603 properties for sale in Woodlands, Wingecarribee

Just moments from the heart of Bowral, Maeve brings a boutique collection of architecturally designed residences to one of the Southern Highland's most sought-after addresses. Within this collection, Apartment 3 stands out for its rare ground floor position a home that combines privacy, security and effortless accessibility in equal measure. Purpose-built for downsizers and owner-occupiers who want luxury without the upkeep this three-bedroom, two-bathroom residence spans 193sqm of internal living, extending out to a generous private terrace. The result is a home where indoor and outdoor living blur effortlessly into one, and where the master suite complete with walk-in robe and ensuite opens directly onto the terrace, filling the retreat with natural light and fresh air. Tziallas Architects has brought their signature local expertise to the design, while Chloe Matters' interiors layer a timeless palette of stone, concrete and brick with brushed gunmetal fixtures and warm, timber-inspi

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

Perfectly positioned in the sought-after Moss Vale township, Allambee offers an exceptional family lifestyle, just moments from schools, shopping, cafés, the town centre and railway station. Set on a generous 1,136sqm level block, this beautifully designed near-new residence combines modern comfort with effortless style. A wide entrance and soaring 2.7m (9 foot) ceilings throughout create an immediate sense of space, light and sophistication. The expansive north-facing open plan living and dining area is bathed in natural sunlight, providing the perfect setting for both relaxed family living and entertaining. Thoughtfully designed with quality and functionality in mind, this is a home that delivers generous proportions without compromising on warmth and comfort. At the heart of the home, the gourmet kitchen is sure to impress, featuring stone benchtops, a walk-in pantry, soft-close cabinetry and a suite of premium Fisher & Paykel appliances, including a French door refrigerator, 900mm

Springfield Residences offers a fresh perspective on contemporary living, designed to provide privacy and a sense of sanctuary. Each home is envisioned as a peaceful retreat, seamlessly transitioning from the outside world into a tranquil haven, all within close proximity to Bowral township. With sun-drenched interiors, natural surroundings, and expansive spaces, Springfield Residences redefine boutique living for over-55s. The development comprises four thoughtfully crafted townhomes and twelve generously scaled villas, featuring a mix of two and three-bedroom layouts, with optional media rooms or study areas. Spacious bedrooms: Main with ensuite, built-in or walk-in robes. Designer kitchen: Engineered stone benchtops, shaker cabinetry, ILVE appliances, and brushed nickel tapware. Premium finishes: Timber flooring in living areas, 100% wool carpets in bedrooms. Luxurious bathrooms: Floor-to-ceiling Carrara marble, heated floors, brushed nickel fittings. Year-round comfort: Reverse cyc

Experience accessibility and style in this brand-new single-storey apartment, thoughtfully designed with inclusive living in mind. Ideal for a downsizer, weekender, or home office, it offers a fully accessible bathroom, convenient ground-level street access, and a prime location just a short walk from town. Perfect for effortless, versatile living. - Dedicated study area plus spacious master bedroom with built-in robes and zoned heating and cooling - North-facing, ground-level, wheelchair-accessible design ensures effortless everyday living - High-end finishes and fixtures create a refined and luxurious interior - Spacious open-plan living flows seamlessly to a private outdoor courtyard - Accessible bathroom features frameless showers and thoughtful, practical design - Kitchen boasts reconstituted custom stone benchtops, induction cooking, and quality European appliances - Generous living zones feature gas fireplaces and ComfortHush glazing to windows and doors - High shadow-line ceili

Springfield Residences offers a fresh perspective on contemporary living, designed to provide privacy and a sense of sanctuary. Each home is envisioned as a peaceful retreat, seamlessly transitioning from the outside world into a tranquil haven, all within close proximity to Bowral township. With sun-drenched interiors, natural surroundings, and expansive spaces, Springfield Residences redefine boutique living for over-55s. The development comprises four thoughtfully crafted townhomes and twelve generously scaled villas, featuring a mix of two and three-bedroom layouts, with optional media rooms or study areas. Spacious bedrooms: Main with ensuite, built-in or walk-in robes. Designer kitchen: Engineered stone benchtops, shaker cabinetry, ILVE appliances, and brushed nickel tapware. Premium finishes: Timber flooring in living areas, 100% wool carpets in bedrooms. Luxurious bathrooms: Floor-to-ceiling Carrara marble, heated floors, brushed nickel fittings. Year-round comfort: Reverse cyc

