New Shared Path and Cycleway Proposed for O’Sullivan Road in Rose Bay


A stretch of O’Sullivan Road in Rose Bay could soon become safer and easier for locals to walk, run and ride, with a proposed 1.7-kilometre upgrade adding a wider shared path and a separated cycleway.



The proposed upgrade would run along O’Sullivan Road between Old South Head Road and New South Head Road, creating a mix of separated cycleway and shared path designed for people travelling on foot or by bike. 

The concept design describes a total of 1.7 kilometres of new path work, made up of about 900 metres of shared path and 800 metres of separated footpath and cycleway. At its narrowest point, the shared path would be three metres wide, allowing about 1.5 metres in each direction. The separated cycleway would be about 2.4 metres wide, allowing about 1.2 metres in each direction.

Photo Credit: Your Say-Woollahra

How the Bike Route Would Be Separated

For the section with a separated cycleway and footpath, the design includes a concrete barrier, described as a concrete “lip”, between the cycleway and the parking lane. The existing nature strip and kerb would remain in place to separate the cycleway from the footpath.

Project material states the current on-road bike lane on much of O’Sullivan Road can be unsafe and hard to use when large parked vehicles, including cars, boats and trailers, encroach on the lane. The proposed mix of shared path and separated cycleway is intended to improve safety by keeping riders away from traffic lanes.

Photo Credit: Your Say-Woollahra

Two New Crossings Proposed

Two new pedestrian crossings are proposed as part of the plan, in response to local requests. A raised pedestrian crossing is proposed near Bunyula Road, close to the entrance to the Woollahra Golf Club car park. A signalised pedestrian crossing is proposed on O’Sullivan Road near the major intersection with Old South Head Road, with project material describing it as a way to complete a missing link at the intersection.

Photo Credit: Your Say-Woollahra

Connecting Parks, the Foreshore and a 4km Loop

The proposed path would connect to existing routes around the Woollahra Golf Club and Royal Sydney Golf Club, completing a loop of about four kilometres that project material says would suit walkers, runners, cyclists and other users on a relatively flat grade. The proposal also links into existing paths and shared paths, including Rose Bay Promenade and New South Head Road, and connects to open spaces such as Lyne Park and the Rose Bay foreshore.

The project is also designed to link with a new cycleway along Curlewis Street in Bondi being built by Waverley Council, which is due for completion in mid-2026. The route was identified as a priority cycling route in the Active Transport Plan adopted by Woollahra Municipal Council in 2023, following community feedback that included submissions calling for more cycleways and clearer provision for cyclists.



The consultation period is open until 11:59 p.m. on Monday, March 23, 2026, with construction proposed for late 2026 or early 2027 and expected to take about six months.

Published 6-Mar-2026

How Did a Private Pool End Up on Rose Bay Beach?

If you’ve spent any time at Rose Bay Beach, chances are you’ve done a double-take at the concrete swimming pool sitting right there on the sand. It’s a sight that has been puzzling many beachgoers for years.


Read: Rose Bay Leads Sydney’s Biggest Luxury Property Sales of 2025


The pool, weathered, a little worse for wear, and jutting well past the boundary of the home behind it, sits on one of Sydney’s quirkiest stretches of foreshore. Rose Bay Beach, known to regulars as Paradise Beach or simply Dog Beach, is the only beach in Sydney with a concrete swimming pool sitting right on the sand. And as it turns out, it’s perfectly legal.

Photo credit: K Bediako/Google Maps

According to a Woollahra Municipal Council spokesperson, the pool falls entirely within the legal boundaries of the adjoining private property. The local authorities explained that aerial mapping confirmed all structures on the site, including the swimming pool, sit within the property lines. They also noted that the subdivision pattern along the beach is irregular, with a number of property boundaries actually extending into the beach itself.

When the land in this part of Rose Bay was subdivided, some property boundaries were drawn to extend beyond the back fence and onto the beach itself. It’s an irregular arrangement, but a legal one, similar to the rules that apply to nearby Kutty Beach where titles run all the way down to the waterline, and not unlike property arrangements found in parts of Europe.

Photo credit: Mert Karacayil/Google Maps

For most visitors, that answer is simultaneously satisfying and slightly maddening. Because of course it comes down to a property boundary drawn up at the time of subdivision.

The home is one of several along Rose Bay Beach where residences front directly onto the foreshore, the kind of address that commands tens of millions of dollars when it eventually changes hands. Having your own slice of harbour beach as a backyard extension will do that to a property’s value.

