16/5 St Marks Road, Darling Point, NSW 2027
Auction 4 July
2 1 1
Open Thursday 4 June 2:00 pm Auction Saturday 4 July 2:30 pmOriginally a heavily timbered headland, it was subdivided into large estates for Sydney's elite in the mid-1800s. During the 20th century, many grand mansions were replaced by high-rise luxury apartments, creating the dense, prestigious skyline seen today.
A quiet, affluent residential enclave dominated by high-end apartment living and some of the nation's most expensive free-standing homes.
How this suburb feels day-to-day.
Dominant dwelling stock.
Typical entry to ceiling.
Darling Point is a 'destination' suburb where buyers prioritize lifestyle and status. It is less sensitive to interest rate hikes than the broader market but highly sensitive to global financial conditions.
$8m – $60m+
$1.2m – $15m+
12-month movement
Current asking rents
The unit market is diverse, ranging from 1960s 'Company Title' blocks to ultra-luxury modern penthouses, making median prices highly dependent on the mix of stock sold.
Price comparison
Median price ÷ median income
Estimated rental yield
Affordability is not a driver here; the market is fueled by high-net-worth individuals and downsizers from large family estates.
Lower = tighter market
Avg time on market
Annual rental increase
Corporate executives, medical professionals, and wealthy international students.
Low yield but high-quality tenant profile. Capital growth is the primary objective, with very low risk of long-term vacancy.
Expect steady, low-volatility growth. Darling Point will likely remain a top-performing suburb for capital preservation rather than speculative gains.
vs last 12 months
Relative comparison
Check building security systems and underground parking access, as these are the primary safety features for residents.
The primary risks are financial and structural rather than environmental.
Negligible risk due to elevated topography.
No risk.
High premiums for waterfront properties and older high-rise buildings due to replacement costs.
Heritage Conservation Area, Foreshore Scenic Protection Area.
Limited to boutique luxury redevelopments of older apartment blocks.
Strict heritage controls mean that any renovation or external change will face significant council scrutiny.
Excellent ferry and train access via Edgecliff.
High-end lifestyle with yacht clubs and parks, but lacks a local 'high street'.
McKell Park and Rushcutters Bay Park are within walking distance.
Access to elite schools like Ascham, Cranbrook, and Scots College.
Close to St Vincent's Hospital and private clinics in Double Bay.
A mature, wealthy population characterized by high education levels and professional success.
The high proportion of retirees and empty-nesters creates a quiet, stable community with low turnover.
Development is mostly restricted to high-end refurbishments and small-scale luxury apartment replacements.
Residents value the suburb for its peace, security, and world-class views, though they acknowledge the lack of local shops as a minor inconvenience.
There is nowhere else in the world like waking up to the harbor every morning; it's so quiet you forget you're minutes from the city.
The strata levies are high, but the concierge and maintenance in these buildings are top-notch.
The ferry is the best way to commute, though the hills are a bit of a workout if you're walking to Edgecliff.
Buying here was tricky because of the Company Title rules, but the capital growth has been very reliable.
Living here feels like being on a permanent holiday, even if I have to drive to get my groceries.
I feel completely safe walking the dog at any hour; the community is very watchful and respectful.
Position the property as a 'legacy asset' rather than just a home. Emphasize the exclusivity of the address and the lifestyle benefits of the peninsula location.
Best suited for long-term capital growth and wealth preservation rather than high rental yield.
High entry costs, potential for high special levies, and financing restrictions on certain titles.
Unmatched prestige and safety.
Limited local shops and very steep hills.
Strict adherence to Woollahra Council's short-term rental regulations is required.
Focus on 'The Ultimate Sydney Address' and 'Uninterrupted Harbour Panoramas'.
Wealthy empty-nesters, corporate executives, and international investors.
This report is based on data available as of 2026-03-13. Property investment involves risk. This information is for educational purposes and does not constitute financial or legal advice. Always conduct independent due diligence and consult with professionals before purchasing.
Now
Before
Auction 4 July
2 1 1
Open Thursday 4 June 2:00 pm Auction Saturday 4 July 2:30 pm
Buyers guide $2,500,000
3 2 2
Open Thursday 4 June 12:15 pm Auction Saturday 27 June 9:00 am
Price guide $3,300,000
3 2 1
Open Saturday 6 June 10:00 am Auction Thursday 18 June 5:00 pm
Buyers guide $3,300,000
3 2 1
Open Saturday 6 June 11:15 am Auction Saturday 20 June 11:00 am
Buyers guide $14,000,000
3 3 2
Open Saturday 6 June 1:00 pm Auction Saturday 13 June 2:00 pm
Auction Guide $2,000,000
2 1 1
Open Thursday 4 June 12:15 pm Auction Tuesday 30 June 5:00 pm
A Landmark Harbour Estate of Unrivalled Luxury and Prestige
Auction
3 2 2
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