AUGUST MARKET UPDATE
August 2026 Market Update: What's Happening in Fairfield, Westport, Weston & Wilton
Published by The Riverside Realty Group | theriversiderealtygroup.com
Summer's final month brought a more uneven market than July's across-the-board strength — some towns kept pushing forward on tighter inventory, while others cooled off after a red-hot run. The common thread: inventory is thinning almost everywhere, which is starting to reshape the numbers town by town. Here's the breakdown.
Fairfield: Prices Pull Back After a Strong Summer
Fairfield's single-family market cooled in August after months of gains. The median sales price dipped to $1,182,500, down 9.7% year-over-year, while closed sales fell 9.1% to 60 and pending sales slipped 9.1% as well. Still, sellers held their ground — the list-price-received ratio actually improved to 106.2%, and days on market ticked down to 27. Inventory eased slightly to 103 homes, with months of supply holding tight at 2.1.
Zoom out, though, and the year-to-date story remains solidly positive: the median is up 6.8% to $1,175,000 through August, and closed sales for the year are running 4.5% ahead of 2025 — a reminder that one month's pullback doesn't undo a strong year of momentum.
Fairfield's condo segment saw more volatility. New listings fell 18.2%, but pending sales jumped 66.7% and closings rose 16.7% to 14 — even as the median price dropped 24.1% to $626,000, a swing worth reading with caution given the small sample size and shifting mix of what sold.
The takeaway: Fairfield's single-family market took a breather in August, but the year-to-date trend still points firmly upward, and sellers are still getting close to full ask.
Westport: Inventory Craters as Prices Set Another Record
Westport delivered the standout headline of the month. The single-family median climbed to $2,660,000, up 2.5% year-over-year, while the average sales price jumped to nearly $3 million — up 7.4% from August 2025. But the real story is inventory: available homes plunged 35.9% to just 59, and months of supply dropped to 2.3, down more than a third from a year ago.
Closed sales rose 6.3% even as new listings fell 40%, underscoring just how little is coming onto the market to replace what's selling. Year-to-date, the median sits at $2,425,000, up 5.9% over the first eight months of 2025, and the average price is up an even sharper 13.4% — a sign that the top end of the market continues to lead the way.
Westport's condo market stayed razor-thin, with inventory collapsing to just 2 units (down 84.6%) and only 4 closings for the month. With numbers that small, the 300% jump in closed sales and pullback in median price say more about sample size than any real trend.
The takeaway: With inventory this scarce, Westport sellers remain firmly in control, and well-priced single-family homes are commanding record prices.
Weston: New Listings Surge, and Buyers Are Paying Up
Weston had an eye-catching month. New listings more than doubled — up 128.6% year-over-year — giving buyers meaningfully more to choose from. Despite that added supply, the single-family median jumped to $1,450,000, up 17.6%, and the list-price-received ratio surged to 105.9%, up 5.5 points from last August. Closed sales rose 7.1%, while days on market improved slightly to 25.
Inventory still grew to 40 homes (+17.6%) and months of supply rose to 3.7, giving buyers a bit more breathing room than in Fairfield or Westport. Year-to-date, though, the picture is more moderate: the median is up a modest 2.5% to $1,450,000, and closed sales for the year remain down 16.0% versus 2025 — a sign that August's price strength reflects a particularly active month rather than a full reversal of a slower year.
The takeaway: Weston buyers have more homes to consider than they did a year ago, but they're still paying a premium for the right ones.
Wilton: Closed Sales Climb as the Market Stays Tight
Wilton posted a strong month on the sales side. Closed single-family sales rose 23.8% to 26, even as new listings fell 27.3% and inventory tightened to 28 homes (-12.5%). Months of supply held at a lean 1.6, among the tightest readings we track. The median sales price eased to $1,322,500, down 6.9% year-over-year, though the list-price-received ratio stayed strong at 106.1%.
The year-to-date numbers tell a more bullish story: the median is up 7.3% to $1,450,000 through August, and closed sales for the year are running 10.6% ahead of 2025 — Wilton has quietly been one of the most consistent markets in the group all year.
Wilton's condo market was more mixed — new listings doubled and inventory tripled to 9 units, but only 1 closing was recorded for the month, and the median pulled back sharply to $645,000. With activity this light, that swing reflects the small sample far more than a shift in value.
The takeaway: Wilton remains tight and competitive, with year-to-date price and sales growth that continues to outpace much of the region.
The Big Picture: August at a Glance
A few themes stood out across Fairfield, Westport, Weston, and Wilton this month:
Inventory is tightening in the towns buyers want most. Westport (-35.9%), Wilton (-12.5%), and Fairfield (-1.9%) all saw available single-family homes shrink, while Weston was the lone exception with new listings surging 128.6%.
Year-to-date price trends remain positive everywhere. Fairfield (+6.8%), Westport (+5.9%), Weston (+2.5%), and Wilton (+7.3%) are all showing single-family median gains through August, even where the August month-over-month number cooled.
Sale-to-list ratios stayed strong across the board. Fairfield (106.2%) and Wilton (106.1%) continue to lead, with Weston's 105.9% jumping sharply from a year ago — all signs that well-priced homes are still fetching close to, or above, asking.
Condo markets stayed thin and volatile. With single-digit closings in most towns, month-over-month swings in condo pricing across Fairfield, Westport, and Wilton reflect small sample sizes rather than a clear directional trend.
Whether you're thinking about listing this fall or simply want to understand what these numbers mean for your plans, we're here to help you make sense of the market. Reach out to the team at The Riverside Realty Group — we know these towns deeply and we're happy to talk through what it means for your situation.
Data sourced from SmartMLS, current as of September 8, 2026.