Presenting the final remaining townhome within Maeve, Bowral's most successful residential development in recent years. With the majority of residences sold prior to completion, Maeve has set a new benchmark for luxury village living, combining sophisticated architecture, premium finishes and an enviable walk-to-town location just moments from Bowral's cafés, restaurants, boutiques and parklands. Designed by Tziallas Architects with interiors curated by Chloe Matters, this newly completed tri-level residence offers generous house-like proportions with the ease of low-maintenance living. Key Features Approximately 220sqm of internal living Four-bedroom floorplan including a ground-floor guest suite with ensuite Expansive open-plan living and dining flowing to private outdoor spaces Designer kitchen with integrated European appliances and butler's pantry Second living area upstairs offering flexibility for families or guests Private internal lift servicing all levels Wine cellar and stor

LJ Hooker Lifestyle Group proudly presents this beautifully maintained four bedroom home, nestled in a peaceful and private pocket of Hill Top. Set on one acre, it offers the perfect blend of country charm, family functionality and relaxed outdoor living. Designed for growing families, the home features a practical layout with multiple living areas, a slow combustion fireplace and split system air conditioning for year round comfort. At its heart is a charming country style kitchen complete with a 900mm Smeg oven and walk in pantry, seamlessly connecting to the living and dining spaces. The spacious master suite includes a walk through wardrobe and private ensuite, while three additional bedrooms feature built in wardrobes. Outdoor living is a standout, with an expansive balcony, extended entertaining deck, dedicated firepit area, established vegetable gardens and chicken coops. A separate entertaining space with a built in fireplace creates the perfect setting for gatherings with fami

Welcome to your private oasis at Maeve, an exclusive collection of 3-bedroom apartments in the heart of Bowral. Experience the best of country living with a cosmopolitan twist in a beautifully designed home by Bowral-based Tziallas Architects. The sophisticated interiors by Chloe Matters infuse comfort and indulgence with natural materials including limestone, concrete, and brick; complimented by beautifully crafted elements such as brushed gunmetal and ash veneer. Every home has been masterfully crafted with the ultimate modern-day convenience and privacy in mind. - Lift access from the basement carpark to your personal lobby and upper floors - Circa three-meter high ceilings - Fully integrated kitchen with Gaggenau appliances, including oven and gas cooktop, fridge/freezer, microwave, dishwasher, and zip tap. - Engineered timber European Oak flooring in the living areas - 100% wool carpet in the bedrooms - Master bedroom with walk in robe and underfloor heating and freestanding bath

This neat and tidy freestanding one level villa offers comfortable, low maintenance living in a convenient location close to Bowral CBD, transport & hospital. Open concept yet comfortably defined living and dining areas. Kitchen with all the essentials, 4 burner gas cooktop and oven. 3 bedrooms all with built in robes, alarm. Bathroom includes bath, shower & toilet plus seperate powder room. North facing courtyard, double lockup remote garage with internal access. Within a tightly held complex of 5, perfect for first-home buyers, downsizes or investors, this is an opportunity to enjoy easy living, move straight in and make it yours. Virtual furniture used. Bidding opens October 19 with bidding closing 6.30pm on October 19

Privately set behind established hedging in one of Moss Vale's most convenient pockets, this charming residence offers a rare balance of seclusion, space and walkable village living. Just moments from the town centre, train station, parks and golf course, the home enjoys a quiet, tucked-away position while remaining effortlessly connected to everything that defines the Southern Highlands lifestyle. Framed by beautiful established gardens, the home welcomes with a wide front porch overlooking greenery, creating an immediate sense of calm where you can enjoy magnificent sunsets. Inside, a functional layout is enhanced by picture windows that draw in natural light and garden views, while the generous backyard provides both space to enjoy now and potential for the future (STCA). - Private, peaceful setting with established hedging and long driveway - Level walk via wide footpaths to Moss Vale town centre and train station - Close proximity to parks, golf course, cafés and local amenities -

