589 houses for sale in Woodlands, Wingecarribee

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

Part of the exclusive 'Maeve' Collection, this exceptional four-bedroom residence introduces a distinctly cosmopolitan style of living to Old Bowral. Generous in scale, architecturally considered and entirely private, it combines the sophistication of a luxury New York residence with the space, gardens and relaxed lifestyle of the Southern Highlands. Designed by highly regarded Tziallas Architects, with interiors curated by renowned designer Chloe Matters, the architecture is central to the appeal. Strong, timeless materials including natural limestone, concrete and brick are layered with brushed gunmetal detailing, warm ash veneer joinery and engineered European Oak flooring to create a home that feels both contemporary and enduring. Inside, high ceilings and expansive proportions create an immediate sense of space, while natural light floods the open-plan living and dining areas. The kitchen is beautifully appointed for both everyday living and entertaining, complemented by a butler'

A rare offering of history, land and enduring character Gracefully positioned within one of Moss Vale's established tree-lined streets, this remarkable circa-1860s residence presents a rare opportunity to secure a substantial piece of the town's history. Set on an impressive 2,877sqm, the property combines generous proportions, mature gardens, magnificent trees and original character, creating an exceptional sense of privacy and permanence close to the centre of town. Inside, high ceilings, generous rooms and a strong connection to the gardens create a home that is both grand and wonderfully livable. The country-style kitchen combines traditional appeal with modern functionality, featuring a substantial 900mm dual-fuel Smeg stove and ample space for entertaining. The established grounds offer room to garden, entertain, work from home or simply enjoy the rare sense of space. Mature trees, productive gardens and secluded outdoor areas create a beautiful setting for family life. Significa

Set quietly within a peaceful cul-de-sac, 3 Betty Close is a beautifully considered four-bedroom home offering privacy, comfort and easy living. Enjoying a desirable north-facing aspect, the home is filled with natural light and surrounded by established gardens. The thoughtfully designed interiors feature a warm wood fireplace, reverse-cycle air conditioning, double glazing and heated bathroom floors for all year-round comfort. The well-appointed kitchen is equipped with a Bosch induction cooktop, integrated fridge/freezer and ample storage. The spacious master bedroom includes a large walk-in robe, while the three additional bedrooms feature built-in wardrobes. A dedicated study nook adds flexibility for working from home or study. Outside, the fully enclosed grounds provide a secure and private setting, complemented by an electric driveway gate, double garage and convenient side driveway access. Property Highlights - Four bedrooms, two bathrooms - North-facing aspect - Large master

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

Gracefully positioned within one of Burradoo's most prestigious dress-circle addresses, this remarkable estate is a masterclass in timeless architecture, refined craftsmanship and effortless luxury. Every element has been considered, every proportion perfectly judged, creating a residence that is at once grand in scale yet wonderfully intimate in feel. Oriented to the north and immersed in natural light, the home unfolds with quiet confidence. Sunlight washes through beautifully connected living spaces, illuminating the elegant open-plan kitchen, dining and family room before spilling into a spectacular glass conservatory - a space that celebrates every season. Beyond, walls of glass dissolve into a magnificent travertine terrace where sandstone, mature gardens and exquisite landscaping create an atmosphere of complete serenity. The kitchen is uncompromising in both design and performance. Expansive stone benchtops, premium Miele appliances and exceptional workspace make it as suited t

Set on an impressive 1,700sqm parcel in one of the Southern Highlands' most prestigious suburbs, this inviting family residence offers space, charm, and exceptional lifestyle appeal in the heart of Burradoo. Boasting three spacious bedrooms + a nursery, three bathrooms, and a double garage, the home is perfectly designed for comfortable family living, with generous proportions and a practical layout that caters to both everyday ease and entertaining. Surrounded by beautifully established gardens, the property enjoys a peaceful and private setting, creating a serene retreat with plenty of room for children to play, for entertaining outdoors, or simply to enjoy the natural beauty of the grounds. Located at 23 Elizabeth Street in the highly regarded suburb of Burradoo, this home offers the rare combination of generous land size and blue-chip positioning. Renowned for its leafy streets, grand homes, and enduring appeal, Burradoo remains one of the most desirable addresses in the Southern H

