JUNE MARKET UPDATE
June 2026 Market Update: What's Happening in Westport, Fairfield, Weston & Wilton
Published by The Riverside Realty Group | theriversiderealtygroup.com
The first half of 2026 is officially in the books, and June gave us a clear read on where things stand heading into the back half of the year. Looking at June alongside the full six-month picture, the story is one of acceleration in several towns — prices pushed to new highs, days on market stretched out almost everywhere, and inventory kept tightening in the higher price points. Here's the town-by-town breakdown.
Fairfield: A Strong Half-Year, and June Kept It Going
Fairfield's single-family market has been one of the strongest stories of 2026, and June kept that going. The median sales price climbed to $1,175,000 in June, up 11.2% year-over-year, while the list-price-received ratio improved to 106.1%. New listings were up nearly 16%, giving buyers more to work with, and closed sales rose 15.7%. Days on market did lengthen to 31 (from 19 a year ago), a sign that even with more competition for well-priced homes, buyers are taking a beat before committing.
Zoom out to the full first half of the year and the story is even stronger: the year-to-date median is up 16.9% to $1,175,000 — meaning June's price didn't just hold, it's now on par with where the six-month average landed, a strong confirmation that this appreciation trend has real staying power through H1.
The condo market had a livelier June, too — new listings nearly doubled and inventory jumped 52.4%, though average price swung up sharply on a small sample of 12 closings. As always with Fairfield condos, treat single-month swings with some skepticism.
The takeaway: Fairfield's price growth has been consistent all first half, and June showed no signs of it letting up — buyers are still willing to pay up despite longer timelines.
Westport: New Price Highs, Shrinking Inventory
Westport posted its most dramatic month of the year. The single-family median jumped to $2,418,000, up 20.2% year-over-year, with the average sales price crossing $3 million for the first time this cycle — a 27.7% jump from June 2025. Pending sales were up 17.1%, and first-half closed sales are now running ahead of last year (135 vs. 129 through six months).
The catch: inventory has fallen sharply, down 26.5% to just 86 homes, pushing months of supply to 3.2. Days on market also stretched to 43, roughly double last June's pace — a sign that while demand at the top end remains strong, buyers are being far more selective about which homes clear at these elevated prices. The year-to-date median of $2,310,000 (up 5% over H1 2025) shows June's jump is pulling the six-month average higher, not just spiking on its own.
Westport's condo segment stayed thin and volatile. Only 2 units closed in June, pending sales fell to zero, and the median price pulled back to $1,224,500. With just 6 condos currently listed, this remains too small a sample to draw real conclusions from.
The takeaway: Westport's luxury single-family market has pushed to new highs as the first half wraps up, but with inventory this tight, well-priced listings are becoming even more valuable — and buyers need to move fast when the right one appears.
Weston: Prices Cool Slightly, But the Underlying Trend Holds
Weston was the one town that softened a bit in June. The single-family median dipped to $1,450,000, down 9.4% from a year ago, and closed sales slipped 8.7%. New listings were actually up 25%, giving buyers more options than they've had in a while, and that extra supply likely played a role in the more moderate pricing.
That said, context matters here: the list-price-received ratio actually improved to 106.9%, among the strongest of the four towns, so sellers who price correctly are still doing well. Looking at the full first half, the median of $1,405,000 is only down 1.4% versus H1 2025 — a much gentler trend than the single-month number suggests, and evidence that Weston's pricing has been fairly stable across the whole six months rather than trending sharply in either direction.
Weston still has no meaningful condo market to speak of.
The takeaway: Weston's June dip looks more like a pause than a reversal. With more inventory on the market and sellers still fetching over asking, this remains a healthy market for buyers seeking privacy and acreage.
Wilton: The Standout Month
If one town defined June, it was Wilton. Closed sales jumped 56% year-over-year, pending sales rose 14.3%, and the list-price-received ratio hit 109.5% — the highest of any town we track. The median held essentially flat at $1,345,000, but the average sales price jumped 14.2% to $1,565,603, pointing to a mix shift toward larger, higher-end homes closing this month.
Inventory tells the real story: available homes fell 24.2% to just 47, and months of supply dropped to 2.6 — the tightest reading among all four towns. Days on market did rise to 27, but that's a modest increase given how much competition there is for the limited supply. Across the full first half, Wilton's median is up 9.7% to $1,475,000 — the steadiest, most consistent price climb of any town we track this year.
Wilton's condo market remains very small — just 2 closings in June — and the 39.2% price decline and 60-day market time reflect that tiny sample more than any real trend.
The takeaway: Wilton is arguably the tightest, most competitive market in Fairfield County right now. With inventory this scarce and sale-to-list ratios this high, sellers are firmly in control.
The Big Picture: Looking Back at the First Half of 2026
Now that we have six full months of data, a few themes stand out across Fairfield, Westport, Weston, and Wilton:
Price gains have been the story of H1 2026. Fairfield, Westport, and Wilton all posted meaningful year-to-date price gains through June, and in each case June's numbers came in at or above the six-month average — this has been a sustained trend across the half-year, not a one-month spike.
Inventory keeps tightening at the top. Westport and Wilton both saw double-digit percentage drops in available homes this June, which helps explain why sale-to-list ratios remain elevated even as days on market stretch out.
Days on market are up almost everywhere — and that's not a red flag. Buyers are taking longer to decide, but they're still paying at or above asking in most towns. It reflects a more deliberate market, not a cooling one.
Weston is the exception worth watching. Its first-half median is essentially flat versus last year, and with new listings up and June prices easing slightly, it's the one town where buyers may have a bit more leverage than elsewhere in the county right now.
Whether you're thinking about listing this summer or keeping an eye on where the market is headed for the rest of 2026, we're here to help you make sense of the numbers. 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 July 8, 2026.