A Beach With Deep Roots

Photo credit: Public Domain/Wikimedia Commons/The Powerhouse Museum

Long before it became one of Sydney’s most sought-after stretches of foreshore, this part of the harbour had a very different name. The land now known as Rose Bay was originally called Banarung, a word from the Dharag language of the area’s First Nations people. The bay was later renamed in honour of the Right Honourable George Rose, who served as joint Secretary to the British Treasury alongside Thomas Steele, the same Steele after whom Steele Point at Nielsen Park was named.

Rose Bay Beach has undergone a quiet but remarkable transformation over the past two decades. Not so long ago it was a scrappy, debris-strewn strip of sand, plagued by stormwater drains and poor access, the kind of place most Sydneysiders avoided even in peak summer. Today it draws a loyal and eclectic crowd of dog walkers, paddleboarders, kayakers, and sun-seekers, in part because of its calm, shallow harbour waters and its status as one of the few off-leash dog-friendly beaches in the area.

Part of its appeal is precisely what it isn’t. It doesn’t have the wall-to-wall crowds of Bondi. It doesn’t have the parking nightmare of Nielsen Park or the near-impossible access of Camp Cove. What it does have is a relaxed, unpretentious atmosphere and easy access to the Rose Bay shopping village and the Rose Bay Hotel. The arrival of Justin Hemmes’ Club Rose Bay has only cemented its place as a genuine destination for a full day out.

A local paddleboard and kayak hire operation adds yet another option for getting out on the harbour, making the beach genuinely appealing for all kinds of visitors.


Read: Record Sub-Penthouse Sale Sets New Benchmark in Rose Bay


Then, of course, there’s the pool. Sitting in the sun, doing absolutely nothing except confusing every single person who walks past it. It’s been doing that job for years, and based on the property laws underpinning its existence, it’s likely to keep doing it for years to come.

So next summer, when you’re lying on the sand and you hear someone nearby mutter “wait, is that a pool?” — lean over, tell them the story, and enjoy the look on their face when they realise the answer was a property boundary all along.

Published 1-March-2026

Swans Player Hospitalised After Alleged Assault Outside Rose Bay Venue

A Sydney Swans player was taken to hospital after being knocked unconscious during an alleged assault outside a Rose Bay venue on Saturday night.



Taylor Adams, a 32-year-old midfielder, was attending Club Rose Bay on Vickery Avenue when the incident occurred just after 10pm, according to NSW Police. The venue, which recently underwent a major redevelopment by hospitality group Merivale, has been operating as a reimagined RSL club overlooking Rose Bay Harbour.

Police from Eastern Suburbs Police Area Command responded to reports of an assault near the licensed premises. According to their statement, Adams became involved in an argument with two men who were unknown to him. During the altercation, he was allegedly punched in the face, causing a small cut to his cheek, before being knocked to the ground where he briefly lost consciousness.

NSW Ambulance paramedics attended the scene and transported Adams to St Vincent’s Hospital. He was released from hospital at 7am on Sunday morning, according to a statement from the Sydney Swans.

The two men involved had left the scene before police arrived. Police investigations are continuing.

Adams addressed the incident briefly on his Instagram account on Sunday. He thanked supporters for their messages and confirmed he was doing well, but said he would not be commenting further as the matter is now with police.

Sydney Swans head coach Dean Cox later told media that Adams had been trying to leave the venue when the incident occurred. Cox said the club does not tolerate violence in any form and is working with Adams and NSW Police to identify the offender. He added that the club regularly discusses player safety and community responsibilities with the team.



The veteran midfielder, who joined the Swans from Collingwood at the end of 2023, has been training in rehabilitation during the pre-season after suffering a partial tear to his Achilles tendon in December. He played just four games last season due to recurring hamstring injuries. Cox indicated Adams should still be available for the club’s opening round match against Carlton in March.

Published 27-January-2026

Rose Bay Seniors Housing Proposal Emerges After $150m Site Sale

A large seniors housing and aged care proposal has emerged in Rose Bay following the sale of an amalgamated residential site spanning Dover Road and Wilberforce Avenue.



Site History And Recent Sale

A combined holding across 33–37 Dover Road and 2–30 Wilberforce Avenue in Rose Bay spans about 3,000 square metres and includes five houses and two unit blocks.

In October 2025, the group of properties appeared as an amalgamated site reported as sold for $150 million, with the purchaser not publicly confirmed at the time.

A separate Rose Bay aggregation nearby was also sold in December 2025 for $173 million, involving properties across Dover Road and Wilberforce Avenue.