Impressive in both scale and specification, this beautifully constructed double-brick residence offers a rare combination of comfort, flexibility and lifestyle appeal in a tightly held Bowral pocket. Thoughtfully designed for modern family living and entertaining, the home is complemented by a separate loft apartment, exceptional sustainability credentials and direct access to Gibbergunyah Reserve, creating a private, connected and highly liveable Highlands offering. Bathed in natural northern light, the main residence delivers generous proportions, multiple living zones and quality inclusions throughout. From underfloor heating and double glazing to bespoke entertaining spaces and a resort-style pool, every detail has been carefully considered to support relaxed everyday living, extended family accommodation or income potential. - Solid double-brick construction with double glazing throughout for year-round comfort - Four-bedroom main residence plus a fully self-contained one-bedroom

Set on a private block of 950sqm, with multiple entertaining spaces that capitalize on the sun, 122 Old South Road Bowral is a light filled family home that is ready to be yours! With a renovated kitchen, covered outdoor deck, fireplaces, air-conditioners and oversized carport, this home has it all. An open living room and separate media room that overlooks the pergola through beautiful sun soaked windows. The council approved DA for a 10.5m x 6.5m new shed is only a bonus! Features: Master bedroom with BIR and ensuite Second bedroom with ensuite Kitchen with stone benchtops, induction cooktop, two wall ovens Dining room overlooking evergreen garden Living room with access to north facing pergola and west facing deck Main bathroom with underfloor heating, freestanding bath Gas fireplace and air-conditioner for heating and cooling Established evergreen garden with fire pit New front fence with electric remote controlled gate Solar panels Oversized carport DA for brand new shed Only minu

This is one of those properties where everything is just right. an elevated level yard with a sunny northern aspect and gentle vista. a spacious and well-proportioned floor plan provides for all your comfort and lifestyle. 9' ceilings and tastefully refurbished. Formal lounge and dining rooms Spacious family room with glass doors to covered alfresco The central kitchen with island bench flows to casual dining/sitting with wood fire and glass door to alfresco A generous master suite with double doors to the garden, ensuite and walk in robe Three other bedrooms with built in robes Main bathroom Large covered outdoor entertaining area Reverse central heating, garden shed, double garage with internal and remote access Private easy care garden. Solar panels

Blending contemporary style with practical everyday living, this newly completed Torrens Title terrace has been thoughtfully crafted to deliver effortless comfort, quality finishes and a highly functional layout within an exclusive collection of just three boutique residences. Designed to maximise natural light, the interiors are enhanced by elevated ceilings, skylights and expansive glazing, while the open-plan living and dining spaces create a welcoming hub for everyday life. A well-appointed kitchen anchors the home, featuring quality appliances, generous storage and seamless connection to the private, fully fenced courtyard, creating an inviting setting for entertaining or quiet relaxation. The versatile two-storey floorplan offers three well-proportioned bedrooms and three beautifully appointed bathrooms, providing excellent flexibility for families, guests or those seeking additional privacy. A ground-floor bedroom with built-in robe is serviced by an adjoining bathroom, while up

Defined by clean architectural lines, quality finishes and an intelligently designed floorplan, this newly completed Torrens Title terrace offers a refined approach to low-maintenance living within a boutique collection of just three residences. Natural light, carefully considered design elements and a striking curved feature wall combine to create interiors that feel warm, inviting and effortlessly functional. Timber-look tile flooring flows throughout the ground level, where elevated ceilings, skylights and expansive windows invite natural light into the open-plan living and dining domain. Designed as the heart of the home, the well-appointed kitchen connects effortlessly with the living spaces before extending to a private, fully fenced courtyard, creating an ideal setting for entertaining or relaxed everyday living. Offering exceptional versatility, the intelligently configured floor plan accommodates four bedrooms across two levels. Two generously proportioned bedrooms are positio

