559 houses for sale in Woodlands, Wingecarribee

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

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

Architecturally designed to deliver the perfect balance of luxury, privacy and functionality, this near-new north-facing pavilion residence is a masterclass in contemporary family living. Set across a beautifully landscaped acre in one of the Highlands' most prestigious enclaves, the 315sqm home showcases three thoughtfully connected pavilions, allowing family members to enjoy both togetherness and retreat. Bathed in natural light from all angles and crafted with exceptional attention to detail, every space has been designed to offer comfort, sophistication and effortless everyday living. At the heart of the home, expansive living and entertaining areas flow seamlessly to a covered alfresco entertaining area, overlooking the heated mineral pool and spa, creating a private resort-style setting. Exquisite low-maintenance gardens, a productive vegetable and herb garden, designer chicken coop, air-conditioned art studio and adjoining shed enhance the property's unique appeal, while impress

Immaculate renovated and beautifully maintained, this home is nestled in a peaceful, leafy cul-de-sac within a highly sought after neighbourhood. Offering 3 bedrooms all with robing Spacious open plan living with access to the outdoor desk & alfresco area Modern kitchen with generous bench & cupboard space, dishwasher & electric cooking Main bathroom with shower, vanity with Hollywood lights & toilet Flued gas heating, floating floors and plush carpet to the bedrooms Single garage with remote access. Laundry with additional toilet and storage on low maintenance grounds of 836m2. One of the best ~ see you at the Open!

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

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

Only 2 years young and immaculate throughout, this home is a sublime blend of family living and privacy, making the most of seamlessly endless borrowed rural views. Grand in it's proportions with seamless flow throughout, this home features 4 bedrooms including private main suite, towering ceiling heights in the kitchen, living and dining areas and timber deck ideal for year round alfresco living with stunning rural outlook. The eat in kitchen with island bench and breakfast bar is both chic and practical, with spacious walk-in pantry and modern appliances. It adjoins the open plan lounge and dining area making it ideal for informal family living. The master suite is a private oasis with spacious walk in robe and stylish ensuite with the remaining 3 bedrooms, all with built in robes, spacious and light. The children's activity area with study nook and main bathroom, creates the perfect environment for a family to grow into over time providing privacy and functionality. Additional featu

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

What you've been waiting for-an exceptional residence in a fantastic location, offering the perfect combination of stunning architecture, high-quality finishes & modern functionality. Built with passion & a keen eye for ambient living, this home delivers refined luxury & thoughtful design throughout. This beautifully crafted home features four generously sized bedrooms, including a luxurious master suite that boasts a spacious ensuite, walk-through dressing room & private access to the veranda. Every detail has been carefully considered to ensure comfort, elegance & privacy. The heart of the home is the expansive open plan living, dining & kitchen area, designed to impress even the most discerning buyer. The gourmet kitchen is equipped with premium Miele appliances & stone benchtops, providing both style & functionality. Adjacent to this space, a cozy separate snug offers a quiet retreat, ideal for a TV room, study or home office. The bathrooms are equally impressive, featuring stone-t

Set quietly within one of Moss Vale's most tightly held pockets, this remarkable 2.5-acre estate presents an extraordinarily rare opportunity to secure a private, park-like holding right in the heart of town. Framed by established trees and enjoying an elevated position, the property captures sweeping, equestrian-style vistas while remaining moments from Moss Vale's town centre, schools and transport. Beautifully renovated throughout, the residence has been thoughtfully reimagined to honour its heritage while delivering a refined, contemporary lifestyle. Originally built in 1891, the home showcases light-filled interiors, soaring ceilings and original timber floors that create a sense of warmth and character, while multiple living zones and seamless indoor-outdoor flow cater effortlessly to both relaxed family living and entertaining. Adding to the home's exceptional flexibility, there is scope to convert the existing upstairs dining area back into two additional bedrooms if desired, h

