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Tamarama property that last traded for $29.2m resells for $20.25m

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Cite

Redman, E. (2026, September 27). Tamarama property that last traded for $29.2m resells for $20.25m. The Sydney Morning Herald. https://www.smh.com.au/property/news/tamarama-property-that-last-traded-for-29-2m-resells-for-20-25m-20260927-p610sb.html?ref=rss&utm_medium=rss&utm_source=rss_feed

Dated when The Aporia collected the article, usually within hours of publication. Check the original for its exact date and byline.

The Sydney Morning Herald · collected 2026-09-27 · by Elizabeth Redman

Quick Summary

A Tamarama oceanfront property that sold for $29.2 million to hotelier Diane Maloney in 2022 was auctioned off at a mortgagee-in-possession sale on Saturday, selling for $20.25 million. The property, facing the Bondi to Bronte walk and listed with a price guide of $20 million, had been part of Sydney’s real estate market activity last week, which saw a preliminary clearance rate of 51% from 653 auctions reported. This decline in value reflects broader challenges in the local real estate market, noted by Ray White director Alexander Phillips as indicating it has "levelled out" and remains challenging for sellers and buyers alike.
Written by AI on 2026-09-27, from this article's own text only (the story summary below draws on all the coverage).

AI analysis

Story summary

A Tamarama property that previously traded hands for $29.2 million in 2022 was resold at an auction on Saturday for $20.25 million. The property, located at 9 Kenneth Street and facing the ocean, is part of a block of five apartments and a standalone beach shack, offering potential buyers a chance to customize their dream home. This sale occurred during a week when 1029 properties were scheduled for auction in Sydney, with a preliminary clearance rate of 51% based on reported results from 653 auctions and an additional 232 withdrawn listings. The Tamarama property’s lower resale price reflects ongoing challenges faced by hotelier Diane Maloney, whose corporate entity Winchester 2 Pty Ltd owns the home but is currently dealing with significant debt disputes totaling $100 million.

Written for “Sydney Property Market Decline” on 2026-11-05, grounded in this article and the 0 other(s) covering the same event.

Story

📰 Sydney Property Market Decline
Economy/Business · 1 article(s) covering the same event.

Compared with similar articles

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How this article was measured signals, leaning charts, publisher record, byline, topics and claims

Signals How these are calculated →

Claims extracted
32
sentences that state something as happening or true
Uncertain
0%
0 of 32 hedged ("reportedly", "may", "according to")
Leaning
not political
takes no side on a contested political question
Publisher signals
61/100
The Sydney Morning Herald's corrections and hedging, across everything collected from it. Not a measure of accuracy.
Outlets on this story
1
Economy/Business
Same framing elsewhere
1
articles that frame the event the way this one does
Analyzed 2026-09-27 · how these are computed

How this is being covered How these are calculated →

Article leaning vs. publisher reliability
Source leaning vs. consistency

Publisher

The Sydney Morning Herald · 6112 article(s) · 15 correction(s) detected
Running correction rate · 15 correction(s)

Who wrote this

Elizabeth Redman
15 article(s) here · 0 carrying a prediction
🔮 The volume of auctions was lower than the previous week due to the quasi-long weekend ahead of the Melbourne Cup holiday on Tuesday, when the Reserve Bank will decide whether to increase the cash rate for the fifth time this year.
🔮 “You can wait for a better deal but you might not get a better property.”
🔮 Under the old system, the price range would have likely still been in place on auction day, and the reserve would have been set on the day.
🔮 The vendors will upsize.
🔮 But the auction market remains well below the 60 per cent threshold that would indicate a market balanced between buyers and sellers.
🔮 Increasing housing supply in these regions could help – in some small towns only a few extra homes could make a difference, he noted.
🔮 It was the final weekend before new auction rules, starting on October 16, will make it compulsory to publish the vendor’s reserve price a week before auction.
🔮 If the property is priced correctly it will sell,” he said.
🔮 I thought it might at least get the reserve.
🔮 “The market is affected in Stanmore, but probably a little bit less than maybe some others,” he said.
Also by Elizabeth Redman
Nothing else under this byline is closely related to this article, so these are simply their most recent.
All 15 articles by Elizabeth Redman →

Topics

Bondi Bronte Domain Sydney Winchester 2 Pty Ltd

Subjects

Maloney PERSON · 3× Cooley PERSON · 2× ASIC ORG · 1× Bondi PERSON · 1× Bronte PERSON · 1× Costas Nicodemou PERSON · 1× Diane Maloney PERSON · 1× Domain ORG · 1× Sydney GPE · 1× Winchester 2 Pty Ltd ORG · 1×

