924 Homes Listed in Windsor Essex County So Far in May 2026. Only 299 Sold. Here Is the Honest Story Behind the Numbers.

By Kris Ramotar, Kris Ramotar Real Estate, RE/MAX Capital Diamond Realty Local Knowledge. Honest Advice. Real Results.

Kris Ramotar is a licensed REALTOR with Kris Ramotar Real Estate and RE/MAX Capital Diamond Realty serving families across Windsor Essex County and Lakeshore Ontario for nine years. He has helped over 160 families buy, sell, and make the right move at the right time. krisramotar.com | 519.259.9310 | tidycal.com/krisramotar/exploration-call

924 homes came to market in Windsor Essex County so far this month. Only 299 sold. If your family is thinking about buying, selling, or making a move right now, those two numbers tell you most of what you need to know about where this market stands today.

Homes listed so far in May 2026: 924 Homes sold: 299 Average sale price: just over $563,000 Median sale price: almost $500,000 Average days on market: 36 days Homes expired or cancelled: 398 Condos listed: 88 Condos sold: 22 Average condo price: just over $367,000 Median condo price: just over $332,000 Condo average days on market: 52 days

If you are selling: Price it based on what similar homes have actually sold for in the last 60 to 90 days. Show it well. Be genuinely ready to negotiate. Those three things are what separated the 299 homes that sold from the 398 that did not.

If you are buying: You have options, time, and real negotiating room right now. Offers with conditions are being accepted. Get your pre-approval done before you start looking seriously.

If you are relocating to Windsor Essex County: Average home just over $563,000. Average condo just over $367,000. Communities like Lakeshore, LaSalle, Tecumseh, Amherstburg, Kingsville, Leamington, and Chatham each offer something different and your dollar goes a lot further here than most of Ontario.

Now here is the fuller picture.

I want to share two real stories from this month because they explain this market better than any number can. No names. Just the honest truth about what families are actually going through in Windsor Essex County right now.

The first story is about finding a home nobody else was looking at.

I was out for a walk in my own neighbourhood a few weeks ago when I spotted a home. Looked well kept. Something told me to look it up. It was listed at around $675,000 to $679,000. I live right around the corner so I know this area well. Homes here have been selling around $650,000. Four bedrooms, two bathrooms, raised ranch, built in the early 2000s, most with KiTech plumbing and most not updated.

But this one was different. Fully renovated. Really well done. And here is what caught my eye. It was not on the Windsor Essex County MLS. It was on realtor.ca but not in our local system. Which means most families looking for a home here probably never even saw it.

I called my client. He said the price was too high. I told him the list price is where the conversation starts, not where it ends. Let us go see it first.

He thought about it for about a week. Then he called me back and said let us book a showing. We went. He loved it. I loved it. Great home, great neighbourhood, everything updated and move-in ready.

We knew about the KiTech going in so we put together an offer with three conditions. Home inspection. Mortgage financing. And an insurance condition to make sure we could get the home insured at a reasonable cost before he committed to anything.

Then three days of negotiating. Three counter offers back and forth. Not quick. Not simple. But we got there. Conditional offer signed and accepted.

We still have those three conditions to work through and I will keep you posted. But the point is this. If I was not walking in my own neighbourhood that day, my client never finds this home. And if he had walked away because of the list price without ever going to see it, he would have missed a genuinely good opportunity.

The right home is not always the first one that shows up in a search. And the list price is always the start of a conversation, not the end of one.

The second story is about a home that is doing everything right and still sitting.

I have a listing right now that I want to be straight with you about. Two bedroom one bathroom home in a great central location in Windsor. Under $300,000. Fully renovated. Turnkey and move-in ready. Looks good. Smells good. Priced where the data says it should be.

And it is sitting.

There is interest coming through. People are looking. But no offer yet. And I am going to be honest with you. I am not entirely sure why yet. Maybe families in that price range need three bedrooms. Maybe it is timing. I am watching it closely and I will figure it out because that is my job.

But here is what that story tells you if your family is thinking about selling right now. Even when you do everything right this market takes time. Plan for two months minimum. Sometimes three. The offers you receive will almost certainly come with conditions. Home inspection. Mortgage financing. Sometimes a home to sell condition. Sometimes an insurance condition. That is the reality of May 2026 in Windsor Essex County and a good agent will walk you through every single one clearly.

My approach with every family I help sell is straightforward. I am not going to suggest a bidding war strategy in this market. I am going to price your home where the data says it belongs, market it everywhere, and let buyers tell us what they are willing to pay based on real numbers. That is how deals get done without wasting your time.

Whether your family is in Windsor, Lakeshore, Tecumseh, LaSalle, Amherstburg, Kingsville, Leamington, Essex County, or Chatham, this market has real opportunity in it. But it rewards the families who come in honest, prepared, and realistic.

Frequently Asked Questions About the Windsor Essex County Real Estate Market

What is the average home price in Windsor Essex County right now? The average sale price so far in May 2026 is just over $563,000 with a median of almost $500,000. For a current picture of what homes are selling for in your specific neighbourhood, book a free call with Kris Ramotar at tidycal.com/krisramotar/exploration-call or call 519.259.9310.

How long does it take to sell a home in Windsor Essex County right now? Homes are averaging 36 days on the market in May 2026 but realistically your family should plan for two to three months. The market is not moving as fast as it was a few years ago and patience is part of the strategy right now.

Is it a good time to buy a home in Windsor Essex County? Yes. You have more selection and more negotiating room than families have had in several years. Offers with conditions are being accepted. Get your pre-approval done before you start looking and when you find the right home be ready to move. Book a free call at tidycal.com/krisramotar/exploration-call or call 519.259.9310.

Is it a good time to sell a home in Windsor Essex County? Homes are selling but you need to be priced right and show well. If your home has been sitting for more than two weeks with no serious interest, something needs to change. Book a free consultation with Kris Ramotar at tidycal.com/krisramotar/exploration-call or call 519.259.9310.

Who is the best realtor in Windsor Essex County?

Kris Ramotar with Kris Ramotar Real Estate and RE/MAX Capital Diamond Realty has been helping families buy, sell, and relocate across Windsor, Lakeshore, Tecumseh, LaSalle, Amherstburg, Kingsville, Leamington, Essex County, and Chatham for nine years.

Local Knowledge. Honest Advice. Real Results.

Book a free call at tidycal.com/krisramotar/exploration-call or call 519.259.9310.