Pathways Aged Care
Photo Credit: MillionDollarListingSydney/Facebook

What The Proposal Includes

A scoping report has now been lodged for Pathways Rose Bay covering the Dover Road and Wilberforce Avenue addresses, setting out the scope of a seniors housing and aged care development.

The proposal includes demolition of existing structures, site preparation and earthworks, and two basement levels with vehicle access from Wilberforce Avenue.

Plans outline two independent living unit buildings at eight to nine storeys, alongside a three-storey residential aged care building, with approximately 70 units and 50 rooms respectively.

Shared facilities listed include resident lounges, a cinema, kitchen facilities and a swimming pool, along with landscaping works and tree replacement.

Rose Bay seniors housing
Photo Credit: MillionDollarListingSydney/Facebook

Planning Details

The scoping documentation references seniors housing provisions that allow additional height, and states the independent living component would comply with a 25.8-metre height limit, with the aged care building within a 14.3-metre limit.

What Happens Next



With the scoping report lodged, the Rose Bay proposal has entered a formal planning pathway, with further assessment expected to determine the next steps for the site.

Published 18-Jan-2026

Rose Bay Leads Sydney’s Biggest Luxury Property Sales of 2025

Three Rose Bay properties ranked among Sydney’s highest priced home sales in 2025, with two deals pushing past $80 million and another clearing more than $50 million, placing the harbourside suburb at the centre of the city’s luxury housing market.



Rose Bay Sets the Pace for Luxury Sales

The sales took place across 2025, with major deals completed in February, October, and the final weeks of the year, based on property records and industry sources. Rose Bay was the only suburb to log three separate sales above $50 million in one year, with a combined value above $200 million.

Photo Credit: Domain/Facebook

Agents involved confirmed the transactions but withheld buyer details in several cases, which is standard at this price level. Two homes sold for more than $80 million, ranking among Australia’s priciest residential sales of 2025, while the third briefly set a suburb record earlier in the year.

The $85 Million Sale That Closed the Year

The highest priced Rose Bay transaction was finalised in the closing days of 2025, with a home selling for about $85 million. The property was owned by Lawrence Myers, chief executive of Consolidated Press Holdings, and his wife Sylvia. The sale was handled by agents from The Agency and Pillinger, with buyer representation believed to involve a specialist buyers’ agency.

Industry figures described the deal as one of the clearest signs that top end demand remained strong through the end of the year, despite broader economic pressures affecting many households across Sydney.

A Record Broken Twice in One Suburb

Another Rose Bay mansion sold in October for more than $80 million, beating the suburb’s previous record of $54.6 million. The property, owned by Orazio Camuglia and his wife Yolanda Camuglia, included three separate homes on one site with a pool, gym, and sauna.

Earlier in February, media owner Linge Dai bought a harbourfront Rose Bay home for $54.6 million, setting a new suburb benchmark at the time. The five bedroom home later returned to the market with a higher price guide, reflecting ongoing confidence in Rose Bay values.

What the Sales Mean for the Community

Local property observers said Rose Bay’s 2025 results confirmed its rise into Sydney’s top tier of prestige suburbs alongside Point Piper and Vaucluse. The cluster of high value sales reflected demand for large family homes and redevelopment sites offering privacy, space, and harbour access.



Residents said the prices remain far beyond the reach of most locals. They also noted flow on effects such as increased focus on local infrastructure, schools, and amenities as new owners move in.

Published 30-December-2025

Rose Bay Public School Outperforms Neighbours In 2025 NAPLAN

Rose Bay Public School recorded stronger Year 5 NAPLAN results than several nearby private and Catholic schools, placing it among Sydney’s highest-improving non-selective public schools.



Rose Bay Public School’s Ranking Rise

Rose Bay Public School reached 102nd place in the 2025 NAPLAN results, improving by 181 spots. The school recorded an average score of 546.4, based on the rankings data for 2025.

NAPLAN 2025
Photo Credit: Pexels

Comparison With Nearby Schools In Rose Bay

In the eastern suburbs, Rose Bay Public School’s Year 5 cohort achieved higher average results than several neighbouring schools, with Kincoppal – Rose Bay School of the Sacred Heart recording an average of 545, Holy Cross Catholic Primary School in Woollahra recording 540.2, and St Catherine’s School in Waverley recording 539.6. 

These figures align with earlier reporting that Rose Bay Public School’s Year 5 results were ahead of these private and Catholic schools.

Context From Sydney’s Broader Performance

Across Sydney, opportunity class host schools continued to rank strongly, with some recording average scores up to 7 per cent higher than non-OC public schools. Recent data noted that more than two dozen non-selective public schools also appeared among the top performers.

