REVEALED: THE BIGGEST BLOCKERS TO PROPERTY SUCCESS
A clear strategy matters more than a high income, say two of Australia’s top property experts.
A clear strategy matters more than a high income, say two of Australia’s top property experts.
When it comes to property investing, most people don’t fail because they picked the wrong suburb or mistimed the market. They fail before they even begin — not from bad decisions, but from the wrong beliefs.
Property commentators Bryce Holdaway and Ben Kingsley say mindset is often the biggest barrier, not money or opportunity. After two decades advising Australians on how to build wealth through property, and being investors themselves, they’ve seen how a few common myths can keep people stuck on the sidelines.
Here, they break down the six most damaging beliefs holding Australians back and reveal the mindset shifts that could make all the difference.
This is the most common belief that holds people back. Many assume property investing is reserved for high-income earners or people who already have significant wealth.
In reality, wealth is built by what you do with your income, not how much you earn. Holdaway and Kingsley have worked with teachers, tradies, nurses and young professionals who all started with modest savings. The difference? They followed a strategy aligned to their goals, avoided spruikers, and played the long game. You don’t need to be rich — just intentional.
Education matters, but perfectionism is progress’s worst enemy. They’ve met countless people stuck in a loop of reading books, attending webinars, and watching YouTube videos — and never taking the first step.
Property investing is a marathon, not a sprint. You don’t need all the answers before you begin. You need a clear goal and a trusted process.
We hear this every time the market rises. And yet people were saying the same thing 10, 20, even 30 years ago.
The truth? The best time to invest was yesterday — the second-best time is today. Property rewards time in the market, not timing the market.

Every investment carries risk, but inaction driven by fear is often the greater danger. In Australia, property represents more than investment; it’s stability, aspiration, and security.
Yes, buying the wrong asset in the wrong place is risky. But that’s a reason to get educated, not a reason to avoid the market altogether. When you buy investment-grade property in a good location with a long-term view, risk becomes manageable. You’re not gambling — you’re making a calculated decision.
Some investors chase a big portfolio. But the truth is, you only need enough income to live the life you want — and that often comes from two or three high-performing properties.
The authors have seen small, strategic portfolios outperform larger ones built on volume. It’s not about how many properties you own — it’s whether they’re working for you.
You’re never the wrong age to shape your financial future. Young investors often underestimate their greatest asset — time. Older Australians worry they’ve left it too late. But Holdaway and Kingsley say they’ve worked with people in their 40s and beyond who’ve built strong passive income streams later in life.
It’s not about age. It’s about clarity, action and alignment with your goals.
Bryce Holdaway and Ben Kingsley are co-authors of How to Retire on $3,000 a Week: The Property Couch’s Playbook for Passive Property Investing (Major Street Publishing RRP $32.99). They are two of Australia’s leading voices in property.
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Hospitality entrepreneurs Bruce and Chyka Keebaugh have set a new price benchmark for apartment living in Richmond with their purchase of a Carmine House penthouse.
Leading Australian development manager Fortis has secured a landmark off-the-plan sale at Richmond Square, with high-profile hospitality entrepreneurs Bruce and Chyka Keebaugh purchasing a 550sqm penthouse residence in Carmine House, establishing a new price benchmark for apartment living in Richmond.
The purchase underscores the continued demand for premium, amenity-rich residences in Melbourne’s inner east.
The transaction marks a significant milestone for the $330 million mixed-use precinct, reinforcing buyer appetite for integrated, lifestyle-led developments.
Richmond Square comprises two residential offerings – Carmine House and Wiltshire House – alongside a 57-room boutique hotel, strata office space and a curated mix of retail and lifestyle operators.
As part of Carmine House, residents have access to hotel-style amenities and services, including concierge, housekeeping, dry cleaning and in-residence food and beverage delivery.
Best known for building The Big Group into one of Australia’s leading luxury hospitality and events businesses, the Keebaughs were drawn to the precinct’s integrated lifestyle offering and its proximity to Melbourne’s hospitality, cultural and sporting precincts, while remaining well connected to the Mornington Peninsula, where they spend much of their time.
As well, Chyka is well known to Australian audiences as one of the original stars of The Real Housewives of Melbourne, appearing across three seasons of the hit reality series.
Alongside her business ventures with Bruce, she has built a public profile as a lifestyle authority, authoring two books on home and entertaining, Chyka Home and Chyka Celebrate.
“We weren’t simply looking for a luxury apartment,: the couple said. “We were looking for a home that delivers an exceptional lifestyle every day. The combination of design, walkability, security and the broader precinct vision for the broader precinct immediately stood out.”
Jordan Winada, Head of Acquisitions (Commercial) Victoria at Fortis, said the result highlights evolving priorities at the top end of the market.
“This sale reinforces that premium buyers are prioritising the complete lifestyle experience,” says Winada.
“They’re increasingly looking beyond the apartment itself and assessing the quality of the surrounding neighbourhood as well.”
Sean Cussell, Director at Christie’s International Real Estate Victoria, who negotiated the transaction, said the result reflects the lack of comparable product at this level of the market.
“There’s simply no direct comparison for this in Richmond. It’s not just an apartment; it’s part of a fully integrated precinct combining residential, hotel, workplace and lifestyle amenity,” Cussell said.
“Buyers are increasingly assessing the broader offering, from amenity and walkability to service and convenience. Projects that deliver a complete lifestyle experience continue to outperform.”
The sale contributes to Fortis’ strong national performance, with the business recording more than $124 million in sales since March, the last three all record-breaking penthouse sales across the country, reflecting sustained momentum across its portfolio and continued appetite for premium, design-driven developments.
This follows Fortis’ recent record-breaking Ruby House penthouse sale in Sydney’s Double Bay, which set a new benchmark for apartment living in the suburb and underscores the strength of demand at the ultra-premium end of the market.
Richmond Square will announce its hospitality and lifestyle operators in the coming weeks as the project progresses towards completion this year.
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