Drew Lindsay Sotheby’s Realty

Drew Lindsay Sotheby’s Realty A unique blend of deep local experience, personal connection and access to a global audience

JUST LISTED 🏡⭐️ 4211 Illawarra Highway, Robertson ‘Lavally’ An Escarpment Estate Shaped By Garden And SkyPerched atop th...
28/09/2026

JUST LISTED 🏡⭐️ 4211 Illawarra Highway, Robertson

‘Lavally’ An Escarpment Estate Shaped By Garden And Sky

Perched atop the Illawarra Escarpment, where ocean breezes drift inland and the landscape stretches from rolling pastures to distant coastal horizons, this transformed Robertson estate delivers a lifestyle where architecture, gardens and nature exist in complete harmony.

Across rolling acreage, the property reveals a beautifully renovated main residence framed by architecturally designed gardens by Nicholas Pembroke and brought to life by Morton Landscaping. More than simply surrounding the home, the landscape has been conceived as a series of outdoor experiences. Wide stone steps descend through flowering gardens to a heated mineral pool, while a Mediterranean-inspired grapevine pergola creates a setting for long lunches and summer entertaining. Elsewhere, pebbled fire pit areas, established plantings and open lawns provide spaces to gather, retreat and enjoy the changing seasons.

Inside the home, cathedral ceilings and restored Blackbutt timber floors create warmth and scale throughout multiple living zones. The renovated country-style kitchen gleams with Caesarstone benchtops, custom oak shelving, a Smeg range oven and a generous butler’s pantry. Living spaces spill effortlessly to the outdoors, embracing the estate’s elevated position and ever-changing outlook.

Accommodation is exceptionally flexible, with the main residence incorporating five bedrooms and four bathrooms, including a self-contained two-bedroom wing. Three fenced paddocks, a natural spring, extensive water storage and significant solar infrastructure further enhance a property that balances luxury, self-sufficiency and lifestyle in equal measure.

An extensive list of features and details can be found on our website so please visit us there for more information and contact Bradley C***s with any enquiries.

Bradley C***s - 0405 350 774

OPEN HOMES 🏡🗓️⭐️Saturday 26th September It’s our pleasure to invite you to join us at our open homes tomorrow. We have a...
25/09/2026

OPEN HOMES 🏡🗓️⭐️
Saturday 26th September

It’s our pleasure to invite you to join us at our open homes tomorrow. We have a number of wonderful properties available to view across the Southern Highlands.

The details are as follows;

10:00-10:30am
33 Phillip Street, Burradoo
Andrew de Montemas - 0484 349 072

10:00-10:30am
6 Woodbury Court, Bowral
Samuel Lindsay - 0404 647 609

10:00-10:30am
37 May Street, Robertson
Andrew de Montemas - 0484 349 072

10:45-11:15am
15C Links Road, Burradoo
Andrew de Montemas - 0484 349 072

11:00-11:30am
28-30 Hoddle Street, Burrawang
Samuel Lindsay - 0404 647 609

11:30-12:15pm
36 Eridge Park Road, Burradoo
Andrew de Montemas - 0484 349 072

12:30-1:00pm
51 Hurlingham Avenue, Burradoo
Andrew de Montemas - 0484 349 07

1:30-2:00pm
4 Church Street, Bowral
Andrew de Montemas - 0484 349 072

2:30-3:00pm
10 The Avenue, Burradoo
Andrew de Montemas - 0484 349 072

Please visit our website under ‘Open for Inspection’ for a detailed description of each property and feel free to contact the fagent if you have any enquiries ahead of open homes.

We look forward to seeing you there!

NEW LISTING 🏡🌊 4 Pacific Avenue, Werri Beach Coastal Luxury, Reimagined - A Rare Family Landholding on Gerringong’s Sout...
24/09/2026

NEW LISTING 🏡🌊 4 Pacific Avenue, Werri Beach

Coastal Luxury, Reimagined - A Rare Family Landholding on Gerringong’s Southern Beachfront

Held by the one family for more than half a century, this is a home of real substance - where architectural ambition meets an easy, sand-between-your-toes way of life. Properties of this quality, with uninterrupted ocean views and this level of craftsmanship, don’t come to market often, and once seen, they aren’t forgotten.