Average sector scores reported were 525 for independent schools, 515 for Catholic systemic schools and 496 for government schools, including those with OCs.

Rose Bay Public School
Photo Credit: Pexels

NAPLAN Framework And National Reporting

ACARA continued to report NAPLAN results using the four proficiency levels introduced in 2023. The national time series was reset from that year, meaning results from before 2022 cannot be directly compared.

School-level reporting for 2025 is scheduled for release in December 2025, with results published through the national schools platform.

Outlook



The 2025 results for Rose Bay Public School contribute to ongoing comparisons across public, Catholic and independent schools in the Sydney region. Further detail is expected when the school-level results become publicly available in December 2025.

Published 9-Dec-2025

Club Rose Bay Restoration Progresses Under Merivale Management

Club Rose Bay in Rose Bay is undergoing a full restoration under a management agreement with Merivale after entering administration in August 2024.



Background And Financial Position

Club Rose Bay entered voluntary administration at the end of August 2024 after reporting financial losses in consecutive years. The club recorded a loss of around $350,000 in 2022, followed by just over $40,000 in 2023.

At a members’ meeting in January 2025, the RSL membership voted almost unanimously to proceed with an operations management agreement with Merivale to support the venue’s recovery.

Under the agreement, Merivale is responsible for managing hospitality operations, including food, beverage and events, while the club’s board retains ownership and full governance control.

Renovation Works And Planned Features In Rose Bay

Behind-the-scenes videos released in October 2025 confirmed that restoration work is well advanced. Planned features for the renewed venue include a sports bar with large screens and a games area fitted with pool tables.

The cocktail bar has been referenced differently across updates: Merivale material shared earlier in the year described a DJ record-style bar, while later plans highlighted a 1950s airport-inspired concept. Outdoor additions include a pickleball court, a half basketball court and dog-friendly dining areas. An open-plan kitchen and wood-fired pizza oven will also form part of the new layout.

 RSL redevelopment
Photo Credit: Club Rose Bay/Facebook

Notti’s To Lead The Dining Offering

A central hospitality feature of the redevelopment is Notti’s, a casual Italian restaurant. The venue is being developed by chef Mike Eggert, known for Totti’s, and will focus on pizza as its primary offering.

Merivale noted that Notti’s is positioned as an approachable extension of its broader Italian dining concepts.

Club Rose Bay
Photo Credit: Club Rose Bay/Facebook

RSL Traditions And Community Connection

Despite the scale of the redevelopment, leadership from both the club and Merivale confirmed that the venue’s RSL identity will remain central. A daily moment of silence and the recitation of the Ode of Remembrance will continue, supported by a memorabilia display and honour boards.

Long-time members expressed strong interest in the reopening, including WWII veteran John Ryrie, who first visited the club in the late 1940s when it operated from a small shed. Community anticipation has been echoed by club representatives and Merivale, with acknowledgment that expectations are high.

Merivale chief executive Justin Hemmes has stated that the project is personally important, noting the pressure to meet community expectations given the club’s longstanding role in the area.

Next Steps



A confirmed reopening date has not yet been announced, although updates indicate that the venue is expected to reopen in late December. Both Merivale and the club’s leadership expect the renewed Club Rose Bay to serve as a long-term community hub, balancing new facilities with traditional RSL functions.

Published 7-Dec-2025

Kambala Student Celebrated In Statewide Young Scientist Awards

A Kambala student from Rose Bay has been recognised for her scientific research in this year’s Young Scientist Awards, joining other eastern Sydney students acknowledged for innovative work across multiple fields.



Kambala Representation At The Young Scientist Awards

Fourteen-year-old Kambala student Karin Iwano earned recognition in the 2025 competition, which is presented annually by the Science Teachers’ Association of NSW. Her project explored practical ways to measure soil acidity using liquefied red cabbage, creating a biodegradable method that produces clear visual results.

The awards drew more than 500 entries from students across New South Wales.

Karin’s Chemistry Investigation

Karin also placed third in the Scientific Investigations – Chemistry (Years 7–8) division for a quantitative study into the effect of vitamin C powder mass on peak wavelength absorbance readings.

Using red cabbage extract as a natural pH indicator, she recorded colour changes through spectrophotometer readings. Her findings linked these shifts to structural behaviour in anthocyanin molecules.

Kambala’s Educational Environment

Kambala, located in Rose Bay, describes its approach as one that encourages curiosity, ambition and independent thinking among students. The school’s philosophy emphasises supporting girls to pursue challenges both inside and outside the classroom.

