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Former Windsor Castle Hotel sells for Paddington record

A former beloved local pub turned prestige property has broken the Paddington suburb record.

The home sitting in the commanding corner position of one of Sydney’s most highly desired neighbourhoods sold on the first week of October, prior to when the property was set to go to auction.

The residence at 72 Windsor Street was owned by former Goldman Sachs executive David Nolan and his wife, Anita, and sold for close to $27.5m via McGrath Double Bay’s Luke Hogan and Will Manning.

The result surpassed the previous suburb record of $20m that had been to the sale of a penthouse atop the converted Royal Hospital for Women purchased by climate change activist Geoff Cousins and his author wife Darleen Bungey in 2023.

MORE: Sydney’s greatest home conversions revealed

72 Windsor Street, Paddington

It was originally built in the 1880s and operated as the former Windsor Castle Hotel.

Then reimagined into a private residence in 2012, with previous owners since continued to enhance its grandeur inside.

In the basement level of the four storey home you will find a five car garage along with a 1,8000 bottle cellar and storage areas.

The basement level of the home

The rooftop terrace

Aerial image of the Paddington residence

A four person lift affords access from the basement takes residents and guests to the ground living, dining and kitchen that flows to the outside area including a plunge pool.

Three bedrooms sit on the level above all with ensuites, including a fourth bedroom or study.

Up another level is an entire floor catered to the master suite with an outdoor north facing entertaining terrace with fireplace.

On the uppmost level is an uppermost rooftop terrace.

MORE: $1bn Double Bay hotel plan approved

The Windsor Castle Hotel prior to the transformation. Images: Supplied

Inside the pub before

Selling agent Mr Manning said the property is absolutely iconic in every way, steeped with so much history that old and young people remember it for being the iconic pub that attracted people from all walks of life.

“Not only its architecture is iconic — a lot of people remembered when it was the pub and what it looked like,” he said.

“There is intrigue because not many people get the opportunity to see what is behind the doors.”

MORE: Housing crisis ‘hidden in plain sight’

72 Windsor Street, Paddington. NSW RE

According to Mr Manning, there was enormous interest from the start influencing the sale prior to the set auction date.

“We did pre-qualified inspections due to the fact it is so iconic and it created so much interest,” he said.

“We ended up with a number of parties, that came down to three parties, then came down to two parties.”

Mr Manning said this successfully sold on Friday, after a 48 hour intensive negotiation between a local and international buyer.

“Each other time I sold it, it generated a lot of interest and it was always going to smash the Paddington record,” he said.

MORE: Massive change for Nicole Kidman’s Sydney cinema

The post Former Windsor Castle Hotel sells for Paddington record appeared first on realestate.com.au.

October 9, 2025/0 Comments/by JKents
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