603 properties for sale in Woodlands, Wingecarribee

Set within the peaceful surrounds of Darraby Estate, 17 Vale View Avenue presents a spacious home offering the rare combination of generous outdoor space, practical living and convenient access to Moss Vale. Set on a substantial 763.8m² land parcel, this is a home designed for families who value room to live, entertain and enjoy the outdoors. Inside, the generous proportions continue with four well-sized bedrooms, two bathrooms and a large open-plan living and dining area that forms the heart of the home. A beautiful wood fire in the main living room creates a warm and inviting atmosphere through the cooler Southern Highlands months, while a separate media room adds valuable flexibility for movie nights, children's entertainment or a quiet second living zone. Storage has been thoughtfully considered throughout, while the spacious laundry with external access adds another layer of everyday practicality. Step outside and the home truly comes into its own. The back deck captures a lovely

Built on a scale rarely seen in today's market, this substantial double-brick East Bowral residence has been designed for families who value space, flexibility and practicality without compromise. Positioned on a generous 1,500sqm parcel, every element of the home has been thoughtfully proportioned, from the oversized bedrooms and multiple living areas to the extensive vehicle accommodation and outdoor entertaining spaces - creating a home designed to grow with your family for years to come. At the heart of the home, the kitchen and dining area form a natural gathering place for everyday living. Granite benchtops, quality Miele appliances and generous preparation space create a kitchen designed for both busy family life and larger celebrations. A fireplace brings warmth and atmosphere to the adjoining dining area, making it especially inviting through the cooler months. Flowing from here, multiple living zones provide flexibility for every stage of family life. The open-plan living are

Behind a charming picket fence and framed by established cottage gardens, this beautifully preserved 1920s residence delivers warmth, character and convenience in equal measure. Currently operating as a successful Airbnb, the home offers an appealing lifestyle opportunity or investment, just moments from town, cafés, parks and everyday amenities. Rich in original charm, the interiors have been thoughtfully updated over time while retaining the timeless details that make homes of this era so special. Timber floors, original architraves and period fittings sit comfortably alongside modern comforts, creating a home that feels both welcoming and effortlessly functional. Bathed in natural light, the open plan living and dining space enjoys a lovely connection to the outdoors, flowing to a covered entertaining deck overlooking the generous backyard. Privately positioned and fully fenced, the garden offers an abundance of space for children, pets or relaxed weekend entertaining beneath the sh

Set within the peaceful surrounds of Dormie Views Estate, 14 Dormie Place, Moss Vale offers an exceptional blend of space, light and relaxed Southern Highlands living. Positioned on an expansive 2,105m² parcel, this beautifully presented four-bedroom home enjoys a sense of privacy and openness while remaining just minutes from Moss Vale township. From the moment you arrive, the immaculate established landscaping creates an inviting first impression, with carefully considered gardens framing the home and adding to its sense of tranquillity. Inside, the home is designed for year-round comfort, featuring a cosy fireplace and reverse-cycle ducted air conditioning, creating a welcoming environment through every season. Inside, natural light is a defining feature. The spacious interiors have been designed to feel bright, comfortable and connected, with generous living and dining areas providing plenty of room for family life and entertaining. A warm gas fireplace creates a welcoming focal po

Tucked away at the end of a quiet street, 37 Bulwer Road offers a wonderful sense of privacy, space and effortless modern living in the heart of Moss Vale. Set on a generous 760.7m² parcel, this inviting three-bedroom home is surrounded by established gardens and beautifully considered outdoor spaces, creating a peaceful retreat ready to welcome its next owners. Inside, the modern design creates a warm and functional environment, with spacious living areas that flow naturally throughout the home. A wood fireplace adds warmth and ambience to the main living space, creating a cosy setting for relaxing with family through the cooler months. Thoughtfully designed for everyday comfort, the residence provides an easy balance between relaxed family living and entertaining. Step outdoors and the property truly comes into its own. The spacious backyard is framed by established gardens, creating a peaceful green backdrop and plenty of room for children, pets or simply enjoying the freedom of you

