559 houses for sale in Woodlands, Wingecarribee

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 homes or as one large seven-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 optio

Perfectly crafted for those who cherish pristine rural living and equine pursuits, this rare lifestyle property is an unmissable opportunity. Set across a sprawling 41.5 acres, it offers six meticulously maintained paddocks, outstanding water security and an impressive suite of equestrian facilities. Significant upgrades and thoughtful investments have also enhanced the beautiful primary residence. Enhancements span the entire property, with extensive improvements to horserelated infrastructure including upgraded fencing, welldesigned horse yards and shelters, modernised trough systems, and more. Buyers with commercial equine interests will appreciate how swiftly the property can be operational, supported by its proven history of producing multiple successful racehorses already on site. The primary residence is immaculate, featuring freshly painted and revitalised interiors, three comfortable bedrooms and a spacious openplan layout that suits both family living and relaxed rural entert

This inviting two-bedroom townhouse is perfectly positioned just moments from the town centre. It offers an ideal blend of comfort, convenience & low-maintenance living, making it an excellent opportunity for investors, downsizers, or small families. The desirable north-facing aspect of the house floods the interiors with natural light, creating a warm & welcoming atmosphere throughout the day. Upstairs features two well-sized bedrooms, both complete with built-in wardrobes & a neatly presented main bathroom with a separate bath, shower & toilet. Downstairs is designed for easy living, with a practical layout that includes a second toilet, internal laundry & seamless access to a single lock-up garage. Outside, a private, low-maintenance courtyard provides the perfect space for relaxed outdoor entertaining. Property Features: • Stylish, recently renovated kitchen with a gas cooktop, electric oven, dishwasher & generous storage. • Carpeted upstairs - bedrooms for added comfort. • Open-pl

Experience the pinnacle of modern living where sophistication, luxury, and impeccable design seamlessly converge. Hidden at the end of a tree-lined driveway and designed for the most discerning tastes, the home boasts expansive interiors bathed in natural light, featuring exquisite finishes and thoughtfully designed for contemporary indoor/ outdoor poolside living. Stepping into the impressive tiled reception foyer, you are immediately greeted by a refined elegance that sets the tone for the entire residence. Thoughtfully designed to facilitate both grand-scale entertaining and intimate family gatherings. At the heart of the home, the state-of-the-art kitchen is a true chef's delight, boasting a stunning six-metre Italian marble island bench, 2 ovens, premium Miele appliances, and an expansive butler's pantry. Designed with both beauty and functionality in mind, the kitchen flows effortlessly into the spacious casual living and dining areas, ensuring seamless connectivity for entertain

Welcome to this expansive, dual residence tucked away down a private road- an ideal retreat offering lifestyle, flexibility and outstanding potential. The vendor's circumstances require an immediate move to support family, and the property must be sold. The property includes a generous main home, a self-contained one-bedroom granny flat, a separate indoor pool, and a large shed - perfectly suited to families, investors or those seeking space and versatility. Main House: Four bedrooms and two bathrooms Multiple living zones including formal and informal areas Entertaining porch - ideal for relaxed meals or gatherings Year-round comfort with two reverse-cycle air-conditioning units, and gas central heating Granny Flat: One bedroom with ensuite and open-plan kitchenette/living area Ideal for extended family, guest accommodation or additional income Additional Features: Separate indoor swimming pool (solar and gas heated) 6m x 9m Colourbond shed plus two garden sheds Expansive, landscaped

Privately positioned in an elevated and highly sought-after setting, this beautifully designed residence delivers an impressive combination of contemporary style, quality finishes, generous proportions and exceptional comfort. Thoughtfully planned for modern family living, the home captures sweeping views towards Mittagong and Mt Alexandra, while its peaceful Willow Vale location places you within easy reach of Mittagong, local schools, everyday amenities and convenient freeway access. From the striking façade to the beautifully appointed interiors, every detail has been considered to create a sophisticated, yet welcoming home designed for both relaxed living and effortless entertaining. High Points - Striking façade showcasing a stylish combination of brick, rendered and weatherboard finishes, creating an attractive contemporary street presence - Welcoming foyer and wide entry hallway enhanced with coffered ceiling, accent hallway lighting, setting an impressive tone from the moment y