A masterclass in heritage-inspired design, this stunning double-fronted colonial cottage blends timeless character with effortlessly modern living. Four generous bedrooms, two beautifully renovated bathrooms, a soul-warming slow-combustion fireplace, and a chef's kitchen anchored by a double Smeg oven ensure no comfort is compromised, while hardwood floors and ducted air conditioning bring it firmly into the present. Set well back from the road, the only sounds you'll wake to are birdsong and the rustle of a lovely established garden, with sunny and sheltered spots for every season and a large, pergola-covered entertainment deck that's private, secluded, and made for long summer evenings. But the true luxury here is location. This is Berrima, the Southern Highlands' most coveted village address, where the primary school, the beloved weekly market, heritage walks, and a celebrated gourmet pub bistro are all just a gentle stroll from your front door. A secure lock-up garage, spacious rea

Single level strata unit, north to rear, with private sunny courtyard. Ideal location, level walk to Bowral Hospital/Bradman Oval. Original kitchen with electric oven/stove, internal laundry and access to garage. Open plan lounge/dining area, split system reverse cycle air conditioning. Currently leased. Rates: $1,805.60 p.a. approx. + water/sewer Strata Levy: $3,712.60 p.a. approx. Inspection by prior appointment only. Agent interest

Positioned within the exclusive Retford Park Estate & presented proudly on a 1,121m2 parcel, 75 Sir James Fairfax Circuit, Bowral delivers an exceptional standard of contemporary living with timeless elegance, superior craftsmanship & a thoughtfully designed single level layout. Only minutes from Bowral's vibrant town centre, schools, hospital, sporting fields & parklands, this immaculate residence offers an enviable lifestyle of comfort, sophistication & effortless family living. From the striking streetscape to the beautifully curated interiors, every detail has been carefully considered to create a home of enduring style & functionality. Elegant wainscoting, engineered oak flooring & refined finishes establish a sense of warmth & luxury throughout, while expansive open plan living spaces are bathed in natural light. At the heart of the home, the stunning designer kitchen showcases premium Miele appliances, stone benchtops, a large breakfast island & an impressive walk-in pantry-perf

Perfectly positioned in one of Mittagong's most sought-after streets, this charming residence enjoys a proudly elevated setting on a generous 892m² block, capturing beautiful district views, abundant natural light & a welcoming sense of privacy. Thoughtfully designed for comfortable family living, the home offers flexible accommodation with three generous bedrooms including built-ins plus flexibility with additional spaces to create a fourth bedroom or home office, ideal for those working remotely or needing additional space. The main bedroom features a built-in wardrobe, while plantation shutters add timeless style throughout the home. At the heart of the residence, the spacious open plan kitchen flows effortlessly into the light-filled, north-facing, family & dining area, creating the perfect space for everyday living & entertaining. A separate formal lounge provides an additional living zone, while ducted central heating & cooling ensures year-round comfort. The practical three-way

Picture this: A home that offers the ease of low-maintenance living without compromising on space, comfort or lifestyle. Positioned within a sought-after Bowral setting, this thoughtfully designed townhouse delivers light-filled interiors, generous proportions and a location that places everyday conveniences within easy reach. Imagine: Relaxing in bright and welcoming living spaces, while large windows invite natural light throughout the home. The thoughtful floor plan balances privacy and functionality, making it equally suited to downsizers, professionals or those seeking a lock-and-leave lifestyle. Dream of: Enjoying your morning coffee beneath the covered alfresco area, surrounded by a lovely, established garden that provides a peaceful setting without the upkeep of a larger block. Fully fenced and private, it is a space designed for quiet enjoyment, entertaining friends or simply spending time outdoors. Features include; Ducted heating & cooling Lofted ceiling 5 burner stove Built

A charming 3 bedroom 2 bathroom single level villa on a sunny 403sqm located in the sought after Mereau Village. An elevated vista, gated estate with access to Moss Vale Golf Course and a short stroll to the aquatic centre, shops and cafes; everything you need for an active retirement or a Highlands' getaway. This magical retreat offers blissful seclusion. Sun filled open plan living and dining rooms with vaulted ceiling, gas log fire, bay window, glass doors to a private terrace Bright sunny kitchen with stainless steel appliances and marble benches Master suite with walk in robe and ensuite which features double marble vanity, bath, shower and underfloor heating Second bedroom with built in robes, 3rd bedroom or study with door to garden Single garage with remote and internal access The architecture is unique and the finishes are of a high standard

