Mortgage broker Theo Chambers, husband of swimwear entrepreneur Natasha Oakley, is selling their Paddington investment property.
Alexander Phillips at PPD has issued a $3.55m guide.
Chambers bought the terrace at 169 Paddington St, Paddington in 2009, paying $1,785,000 for the 1890s terrace.
It became an investment property in 2010, when $1400 a week was sought by the then Oxygen Home Loans broker, who in 2013 went on to be the co-founder of Shore Financial, one of Australia’s top independent brokerages.
The rent was most recently at $1795 a week in 2024.
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Monday Swimwear co-founder Natasha Oakley and her mortgage broker husband Theo Chambers are selling their Paddington investment property. Picture: realestate.com.au
Chambers is set to direct the sale proceeds into Shore Invest, his commercial property syndication business, which offers investors 5 to 8 per cent rental yield expectations.
Late last year the couple, who married at Capri in mid-2023, relocated from their Potts Point rental to their rebuilt $17m Bellevue Hill home, having sold their $8.625m Paddington residence.
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The end-of-row terrace has three ensuite bedrooms – one on the first level, another on the second, and one in a studio retreat at the rear of the walled courtyard. Picture: realestate.com.au
Out the back.
Phillips is marketing the May 16 auction listing as “Paddington at its most desirable”, with its Paddington St location being situated between Five Ways and the Woollahra village.
Set behind its ornate filigree facade, the end-of-row terrace has three ensuite bedrooms – one on the first level, another on the second, and one in a studio retreat at the rear of the walled courtyard.
There are two living rooms, one at the front of the home and one at the rear, and an open plan Corian kitchen and dining space.
PropTrack puts the Paddington house median at a near record $3.62m, up 5 per cent annually.
The Chalmers’ terrace sits among the 30 post-Easter offerings of Phillip’s sales team.
They include another Paddington St terrace, Como, built in 1862 as the family home of William Taylor, the Paddington mayor.
Natasha Oakley and Theo Chambers. Picture: Instagram
Phillips’ recent social media posts have advised that his team had secured 69 sales in the first quarter of 2026, totalling $347m, having achieved $995m last year.
Phillips posted that 2026 has been a “fast-changing and challenging environment”, but he says the team had stayed “ahead of the curve, ensuring we’ve got the vendors their best results”.
He noted that some price points have corrected by “10 to 15 per cent”.
Some 13 years after becoming a founding partner at PPD, alongside Jason Pantzer and Debbie Donnelley, Phillips is off shortly to open his own office, having spent $7.25m on adjacent Queen St retail premises.
The home has a $3.55m price guide.
It last changed hands in 2009.
Swimwear Queen Oakley is estimated by the Australian Financial Review to boast a net worth of around $128m. She has appeared on the publication’s Young Rich List having built her wealth on the back of the her Monday Swimwear company and online fitness platform The Pilates Class.
Monday Swimwear reportedly sells 500,000 units worldwide annually and Oakley boasts 3.5 million followers on the Instagram account, in another example of her’s and her swimwear’s incredible popularity.
Natasha Oakley showing off her swimwear in New York City. Picture: Instagram
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