No detail has been left to chance. Every corner of this six-bedroom, four-and-a-half-bathroom home has been considered - for light, for flow, for the way a family actually lives. The open-plan design draws the eye straight to the water, with multiple living zones that move effortlessly between indoors and out. Soaring ceilings, oversized glazing and full-width sliding doors blur the line between home and horizon, while considered, premium finishes give every room a quiet sense of polish. Beyond the glass, the Pacific is a constant presence - a rolling backdrop of blue that sets the tone for the whole property.

Set at the sought after patrolled southern end of the beach and moments from the newly built Gerringong Surf Life Saving Club, this is a position that puts the coast at the centre of everyday life. Morning walks on the sand, long summer surfs, sunset barbecues in the backyard - this is a home built around the people and moments that matter. Swim, surf, or simply watch the waves roll in, then retreat to a warm, welcoming home designed for connection as much as comfort.

Rarely does a property like this come up in one of the South Coast’s most tightly held beachside pockets. Fall asleep and wake up to the sound of the ocean, entertain with ease year-round, and enjoy total privacy - all just 90 minutes from Sydney.

More information can be found on our website so please visit us there and contact Bradley C***s with any enquiries.

Bradley C***s - 0405 350 774

50 George Emery Lane, Glenquarry 🏡⭐️Historic Charm; Contemporary MagicA stunning reimagining by renowned Tziallis Archit...
23/09/2026

50 George Emery Lane, Glenquarry 🏡⭐️

Historic Charm; Contemporary Magic

A stunning reimagining by renowned Tziallis Architects has transformed this century-old dairyman’s cottage into a slice of contemporary magic. Set across five acres the home has been designed to operate either as two independent 3-bedroom homes or as one large six-bedroom family retreat.

The original cottage is the epitome of weatherboard charm and the beautiful Aga in the kitchen sets the tone: it oozes timber-lined traditional cosiness throughout. However, it is the newly built extension that takes the breath away. Heated polished concrete floors, endless glazing, soaring ceilings, cleverly designed retreat spaces and three gorgeous bedrooms plus a large, dedicated office provide contemporary glamour, comfort and spectacular views across rolling green hills to Burrawang and beyond.

Enjoy an integrated bar, a breezeway entertaining precinct flowing to the sparkling swimming pool and incredible kitchen facilities including a large butler’s pantry. The double-sided wood fire provides cosy options for winter.

With ultimate privacy and an elite address, this bucolic retreat feels miles from anywhere, and yet you are located just eight minutes’ drive to prestigious Frensham School and Mittagong, and approximately ten minutes to Bowral.

The original cottage of George Emery has been preserved and spectacularly enhanced: this beautiful home is for those who appreciate history combined with architectural ‘wow factor’. Use the new part of the home for yourself and rent the rear attached cottage for Airbnb or caretakers if desired.

Secluded and private with easy access to Bowral and Mittagong and just 70 minutes from Sydney Airport, this is heart melting rural luxury with every cultural and educational opportunity only moments away.

Please visit our website for more information and contact Samuel Lindsay with any enquiries or to arrange your private inspection.

Samuel Lindsay - 0404 647 609

NEW LISTING 🏡⭐️ 28-30 Hoddle Street, Burrawang Elevated Village Living with Pool, Rainforest and LightOccupying one of t...
23/09/2026

NEW LISTING 🏡⭐️ 28-30 Hoddle Street, Burrawang

Elevated Village Living with Pool, Rainforest and Light

Occupying one of the finest positions in any Southern Highlands village, this beautiful, resort-like home occupies the coveted northern side of Hoddle Street, capturing spectacular elevated vistas and all-day sunshine.

Designed for effortless entertaining, the home opens to a vast covered pavilion draped in magnificent Chinese wisteria, overlooking a sparkling magnesium swimming pool. Beyond, more than 1.5 acres of established gardens descend to a private stream that winds through a rare pocket of remnant rainforest.

Warm, welcoming and wonderfully low maintenance, the residence offers four bedrooms and three well-appointed bathrooms (one guest bedroom offers a generous ensuite and is ideal for extended family or visitors).

Burrawang is a fairytale village that feels suspended in time. Heritage buildings, rolling green hills dotted with cattle and tree-lined streets create one of the Highlands’ most enchanting enclaves, with spectacular seasonal colour in both spring and autumn.

Welcome to a rare combination of village prestige, natural beauty and timeless Highlands’ charm.

