2025 is in the books.
Real estate-wise, in many ways it was one for the books.
Our friends at KMS Team at Compass have compiled some stats. They show a robust market — particularly at the high end.
Last year, 1/3 of all MLS-marketed single-family homes surpassed $3 million.
Limited inventory at lower price points drove prices up. Homes in the $2 million to $2.99 million range sold for an average of 103.5% of their asking price.
Those listed between $1.4 million and $1.99 million fetched 104.5% of the asking price.
But MLS may not capture every sale. In the luxury sector, KMS Team says, the need for privacy and discretion often results in off-market transactions.
Those are not included in the reported figures. The firm expects a further rise in private offerings in 2026.

Five lots on Beachside Avenue — sold together to one buyer, for $54 million — was the largest sale in Westport last year. Or any year.
Despite record-breaking sale prices, last year saw the lowest number of single-family home sales in a decade.
The median sale price — $2.3 million — was double that of 2019, and up 7% from the previous year. The average sale was $2,746,382 — up 10% from 2024.
The total number of reported transactions was 299, down 3% from 2024. The total volume was $821,168,364 — up 7% from the previous year — while the average price per square foot was $655.
The condo market experienced significant growth too, reaching an average sales price of $833 per square foot. KMS Team says that condo demand was driven largely by buyers seeking to downsize, or buy a second home in Westport.
Looking ahead, the realtors expect a modest increase in transaction volume in all types of properties, coupled with steady single-digit price growth.

The most expensive property currently listed is also on Beachside Avenue. The asking price for the 8-bed, 8 1/2-bathroo, 9,995-square foot home on 3.55 acres is $19.8 million.
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What about rentals?
Are you sitting down?
According to MLS, the highest monthly summer rental in 2025 was a fully furnished property on Fraser Lane. It could have been yours for only $78,000 a month, though someone else snatched it up.
Five other homes rented for between $45,000 and $48,000 a month during the summer season.
Three — on Soundview Drive, Bluewater Hill South and Spriteview Avenue — offered water views.
Of the 2 that did not, one on Weston Road — with a heated pool and pool house, and “exceptional” game room — carried an off-season rate of $19,000.
A property on Hitchcock Lane featured a 40-foot saltwater pool.
According to MLS, the most expensive unfurnished annual rental in Westport was on Woody Lane. Initially listed at $35,000 per month, it closed at $30,000.
The listing described it as an “outdoor paradise with exceptional grounds,” including a 44-foot pool; tennis, basketball and pickleball courts; an outdoor kitchen with a pizza oven, and a separate-entry apartment.

This 5-bedroom, 5 1/2-bathroom, 3,770-square foot house on Compo Cove was originally listed for rent at $60,000, for the month of August. The price dropped to $50,000 — but it was never rented.
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Weston, meanwhile, remains very appealing to buyers seeking more space, both inside and outdoors.
In 2025, the average acreage of properties sold in Weston was 2.25; in Westport it was 1.05.
Weston homes offered considerably more square footage in every price category: 12.6% larger in the $3 million-plus range, 38.8% bigger in the $2 million to $2.99 million category, and a whopping 60.8% larger in $1.4 million to $1.99 million.
Weston recorded 146 sales in 2025, up 8% from 2024. The median sale was $1.399 million, up 3.6%; the average sale ($1.530,901) was up 4.2%. The average price per square foot was $385.
In Weston, the upward trend in prices is slowing. KMS anticipates modest growth in 2026.

The most expensive property listed in Weston right now is this 5-bedroom, 7 1/2-bathroom, 11,450-square foot home, on 2.07 acres on Old Redding Road. The asking price is $3,999,999.
(Not ready to buy a home today? No problem. But you can click here, to make a tax-deductible contribution to “06880.” It’s also a good investment — and a lot cheaper.)

The buyers of the $54mm property were represented by John Raus, an agent in our office in Westport- Berkshire Hathaway HSNE!
Yep … and here’s the “06880” story on it: https://06880danwoog.com/2025/12/04/beachside-sales-bring-great-family-and-tax-windfall-to-westport/