Other Eastern Sydney Representation

The eastern suburbs were also represented by Dover Heights student Congjing Zhu, whose project examined UV resistance in parsley plants with the aim of supporting development of plant-based, environmentally safer sunscreen ingredients.

Sydney students
Photo Credit: Science Teachers Association of NSW/Facebook

Statewide Award Results

The overall Young Scientist of the Year title went to Michaela Loukas of Marist Catholic College Penshurst. Equal runners-up included students from Barrenjoey High School and Lambton High School, while rural and primary divisions also saw multiple winners across the state.

Program Purpose And Next Steps



The Young Scientist Awards have been run since 1992 to encourage students to investigate scientific questions and develop evidence-based solutions. Selected students from the 2025 cohort will proceed to represent New South Wales at the national iCubed Awards.

Published 2-Dec-2025

Record Sub-Penthouse Sale Sets New Benchmark in Rose Bay

A sub-penthouse in Rose Bay has sold for more than $20 million, setting a new suburb record at The Wintergarden apartment building.



Background of the Landmark Purchase

The sub-penthouse at The Wintergarden on New South Head Road achieved a price above $20 million. The property was guided at $18 million and sold through agents Julian Hasemer and Michael Pallier, while buyer’s agent Jeremy Bedwani secured the purchase.

The residence was previously owned by the late Evelyn Royal, who bought the apartment for $6.75 million in 2009. It was later redesigned by Alexander Michael.

Wintergarden Rose Bay
Photo Credit: Sotheby’s

Details of the Wintergarden Transaction

The 330sqm apartment features three bedrooms, three bathrooms and four car spaces. It includes formal and casual living and dining areas, a terrace, a wraparound balcony and level lift access to the secured parking area.

The Wintergarden is a boutique eight-residence building on the former Wintergarden Theatre site. It includes manicured gardens, a harbourfront pool retreat and direct access to Rose Bay Beach. Its position offers 180-degree northerly harbour views and is within walking distance of the Catalina restaurant and Rose Bay village.

 sub-penthouse sale
Photo Credit: Sotheby’s

Record Set for Rose Bay

The sale exceeds the previous Rose Bay apartment record of $14.7 million, achieved in August 2024 for a penthouse in the Opus building. The penthouse directly above the sub-penthouse was purchased for $11.25 million in 2020.

The two apartments share the same 330sqm layout. There is speculation about plans to combine both levels into a larger residence, noting that any structural alterations would require strata approval.

Sydney property
Photo Credit: Sotheby’s

Wintergarden’s Position in the Local Market

The Wintergarden is known as a popular option for high-end downsizers due to its beachfront location, limited number of apartments and private amenities. The building’s history and views continue to draw interest from buyers seeking tightly held residences in Rose Bay.

Future Outlook for Rose Bay



With this sale establishing a new benchmark, Rose Bay now holds one of Sydney’s strongest apartment price results, reinforcing ongoing demand for rare waterfront properties in tightly held buildings.

Published 27-Nov-2025

$150-million Rose Bay Sale Marks a Turning Point for Sydney’s East

An amalgamated Rose Bay site has changed hands in a deal worth about $150 million, in what Raine & Horne describes as one of Australia’s biggest residential property transactions. 



The sale, negotiated by Raine & Horne’s Double Bay office, combines multiple neighbouring properties in Rose Bay and could significantly change how this part of the suburb is used in future.

A major deal for the eastern suburbs

The landmark site, spanning about 3,000 square metres across 33–37 Dover Road and 2–30 Wilberforce Avenue, includes five houses and two unit blocks. The site’s zoning allows for a six-storey building with a 22-metre height limit, making it a significant redevelopment opportunity in Sydney’s eastern suburbs.

The deal was led by agent Alex Lyons and his team at Raine & Horne Double Bay, who handled the sale of the amalgamated Rose Bay site. The buyer has not been officially confirmed, but industry sources allege it is Graeme Skerritt, owner of Pathways Aged Care, and that he is reportedly planning a luxury aged-care facility on the 3,000-square-metre site.

What this means for the Rose Bay community

For Rose Bay residents, the sale is about more than the headline price, as it is likely to influence how this pocket of the suburb is redeveloped. The site sits within Rose Bay’s harbourside area, which is known for its village-style shopping strips, nearby schools and proximity to the CBD. 

Any future plans for the block are expected to draw close attention from local residents, given the size and location of the property.



High-value sites with flexible planning potential are typically sought after in lifestyle-rich suburbs like Rose Bay, and this transaction appears to fit that pattern. Agents say the sale reflects strong demand for prestige landholdings in Sydney’s east, even as the broader housing market moves through different cycles.

Published 4-Nov-2025