When a name like Simon Madden pops up in the property pages, people take notice, and not just footy fans. The Essendon legend, a 378-game premiership hero and one of the most respected ruckmen the AFL has seen, has listed his long-time family home on Glass Street, Essendon, with a price guide north of $2.6 million.
It’s a significant listing, not only because of who’s selling, but because of what it says about Essendon as a place to live, invest and put down roots for the long haul.
A Premiership Hero and a 40-Year Essendon Address
Madden’s connection to the suburb runs deep. He’s owned the four-bedroom home for around 40 years, raising his family there and becoming part of the local community. In property terms, that sort of tenure is often described as “sticky”, once people buy into Essendon, they tend not to leave.
Families grow, kids go to school, careers evolve, but the address stays the same. That longevity is one of the suburb’s defining characteristics and a big reason buyers continue to circle whenever quality homes come to market. When long-term owners finally decide to sell, it’s often after many years.
What the Glass Street Listing Says About Essendon Property Values
The Glass Street property itself is emblematic of what makes Essendon so appealing. Large blocks are increasingly rare across Melbourne, but Essendon has held onto its generous allotments, particularly in its established pockets. Add in period homes, leafy streets and a strong sense of a happy neighbourhood, and it’s easy to see why properties here attract premium price guides.
While $2.6 million-plus is undeniably a high entry point, it reflects the underlying value buyers see in space, character and location (rather than short-term market hype). In many cases, buyers are paying for land size and long-term potential just as much as the dwelling itself.
From Family Homes to Prestige Territory
Importantly, listings at this level aren’t outliers anymore. Essendon has quietly but consistently moved into prestige territory over the past decade. Homes on oversized blocks or with strong architectural appeal often command prices that rival traditionally blue-chip suburbs.
For many buyers, Essendon represents a balance: the lifestyle and prestige of the inner city without the density or congestion found closer to the CBD. It’s not uncommon for buyers to upgrade within the suburb rather than leave it altogether, yet another sign of strong local loyalty.
Market Confidence and Owner-Occupier Stability
So what does a listing like Madden’s mean for the broader local market? In simple terms, it reinforces confidence. High-profile, tightly held homes coming to market signal maturity rather than volatility. They show that long-term owners are sitting on significant equity and that demand remains deep enough to support premium pricing.
Even in a climate shaped by fluctuating interest rates and cautious lending, Essendon continues to perform as a suburb underpinned by genuine owner-occupier demand. Suburbs dominated by people who actually live in their homes, rather than short-term investors, tend to be more resilient during market corrections, and Essendon fits that profile neatly.
For buyers considering entry into a tightly held suburb like Essendon, working with experienced Essendon mortgage brokers can be invaluable in navigating lending options and structuring finance for higher-value homes.
Why Essendon Is Still a Good Place to Buy
Beyond the numbers, Essendon remains a great place to buy because it delivers on lifestyle. Proximity to elite schools is a major drawcard, with respected public and private options nearby, making the suburb especially attractive to families planning ahead. Educational access alone can anchor demand for decades, regardless of broader economic cycles.
Then there’s the local café culture. Favourite places like Rose Street and Keilor Road are packed with eateries that feel vibrant without being overwhelming. It’s the kind of scene where locals know their barista, weekend brunch is a ritual, and evenings can be as relaxed or lively as you like.
Seamless Transport and Inner-City Access
Transport connectivity also plays a huge role. Essendon’s train lines, trams and arterial roads offer seamless access to the CBD, making it a practical choice for professionals who want an easy commute.
For many buyers priced out of inner-east suburbs, Essendon offers a compelling alternative that still keeps the city within easy reach, without the feeling of being boxed in.
Long-Term Growth in the Inner-Northwest
The inner-northwest more broadly continues to benefit from infrastructure investment, population growth and shifting buyer preferences. As people prioritise space, schools and lifestyle over postcode prestige alone, suburbs like Essendon stand to gain.
Simon Madden’s decision to sell after four decades isn’t just the end of a personal chapter, it’s a reminder of why Essendon has long been considered a safe bet. When legends choose to stay for 40 years, and buyers continue to compete for the chance to follow in their footsteps, it says something powerful about the suburb.

