“We don’t have enough stock to satisfy clients waiting to purchase their escape out of the city.”
4 min
Deborah Cullen has worked her way through the real estate industry, from boutique agencies and corporate heavy-hitters, to selling Sydney’s finest homes.
However, through 2020’s pandemic, Cullen saw an opportunity to specialise her skillset, partnering with Richard Royle to open a boutique (and luxurious) agency with a renewed focus on rural estates and coastal escapes away from the capital cities.
We caught up to discuss the capital city exodus of COVID and how the second-home market continues to play out.
Kanebridge News: I guess we’ll start at the beginning of your property career – you were a Personal Trainer before, why property?
Deborah Cullen: Fitness and real estate are passions for me. Firstly, real estate – for me it was a love of renovating and styling that made me fall in love with properties. I used to go to inspections, view beautiful homes and get ideas for what current trends were for my own family and future homes.
Working as a fitness coach is all about communication and care, all easily transferrable skills into selling property I think.
KN: In 2020 you launched a new boutique agency – Cullen Royle – what was the catalyst there? What makes it different?
DC: After starting and heading up a prestige team within a large corporate business I saw the opportunity in a COVID affected market to provide a very personalised boutique service and one that focused on family and lifestyle properties rather than one that concentrated on volume and transactions. I
Working together with my business partner Richard Royle, who also came from large corporate background in rural and agribusiness, our work is based on personal referrals and repeat business. We have seen an incredible amount of business come our way since starting Cullen Royle and we feel very honoured and blessed to look after our clients most important and valuable property assets.
KN: How is it different selling a rural estate to a waterfront Sydney mansion?
DC: They both can be emotional purchases. Country lifestyle estates are usually driven by family desires to getaway and be together. Waterfront homes are wonderful estates to represent as we see a huge response from our expat database – but they also usually include the added check list of requirements such as best schools, transport, shopping, entertainment etc. So, it needs to work on many more levels to be a perfect fit.
KN: What about your personal preference, rural or coastal?
DC: That is a tough one but luckily I get to spend time at both for my clients. It is very common for our clients to have a city base, country estate and beach house. I really enjoy the coast myself, but I have to say, wintertime in the country with the fireplaces lit and the glass of red is very hard to beat.
KN: How noticeable was the shift away from the cities to regional pockets of Australia?
DC: It was and still is an amazing shift that gained momentum very quickly. Country and coastal homes were always popular but then when the COVID experience hit us, the desire to be away in nature and fresh air everyday escalated to a new level. It is still there, we don’t have enough stock to satisfy clients waiting to purchase their escape out of the city.”
KN: Are prestige buyers still looking to move out of the cities permanently, or is the market returning to those looking for a 2nd home? What’s the split like?
DC: It is very definitely still a split lifestyle between a city base and lifestyle retreat. What we have seen is the city base become the smaller home and the coastal or country home be a larger investment. Those who are moving permanently are doing so to be with family or making it a definite business relocation. Most of our clients want the flexibility to still stay in the city when needed so have a foot in both camps.
KN: What regional areas do you think are growing with popularity now, and which do you see as having potential over the next few years?
DC: We have seen areas come back to life again that are still an easy drive to big cities. In particular the Hunter Region is now a strong lifestyle draw and has the inclusion of tourism and entertainment on its doorstep. The other area is the South Coast of Sydney, the Blue Mountains and Mudgee regions which continues to draw those from the city out. There is a tremendous amount of luxury stays and farm getaways in these areas that are making people consider these regions as options.
KN: What of the prestige property market as a whole – is it to continue to be as safe and as in demand as ever?
DC: The resilience of the Sydney prestige market in particular has shown continually to be a sound investment. It really comes down to the amount of quality properties being available in blue ribbon areas. Sydneysiders are driven by the desire to be near the harbour and beaches plus have a stunning country retreat. These quality estates will always attract a discerning audience to assess. We see this continuing for the foreseeable future for sure.
KN: What do you make of the trend of downsizers or rightsizers? Do you think that will continue to grow and perhaps lessen the appeal of a sprawling country estate or coastal home in the future?
DC: Rightsizing is all about finding the right home for a particular time in your life. At the moment, we are seeing an abundance of clients purchasing estates to have the opportunity to share and gather for celebrations and to create precious memories. I don’t think that will change for a while with COVID still being an influence in our lives.
In 2021, luxury estate purchases are now about the experience shared together as a family and the options of where they can do this? Well, that, can be anywhere now. So let us at Cullen Royle do the hunting and find it for you.
Rugged coastal drives and fireside drams define a slow, indulgent journey through Scotland’s far north.
A haven for hedge-fund titans and Hollywood grandees, Greenwich is one of the world’s most expensive residential enclaves, where eye-watering prices meet unapologetic grandeur.
A haven for hedge-fund titans and Hollywood grandees, Greenwich is one of the world’s most expensive residential enclaves, where eye-watering prices meet unapologetic grandeur.
4 min
Greenwich, Connecticut, is in New England (just barely), but that doesn’t mean it’s a quaint, sleepy small town with covered bridges and white churches on the green.
It’s leafy, certainly, but it’s also a luxury-minded power centre close to New York City, with many celebrity residents (director Ron Howard, singer Diana Ross, actor Meryl Streep and, at one time, Australia’s own Mel Gibson).