Please visit our website for information about 28-30 Hoddle Street and contact Samuel Lindsay to arrange your private inspection.

Samuel Lindsay - 0404 647 609

NEW LISTING 🏡⭐️ 1095 Caoura Road, TallongSet across 40.24 hectares (approximately 100 acres) of breathtaking north-facin...
22/09/2026

NEW LISTING 🏡⭐️ 1095 Caoura Road, Tallong

Set across 40.24 hectares (approximately 100 acres) of breathtaking north-facing country, this exceptional lifestyle property is a rare synthesis of architecture, landscape and self-sufficient living.

At its heart, the architect-designed residence is as aesthetically compelling as it is intelligently conceived. Completed in 2006, its robust brick construction, concrete slab and Zincalume roof provide a timeless sense of permanence, while a dramatic skillion roofline draws northern light deep into the interiors. Solid timber floors, stack-stone feature walls and a handsome stone chimney introduce warmth and texture, balancing the home’s contemporary architectural language with its natural surroundings.

The front entrance is suitably impressive, with a generous porte cochère creating an immediate sense of arrival and giving the home an undeniable gravitas. Inside, the proportions are generous and the connection with the landscape ever-present.

Three beautifully appointed bedrooms are complemented by a dedicated office, while the open-plan kitchen, living and dining domain forms the social heart of the home, extending effortlessly through expansive glazing to a north-facing terrace.

Beyond the house, the Michael Bligh designed gardens are a genuine delight - established, considered and perfectly attuned to the rural setting. The outlook is sublime, with the land revealing a succession of beautiful vistas, open pasture and pockets of timber that give the property both scale and intimacy.

For those seeking something beyond the conventional country property, this is an exceptional proposition. A beautifully designed home, extraordinary northerly aspect, productive land, established gardens and sophisticated off-grid infrastructure come together in a setting of remarkable privacy and tranquillity.

More information can be found on our website so please visit us there and contact Andrew de Montemas with any enquiries.

Andrew de Montemas - 0484 349 072

NEW LISTING 🏡⭐️ 36 Eridge Park Road, Burradoo Ashgrove | A Mid-Century Masterpiece in a Garden SettingSet high within a ...
20/09/2026

NEW LISTING 🏡⭐️ 36 Eridge Park Road, Burradoo

Ashgrove | A Mid-Century Masterpiece in a Garden Setting

Set high within a beautifully established garden, this striking mid-century modern residence is a compelling celebration of light, space and timeless design. Defined by its strong architectural character and an effortless connection to its leafy surrounds, the home offers an exceptional Southern Highlands lifestyle just moments from Bowral’s renowned schools, village high street and everyday conveniences.

From the moment of arrival, there is a sense of privacy and permanence. Mature gardens frame the elevated residence, creating a tranquil green outlook from almost every room, while an abundance of glazing draws natural light deep into the interiors and brings the garden beautifully into focus.

Inside, generously proportioned living spaces reveal the home’s original mid-century spirit, anchored by an impressive river-rock fireplace that forms a dramatic centrepiece. Expansive windows, considered proportions and a warm material palette create interiors that feel both authentic and wonderfully liveable - equally suited to quiet mornings, long lunches and relaxed evenings gathered around the fire.

Three good-sized bedrooms (two with ensuite) and an additional bathroom provide comfortable accommodation, while a substantial utility room offers an intriguing opportunity for reinvention as a dedicated home office, studio or creative space.

Beyond the living areas, an outdoor dining terrace extends the home into its garden setting - an idyllic place for entertaining beneath the canopy of mature plantings or simply enjoying the changing seasons of the Highlands.

With its elevated position, generous interiors, floor to ceiling glazing and wonderfully mature garden, this is a home with presence. A rare opportunity to acquire a genuine piece of mid-century modernism in one of the Southern Highlands’ most coveted settings, moments from the best of Bowral.

Please visit our website for more information and contact Andrew de Montemas with any enquiries.

