Henry Saunders House · Photo: Nyttend · Public domain37 homes sold in Windsor in the last year, at a typical $387K
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 95% of Windsor’s sales, at a typical $390K
37 homes sold in the year to May 2026.
typical sale · 35 sold in 12 months
- Per square foot
- $200VA $222
- Days to sell
- 35
- Sold over asking
- 29%
- Listings with a price cut
- 15%
Multi-family (2–4 units): 1 sold, typical $230K
Townhouses: 1 sold, typical $385K
Too few sales in 12 months for reliable figures.
About as many homes sell as usual, at 1.9 times the 2017 price
37 sales in the last year, against 58 in 2021 and a low of 23 in 2023. The typical sale went from $209K in 2017 to $387K.
Source: Redfin Data Center, MLS sales. Typical price and $/sq ft are the monthly medians, weighted by sales.
What $400K 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 more common than before the pandemic, and more homes are 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, 37 sales.
If you’re buying in Windsor
- Shop in March. It brings about 4 new listings a month, close to the busiest month, with fewer bidding wars (14% over asking).
- Less room to haggle. Only 15% of listings cut their price, against 30% before the pandemic.
- Bid near asking. Buyers paid 99.4% of the list price on average; 27% paid over.
- Move fast on good ones. Half of homes are under contract within two weeks.
Spring brings the homes; summer brings the bidding wars
March has the most new listings (about 4 a month), but June is the most competitive: 37% of June sales close over asking. March has the least competition (14%).
Averages for each calendar month, 2015 on.
Nearly as heated as 2021, and about like Virginia as a whole
| Windsor now | 2017–19 | 2021 peak | VA now | |
|---|---|---|---|---|
| Sold over askingShare of sales that closed above the list price | 27% | 4% | 22% | 31% |
| Gone within two weeksShare of homes under contract within 14 days | 47% | 14% | 70% | 43% |
| Listings with a price cutShare of homes for sale that cut their price | 15% | 30% | 20% | 25% |
| Price paid vs. askingAverage sale price ÷ list price | 99.4% | 97.7% | 100.1% | 99.3% |
| Days to sellMedian days from listing to contract | 35 | 72 | 25 | 38 |
10 homes for sale on a typical day
That’s 2.3 times the 2024 low (4) and 29% more than in 2017–19.
1 in 7 listings has cut its price
15% in the last year, against 30% in 2017–19 and 25% across Virginia.
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 $2,281 a month
Price: Windsor’s typical sale, last 12 months. Property tax at Windsor’s 0.8% (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. February has the fewest, about 2.
Best time to buyProperty tax, a year
Of a home’s value: the median bill over the median home value. On a $387K home, about $3,150 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.
Benns Church, Franklin and Portsmouth sell for less a square foot
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 | |
|---|---|---|---|---|---|
| Suffolk | 1,829 | $400K | $201 | 32% | 55 |
| Portsmouth | 1,712 | $276K | $182 | 38% | 36 |
| Carrollton | 302 | $442K | $213 | 38% | 84 |
| Franklin | 170 | $253K | $152 | 31% | 60 |
| Smithfield | 150 | $454K | $214 | 32% | 54 |
| Windsor | 37 | $387K | $198 | 27% | 35 |
| Benns Church | 34 | $397K | $189 | 32% | 81 |
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, VA?
37 homes sold in the year to May 2026 at a typical $387K, $198 a square foot.
Is Windsor a buyer’s or seller’s market?
A buyer’s market: 26 homes were for sale in May 2026 and 3 sold, about 8.7 months of supply. Buyers paid 99.4% of asking on average, and 15% 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 0.8% of a home’s value a year. On a $387K home that’s near $3,150.
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).