Woollahra in 2026 — a village market, read street by street
Woollahra has never been a median-driven market. It is a village of workers' cottages and harbourside estates trading under one postcode — which is why the honest read comes from its streets, its resales and its buyers, not a single headline number.
By Alan Weiss · Weiss Real Estate · Licence 218396
A market read plainly
Start with the verified register. In 2025, Woollahra recorded 83 house sales and 119 unit sales — 202 verified transactions — and in 2026 to late July, 37 houses and 57 units have settled. The 2025 house median was $5.45 million, easing to $4.44 million across this year's partial trading; units have held remarkably steady, $1.62 million last year and $1.63 million so far in 2026. Portal data corroborates the picture: CoreLogic's twelve months to April 2026 shows a $4.9 million house median with houses averaging 67 days on market against just 38 for units, and calendar-2025 disclosed sales totalled approximately $704 million.
Now the number that refuses to hold still. The house median has swung hard across six years — $3.15 million in 2020, up to $5.31 million in 2022, back to $4.21 million in 2024, up again to $5.45 million in 2025, easing this year. That is not broken data. It is a reminder that Woollahra's house stock spans everything from cottages to estates, and which end of that spectrum trades in a given season moves the median more than the market itself does. The unit market, by contrast, has been the steadier half of the suburb throughout — trading inside a $1.42–$1.63 million band for six straight years.
Median sale price by year, houses vs units. Source: verified sales register, 2020–2026 (2026 to 28 July).
Woollahra — iron-lace terraces, the awninged village strip, and the plane trees that shade both.
83
House sales, 2025
119
Unit sales, 2025
$5.45m
2025 median house
$45m
Top sale — achieved twice
An objective view
What defined the past year was buyer selectivity. Woollahra's top end continued to operate independently of broader housing sentiment — the best homes sold decisively, often off-market — while properties carrying compromises in location, outlook, noise or planning exposure took longer to sell and attracted less urgency. Sixty-seven days on market for the average house tells that story plainly: this is a market that waits for the right asset, not one that has stopped buying.
One road, two markets
Edgecliff Road anchors both sides of Woollahra — 50 house sales at a $3.56 million median over six years and, along the same road, 183 unit sales at $1.41 million. Few Eastern Suburbs streets carry genuinely deep trading history on both housing types.
The premium ladder
In the village, Queen Street's 31 verified sales carry a $7.0 million median and John Street's 29 sit at $6.5 million. On the hill, Wallaroy Road trades higher again — a $12.5 million median across 18 sales, topping out at $35 million. In Woollahra, which street you're on can matter as much as which suburb.
The LMR variable
Under the Low and Mid-Rise Housing Policy, land within 800 metres of the Edgecliff, Double Bay and Rose Bay centres is now subject to state-led density rules that override much of Woollahra's traditional planning controls. Large-scale luxury apartment approvals have arrived in precincts that have never absorbed development at this scale. The long-term effect on surrounding house values is not yet proven.
The streets doing the trading
Six years of verified sales make the suburb's internal structure plain. Edgecliff Road's unit market is Woollahra's deepest and most liquid asset class by a wide margin, with Ocean Street and Fullerton Street behind it — Ocean Street's 102 unit sales spanning everything from $598,000 to a $45 million penthouse. The premium house streets trade in far thinner numbers at far higher prices, which is precisely why individual results there need careful reading.
Verified sales by street, 2020–2026. Depth lives in the unit streets; the premium house streets — Queen Street at a $7.0 million median, John Street at $6.5 million, Wallaroy Road at $12.5 million — trade thin.
The prestige record
The top verified sales on the register, 2020–2026 — and a detail that says everything about this suburb: its two forty-five-million-dollar results, one house and one penthouse, settled on the same day in September 2021.
Top verified sales
2020–2026
14 Rosemont Avenue, Woollahra
House · 3,591sqm land · Sep 2021
$45,000,000
The register's equal-top result — nearly nine-tenths of a hectare of Rosemont Avenue land, the suburb's estate address. At this level the transaction is about land, provenance and privacy; the avenue's five verified house sales across the period carry a $15.5 million median, the highest of any Woollahra street with multiple trades.
45/93 Ocean Street, Woollahra
Penthouse · Sep 2021
$45,000,000
Settled the same day as the Rosemont Avenue estate, and its equal on the register — a penthouse result that redefined what Woollahra strata could achieve. It sits atop an Ocean Street unit market of 102 verified sales with a $1.7 million median: proof that a single irreplaceable holding can trade at twenty-six times its own street's typical price.
85 Wallaroy Road, Woollahra
House · 8 bed · 1,567sqm land · Feb 2022
$35,000,000
The peak of the suburb's most consistently premium street. Wallaroy Road's 18 verified house sales carry a $12.5 million median — double the suburb's best year — and this eight-bedroom holding on over 1,500sqm set its ceiling at the top of the 2022 market.