Andrew de Montemas - 0484 349 072

NEW LISTING 🏡⭐️ 16 Jellore Street, BerrimaJellore Cottage - A Heritage Icon ReimaginedTucked into one of the Southern Hi...
18/09/2026

NEW LISTING 🏡⭐️ 16 Jellore Street, Berrima

Jellore Cottage - A Heritage Icon Reimagined

Tucked into one of the Southern Highlands’ most storied villages, Jellore Cottage has stood since the 1840s, reputedly built to house the stable manager of the nearby Victoria Inn. Over the decades it has evolved with care: a rear verandah added in the 1950s, restoration by the Historic Houses Trust of NSW in 1992, and most recently a striking 2023–24 renovation by Sydney architects Gordon + Stone and Blanca Design + Construct, who have woven contemporary design into the cottage’s bones without losing sight of its character.

Inside the new pavilion, raked ceilings soar overhead, drawing light into open-plan living spaces that feel both grand and welcoming. The kitchen pairs marble benchtops with a walk-in pantry and gas cooking, while a Jetmaster wood-burning fireplace warms the cooler Highlands evenings. The living experience is enhanced further with recycled ironbark beams, French limestone floors, double glazing, and hydronic underfloor heating keep the home comfortable all year round.

Outside, the gardens tell their own story. A streetside English cottage garden of heritage roses, salvias, and clipped buxus gives way to a north-facing rear courtyard - a walled garden of recycled brick, its formal pathways lined with snow pears and espaliered citrus, lit at night.

At the rear of the property, three separate 1840s structures offer rare flexibility and heritage charm.

Just moments from Berrima’s cafés, parks, and historic landmarks, Jellore Cottage brings together heritage elegance, modern comfort, and everyday convenience. A property that doesn’t just have history, but continues to write it.

Please visit our website for more details and contact Samuel Lindsay with any enquiries.

Samuel Lindsay - 0404 647 609

OPEN HOMES 🏡🗓️⭐️Saturday 19th September It’s our pleasure to invite you to join us at our open homes tomorrow. We have a...
18/09/2026

OPEN HOMES 🏡🗓️⭐️
Saturday 19th September

It’s our pleasure to invite you to join us at our open homes tomorrow. We have a number of wonderful properties available to view across the Southern Highlands.

The details are as follows;

10:00-10:30am
15C Links Road, Burradoo
Andrew de Montemas - 0484 349 072

10:00-10:30am
6 Woodbury Court, Bowral
Samuel Lindsay - 0404 647 609

10:30-11:00am
13 Hamilton Avenue, Bowral
Bradley C***s - 0405 350 774

10:45-11:15am
33 Phillip Street, Burradoo
Andrew de Montemas - 0484 349 072

11:30-12:00pm
36 Eridge Park Road, Burradoo
Andrew de Montemas - 0484 349 072

12:00-12:30pm
36 School Lane, Exeter
Bradley C***s - 0405 350 774

12:45-1:15pm
51 Hurlingham Avenue, Burradoo
Andrew de Montemas - 0484 349 07

1:30-2:00pm
4 Church Street, Bowral
Andrew de Montemas - 0484 349 072

1:30-2:00pm
5 Soma Avenue, Bowral
Bradley C***s - 0405 350 774

2:30-3:00pm
37 May Street, Robertson
Andrew de Montemas - 0484 349 072

2:30-3:00pm
10 The Avenue, Burradoo
Andrew de Montemas - 0484 349 072

Please visit our website under ‘Open for Inspection’ for a detailed description of each property and feel free to contact the fagent if you have any enquiries ahead of open homes.

We look forward to seeing you there!

NEW LISTING 🏡⭐️ 28 Mansfield Road, Bowral Classic, Contemporary & Chic A standout blend of timeless elegance and modern ...
15/09/2026

NEW LISTING 🏡⭐️ 28 Mansfield Road, Bowral

Classic, Contemporary & Chic

A standout blend of timeless elegance and modern functionality, this architect-designed residence delivers the space, comfort and lifestyle today’s families are looking for. Set on a beautifully landscaped 2.5-acre parcel among quality homes, every detail has been thoughtfully considered to create a home of exceptional style and practicality.

Offering an enviable combination of space, quality and lifestyle, this exceptional property presents a rare opportunity to enjoy contemporary acreage living without compromise.

There’s an extensive list of features on our website so please visit us there for more information and contact Andrew de Montemas to arrange your private inspection.

Andrew de Montemas - 0484 349 072

Address

24 Wingecarribee Street
Bowral, NSW
2576

Opening Hours

Monday 9am - 5pm
Tuesday 9am - 5pm
Wednesday 9am - 5pm
Thursday 9am - 5pm
Friday 9am - 5pm

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