Boasting timeless country character and nestled on an expansive 828sqm block in the heart of Moss Vale, this endearing weatherboard cottage blends classic charm with fresh modern updates. Privately set behind a leafy hedge, the home presents beautifully with a new kitchen, fresh paint and new carpet throughout, creating a light, bright and inviting feel from the moment you step inside. Honouring the heritage of yesteryear while offering immediate comfort, this is a home where you can simply move in and enjoy, with scope to further personalise over time if desired. With R3 Medium Density zoning, the property also offers exciting future development potential (STCA), adding another layer of appeal for investors and forward-thinking buyers. - Beautiful hardwood floors and charming period features throughout - Three comfortably sized bedrooms - Multiple living, dining and family zones for flexibility and everyday living - Brand new kitchen with ample bench space and storage - Freshly painte

Set on a picturesque one-acre parcel in one of Burradoo's most peaceful pockets, this beautifully presented home blends timeless character with relaxed contemporary living. Surrounded by established trees and lush lawns, the property enjoys tranquil outlooks across neighbouring farmland, creating a true sense of space and countryside serenity just minutes from Bowral. At the heart of the home, a striking vaulted living and dining space creates an immediate feeling of light and openness. Exposed beams, soaring ceilings and wide timber floorboards enhance the warmth and character, while large windows frame leafy garden views and the surrounding rural landscape. The modern kitchen sits effortlessly within this open plan environment, complete with a generous island bench and abundant storage, perfect for everyday living and entertaining. Large sliding doors connect the living space to the expansive wraparound verandah, the ideal place to relax, entertain or simply take in the peaceful outl

The Fourth Corner is tucked into the foothills of Mt Gibraltar and offers an enviable family lifestyle. The four bedroom, 2 bathroom Western Red Cedar home has been thoughtfully updated inside and out to provide modern and generous family living. Imagine pottering in the veggie gardens and orchard as the free range chickens mill about or sunset drinks and games of cricket on the large, flat expanse of lawn. Also included is a modern, self-contained studio complete with an outdoor bath and fireplace, perfect for visiting family and friends or as a second income. - Modern, open plan living with stunning timber lined cathedral ceilings and a lounge, kitchen and dining area that spills onto the outdoor wrap-around deck. - North facing living areas provide sunshine all year around - Kitchen with stone bench tops, hand-painted solid timber cupboards, plenty of storage and updated appliances including Bosch pyrolytic oven and LG dishwasher. - Four oversized bedrooms, 3 with built-ins and the

Positioned on a substantial 2,447 sqm parcel in a peaceful countryside setting, this dual-occupancy residence presents a compelling opportunity for investors or families seeking flexible living arrangements. Designed as two fully independent homes under one roof, the property offers the potential for dual rental income with strong yield, short-term accommodation such as Airbnb, or comfortable multi-generational/multi-family living while maintaining privacy between residences. - Architecturally designed dual-occupancy residence comprising two independent homes, with impressive 5.4 metre ceilings enhancing natural light and internal scale. - Substantial dual-occupancy build offering in excess of 350sqm total internal/external living, approximately 175sqm+ per residence - Opportunity for dual rental income, Airbnb hosting or multi-generational/multi-family living. - 5.5% guaranteed rental yield offered. - Master bedrooms in both residences featuring walk-in robes and private ensuites. - T

This stunning villa in Berida Park presents an irresistible blend of peacefulness and refined living. Boasting three bedrooms and two bathrooms with a coveted northerly aspect, this exquisite home offers a lavish yet effortless lifestyle, within an easy 15-minute walk to the heart of Bowral and all it has to offer, 1km. Abundant natural light fills the wonderfully inviting living spaces, where plush carpet flows through the main living areas and bedrooms while hard flooring in the kitchen, living area and bathrooms adds a polished, practical finish. The supremely functional and ultra-stylish kitchen showcases premium Bosch appliances including a wall oven, induction cooktop and integrated dishwasher, all complemented by striking 40mm stone benchtops and generous cabinetry. A breakfast bar offers a casual dining spot and a wonderful setting for social gatherings, while the adjacent dining space enjoys large windows and serene garden and golf course views. A formal sitting room at the fr