Positioned in an elevated Moss Vale setting amongst the Darraby estate, 19 Eliza Street is a beautifully presented contemporary split-level home designed around today's lifestyle. Set on a 690sqm parcel, the home makes an immediate impression with its considered proportions, high ceilings and abundance of natural light. A generous open-plan kitchen, living and dining area forms the heart of the home, extending effortlessly outdoors to a substantial timber deck where the surrounding landscape becomes part of everyday living. The kitchen is both stylish and practical, centred around a generous island bench and breakfast bar with quality appliances and a walk-in pantry providing excellent storage. Framed by expansive windows and connected directly to the deck, the main living space creates an easy connection between indoors and out. Accommodation is thoughtfully separated from the main living areas, with four well-proportioned bedrooms including a private main suite with walk-in robe and

This is a rare opportunity to secure a tastefully renovated home with DA approval already in place for subdivision into two lots, offering exceptional flexibility for families, investors, developers, or those looking to unlock future value. With the planning already completed, the hard work has been done. Enjoy the existing home while taking advantage of the approved subdivision, build on the rear lot, or create a dual-income investment with the proposed granny flat currently progressing through the CDC approval process. The existing residence has been tastefully renovated throughout, blending modern finishes with timeless character. Offering three generous bedrooms, the home features light-filled interiors, polished timber flooring, and a welcoming living room centred around a cosy slow-combustion wood fireplace. A separate meals and dining area provides excellent functionality for everyday living, while the stylish kitchen has ample storage and generous bench space. The renovated bat

A refined expression of contemporary Highlands living, this exceptional residence within the exclusive Maeve development offers a rare combination of scale, sophistication, and unrivalled proximity to the heart of historic Bowral. Designed for discerning buyers who value craftsmanship, sophistication, and effortless living, the apartment offers an impressive sense of space rarely found in the Southern Highlands. Approximately 160sqm of beautifully appointed internal living is complemented by a seamless connection to the outdoors, creating a residence that feels both expansive and intimately welcoming. Conceived by renowned local, Tziallas Architects, with interiors curated by Chloe Matters, every detail has been thoughtfully considered to deliver a timeless and elegant aesthetic. A restrained palette of natural limestone, concrete, and brick is softened by warm ash veneer joinery, brushed gunmetal finishes, and engineered timber flooring, creating interiors of understated luxury. Apart

Set across 40 hectares (approx 98 acres) of rolling countryside, 'Beacon Hill' is a residence where architecture, light, and the natural environment exist in complete harmony. Framed by open skies, established grounds, and sweeping rural surrounds, this remarkable property offers a rare sense of space, privacy, and calm - a true retreat from the everyday. Designed with intention at every turn, the home embraces its setting through expansive glazing, curated natural materials, and living spaces that connect effortlessly to the outdoors. Sunlight moves beautifully through the interiors from morning to evening, enhancing the warmth and tranquillity that define the home. Beyond the residence itself, the land becomes part of the experience. Spanning across 40 hectares (approx 98 acres) of gently undulating paddocks and pristine countryside, the property offers an exceptional rural lifestyle with the flexibility for equestrian pursuits, recreation, entertaining, or simply enjoying the beauty

Designed by Matt Woods, winner of The Design Files 2019 Interior Design Award and shortlisted for the 2026 Houses Magazine Sustainability Award, this sophisticated renovation brings distinctive mid-century influence together with an established old Bowral setting a home where architectural character and everyday liveability have been equally well considered. Set on an established 903sqm parcel within walking distance to town, this home has been thoughtfully renovated by blending original cypress floors, period features and timber windows with contemporary polished concrete, high ceilings and floor-to-ceiling double glazing. Rich recycled timber sourced from telegraph poles and hardwood-lined ceilings introduce warmth and texture, complemented by colour-drenched ceilings, plantation shutters and distinctive Sphera light fittings. The open-plan living, dining and kitchen creates the natural heart of the home, centred around a striking dual-sided fireplace and feature rockwork. The kitche

