Media Executive Hamish McLennan Lists Darling Point Mansion
The grand harbourside residence combines sweeping Sydney Heads views, resort-style entertaining and refined designer finishes with a reported $36 million price guide.
The grand harbourside residence combines sweeping Sydney Heads views, resort-style entertaining and refined designer finishes with a reported $36 million price guide.
Media executive Hamish McLennan and his wife Lucinda have just listed their elegant Sydney harbourside mansion, with a price guide of $36 million.
Their luxurious four-bedroom family home in Darling Point is being offered through an expressions-of-interest campaign with the Ray White Double Bay duo Elliott Placks and Ashley Bierman.
McLennan, who is chairman of ARN and REA Group, incoming chairman of DroneShield, and a director at Light & Wonder, and his wife, Lucinda, are reportedly planning to downsize from the 771 sq m block.
Last traded in 2023 for $29.25 million, the McLennans purchased 19a Eastbourne Rd from Olympic gold medal-winning recruitment executive Mark Kerry and interior designer Lynda Kerry.
The Kerrys had engaged architect Andrew Barnyak to completely transform the Californian Mission-style property after buying it for $11 million in 2020.
In March this year, a neighbouring home at number 15 sold for $21 million. That 1920s five-bedroom residence had undergone a thorough renovation by owners Tasmin Johnson and bespoke tailor Patrick Johnson.
Apartment developer, Eduard Litver, sold his six-bedroom residence at 29 Eastbourne Rd in 2022 for $24 million. According to Cotality records, the street price record was set in 2017 when number 21 sold for $31.8m.
Positioned on the harbour side of Eastbourne Rd, the three-storey home at number 19a offers panoramic northerly views of the water from Manly to Sydney Heads. It has 687sq m of internal living space, including a dramatic central double-height void at the heart of the footprint.
The spacious ground floor features several large formal and informal living areas. Past the stately arched entrance way, the central void opens up above the dining and kitchen area, creating a mezzanine gallery level crowned by a grand illuminating skylight.
In the commercial-grade gas and marble kitchen, there is a vast eat-at island bench, a hidden butler’s pantry and high-end appliances.
The spacious lounge zone features a Jetmaster fireplace, a sunroom nook, a separate media room with another fireplace, and French doors opening to a long terrace overlooking the harbour.
At the same level, a guest bedroom has built-ins and an ensuite bath.
Upstairs, there are two bedrooms, including a large main suite with extensive walk-through wardrobes, a hotel-style ensuite featuring a freestanding tub with a view, and a terrace that spans the full width of the home.
On the lower level, a spacious family retreat opens onto another terrace. This area includes an informal rumpus room with a fireplace, a sandstone wine tasting room and cellar, a bedroom, and a bathroom.
Resort-style alfresco features include a heated swimming pool and spa, complemented by a barbecue cabana with its own cosy fireplace.
The Darling Point home has a long list of added extras with a lift to all three levels, a big family-friendly laundry, luxury detailing such as high coffered ceilings, timber floors, premium wallpaper, and natural limestone finishes, plus a lock-up garage.
Eastbourne Rd is close to Double Bay shops, the Double Bay Sailing Club, wharf, Steyne Park, Double Bay Public School, and transport.
On the market via an expressions of interest campaign with Ray White Double Bay, 19a Eastbourne Rd, Darling Point is expected to sell around $36 million.
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Restored Victorian Italianate manor Earlswood combines two substantial residences on 778sqm and leads the prestige offering from the newly established Ray White Phillips & Co.
Alexander Phillips has unveiled his first newly launched trophy campaign since establishing Ray White Phillips & Co, with the landmark Randwick estate Earlswood being offered with a guide of $10.5 million.
The listing is an early statement for Phillips’ new Woollahra-based agency. Less than a month after opening, Ray White Phillips & Co had already secured more than $30 million across a series of booked auction campaigns, including the $9 million sale of 92 Ocean Street, Bondi, and sales in Waverley, Bronte, Clovelly, Paddington and Coogee.
Phillips also recently sold 9 Kenneth Street, Tamarama, for $20.25 million, the highest reported Eastern Beaches sale of 2026.
The latest addition to the agency’s books is one of the eastern suburbs’ more distinctive estates.
Occupying 778 sqm at 54 Dutruc Street, Earlswood pairs a restored Victorian Italianate manor with an adjoining two-storey contemporary residence designed by X-PACE Design Group.

The original home was built in 1891 and is a locally listed heritage residence within Randwick’s St Marks conservation area. Its restoration retains much of the formality and detail expected of a grand Victorian property, including a substantial entrance foyer, frescoes by Augusto Lorenzini, four-metre ceilings, marble fireplaces and a series of reception and entertaining rooms.
Four king-sized bedrooms are arranged on one level, while an attic retreat captures views towards the ocean. More recent additions include a custom kitchen with Gaggenau appliances, a butler’s pantry, Spotted Gum floors and ducted air-conditioning.
Next door, the second residence takes a distinctly contemporary approach. Off-form concrete, wide oak floorboards and clean architectural lines establish a deliberate contrast with the ornate historic manor.
The modern home contains three upper-level ensuite bedrooms, two living areas, a designer kitchen, courtyard and north-facing rooftop terrace. Villeroy & Boch-appointed terrazzo bathrooms and Italian lighting continue the detailed finish found throughout the estate.

Although architecturally different, the two homes have been designed to operate together or independently. Each has its own entrance, while both connect to a four-car basement containing a vehicle turntable, wine cellar and internal lift access.
The configuration lends itself to multigenerational living, accommodation for adult children or extended family, or a principal residence with a separate income-producing home. The properties have also been prepared for possible future title subdivision, subject to council approval.
The estate spans approximately 717sqm of internal floor area and has a 39-metre frontage to Rae Street, as well as landscaped gardens and dual-street access. It last changed hands for $10.75 million in November 2023, according to publicly available property records.
Earlswood arrives as Phillips begins the next phase of a 24-year career in Sydney’s eastern suburbs. He has been ranked among Australia’s leading residential agents for more than a decade, with his team reported to transact more than $1 billion in property annually across more than 400 clients.
Phillips said his decision to launch Ray White Phillips & Co was driven by the industry’s increasing reliance on technology, data and network reach, while maintaining his team’s focus on the eastern suburbs.
For Ray White, Earlswood provides an appropriately high-profile introduction to its newest prestige operation: a rare dual-residence property that offers both a carefully preserved piece of Randwick’s history and a markedly contemporary way of living.
Earlswood at 54 Dutruc Street, Randwick, is being marketed by Alexander Phillips of Ray White Phillips & Co through expressions of interest closing November 5.
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