Set on an impressive 1,924 sqm parcel in a quiet, established pocket of Bowral, this expansive family residence delivers the space, flexibility and lifestyle so often sought yet rarely found. Designed and built by Domaine Homes, the home is perfectly tailored for large or growing families who value both comfort and effortless entertaining. From the moment you arrive, the scale is evident. Inside, a series of generous living zones unfold, offering four separate living areas that provide the ideal balance between connection and privacy. At the heart of the home, a well-appointed kitchen anchors daily life, featuring Caesarstone benchtops, a 5-burner gas cooktop, double oven, and extensive pantry storage-designed to handle everything from busy mornings to large gatherings. Step outside and the home truly comes into its own. A stunning alfresco entertaining space, complete with travertine tiles, open fireplace, built-in kitchen, barbecue and fridge, creates a resort-style setting for year-

The Twin Waters 272 design by G.J. Gardner Homes with 7 Collins Place, Moss Vale is a low-maintenance rural dream. Building a home in the Southern Highlands requires a layout that balances the region’s cooler climate and distinct lifestyle with the unique layout of your specific parcel of land, this is where the Twin Waters design uses every inch of potential of this block. North faces the side of the block, keeping your home warm throughout the entire day whilst enoying the blissful rural views to the rear of the block. This home is complimented by our Designer Inclusions which include - - Stone Benchtops. - Premimum Franke Appliances. - Floor Coverings Throughout. - Gorgeous Bathroom Fixtures and Hardware. Contact Georgia on 0497347228 to find out more on this package today. Images in this listing are for illustration purposes only. Photographs and floor plans may not be truly representative of final designs. Package price is based on a standard floor plan and standard façade (actual

Positioned in a peaceful and established part of Moss Vale, 43 Cherry Tree Close presents a wonderful opportunity to secure a well-maintained brick home offering comfort, space and practicality on a generous level block. Beautifully cared for and ready to enjoy, this inviting residence features three well-proportioned bedrooms with built-in wardrobes, a light-filled living area, a newly renovated kitchen and a beautifully updated bathroom complete with a separate shower and bath. Designed with everyday living in mind, the practical floorplan flows seamlessly from the living and dining areas through to one of the home's standout features a spacious screened outdoor area. Perfect for entertaining family and friends, enjoying relaxed weekends or simply unwinding with a morning coffee, this versatile space creates a wonderful connection between indoor and outdoor living. Outside, the expansive backyard offers plenty of room for children, pets, gardening or those looking to enjoy additional

Welcome to 31 Cumberteen Street, Hill Top a beautifully presented residence designed to adapt to every stage of life. Offering a unique dual-living layout, this versatile home is ideal for growing families, multigenerational living, guest accommodation, or those seeking additional income potential. Set on a generous parcel in a quiet, family-friendly street, the home combines spacious interiors with thoughtful functionality. The main residence boasts light-filled open-plan living, a well-appointed kitchen with ample bench space and storage, generous bedrooms including a private master suite with ensuite, and seamless access to outdoor entertaining areas. Adding to its appeal is a fully self-contained living space complete with its own entrance, kitchenette and bathroom, providing complete independence for extended family, teenagers, guests or tenants. Outside, the expansive backyard offers plenty of room for children and pets to play, established gardens, a productive vegetable patch a

Set within a beautifully presented complex just a short stroll from Moss Vale's vibrant Main Street (700m), this immaculate three-bedroom villa offers the perfect blend of low-maintenance living and everyday convenience. Step inside to a light-filled open-plan living and dining space that flows effortlessly out to a generous covered entertaining deck, framed by leafy dappled tree canopy a wonderful spot for morning coffee or weekend gatherings year-round. The well-appointed kitchen anchors the home with quality stainless steel appliances, stone benchtops, a stylish herringbone splashback and ample storage, all overlooking the family living zone for easy day-to-day living. The private main bedroom is a genuine retreat, featuring a walk-in robe and its own ensuite, while two further generously sized bedrooms both with built-in robes share a well-proportioned main bathroom complete with a full bath. A separate internal laundry with external drying area adds further everyday practicality.