There's a lot to like about a home that gives you more space without handing you a list of jobs. Set on a north-facing 1,037sqm block, this freshly rejuvenated Bowral home combines generous interiors with a genuinely usable space, level lawns, established gardens, a separate covered gazebo and firepit, and still plenty of room to decide what you might like to do next. Inside, the scale continues. Multiple living areas allow everyone to find their own space, while the entertainer's kitchen with its large island creates a natural gathering point. Four generous bedrooms are complemented by a dedicated study nook, with the primary suite enjoying its own walk-in robe and ensuite. What makes this property interesting, though, is its flexibility. There's enough house to accommodate changing needs, enough land to give you options, and enough already completed that you can simply enjoy it in the meantime. Currently operating as highly successful short-term accommodation, the property may also b

Behind its original 1886 façade, Ivanhoe reveals an unexpected architectural transformation, a home where heritage detail, rich interiors and a substantial contemporary extension come together with real confidence. Set across 2,155sqm, the original double-brick cottage retains its sense of history through timber floors, original ceiling boards and period fireplaces, while deep forest-green interiors give the front of the home a distinctly modern edge. A dedicated two-person study with integrated joinery adds a beautifully resolved work-from-home space. The primary suite continues the rich material palette, with a walk-through robe leading to a refined ensuite, before a light-filled passageway creates a dramatic transition from the original cottage into the 2024 Rofebuild extension. Here, the scale changes completely. Soaring raked ceilings, high-set glazing and polished concrete floors define the expansive kitchen, dining and living area, balanced by warm timber joinery and a substanti

North-facing, wonderfully private and surrounded by beautiful established gardens, this single-level home offers the freedom of approximately 4,032sqm with everything that makes Bowral living so appealing just minutes away. Expansive lawns, mature specimen trees and established gardens create an adventurer's playground with space for children, friends, family, entertaining and long afternoons outdoors. Privately tucked behind mature hedging and electric gates, it feels wonderfully removed from the everyday. Inside, the generous single-level floorplan will appeal to a broad range of buyers, from families and downsizers to those seeking space for guests or working from home. A separate formal lounge, currently enjoyed as a library and den, features soaring cathedral ceilings and provides another generous living zone, while the fabulous all-seasons entertaining room creates a seamless connection to the garden. Framed by bi-fold doors, it is a wonderful space for long lunches, entertaining

Tucked privately behind established gardens in one of Old Bowral's highly regarded streets, this enchanting weatherboard cottage delivers the character, scale and garden setting that make this part of Bowral so enduringly appealing. Set on 924sqm and positioned within easy reach of the town centre, it offers a wonderful north facing aspect and a sense of seclusion without sacrificing convenience. Beautifully updated for modern living while remaining true to its 1800s origins, the home retains high ceilings, original timber floors, generous proportions and two open fireplaces with historic mantels. Large picture windows frame the gardens throughout, while the north facing lounge also enjoys views towards Mount Gibraltar. Outside, the age old gardens are a genuine highlight including the separate summer house. Sandstone pathways wind between established plantings, private sitting areas and paved entertaining spaces, with a greenhouse and chicken coop adding to the relaxed Southern Highla

Some homes reveal everything at first glance. Others keep their best qualities hidden until you step through the front door. Positioned within one of Old Bowral's most tightly held pockets, this beautifully transformed residence is a masterclass in understated luxury. While its charming street presence sits comfortably within its established surroundings, what awaits inside is entirely unexpected - an exceptional renovation and extension that has created a home of remarkable quality, flexibility and style. Completed to an impeccable standard, every element has been thoughtfully considered. Light-filled interiors, high ceilings and warm timber flooring create an immediate sense of sophistication, while the seamless connection between the home and its beautifully landscaped gardens provides a tranquil backdrop for everyday living. The flexible floorplan is equally impressive. Currently configured as three bedrooms plus a dedicated media room, the home easily adapts to provide four bedroo