The main shopping street, Greenwich Avenue, is home to brand stores such as Hermès, Kate Spade, Saks Fifth Avenue, and Tiffany & Co.
And Greenwich, particularly in the “back country” north of the Merritt Parkway, is host to some of the most exclusive real estate in the world.
The average price for a single-family home in the second quarter of 2025 was USD $3.25 million (AUD $4.9 million). But that’s merely an entry point, buying a smaller home in one of the town’s less desirable neighbourhoods.
What does USD $43 million (AUD $66 million) buy in Greenwich?
Last autumn’s most expensive listing offered a 1,068-square-metre waterfront home with eight bedrooms and 11 bathrooms, plus “Gatsby-like lawns”, a gym, games room, party room, wine cellar, fruit orchard, pool and spa. The front and side porches have heated floors.
Prefer something more traditional and secluded? For USD $33 million (AUD $50 million), buyers could close on an 11,760-square-metre Georgian manor on 3.2 hectares, featuring eight fireplaces, an elevator, and a dumbwaiter.
The first floor features a three-storey cascading chandelier. For bibliophiles, there’s a two-storey mahogany library. If bocce is more your pace, a similar USD $25 million compound on 7.5 hectares, built for a liquor magnate in 2009, may appeal. Fourteen bathrooms should suffice.
The Greenwich market is strong, but not without challenges.
“The big problem is that there’s no inventory,” said Evangela Brock, an agent with Douglas Elliman. “It’s extremely low at all price points.”
In November, just 15 properties under USD $1 million (AUD $1.52 million) were listed without contracts, compared with 23 above USD $10 million (AUD $15.2 million). Of those, six had contracts pending. Greenwich has more than 17,000 single-family homes.
Kanebridge Quarterly toured two mid-priced houses in Greenwich. “You don’t lose money in Greenwich real estate,” said Beth MacGillivray, a realtor with the Higgins Group. “This is the hot spot.”
MacGillivray opened the door to a 733.9-square-metre Georgian colonial in the Sherwood Farms Association development her family built in 2005. The house was expected to sell for about USD $5 million (AUD $7,743,535).
The six-bedroom, four-level house is move-in ready, with staged furniture showing its potential and many of the amenities that buyers in this range expect.
Visitors enter through a two-storey foyer with a marble floor. A circular staircase leads to an airy living room with double-height ceilings.
There’s a main bedroom with his-and-hers bathrooms, a cherry-panelled library with cigar-smoke venting, five fireplaces, and a state-of-the-art kitchen with a breakfast nook by Greenwich-based designer Christopher Peacock.
Most rooms have huge walk-in wardrobes. Even the laundry room has granite countertops. Custom millwork, cabinetry and fixtures are evident throughout.
The drawbacks? A smaller yard and no pool. Still, refugees from the city would marvel at the abundant interior space.
Not far away, an entirely different house was on the market for USD $2.66 million.
The imposing 696.7-square-metre, nine-bedroom, seven-bath Georgian/Federal home on Shady Lane in the Glenville neighbourhood was built in 1900. Its good bones and inherent grandeur were apparent, as was a clear need for updating.
“It’s a good project for someone,” said realtor Kaori Higgins. “It needs the right buyer, someone who is looking to return it to its stately original condition.”
Given the hot market, some buyers may be tempted to tear it down and build anew.
But the house is filled with charming period details, including hand-built stone fireplaces, reading nooks, pocket doors, leaded windows and beautiful original millwork.
The second floor offers a vast veranda with views of Long Island Sound and a built-in swimming pool.
The drawbacks? Bathrooms that were awkwardly redesigned in the 1970s, unsightly flooring on the upper levels, and crumbling exterior elements.
Higgins noted that a nearby sister property, fully renovated, sold for USD $11 million (AUD $17 million). Any buyer of Shady Lane’s faded elegance would need both imagination and deep pockets.
For contrast, Kanebridge Quarterly left Greenwich for nearby Fairfield’s upscale Greenfield Hill neighbourhood to visit Lion’s Gate, a 595 square metre Tudor Revival home built as a modest dwelling in the 1920s but extensively expanded and remodelled in 2000.
With three acres of land, a guest cottage, an artist’s studio and a pool house, the asking price is USD $3.3 million (AUD $5 million). Like the Sherwood home, Lion’s Gate is flawlessly move-in ready, with designer touches throughout.
The entire second floor was added during the renovation and features parquet flooring, a massive main suite, arched doorways and 2.74-metre ceilings.
Many rooms include walk-in wardrobes, extensive carved millwork and built-ins. The wood-panelled library (on the site of the former stable) is warm and inviting.
The expansive kitchen includes a window seat with a hand-painted ceiling, a wine cooler and a butler’s pantry.
Realtor Lorelei Atwood said Fairfield faces the same inventory shortage as Greenwich.
“Demand is growing as more New York-based executives are being told they have to report to the office,” she said. “Fairfield has always been a commuter town.”
Why is this home USD $3.3 million (AUD $5 million), and the Sherwood property around USD $5 million (AUD $7,743,535)?
Location. Greenfield Hill is lovely, but Greenwich real estate occupies a rarefied class of its own.
Note: Thanks to realtor Sherri Steeneck for chaperoning.
This story appeared in the Autumn issue of Kanebridge Quarterly, which you can buy here.