Amongst Bowral's ultimate prestigious homes on a quiet acre with stunning farmland area views, drive through your electronic gates, down a tree-lined driveway into pure European-inspired luxury. Close to schools of the highest calibre, and close to shops, Burradoo Park Farm, Harris Farm, boutiques, medical facilities and restaurants, yet surrounded by birdsong, rural serenity and privacy, this five-bedroom family retreat, totalling 549sqm internally, plus 125sqm of outdoor entertaining areas, has everything for luxe country living. The architecturally beautiful design offers endless living and entertaining spaces: media room, games room, living room and rumpus room are all incredibly spacious. Light-filled dining areas and the stunning open-plan country kitchen flow through French doors to the outdoor entertaining area and an elegant courtyard. Floor-to-ceiling panelled picture windows bring your landscaped gardens indoors. Built to the highest standards, this is acreage living, moment

Nestled in the heart of Bowral, this delightful 2-bedroom, 1-bathroom house at 28 Glebe Street offers a highly sought location opposite Glebe Park / Bradman Oval, and only moments to Bowral hospital (ideal medical rooms STCA). The cozy living areas with lounge room open to a sunroom. The property also features a modern bathroom and kitchen. Zoned R2 (low density). A rare opportunity in this location

Presenting an extraordinary lifestyle and rural opportunity within the tightly held and largely untouched enclave of High Range, in the heart of the Southern Highlands. Spanning more than 154 acres of productive grazing country across two separate titles, each with its own building entitlement, this exceptional holding offers endless possibilities for those seeking to create a landmark country estate, establish a premium agricultural enterprise, or enjoy an unrivalled rural lifestyle. Characterised by gently undulating terrain, the property is improved by a charming circa 1950s three-bedroom full brick homestead occupying an elevated position, capturing picturesque rural vistas across the surrounding countryside. A superb north-facing homesite offers the opportunity to create a substantial new residence with spectacular views stretching across National Park landscapes to the Blue Mountains and beyond. Currently operated as a successful cattle fattening enterprise, the property's fertil

Few homes combine this level of luxurious family accommodation with such an elevated Southern Highlands setting. Nestled into the slopes of Mount Gibraltar on 4,000 square metres, this expansive two-storey residence commands sweeping views across Bowral, Moss Vale and the rolling landscape beyond. Drawing inspiration from alpine chalet design, the upper level is devoted to entertaining. Here, dark timber floors, a stone-clad fireplace and soaring proportions define an open living, dining and kitchen domain. A dining space scaled for large gatherings flows seamlessly from the sprawling kitchen island bench through to a sun-drenched balcony, creating a natural extension of the home's entertaining credentials. Privately positioned, the main suite occupies its own wing, complete with a walk-in robe, a full-sized ensuite and dressing room. Throughout the home, five bedrooms, three bathrooms, two flexible office spaces and three living zones provide remarkable versatility for large families,

Tucked behind manicured hedges and framed by established gardens, this exceptional home offers a serene escape in the heart of the Southern Highlands. With a wisteria-draped arbour leading the way, every detail has been thoughtfully curated to create a sense of timeless elegance and enduring comfort. From the moment you enter, there's a feeling of calm and quality, a home that balances warmth with liveability. Designed for families who value space and connection, this remarkable residence spans two substantial levels and delivers a versatile floorplan that adapts effortlessly to every stage of life. Set against the stunning backdrop of Mount Alexandra, this home captures the essence of Highlands living, with a rhythm of life that feels both elevated and grounded. Whether hosting lively gatherings, enjoying quiet weekends at home, or simply watching the seasons change across the mountains, 10 Spencer Street promises a lifestyle that feels truly special. Beyond the picture-perfect façade

Positioned just moments from Bowral's town centre, this beautifully presented single-level residence delivers the perfect balance of space, privacy and low-maintenance living - ideally suited to buyers seeking room to breathe without the upkeep of a large family estate. Set on a secluded and level 2,787sqm parcel with a prized north-to-rear orientation, the home has been thoughtfully designed to capture abundant natural light while maintaining a wonderful sense of privacy and calm. Offering generous proportions without excess, it presents an exceptional opportunity for downsizers, professional couples or those seeking a relaxed Highlands lifestyle with flexibility for guests or extended family. Multiple living zones provide versatility and comfort, including a formal lounge with open fireplace and a light-filled main living area enhanced by vaulted ceilings and tranquil garden outlooks. The accommodation within the main residence includes three bedrooms, with the third bedroom also ide