Few things change the way you live quite like being able to leave the car at home. With the Cherry Tree Walk just metres away and central Bowral within easy walking distance, this property combines genuine everyday convenience with a flexible home and R3 zoning that opens up further possibilities. Occupying a north-east facing corner position, the split-level home is light, generous and surprisingly versatile. Three bedrooms and spacious living are positioned on the main level, while downstairs creates a separate zone with a large rumpus, additional room currently used as a fourth bedroom, plus a second bathroom and laundry. The flexibility here is a real advantage. Teenagers, guests, working from home, recreation or the potential to explore a more self-contained downstairs configuration - there are plenty of ways to make the floorplan work. Outside, the fully fenced rear garden offers secure space for children and pets, complemented by a Dream-Hoops basketball court and six-person Fin

Positioned moments from Moss Vale town centre, 81 Parkes Road presents a DA-approved opportunity to deliver 11 freestanding seniors living villas within one of the Southern Highlands' strongest growth markets. Set across 4,266sqm, the site benefits from an existing DA for 11 Hamptons-inspired dwellings comprising 10 three-bedroom and one two-bedroom villa, providing a purchaser with an opportunity to bypass the planning process and potentially save 1218 months in approval time. The project is well positioned to capitalise on strong demand for quality, low-maintenance seniors housing, with comparable local projects achieving presales of approximately $1.2 million$1.25 million per dwelling. Moss Vale is undergoing significant economic and employment growth, supported by the Southern Highlands Innovation Park (SHIP), a 1,053-hectare employment precinct between Moss Vale and New Berrima that is planned to drive long-term investment, employment and population growth. The site also benefits

Privately positioned and thoughtfully designed for relaxed living, this light-filled residence sits on approximately 2,129 sqm, capturing a prized north-easterly aspect with leafy surrounds and glimpses toward Mt Gibraltar. Set at the end of a quiet driveway, it offers a sense of seclusion while remaining just minutes from Moss Vale. A welcoming entry opens into the heart of the home, where an open-plan kitchen, dining and living zone is defined by high ceilings, a bay window, and an easy connection to the outdoors. The timber kitchen is both warm and practical, featuring solid timber benchtops, a walk-in pantry, and a freestanding chef's stove, while a slow-combustion wood heater and reverse-cycle air conditioning ensure year-round comfort. The adjoining dining room extends to the verandah, creating a natural flow for everyday living and entertaining. The layout is flexible and well considered, offering multiple living areas including a sunken family room and a separate study. Accommo

Phone Enquiry ID: 236865 Welcome to a home where space, comfort and peaceful living come together. Set in a quiet no-through road in Moss Vale, this generously proportioned 4-bedroom, 3-bathroom home offers an abundance of living space, making it ideal for families seeking room to spread out and enjoy the relaxed Southern Highlands lifestyle. With three separate living areas, there is plenty of flexibility for everyone in the family whether you're entertaining guests, enjoying quiet time, creating a children's retreat or simply relaxing at home. A formal dining room provides the perfect setting for family dinners and special occasions. Property features 4 spacious bedrooms 3 bathrooms 3 separate living areas Formal dining room Peaceful position in a quiet no-through road Generous family-friendly floor plan Excellent separation of living spaces Ideally positioned to enjoy all that Moss Vale and the Southern Highlands have to offer Offering space, versatility and a peaceful location, thi

Set behind a classic sandstone wall and manicured hedging, this five-bedroom two-storey home offers the space flexibility and outdoor lifestyle today's families are looking for all in a quiet established pocket of Moss Vale. Inside, the home is bright, fresh and ready to move straight into. The ground floor centres on a welcoming living room with generous picture windows overlooking the front garden, flowing through to a separate dining room. The kitchen is well appointed with a gas cooktop, stainless steel oven, dishwasher and subway-tile splashback and opens via sliding doors to a light-filled sunroom a wonderful all-seasons space for casual dining to enjoy the garden views. Upstairs, the main bedroom is a true retreat with a walk-in robe and private ensuite featuring a shower, single vanity and a toilet, accompanied by four further bedrooms, three bedrooms with built-in robes sit alongside the main bathroom with separate bath and shower and an internal laundry making the layout idea

