July 2026 Market Update: What's Happening in Westport, Fairfield, Weston & Wilton
Published by The Riverside Realty Group | theriversiderealtygroup.com
Summer is in full swing, and July delivered one of the more decisive months we've seen this year. Prices pushed higher in every town we track, sale-to-list ratios climbed across the board, and inventory kept tightening — a combination that's putting sellers firmly in the driver's seat even as buyers take a bit longer to close. Here's the town-by-town breakdown.
Fairfield: Closed Sales Surge as Buyers Move Fast
Fairfield had one of its strongest months of the year. Closed sales jumped 41.5% year-over-year to 75, and pending sales rose 29.1%, showing buyers are actively working through what's on the market. The single-family median climbed to $1,200,000, up 9.1%, while the list-price-received ratio improved to 105.2%. New listings were up 8.5%, giving buyers a bit more to choose from, though inventory still slipped 4.5% to 126 homes and months of supply eased to 2.6.
Days on market ticked up to 29 (from 25 a year ago) — a modest lengthening given how much more is closing. The year-to-date median is now up a strong 13.5% to $1,175,000, confirming this has been a sustained climb through the first seven months, not a one-month blip.
Fairfield's condo market saw a notable jump in activity — new listings more than doubled and inventory nearly doubled as well — with average price up 24.7%, though on just 10 closings, that swing should be read with some caution.
The takeaway: Fairfield buyers are moving with real urgency this summer, and sellers are being rewarded for it with faster sales and rising prices.
Westport: Inventory Keeps Shrinking as Prices Set New Highs
Westport turned in another headline month. The single-family median jumped to $2,650,000, up 27.6% year-over-year, and the average sales price climbed to nearly $3 million — up 10.6% from July 2025. Closed sales rose a striking 38.2%, and the list-price-received ratio improved to 105.8%.
The story behind the numbers: inventory dropped 24.5% to just 77 homes, pushing months of supply down to 2.9 — meaningfully tighter than a year ago. Days on market actually improved slightly to 30 (from 33), suggesting that despite the price surge, well-priced homes are still moving briskly. Year-to-date, the median sits at $2,409,000, up 9.5% over the first seven months of 2025 — evidence that this isn't a single-month spike but a market that's been strengthening steadily all year.
Westport's condo segment stayed thin, with only 2 units closing in July and the median pulling back to $960,000. With just 4 condos currently listed, this remains too small a sample to draw firm conclusions from.
The takeaway: Westport's luxury single-family market is tightening even as prices set new highs — a combination that favors sellers and rewards buyers who are ready to act decisively.
Weston: Prices Climb, But Fewer Homes Are Trading
Weston posted a mixed month. The single-family median jumped to $2,000,000, up 13.2% year-over-year, and the list-price-received ratio held strong at 104.4%. But closed sales fell 18.8% and new listings dipped 5.9%, a sign that fewer homes are changing hands even as the ones that do sell are commanding higher prices.
Days on market stretched to 28 (from 17 a year ago), and months of supply crept up slightly to 3.8 — both pointing to a market where buyers are taking their time. Zoom out to the full year-to-date picture and the median of $1,445,000 is actually down 2.0% versus the same period last year, a reminder that July's jump reflects a smaller number of higher-end homes closing rather than a broad-based repricing of the market.
The takeaway: Weston's July price gain looks driven by mix — fewer, larger sales — rather than a market-wide shift. Buyers willing to be patient may still find room to negotiate.
Wilton: The Tightest of the Towns We Track
Wilton continues to be the market to watch. The single-family median climbed to $1,650,000, up 16.0% year-over-year, and the list-price-received ratio hit 110.6% — the highest of any town we track, and up nearly 2 points from last July. Closed sales rose 14.7%, and new listings were up modestly as well.
Inventory tells the real story: available homes fell 12.5% to just 42, and months of supply dropped to 2.3, the tightest reading of any town in this report. Days on market did lengthen to 29, but that's a modest trade-off given the level of competition for what little is available. Year-to-date, Wilton's median is up 11.5% to $1,505,000 — a steady, consistent climb through the first seven months of the year.
Wilton's condo market remains very small, with just 3 closings in July; the 37.0% price decline and longer market time reflect that tiny sample size more than any real trend.
The takeaway: With inventory this scarce and sale-to-list ratios this high, Wilton sellers are firmly in control — and well-priced listings aren't lasting long.
The Big Picture: July at a Glance
A few themes stood out across Fairfield, Westport, Weston, and Wilton this month:
Every town posted double-digit price gains. Fairfield (+9.1%), Westport (+27.6%), Weston (+13.2%), and Wilton (+16.0%) all saw single-family medians climb year-over-year — the most broad-based monthly price strength we've seen so far in 2026.
Inventory is tightening almost everywhere. Wilton and Westport both posted double-digit drops in available homes, and months of supply fell in three of the four towns, reinforcing a market that continues to favor sellers at the higher end.
Sale-to-list ratios are climbing. All four towns saw improved percent-of-list-price-received figures, with Wilton's 110.6% standing out as a sign of just how competitive that market has become.
Fairfield and Westport are pulling ahead on volume. Both towns posted closed-sales growth above 38% — a notable acceleration compared to earlier in the year — while Weston's slower sales pace bears watching heading into fall.
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 August 8, 2026.