Perfectly positioned in one of Moss Vale's most walkable pockets, this enchanting double brick character home captures the timeless romance of a classic Californian bungalow, framed by beautifully established gardens that create a private and picturesque sanctuary. Rich in warmth and charm, the home showcases high ceilings, stained glass details, a functioning open fireplace and sun-drenched interiors, all complemented by a flexible floorplan designed for effortless Southern Highlands living. Thoughtfully blending character with everyday comfort, the residence offers multiple living zones, a spacious central kitchen and seamless flow to the covered alfresco veranda overlooking the cottage-style front gardens. Just moments from cafés, boutiques, schools and transport, this is a home that feels both wonderfully connected and delightfully tucked away. - Beautiful double brick character home with timeless Californian bungalow charm - Exceptional Moss Vale location within walking distance t

Privately tucked behind established hedging and beautifully framed by roses, camellias, silver birches and conifers, this enchanting c1880s cottage is one of Mittagong's hidden gems rich in character, wonderfully versatile and positioned just moments from everything. Offering rare B1 zoning and exceptional flexibility, the home lends itself equally to elegant permanent living, boutique accommodation, a stylish work-from-home set-up or the perfect Highlands weekender for those seeking a refined lock-up-and-leave lifestyle. Inside, timeless period details create warmth and atmosphere throughout, with original timber floors, soaring ceilings, picture rails and original fireplaces pairing effortlessly with thoughtful modern updates. Both bedrooms are exceptionally generous and feature enormous fitted built-in robes, while a series of interconnected living spaces provide comfort, intimacy and easy entertaining year-round by day or by night. At the heart of the home, the country style kitche

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 202324 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 roun

Set on a sunny corner block with elevated views to Mount Alexandra this sprawling home is more than meets the eye and ready to move into, offering space, comfort, and flexibility on a generous 1011m² lot. With two street frontages and a fully fenced layout, the property provides both privacy behind established hedging and convenience located a short walk or drive to Mittagong marketplace along with the exciting potential for a second dwelling (dual occupancy), STCA. From the sunny front verandah, you can enjoy pleasant views towards Mt Alexandra, adding to the home's charm and appeal with large picture windows flooding natural light to the home. Inside, the home features 4 bedrooms, all with built-in robes, and 2 bathrooms including an ensuite to the spacious main bedroom. A selection of living and entertaining areas, including formal lounge and dining, casual family room and meals areas enjoy lovely garden vistas, creating an inviting atmosphere throughout. The kitchen is well-appoint

Perfectly positioned in a quiet and established pocket of Mittagong, 37 William Street presents a warm and welcoming family home offering comfort, space, and practicality on a generous parcel of land. Surrounded by leafy gardens and enjoying a relaxed Highlands lifestyle, this beautifully maintained residence is ideal for families, downsizers, first-home buyers, or investors seeking a move-in-ready property with excellent outdoor space. Inside, the home features a light-filled layout with multiple living zones, a stylishly updated kitchen, and comfortable bedrooms designed for everyday living. Large windows invite natural light throughout, while the expansive north-facing backyard and entertaining deck provide the perfect setting for gatherings with family and friends. A standout feature of the property is the substantial shed/workshop, offering exceptional storage, hobby space, or potential for trades and recreational use. Conveniently located just moments from local schools, parks, s

An exceptional residence in a highly sought-after Southern Highlands location, this beautifully crafted home delivers an impressive combination of architectural style, high-end finishes & contemporary functionality. Designed with a genuine focus on comfort, ambience & quality, every element has been thoughtfully considered to create a home that is as beautiful as it is practical. From its sophisticated interiors to its landscaped surrounds, this is Highlands living at its finest. At the heart of the home is an expansive open-plan kitchen, living & dining area, creating a wonderful sense of space and connection. The gourmet kitchen is appointed with premium Miele appliances, quality stone benchtops & excellent functionality, making it equally suited to everyday family living or entertaining. A separate, inviting snug provides a more intimate retreat and offers the flexibility to function as a second living area, TV room, study or home office. Four generous bedrooms provide exceptional a

