Windsor, VA Housing Market: Prices and Trends

What Is the Housing Market Like in Windsor, VA?

Windsor, VA carries the charm of a small town, with big cities like Chesapeake and Suffolk just 20 to 25 minutes away. This tight-knit community has more space than the surrounding areas yet is quieter than the rest. Here, the housing market attracts home buyers looking for privacy with acreage. The Windsor, VA housing market is a relatively small market with about 80 home sales a year. Since these sales numbers can vary, we have pulled the latest figures from trusted sources so that you have a clearer picture of the housing market here.

We have used data from Zillow and Redfin in this guide to make it authentic and credible for buyers looking for genuine information.

For a broader look at Windsor, VA itself, you can refer to our page on what it's like living in Windsor, VA.

What is the median home price in Windsor, VA?

According to Redfin's data for Windsor, the median sale price for the months from June to August 2026 was $460,000, which is 12.1% more than the same period last year. The median price per square foot was up 22.8% to $221.

If we look at Zillow's data updated in June 2026, the value for homes in Windsor is about $352,170, which is 4.2% more than last year.

Zillow's data also shows a median asking price of about $390,800 for Windsor as of the same update, which sits between its value index and Redfin's sold price.

Redfin reported that a three-bedroom home spread over 1,225 square feet in Windsor sold for $315,000 in August this year. A five-bedroom home built over 2,729 square feet on North Court Street was priced at $248,000 in September. Here, newly built homes have asking prices ranging between $390,000 and $575,000.

How fast are homes selling?

Compared to last year, homes are selling more slowly in Windsor. According to Redfin, homes in Windsor, VA, spent a median of 51 days on the market from June to August this year. This is twice what it was last year over the same period.

Across the Hampton Roads area, homes took about 30 days to sell in September 2026. A year earlier, it was 27 days. There were also more homes for sale than before. Windsor is slower than the rest of the region, and the whole region is a little slower than last year.

Keep in mind that these numbers aren't perfect. Windsor is small, with only about 80 homes sold in a year. When so few homes sell, just a few big ones that take a long time to sell can change the whole picture.

The numbers can also seem to disagree. Redfin still rated Windsor as a very busy market in August 2026, even though homes were taking twice as long to sell.

How does Windsor compare with Suffolk and Smithfield?

Home values in Windsor, VA have the closest comparisons with the larger markets on either side. The table uses Redfin for all four rows, so the figures line up as closely as possible.

Area Median sale price Median days on market Change on a year earlier Source and date
Windsor (ZIP 23487) $460,000 51 (25 a year earlier) +12.1% Redfin, three months ending August 2026
Isle of Wight County $429,040 47* -4.4% Redfin, September 2026
Suffolk $399,810 48 (48 a year earlier) -2.4% Redfin, three months ending September 2026
Smithfield $487,168 45** +0.4% Redfin, September 2026

*Latest county figure we could verify: November 2025, versus 40 days a year earlier. **Smithfield ZIP 23430, three months ending August 2026, versus 39 days a year earlier.

As you can see in the table above, Windsor has a median sale price between Suffolk and Smithfield. Many buyers would be surprised by this data since it's often believed that smaller towns have cheaper homes. But the reality is that a few newer or larger homes can increase the median sale price.

A September 2026 Hampton Roads market update pointed the same way, reporting Suffolk's median price about 3.3% lower and the Smithfield and Isle of Wight area about 2.9% lower than a year earlier.

But buying a house is not all. You have to pay property taxes every year. Isle of Wight County has a property tax rate of $0.81 per $100 of what your house is worth. On top of that, the Town of Windsor charges a separate tax at $0.16 per $100 of assessed value as of 2026.

How do new homes compare with resale on price?

Headline prices for new homes tend to run higher, partly because new homes are larger. Windsor Station's three plans range from 2,311 to 2,990 square feet, and other new-construction listings in the ZIP run from about 2,100 to 3,300 square feet. The resale sales above include much smaller homes, such as 1,225 square feet at $315,000, though condition and location also move the price, as the $248,000 sale shows.

Redfin's median across all Windsor ZIP sales is $221 per square foot. Four new-construction listings in the ZIP on Homes.com, from another builder's community, work out by our calculation to roughly $175 to $240 per square foot at asking price. Those are asking prices rather than closed sales, and builder incentives can change the final figure.

What does the market mean for buyers right now?

This is context, not a recommendation, and the picture looks different depending on which side of a sale you are on.

If you're someone wondering is Windsor a good place to buy a home, the deciding factors are the time and choice of home. Homes in Windsor are taking about twice as long to sell as they did a year ago, and Hampton Roads inventory has grown, with supply at 2.97 months in September. More time on the market can mean more room to compare homes and discuss terms. Prices have not fallen across the board, though. The regional median was $375,000 in September, up 2.74% on the year, and Windsor's ZIP-level median is higher than a year ago on Redfin's figures.

Where do Windsor Station homes fit?

Windsor Station by Taylor Construction offers three plans: the Helena at 2,311 square feet, the Oakville at 2,650, and the Rutherford at 2,990. Each has four or more bedrooms and a choice of Craftsman or Traditional front elevation. These are sizeable homes, and larger homes carry higher headline prices, which is one reason new construction can show a higher median than a market that includes many smaller resale homes.

Pricing varies by plan, homesite, and options, and availability changes as homes sell. Our guide on new construction homes in Windsor, VA lists the current plans and what is available, and the sales team can confirm today's numbers. The community is about 20 minutes from Suffolk and 25 minutes from Smithfield, so both comparison markets in this guide are an easy drive away.

Schedule a consultation to talk through current availability, pricing, and plan options.

Frequently Asked Questions

According to Redfin, the median sale price of homes in Windsor was nearly $460,000. As per Zillow, it was $352,000. These figures are from June to August 2026.

Not by recent sale prices. Redfin shows Suffolk near $400,000 and Windsor's ZIP 23487 near $460,000, though Windsor's small sales volume means its median can swing quite noticeably between quarters.

Per Redfin, homes in ZIP 23487 spent 51 days on the market in the three months to August 2026, up from 25 a year earlier, while Suffolk held steady at 48.

Usually, because new homes are generally larger, per square foot the gap narrows: Redfin's all-sales median is $221, while new-construction asking prices in the ZIP run roughly $175 to $240.

Market statistics change often, and small markets swing. This post is informational and is not financial or real estate advice.