Located in prestigious Osborne Road on a manicured, perfectly level half-acre block. Literally step into a home where timeless design meets natural beauty. Thoughtfully curated to harness every ray of winter sunshine while offering sanctuary from the summer warmth. Perfectly private, this exceptional single-level residence reveals a seamless connection to its verdant surrounds, where every room enjoys a green vista and all the rear enjoying a prized north-to-rear aspect. Voluminous, light-filled interiors are anchored by a character vaulted ceiling in the main entertaining domain. Here, open-plan living and dining flows to a superbly appointed kitchen, a statement of sophistication. Offering porcelain benchtops, combi oven, free-standing 900mm gas range and expansive island designed for gathering, yet centrally positioned for effortless indoor/outdoor transition that invites year-round entertaining. For a quieter moment, a second alfresco space is wrapped with a gorgeous, picturesque l

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

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

Perfectly positioned on a picturesque north-facing 3,237sqm parcel in one of Burradoo's most tightly held addresses, this charming double-brick residence effortlessly blends the enduring appeal of its 1960's heritage with thoughtful contemporary updates. Framed by established gardens and introduced via a private tree-lined driveway, the home enjoys a wonderfully peaceful setting adjoining the Burradoo Pony Club, offering an ever-changing rural outlook without the upkeep of acreage - a truly unique lifestyle. Recently refreshed, the home has been enhanced with stylish renovations, including two beautifully appointed new bathrooms, complementing its original character while providing modern comfort for effortless living. Bathed in natural light, the single-level floorplan offers exceptional flexibility with four generous bedrooms, a dedicated study and versatile loft accommodation above the Tina Tziallas architect designed double garage, ideal as guest accommodation, a home office, studi

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 high above the street in a sought-after pocket just five minutes from the CBD, 2 Dengate Crescent delivers a rare blend of country charm, modern renovation and everyday convenience. Multi-level sandstone retaining walls frame the frontage, creating a striking first impression and a sense of elevation that defines the home. Recently renovated, the residence feels fresh, bright and inviting, with natural light filling generous interiors and enhancing its warm atmosphere. Positioned on a substantial 1,230m2 land parcel, it offers space, privacy and long-term appeal in equal measure. At the heart of the home, the open-plan living, dining and kitchen zone encourages connection, making cooking and entertaining effortless. The kitchen is beautifully appointed with a butler's pantry providing excellent storage and functionality. Accommodation includes four spacious bedrooms; each designed for comfort and flexibility. The bathrooms are well-presented and complement the home's refreshed fini

Perfectly positioned within a well maintained complex, this inviting three-bedroom villa delivers low-maintenance comfort and everyday convenience in a highly sought-after Moss Vale pocket. Featuring a functional layout with bright, welcoming interiors, this home presents an outstanding opportunity for downsizers, first home buyers or investors alike. Enjoy easy-care living with shops, cafes, parks and transport all within close proximity

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

From the moment you step inside, it's clear this is a home of quality and intention. Soaring ceilings and fine craftsmanship create a sense of space and light, while a series of thoughtfully designed interiors offer both openness and intimacy. Cleverly placed staircases lead to unexpected upper-level retreats, adding layers of interest throughout. The deep verandah overlooks beautifully private, park-like grounds-an ever-changing landscape of light, shade, and seasonal colour. A fully self-contained studio, complete with its own private entry and garden, adds flexibility-ideal for extended family, guest accommodation, or a well-established Airbnb. Positioned in a quiet enclave off prestigious Links Road, this sun-filled Burradoo home offers a rare combination of privacy, character, and lifestyle appeal. A considered, inviting residence in one of the Southern Highlands' most sought-after locations. -Master bedroom features ensuite, walk-in robe, storage room, air conditioning unit and b

Positioned moments from the Moss Vale town centre, this DA-approved development site presents an opportunity to deliver 11 freestanding seniors living villas in one of the Southern Highlands' strongest growth markets. Set on a 4,266sqm landholding, the project benefits from an existing Development Approval for 11 Hamptons-inspired dwellings (10 x 3-bedroom and 1 x 2-bedroom villa), allowing a purchaser to avoid the planning process and potentially save 12-18 months in approval time. The development is strategically aligned with a clear market need, addressing the undersupply of seniors housing across the Southern Highlands. Comparable projects in the immediate area have achieved presales between $1.2 million and $1.25 million per dwelling, demonstrating strong demand from downsizers and owner-occupiers seeking quality, low-maintenance housing. Located in Moss Vale, widely regarded as the fastest-evolving market in the Southern Highlands, the site is positioned near the future Southern

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

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