Published October 17, 2026 in Market Update

More Westport, CT Homes Are Selling Over Asking. Is Yours Priced Right?

By tara chlupsa

Real estate, connectMLS market update westport

Which price range is holding up best for buyers in Westport, CT right now? I pulled every lived-in home sale recorded through September 28, 2026 from Smart MLS and ran the numbers myself.

The short answer: more homes are selling at or above what sellers first asked. That was true at 44.4% of sales in September and October 2025. By June and July 2026, it was 62.5%. That is a real shift, and it shows up differently depending on where a home is priced.

Does price range decide whether you win or lose in Westport, CT?

Under $1.5M, 70 out of 80 homes sold at or above what sellers first asked. The typical sale in that range closed at $1,230,000, and buyers paid 102.9% of the first asking price. Not 100%. More. That means sellers who priced right, not high, walked away with more than they listed for.

Move up to the $1.5M to $2.35M range and 65.4% of homes still sold at or over asking. The typical sale there was $1,895,000, at 101.1% of the first price. Competitive, but a little less so.

At $2.35M to $3.65M, 58.5% of homes sold at or over asking. The typical sale was $2,700,000. Still above asking on the typical deal, but the room for error is shrinking.

Above $3.65M, only 39% of homes sold at or over asking. The typical sale in that range was $5,775,000, at 96.8% of what sellers first asked. That gap between first price and sold price is where deals get made, and where overpricing costs real money.

What this means if you are selling or buying in Westport, CT

If you are selling, the data says one thing clearly: price slightly below where you think the ceiling is, not above it. Homes priced under $1.5M and from $1.5M to $2.35M are the two ranges where buyers are most likely to compete. The whole market's typical sold price was $2,387,500, at exactly 100% of what sellers last asked. But the homes that did best were the ones priced to draw multiple offers, not the ones priced to leave room to negotiate down. The 30-year fixed mortgage rate is averaging 7.40% right now according to Freddie Mac's weekly survey. At that rate, buyers are already stretching. A price that reads as fair moves. A price that reads as hopeful sits.

If you are buying, know that 62.5% of homes in June and July 2026 sold at or above asking. That is the highest share in this data set. You are not likely to find a seller who will take less just because you asked. What you can do is focus on the $3.25M to $5M range, where the typical home sold at 97.5% of its first asking price. That is where there is still a real gap between list and sale. Below $3.25M, plan to compete. Also worth knowing: 13 sellers out of 326 paid money back to buyers after the sale, typically $10,000. That happens, but it is the exception, not the rule.