This beautifully renovated home set on an impressive 1,700sqm fully fenced, flat block, provides comfort, space and convenience for everyday family living. Combining modern luxury with generous living spaces and outstanding future potential, this light-filled residence offers an exceptional lifestyle opportunity in the highly sought-after village of Colo Vale. At the heart of the home is the impressive gourmet kitchen, featuring shaker-style cabinetry, subway tile splashback and a 900mm freestanding oven with gas cooktop. With three spacious living zones, the home offers flexibility for entertaining or relaxing. This home is perfect for families with four spacious bedrooms, plus a main bedroom that enjoys its own walk-in robe and luxury ensuite. Property Features: · Expansive 1,700sqm flat, fully fenced block · Four spacious bedrooms and a master bedroom with ensuite and walk-in robe. · Three generous living areas · Gourmet kitchen with shaker cabinetry and 900mm freestanding gas oven,

Privately positioned just off one of Burradoo's most exclusive streets, this exceptional near-new Hamptons-inspired residence delivers effortless luxury on an expansive 1.6-acre parcel. North-facing and thoughtfully designed across a single level, the home showcases refined craftsmanship, timeless elegance, and practical sophistication throughout. Created with both comfort and entertaining in mind, the interiors reveal premium finishes and contemporary inclusions at every turn. At the heart of the home, a spectacular gabled alfresco entertaining zone offers a true resort-style experience, capturing sweeping views across lush, protected greenery that will never be built out. The property also presents exciting future potential. The north-facing front portion of the land comes with approval for a granny flat-ideal for extended family living or boutique B&B accommodation. Alternatively, it offers subdivision potential for an additional dwelling (STCA). Perfectly positioned, the home is wi

Set across approximately 28 picturesque acres in the heart of Berrima, this outstanding rural holding delivers the perfect balance of space, privacy and practicality. Offering a substantial family residence, quality infrastructure and five well-fenced paddocks, the property is ideally suited to those seeking an established lifestyle acreage with room for horses, livestock or simply space to enjoy the Southern Highlands countryside. This is a lifestyle opportunity of exceptional versatility. - Spacious four-bedroom family home with multiple living and dining areas - Large master suite complete with walk-in robe and ensuite - Generous kitchen with walk-in pantry overlooking the main living spaces - Formal and informal living and dining zones - Two slow combustion fireplaces plus gas heating points throughout - Covered outdoor entertaining areas capturing peaceful rural views - Large machinery shed with mezzanine loft and extensive workshop space - Town water connected to the home and all

Set within one of Old Bowral's most coveted tree-lined streets, Redwood presents a rare opportunity to secure a landmark residence of timeless elegance and enduring quality. Originally master built in 1936, this distinguished home has enjoyed an extraordinary history, and today, Redwood beautifully balances its rich heritage with the comforts of modern living. Beyond its charming façade lies a warm and inviting home where character features and contemporary enhancements exist in perfect harmony. A modern, well-appointed kitchen forms the heart of the residence, while multiple living and entertaining spaces flow effortlessly to a sun-filled north-facing terrace, creating an idyllic setting for relaxed family living and year-round entertaining. Positioned on a level, north-to-rear parcel, the gardens are among Bowral's most admired. An exceptional collection of specimen trees and established shrubs creates a private sanctuary of beauty and tranquillity, offering a sense of seclusion just

Two Exceptional Residences • 30 Acres • Minutes to Bowral Commanding a private position just minutes from Bowral's town centre, Mountain View stands as one of the Southern Highlands' most meticulously engineered & beautifully curated rural estates. With a perfect north-easterly aspect overlooking 30 rolling acres of pasture, this exceptional holding offers an unparalleled lifestyle with two premium residences, exceptional sustainability systems, extensive rural infrastructure & breathtaking views from every vantage point. The property has been transformed by its engineer owner into a future-proofed sanctuary designed for comfort, resilience & timeless elegance- a once-in-a-lifetime opportunity to secure a landmark Highlands estate. THE BARN - Main Executive Residence - 2 Bed with 2 large sleep-out bedrooms and 3 Bathrooms with internal lift. The newly constructed, double-storey executive barn presents a striking architectural presence & is built to near 7-star energy standards with an