Set privately back from the road and surrounded by a sense of space, 5052 Watson Road is a wonderful country home where charm, practicality and an abundance of room come together in a truly special setting. Positioned on an expansive parcel of almost two acres, this much-loved AV Jennings home has a warmth and character that is becoming increasingly difficult to find. From the welcoming front verandah and classic bay windows to the timber floorboards, original country-style kitchen and two wood fireplaces, every part of the home carries a relaxed country charm. Single level and generously proportioned, the home offers four bedrooms plus a study, with built-in robes to the bedrooms and beautiful garden outlooks. Multiple living spaces provide room for the whole family, including a formal dining room and additional living areas that invite slow mornings, cosy winter evenings and gatherings with family and friends. At the heart of the home, the original kitchen retains its country charact

This two-bedroom residence has been meticulously crafted to celebrate its unique outlook and position, with every architectural choice made to highlight light, space, and flow. From the soft curvature of its walls to the layering of textures and finishes, it exudes a personality that is both refined and inviting. Designed not simply as a home but as an expression of character, it balances individuality with comfort, charm with modern elegance, and a distinct sense of place within Bowral's landscape. Property Highlights: Boutique Collection: One of just 10 architect-designed residences, crafted with individuality and timeless style Inspired Interiors: Curved feature walls, soaring ceilings, oak herringbone floors, and full-height linen sheers Light-Filled Living: Spacious two-bedroom design with interiors flooded in natural light Seamless Outdoor Flow: Floating terraces, private gardens, and communal spaces for entertaining or relaxation Premium Finishes: Exquisitely detailed throughout

Set privately within one of Moss Vale's most tightly held pockets, this remarkable 2.5-acre estate brings together character, space and exciting future potential, all within moments of the heart of town. Framed by established trees and beautiful park-like grounds, the property enjoys an elevated position with sweeping outlooks and an extraordinary sense of privacy. At its heart sits a character-filled residence originally dating to 1891, thoughtfully renovated to celebrate its history while providing warm and highly functional contemporary living. Soaring ceilings, original timber floors and generous proportions enhance the home's character, while multiple living areas and expansive outdoor entertaining spaces make it equally suited to relaxed everyday living and larger gatherings. The flexible split-level layout also provides the option to reinstate two additional bedrooms within the existing upstairs dining area if desired. Outside, expansive lawns, mature trees and established garde

Set on an expansive approx 9 acres, 29 Eridge Park Road offers a rare combination of privacy, space and a beautifully considered rural setting in Burradoo. Positioned along a private driveway, the property opens to extensive grounds with established landscaping, fenced paddocks and a tranquil dam, creating an idyllic country lifestyle with room to enjoy the outdoors. The home is designed to embrace its surroundings, with the master bedroom enjoying a peaceful rural outlook across the yards and paddocks. Generous living and entertaining areas extend throughout the residence, with covered outdoor spaces providing an effortless connection to the garden and acreage. Adding to the versatility of the property is a large, dedicated office/studio space, privately positioned and offering an ideal environment for working from home, creative pursuits, a home business or additional flexible accommodation. A significant highlight is the large shed, complemented by additional garage and workshop acc

Set amongst approximately 1.20 hectares of fully fenced grounds, this charming property offers families the rare combination of space, privacy and a lifestyle that is becoming increasingly hard to find. With plenty of level, clear and usable land, there is room for the kids to run, pets to roam and the whole family to enjoy the outdoors. The home offers three bedrooms, including two generously sized bedrooms, a comfortable living area and a versatile floorplan that can easily adapt to the needs of a growing family. A welcoming alfresco area overlooks the beautiful backyard, creating the perfect spot to sit back and enjoy the peaceful surroundings. Outside, the property really comes into its own. The fully fenced grounds include a shed, dam positioned in the rear corner and an abundance of open space ready for whatever your family needs, whether that's entertaining, gardens, pets, hobbies or simply enjoying the freedom that comes with having plenty of room around you. With two road fron

This north-to-rear, half acre block is situated at the highest point of Osborne Road. This idyllic designer residence is a turnkey offering, where luxurious design and effortless entertainment converge. Generously proportioned open plan kitchen, informal living, and dining offers a light-filled entertaining space that feels sophisticated and elegant, evidenced by the vaulted ceiling, designer stone fireplace and chandelier. Bathed in sunshine through winter and naturally cool in summer, this exceptional home offers rare ease and refinement. Through double doors is an inviting formal lounge that provides an alternative living space for quieter moments or formal pre dinner drinks and extends into a study nook. The king-sized master bedroom offers a spacious dressing room with generous built-in wardrobes, a palatial ensuite with His & Hers sinks, stone vanity and high quality, copper fixtures. The remaining queen-sized bedrooms feel indulgent as all have their own designated bathroom. The

