Published October 6, 2026 in Market Update

In Westport, CT, buyers are pushing prices up while the nation pulls back

By tara chlupsa

Real estate, connectMLS market update westport

You hear a lot of noise about mortgage rates and a slow national market. And those things are real. But I pulled every lived-in home that sold in Westport, CT through September 28, 2026, and the local picture looks different from the national one.

Nationally, existing-home sales came in at a seasonally adjusted annual rate of 3.98 million in August 2026, with 4.9 months of supply on the market (National Association of Realtors). Westport, CT is not that market.

The shift is bigger than most people realize

In September and October 2025, 44.4% of lived-in homes in Westport, CT sold at or above their asking price. That covers 54 sales. By June and July 2026, that share had climbed to 62.5% across 56 sales. That is not a small drift. That is a real change in who has the upper hand.

The whole market backs it up. Across all 326 lived-in homes that sold, the typical home sold at exactly 100% of what it last asked and 100% of what it first asked. The typical sold price was $2,387,500. Not one home came off the market without a sale.

The second half of the file, March 2026 through September 2026, tells the same story. The typical home sold at 101% of its last asking price and 100.9% of what it first asked. The first half, August 2025 through March 2026, came in at 100% of the last asking price and 98.9% of the first asking price. The market tightened as the year went on.

The price-range breakdown makes this concrete. Homes first priced under $1.5M sold at a typical 102.9% of what they first asked. Homes first priced between $1.5M and $2.25M sold at 101.1% of their first price. Homes first priced between $2.25M and $3.25M sold at 100.9%. Once you cross $3.25M, the typical home sold at 97.5% of what it first asked, and at $5M and up, that figure was 96.8%. Under $1,500,000, 70% of homes sold at or above asking. At $3,650,000 and up, that share drops to 39%.

Three things I would do differently right now

First, I would price at or slightly below where I thought the home belonged. The data is clear. Homes priced under $1.5M sold at 102.9% of their first asking price. That premium does not come from pricing high. It comes from pricing right and letting buyers compete.

Second, I would not assume the over-asking trend applies to every home. If you are pricing above $3.25M, the typical home sold at 97.5% of its first asking price. That means you need to be more precise, not more aggressive, with your number.

Third, I would read the concession data carefully. Of 326 sales, 13 sellers paid money back to the buyer after the sale. The typical amount was $10,000. Four of those sellers had already accepted an offer at or above asking, then paid back $20,000 or more. Selling over asking and still writing a check is a real thing. Condition and inspection results matter.

What this means for you

If you are selling, the data rewards one thing: pricing honestly from the start. Homes priced under $1.5M beat their first asking price by 2.9% on the typical sale. Homes priced between $1.5M and $2.25M beat it by 1.1%. Homes priced above $3.25M sold below their first asking price.

If you are buying, the 30-year fixed rate averaged 7.28% as of October 1, 2026, up from 6.34% a year ago (Freddie Mac). That is a real cost. But in Westport, CT, homes priced under $1.5M are selling at 102.9% of their first asking price on the typical sale, while homes above $3.25M are selling below their first asking price. Where you shop in the price range shapes how much room you have to negotiate.