Discover Moss Manor - a rare opportunity to acquire architectural excellence in the Southern Highlands. EXPRESSIONS OF INTEREST - Close 28th October. Property will either be sold or withdrawn. Inspection by appointment: Cameron Scott: 0488 105 110 Step into the timeless elegance of Moss Manor, a fully refurbished Georgian-style masterpiece where contemporary design meets historic charm. Originally built in 1890 as the Moss Vale Council Chambers and Mayoral Residence, this iconic property has been beautifully reimagined into one of the Southern Highlands' most distinguished luxury accommodations. Expertly revived under the guidance of Luke Moloney Architecture, Moss Manor seamlessly blends classic grandeur with modern sophistication. A stunning glass-enclosed sitting and dining room extends from the original structure, opening onto serene hidden courtyards the perfect spaces to relax by the brazier in winter or enjoy a tranquil summer evening with a glass of wine. Inside, eight individu

Phone enquiries - please call 1300 594 794 and quote property ID 40831. Overview A rare dual?living opportunity: a brand?new 4?bedroom home plus a self?contained 2?bedroom granny flat, each with private entry. Ideal for investors, multi?generational families, or buyers wanting to live in one and rent the other. Combined rental income: $1,250/week Quiet, premium Moss Vale location. Main House 4 Bedrooms + Theatre + Double Garage Spacious open?plan living and dining Modern kitchen with stone benchtops, gas cooking, walk?in pantry Theatre/media room Master bedroom with ensuite Three additional bedrooms with built?ins Stylish main bathroom Ducted air?conditioning with zoned control Solar system installed Window shutters throughout Double garage with internal access Tiled outdoor areas, low?maintenance yard Granny Flat 2 Bedrooms, Fully Self?Contained Private entrance Modern kitchen and open living area Two generous bedrooms Contemporary bathroom Independent air?conditioning Currently rente

Explore this exciting real estate opportunity located in the vibrant area of MOSS VALE. This property is currently priced at AUD1565000. A fantastic chance to acquire property in a sought-after location. Whether you are looking for a new location or a significant acquisition, this listing warrants serious consideration. Review all the details and imagine the possibilities. Contact us today for more information!

Beautifully crafted for effortless family living, this thoughtfully designed residence combines generous proportions, quality finishes and exceptional functionality. Set on a spacious 813m² parcel in a peaceful Moss Vale cul-de-sac, with a prized north-facing rear capturing the winter sun, this impressive home offers an outstanding lifestyle close to the heart of Moss Vale. - Set on a generous 813m² block with an impressive 26-metre street frontage - Four spacious bedrooms, including a luxurious master suite - Two beautifully appointed bathrooms plus a convenient powder room - Dedicated study nook ideal for working from home or study - Light-filled open plan living and dining flowing seamlessly to the outdoors - Designer kitchen featuring quality appliances and a walk-in butler's pantry - North-facing rear orientation designed to maximise natural light and winter warmth - Expansive covered alfresco entertaining area, pre-plumbed with natural gas, hot and cold water, and drainage for a

Welcome to 83 Darraby Drive, where luxury family living meets the serene backdrop of Mount Broughton Golf Course. This stunning four-bedroom residence offers an enviable lifestyle opportunity in one of the Southern Highlands' most sought-after locations. Positioned on an impressive 630sqm block, this beautifully appointed home backs directly onto the immaculate fairways of Mount Broughton Golf Course. The modern facade showcases contemporary charcoal brick detailing with timber garage accents. Step inside to discover a thoughtfully designed interior. The heart of the home is the spectacular gourmet kitchen, featuring a stunning island bench with engineered stone waterfall edges, premium appliances including a 900mm gas cooktop, and a butler's pantry. Elegant pendant lighting in brushed brass adds a sophisticated touch, while the seamless connection to the butler's pantry ensures entertaining is effortless. The expansive dining room accommodates large gatherings with ease, featuring tim