Perfectly positioned within the peaceful surrounds of Pepperfield, this beautifully presented two-bedroom plus study villa offers a wonderful opportunity to enjoy comfortable, low-maintenance living with beautiful garden and lake outlooks. Light-filled and inviting, the home immediately creates a sense of space and warmth. At its heart is a generous open-plan living and dining area, thoughtfully designed for both everyday comfort and relaxed entertaining. A cosy fireplace adds warmth and character to the living space, which opens effortlessly to the private outdoor area and its tranquil garden and lake setting. The versatile study provides the perfect additional space for a home office, reading room or creative retreat, while large windows throughout the home capture an abundance of natural light and showcase the lush greenery beyond. Both bedrooms are well proportioned and thoughtfully positioned for comfort and privacy, with the master bedroom featuring its own ensuite. Two bathrooms

Tucked behind a winding tree-lined drive and framed by romantic established gardens, this 1880s homestead offers a rare opportunity to embrace timeless countryside living. Inspired by renowned local artist Margaret Olley the interiors are rich in warmth and authenticity, the property evokes a sense of place with its rustic façade, elegant hallways, and classical proportions. Inside, soaring ceilings, timber floors, and period features create a home filled with nostalgia, while the gracious formal rooms invite quiet reflection or cosy gatherings by the fire. This is more than a house it's a lifestyle steeped in beauty and serenity. Whether restoring its grandeur or embracing its lived-in warmth, the home is perfect for those seeking character, space, and inspiration. Situated on a spacious parcel of land, this enchanting property offers privacy, potential, and a deep connection to its natural surroundings. High Points - Tree-lined driveway with manicured hedges and established gardens w

Offering a wonderful sense of space and versatility, this substantial single-level residence has been thoughtfully designed for relaxed family living and entertaining. A well-considered floorplan creates a natural flow between the multiple living zones, generous bedrooms and outdoor entertaining areas, while established gardens provide a peaceful backdrop throughout. With its combination of comfort, flexibility and timeless appeal, the home offers an inviting foundation for both everyday living and entertaining, with scope to add your own personal style over time. - Four well-proportioned bedrooms, including a generous master suite with walk-in robe and ensuite - Multiple living zones providing flexibility for family life, entertaining and quiet retreat - Spacious central family room forming the heart of the home - Separate living/rumpus room and dedicated dining area enhanced by the warmth and ambience of a fireplace - Well-positioned kitchen with excellent connection to the surroundi

Some homes are made for bringing people together, filling the kitchen with conversation, the alfresco with laughter and the 654sqm backyard with long summer afternoons. Set within the highly regarded Darraby Estate, this beautifully appointed home has been designed with entertaining, connection and family living at its heart. Inside, skylights and soaring ceilings create a light-filled sense of space, while three separate living areas provide room for everyone to relax, unwind or come together. The open-plan kitchen, living and dining area forms the heart of the home, with a generous island, gas cooktop, walk-in pantry and feature pendant lighting creating a natural gathering point. The dedicated media room offers a cosy retreat for movie nights, while four bedrooms provide comfortable accommodation, including a spacious main suite with walk-in robe and ensuite. But it is outside where this home truly comes alive. A large heated and covered alfresco creates the ultimate entertaining zo

Picture this: A home filled with natural light, where the prized north-facing aspect creates bright, inviting interiors throughout the day. Thoughtfully designed for comfortable everyday living, it offers generous spaces to gather, relax and enjoy the ease of a low-maintenance lifestyle. Imagine: A villa that balances generous proportions with low-maintenance living, allowing you to enjoy your home rather than spend your time maintaining it. Set within a well-kept complex, it offers privacy, comfort and the flexibility to suit a range of lifestyles, whether you're downsizing, seeking a weekend escape or simply looking for an easier way to live. Dream of: Living within easy reach of Bowral's cafés, boutique shopping and everyday essentials, while coming home to a setting that's peaceful, established and easy to manage. It's a lifestyle that offers convenience without compromise. Features include; North facing aspect Reverse cycle air conditioning 9ft ceilings Engineered flooring 5 burne