9 Wallaroy Road, Woollahra
House · 1,246sqm land · Oct 2025
$26,350,000
The most recent of the register's top-tier results — and the important one for owners reading this now. A $26 million-plus result in October 2025 confirms the prestige tier did not step back with the broader market; on the right land, on the right street, Woollahra's ceiling held firm through the tightening cycle.
26 Rosemont Avenue, Woollahra
Strata holding · 618sqm · Jul 2024
$21,500,000
Recorded on the register as the second-largest strata-titled result in the suburb — a substantial Rosemont Avenue holding on approximately 618sqm. Together with the street's house record, it makes Rosemont Avenue the only Woollahra address to appear at the top of both the house and unit ledgers.
The resale evidence
Verified resales with full price histories show what Woollahra actually rewards over a holding period — and, on the unit side, what it quietly declines to.
What holding quality returns
Verified resales
20 Roslyndale Avenue, Woollahra
House · Bought $10,750,000 in 2012 · Sold Jun 2025
$23,500,000
Nearly 120% growth over thirteen years, through two rate cycles and a pandemic. Land, privacy and architectural integrity mattered more than market timing — and the result now stands as Roslyndale Avenue's verified ceiling, on a street whose thirteen recorded sales carry a $7.1 million median.
86 Old South Head Road, Woollahra
House · Bought $2,250,000 in Oct 2020 · Sold Sep 2025
$7,800,000
The register's standout repeat sale: 247% growth in under five years, a compound rate near 29% a year. A result like this reflects transformation as much as market — but it demonstrates the depth of buyer appetite for finished quality on the village's edge, and what the gap between bought-well and sold-well can look like in this suburb.
37 Fletcher Street, Woollahra
House · Bought $3,350,000 in Nov 2023 · Sold Apr 2026
$5,400,000
A 61% gain in under two and a half years — the register's freshest like-for-like evidence, settled this April. Fletcher Street's 22 verified sales trade at a $4.4 million median, so this result sits a full million above its street's typical price: the premium the current market pays for a home that needs nothing.
1/333 Edgecliff Road, Woollahra
Apartment · Bought $3,920,000 in 2014 · Sold Mar 2025
$7,100,000
An 81% increase over eleven years — and the verified ceiling of Edgecliff Road's 183-sale unit market. Scarcity, proportion and heritage drove the outcome: a substantial apartment in a boutique setting, trading at five times its own road's median.
The counterpoint belongs in the record too. The register's like-for-like unit resales include two that went backwards — an Ocean Street apartment down 15% across five and a half years, an Edgecliff Road apartment down 5% in sixteen months. Woollahra rewards the exceptional on both sides of the market, but ordinary strata bought at the wrong moment has not been immune from the cycle.
My view
In my view, Woollahra remains a market where the asset matters more than the cycle. The register's evidence is consistent: A-grade property — the right street, the right land, the right architecture — sold decisively and held its ceiling through the tightening years, while anything carrying a compromise was made to wait. The gap between the best and the rest is wider now than at any point I can recall in this suburb, and the unit resale record shows it cuts both ways.
The variable to watch is planning. The LMR policy has brought large-scale apartment development into precincts that have only ever known boutique blocks and tightly held homes, and the honest answer is that nobody yet knows how surrounding house values absorb it. I would not price that uncertainty as a negative — but I would not ignore it when positioning a property near the affected precincts either.
For sellers, the lesson of the resale evidence is patience rewarded — but only for quality, and only with a campaign built around the specific buyer this suburb attracts. For buyers, Woollahra continues to demand what it has always demanded: readiness, and a clear eye for the difference between a good address and a great one.
Weighing up a Woollahra sale? In a market this selective, positioning decides the result before the campaign begins.
Methodology. Figures are drawn from the verified Eastern Suburbs sales register (Woollahra and Waverley LGA property exports, 17,067 residential House and Unit records, 3 January 2020 to 28 July 2026), excluding nominal transfers under $50,000, undisclosed prices and confirmed development-site batch records; 2026 is a partial year. Annual volumes, medians, street-level figures (Edgecliff Road, Ocean Street, Fullerton Street, Queen Street, John Street, Wallaroy Road, Rosemont Avenue, Fletcher Street, Roslyndale Avenue), top sales and repeat-sale histories are computed from that register. The 86 Old South Head Road result is flagged in the analysis as a likely like-for-like repeat sale; growth of that magnitude may nonetheless reflect improvement between trades. Corroborating portal figures — the $4.9 million house and $1.658 million unit medians, 87 house and 101 unit sales, and days on market of 67 and 38 over the twelve months to April 2026 — are CoreLogic data; calendar-2025 disclosed totals (approximately $704 million across 184 transactions) reflect Weiss Real Estate's December 2025 analysis. The 20 Roslyndale Avenue and 1/333 Edgecliff Road purchase prices (2012 and 2014) predate the register window and reflect public price histories. Low and Mid-Rise Housing Policy details reflect NSW Government planning provisions applying within 800 metres of nominated centres. Sales data is indicative, not a valuation. Past results are not a guarantee of future outcomes.