com all carry Windsor’s MLS listings; the search links above open each one filtered to Windsor.
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).