Narrative

This masthead previously reported that Maloney faced bill disputes, putting her at odds with contractors, her professional advisers and the receivers of her Plaza Hotel business who are collectively pursuing business debts said to total $100 million.
framing: assertive · carried by 1 article(s) · first seen 2026-09-27
2026-09-27 · The Sydney Morning Herald
Tamarama property that last traded for $29.2m resells for $20.25m · assertive framing

Claims (32 extracted, 0 hedged)

An oceanfront Tamarama property that last sold for $29.2 million in 2022 to hotelier Diane Maloney was resold at auction on Saturday for $20.25 million in a mortgagee-in-possession sale. asserted
that → sell → sale
The home at 9 Kenneth Street faces the famous Bondi to Bronte walk, and there is no road between the residence and the ocean. asserted
home → face → residence
It was offered with a price guide of $20 million. asserted
It → offer → million
The property was one of 1029 scheduled to go to auction in Sydney last week. asserted
property → schedule → Sydney
By Saturday evening, Domain recorded a preliminary auction clearance rate of 51 per cent from 653 reported results throughout the week, while 232 auctions were withdrawn. asserted
auctions → record → week
Withdrawn auctions are counted as unsold properties when calculating the clearance rate. asserted
auctions → withdraw → rate
This week’s result is slightly higher than last week’s preliminary result but remains below the key 60 per cent threshold considered to be a market balanced between buyers and sellers. asserted
result → remain → buyers
The Tamarama property was configured as a block of five apartments and a standalone beach shack and marketed as a blank canvas for the potential buyer to create their dream home. asserted
buyer → configure → home
The home’s owner is the corporate entity Winchester 2 Pty Ltd, whose director and shareholder is Maloney, but the organisation is listed as under external administration and/or controller appointed on ASIC records. asserted
organisation → list → records
Two mortgages are listed on the title. asserted
mortgages → list → title
Maloney is a Point Piper local and is known for generous parties. asserted
Maloney → know → parties
This masthead previously reported that Maloney faced bill disputes, putting her at odds with contractors, her professional advisers and the receivers of her Plaza Hotel business who are collectively pursuing business debts said to total $100 million. asserted
who → report → million
Three parties registered to bid for the Tamarama residence and all participated in the auction. asserted
all → register → auction
Proceedings began with a bid of $16 million and the price rose in increments of $1 million at first, followed by $500,000 and $250,000 bids. asserted
price → begin → bids
Ray White (Phillips & Co) director Alexander Phillips said the vendor decided to adjust the reserve to sell, and a family from Strathfield bought the property under the hammer for $20.25 million. asserted
family → say → million
There is no legal requirement for a vendor’s reserve to be in line with their property’s price guide. asserted
reserve → be → guide
The underbidder was a developer from the Hills district and the other party was an Australian man based overseas. asserted
party → base → district
“It is a rare, once-in-a-lifetime opportunity to live on the waterfront in Tamarama,” Phillips said. asserted
Phillips → live → Tamarama
“There is not many beachside areas in the eastern suburbs that don’t have a road in front of you. asserted
that → be → you
This just had a walkway.” asserted
This → have → walkway
Speaking broadly about the market, he said: “It definitely feels like it has levelled out. asserted
it → speak → market
Auctioneer Damien Cooley of Cooley Auctions conducted proceedings. asserted
Cooley → conduct → proceedings
“What we saw yesterday was the registered bidders compete for the property and market value was determined in the current market conditions,” Cooley said. asserted
Cooley → see → conditions
Elsewhere, a young first home buying couple paid $915,000 for a Caringbah apartment. asserted
couple → buy → apartment
The renovated two-bedroom home at 4/1-3 Jacaranda Road had a courtyard and a price guide of $850,000. asserted
home → renovate → 850,000
Four parties registered and all participated, starting with an opening bid of $800,000. asserted
all → register → 800,000
The price rose in increments of $5000 to $10,000 in a fast auction, passing the reserve price of $900,000. asserted
price → rise → 900,000
The vendors are selling to upsize, and most interest in the home had been from first home buyers. asserted
interest → sell → buyers
McGrath Cronulla selling agent Mitch Kenyon described the first home buyer market as “relatively robust” given the government assistance available. asserted
Kenyon → describe → assistance
“They are going to own the property for some time so it is not a bad time to be buying,” he said. asserted
he → go → time
He sold all three of his auctions this weekend. asserted
He → sell → auctions
“There is still good buyers out there and properties are still selling,” he said. asserted
he → be → ?
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