This beautifully presented Master built freestanding home is in a boutique complex of just 5 villas. Immaculately maintained it offers easy-care living on a single level. Features include: • Kitchen with high end inclusions and finishes throughout including Caesar stone benchtops & European appliances. • Light-filled open-plan living and dining area with generous windows creating a bright and welcoming space. • Spacious master bedroom with walk-in robe and ensuite. • Two additional bedrooms, both with built-in robes. • Reverse-cycle air conditioning for year-round comfort, ceiling fans in the living room, master bedroom and 2nd bedroom. • Single garage with internal access, plus additional visitor parking. • Solar panels. • Landscaped gardens that are attractive, manageable and low maintenance. Positioned in a friendly and established neighbourhood, just moments from schools, shops and the boutique cafés of Moss Vale, this appealing villa offers the perfect combination of privacy, comf

Steeped in history and timeless grace 'Minimbah' stands as one of Moss Vale's most distinguished period homes. Built in 1885, this grand residence embodies the enduring charm and craftsmanship of a bygone era, beautifully preserved and sensitively enhanced for modern living. Perfectly positioned on a 1,687sqm corner allotment in one of the town's most picturesque, tree-lined streets, the home commands an impressive street presenceits stately façade framed by lush established gardens and the magnificent canopy of a Golden Elm. Inside, the home's heritage soul is immediately felt. Soaring ornate ceilings, rich timber floors, and elegantly proportioned rooms speak to a standard of craftsmanship rarely seen today. From the wide central hallway to the formal dining room with its open fireplace, every detail evokes the romance and refinement of the late 19th century. The home's generous main and spacious additional bedrooms feature beautiful wall panelling and period finishes, blending seaml

Located within the highly sought-after Darraby Estate, this impressive family residence delivers an exceptional combination of space, comfort and lifestyle. Positioned on an elevated block to take full advantage of sweeping district views and spectacular sunsets, the home has been thoughtfully designed for growing families, effortless entertaining and relaxed everyday living. Generous proportions, high ceilings and multiple living zones create an immediate sense of space throughout. At the heart of the home, the expansive open-plan living and dining area features impressive 9ft ceilings and comfortably accommodates an 18-seat dining table, highlighting the space's scale. A welcoming lounge centred around an open fireplace provides a warm and inviting place to gather with family and friends. Adjoining the main living area is a separate media room featuring beautiful ambient lighting and new carpet, creating the perfect retreat for movie nights, entertaining or quiet relaxation. The styl

Picture this: Starting the day without needing to rush anywhere. Wander into Bowral for your morning coffee, pick up something fresh from Harris Farm, browse the local shops or enjoy a walk through nearby Lions Park before making your way home. With so much of town close by, everyday errands can easily become part of an enjoyable day out. Imagine this: Coming home to a private, comfortable retreat that asks very little of you. Solid double-brick construction and rendered internal walls bring a wonderful sense of substance and character, while the formal living room with its gas fireplace offers a cosy place to unwind. The stone-topped kitchen is well equipped for everyday living, and outside, a paved courtyard surrounded by established hedging and Star Jasmine provides a peaceful setting for morning coffee, long lunches or an evening drink with friends. Dream of: A lifestyle with more time for the things you actually enjoy. The low-maintenance surrounds and built-in ventilation system,

Set amidst beautifully established, park-like grounds in a highly sought-after location in Burradoo, this single-level family home offers a wonderful combination of space, comfort and tranquility. Surrounded by mature gardens, sweeping lawns and a peaceful sense of privacy, the property provides an idyllic setting for relaxed Southern Highlands living. Designed for easy single-level living, the home offers generous proportions, a flexible floorplan, inviting living spaces and a seamless connection to its picturesque grounds. Whether entertaining family and friends or enjoying quiet moments outdoors, every aspect of the property embraces its serene garden setting. With it's spacious layout, timeless appeal and beautifully landscaped surrounds, this is a rare opportunity to secure a quality home in one of Burradoo's most desirable locations. • 4 bedrooms, all with built in robes and 2 with ensuites • Multiple living spaces including combined family and kitchen area • Covered outdoor ente