Set on an expansive 1,886sqm double block, this charming circa 1920s cottage offers timeless character just minutes from the vibrant town centres of Bowral, 3.5km and Mittagong, 1.3km Light-filled and welcoming, the home showcases high ceilings, original hardwood floors and a modern country-style kitchen and dining area that flows seamlessly onto a generous entertaining deck perfect for hosting guests or simply relaxing while enjoying the outlook. Positioned with valuable main road frontage and zoned R3, the property presents exciting potential for subdivision or development (STCA) and may also suit those looking to operate a home-based business. A standout feature is the impressive open-plan multipurpose living space, complete with a soaring pitched ceiling and mezzanine level ideal for storage. With its own separate entrance, this area would perfectly suit professionals working from home or consulting with clients. Property Features: Four well-proportioned bedrooms, with the master o

Made for effortless everyday living and grand-scale entertainment, the Millbrook is a striking, modern family residence coming to Lot 2294 in the highly sought-after Ashbourne community. Designed with abundance of space, thoughtful zoning, and luxurious finishes, this home offers the perfect balance of connected family life and private retreat. Positioned perfectly on Lot 2294 to capture optimal morning sunlight throughout all living spaces, the design ensures sustainable, energy-efficient comfort and glorious natural light all year round. Premium Inclusions & Design Highlights — Elegant 20mm Stone Benchtops & Vanities. Height and Space, gorgeous 2400mm high ceilings beautifully framed by 90mm cove cornice throughout. Structural integrity, built with heavy-duty T2-treated pine frames and trusses, premium PGH selected brick veneer, and a timeless Colorbond® metal roof. Call Georgia on 0497347228 today to find out more on this package. Images in this listing are for illustration purposes

Set on over an acre of beautifully established grounds beside Gibraltar Golf Course, this exceptional Bowral holding offers a rare combination of country character, flexible accommodation and lifestyle appeal, just a stone's throw from Bowral town. The main home is warm, welcoming and rich in charm, with timber floors, plantation shutters and leafy outlooks at every turn. Designed for easy everyday living, it features three bedrooms and two bathrooms, a dedicated office or fourth bedroom, a country kitchen with gas cooktop and walk-in pantry, and a generous living room anchored by a wood fireplace. Reverse-cycle heating and cooling adds comfort throughout the home, while French doors from all three bedrooms open to the garden and deck, creating a strong connection to the outdoors. The main bedroom also includes a walk-in robe and ensuite. Flowing from the dining space, the outdoor entertaining area invites relaxed long lunches, quiet mornings and easy evenings surrounded by greenery. A

Right in the heart of Moss Vale village, this enchanting three bedroom cottage is pure country charm wrapped in a white picket fence and rambling, established cottage gardens. From the moment you step inside, it feels like a storybook - full of warmth, with that unmistakable welcome home feeling. The generous kitchen sits at the centre of the home, complete with a freestanding Westinghouse oven/cooktop, picture window overlooking the gorgeous garden - ready for slow Sunday cooking and long, easy mornings. There's space where it counts and character everywhere you look - a cosy living room, neat mudroom adjoining a spacious laundry with extra toilet, split system air-conditioning for year-round comfort, and a rear verandah made for tea, quiet chats, and watching the garden do its thing. Set on a generous 1,112sqm, there's room to breathe, grow, and dream. A single garage/shed adds practicality, while the location seals the deal - convenience -walk to everything Moss Vale has to offer. P

The Oakford 268 by G.J. Gardner is the ultimate expression of the modern pavilion style. It is architectural, highly intentional, and designed as a luxurious spin on a high-end alpine lodge, perfect for the cooler, seasonal climate of the Southern Highlands. At over half an acre, this perfectly level, cleared block offers total freedom to enjoy a home like the Oakford. Gourmet Kitchen Highlights - 20mm Engineered Stone Franke Appliances throughout Premium Sink & Tapware Spa-Style Bathroom & Wet Areas - Phoenix Premium Tapware Luxury Bathroom Fixtures Durplex Alana Vanity Premium Internal & External Finishes - Gliderol Panel Lift Garage Door Mirrored Wardrobes Hume XN5 Entry Door LED Downlights Throughout Contact Georgia on 0497347228 today to find out more on this package. Images in this listing are for illustration purposes only. Photographs and floor plans may not be truly representative of final designs. Package price is based on a standard floor plan and standard façade (actual fac

Now offered for the first time in 37 years, this historically significant circa 1877 Victorian Regency homestead presiding over a monumental 1694 sqm level corner allotment is ready to enter the next exciting chapter of its epic life story. Currently comprising 5 residential flats, there is Development Approval with plans by acclaimed local architect Tina Tziallas for the restoration of the original homestead and the addition of 2 detached luxury apartments to the rear featuring basement parking and lift access. Alternatively, whilst the period detailing of the historic home has been somewhat compromised over the years, the structure and integrity of the old building remains true, and concept drawings by Tina Tziallas are also available for its resurrection into a magnificent 4 bedroom residence complete with separate studio and garaging. Enjoying a superb northerly aspect and screened from the street by established trees, this is a location offering extraordinary convenience. Join the

Are you looking for a home that is a little different from the rest? Do you dream of space around you rather than being hemmed in by neighbours? Perhaps you need room for hobbies, a home office, or a large workshop for those long-planned projects. If the charm of a lovingly restored heritage home with space, character and established gardens appeals, this beautiful Moss Vale property may be exactly what you've been searching for. Set in a quiet, tree-lined street, this much-loved home (circa 1860s) which is situated on a 2,877 (almost 3/4 of an acre) block with beautifully established trees and gardens, offers warmth, history and versatility with generous indoor and outdoor spaces. Features include: • Four bedrooms plus study or 5 bedrooms • Main bathroom plus a new ensuite with garden access • Country-style kitchen with 900cm dual fuel SMEG stove • Electric hydronic central heating • Large workroom and separate hobbies/sewing room - ideal for a home office, studio or games room • Laun

Occupying a blue-ribbon position in old Bowral, The White House is a grand Hamptons-inspired residence offering timeless elegance, complete privacy and effortless proximity to the heart of town. Set on a spectacular one-acre parcel of landscaped grounds, this luxury retreat epitomises refined country living in the Southern Highlands' most sought-after enclave. Behind secure electric gates and a pear tree-lined driveway, the property unfolds into an expansive five-bedroom estate. Three of the bedrooms include stylish ensuites, while multiple indoor and outdoor living zones create a seamless flow perfect for entertaining or relaxed family living. The designer kitchen-featuring an Ilve double oven and six-burner gas cooktop-anchors the home's central living areas, opening to a series of inviting lounges and dining spaces warmed by a wood-burning fireplace. Bifold doors extend the living experience outdoors to a stunning entertaining precinct with paved firepit area, built-in pizza oven an

Positioned on a generous parcel in a peaceful Willow Vale setting, this charming residence presents an outstanding opportunity for renovators, first home buyers or investors seeking value with future upside. Offering comfortable accommodation as is, the home also provides scope to update, extend or further enhance over time (STCA), making it an ideal entry point into an increasingly sought-after location. Set back within a leafy setting, the home features a practical layout with defined living zones and a strong connection to outdoor spaces. A large, screened porch extends the living and entertaining options, while the expansive grounds offer flexibility for future landscaping, shedding or potential development (STCA). - Generous block with future development potential (STCA) - Ideal opportunity for renovators, first home buyers or investors - Functional floorplan with separate living and dining areas - Light-filled living room positioned to the front of the home - Kitchen adjoining di