559 houses for sale in Woodlands, Wingecarribee

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

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

In the most coveted part of exclusive Burradoo, with direct access to the Southern Highlands' most picturesque walking track and with sweeping rural views, this gracious single level family home delivers uncompromising luxury. With 4-5 oversized bedrooms (three with ensuites plus a fourth spa bathroom and powder room), a choice of several large, beautiful living areas (including a conservatory with full entertainment facilities) plus an office, double garage and a magnificent country kitchen with butler's pantry, the home is a joy to inhabit. Ducted heating and cooling throughout with several fireplaces providing for cosy winter gatherings. The private gardens offer over an acre of established and spectacular four-season colour with fully automatic bore irrigation throughout. High Points - Minutes' stroll to Oxley College (private primary and high school), Burradoo Park Farm and five minutes to Bowral town centre for comprehensive shopping and medical facilities - Prestige homes surrou

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

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

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

Welcome to your new sanctuary at 9/502 Moss Vale Road, Bowral! This delightful 3-bedroom retirement property offers the perfect blend of comfort, convenience, and community living, making it an ideal choice for those looking to embrace a relaxed lifestyle in one of the Southern Highlands' most sought-after locations. Property Features: • Spacious Living: This inviting home boasts three well-appointed bedrooms, providing ample space for relaxation and rest. Each room is designed with comfort in mind, featuring large windows that fill the space with natural light. • Modern Bathroom: The property includes a stylishly designed bathroom and an additional separate toilet, ensuring convenience for you and your guests. • Functional Garage: Enjoy the ease of a single garage, providing secure parking and extra storage space for your belongings. • Retirement Living: This property is part of a vibrant retirement community, offering a peaceful environment with friendly neighbors and a range of amen

This is a home that feels truly special. Meticulously designed with a Hamptons influence, it combines timeless detailing with luxurious modern finishes to create a residence that is both elegant and welcoming. From the inviting verandah to the light-filled interiors and bespoke craftsmanship, every element has been thoughtfully considered. It is a home made for family living, effortless entertaining, and quiet retreat, all just moments from the heart of Moss Vale. Inside, warmth and character unfold with engineered oak herringbone floors, wainscotting, and lining board ceilings adding depth and charm. Vaulted ceilings in the kitchen, living, and primary suite enhance the sense of space, while Velux skylights and double-glazed windows ensure the interiors are filled with light yet remain quiet and peaceful. A wood fire and ducted air conditioning complete the picture, bringing comfort in every season. The kitchen is designed for both beauty and function, with refined finishes and qualit

Picture this: A solid brick home set on more than an acre of sprawling gardens, offering privacy, space and exciting future potential. Perfectly positioned within easy reach of Moss Vale and Burradoo, with Eridge Park's netball courts, rugby club and velodrome just moments away, this is a rare opportunity to secure a substantial landholding in a highly convenient location. Dream of: Comfortable single level living with tall ceilings, generous proportions and a practical floor plan designed for family ease. At the heart of the home, the large living room flows to an open-plan kitchen and dining area with easy access to the west-facing rear deck, ideal for entertaining or enjoying relaxed afternoons overlooking the garden. Imagine: Moving straight in with only minimal cosmetic updates, or taking the opportunity to renovate, extend and create your dream home over time. With expansive front and rear lawns, oversized bedrooms and endless room to enhance, this is a property ready to evolve w

A rare find in the heart of Old Bowral, this 1,448sqm elevated landholding comes with a current approved DA to subdivide into two ~700sqm lots. Perfectly positioned with sweeping views of Mt Gibraltar, the property offers immediate liveability plus outstanding development potential. The property currently features a solid 1969 brick veneer home with two bedrooms, a sun-filled study (or third bedroom), central bathroom, spacious kitchen, and a large living area. Outdoor features include an elevated porch, private rear garden, established trees, and a single garage with workshop. This is a unique chance to secure a significant parcel with subdivision approval in one of Bowral's most tightly held addresses-ideal for developers, investors, or those seeking to create their dream home. Key Features - Large 1,448sqm parcel in coveted Old Bowral with approved DA for subdivision into two ~700sqm lots - Elevated position with sweeping views of Mt Gibraltar - Two bedrooms plus north-facing study/

Enjoy relaxed, low-maintenance living in this beautifully presented cottage, ideally positioned within the sought-after Mt Eymard retirement village, just moments from the heart of Bowral. Conveniently located close to the main house and village amenities, this delightful home offers a warm and welcoming atmosphere with a prized northerly aspect that fills the sunroom, living room, dining area and main bedroom with natural light throughout the day. The thoughtfully updated interior features a refurbished kitchen and bathroom, providing modern comfort while retaining the cottage's inviting charm. A practical internal laundry with second toilet, adds everyday convenience, while the private garden creates a peaceful outdoor retreat for relaxing and gardening. A single lock-up garage with remote and internal access, ensuring secure and easy entry in all weather conditions. Mt. Eymard is Bowral's most trusted retirement village, with friendly supportive community, wonderful facilities and 2

Positioned in a quiet and family-friendly pocket of Braemar, this beautifully presented four-bedroom residence offers the perfect blend of modern comfort, practical design and low-maintenance living. Showcasing generous interiors, quality finishes and an expansive backyard, this home is ideal for growing families, first home buyers or savvy investors seeking a move-in ready opportunity in the sought-after Highlands region. Designed for effortless everyday living, the home features multiple living areas, an open-plan kitchen and dining space, and seamless indoor-outdoor flow to the covered alfresco and spacious backyard. The contemporary kitchen is fitted with quality stainless steel appliances, gas cooking, ample storage and a breakfast bar, creating the perfect hub for entertaining and family connection. Accommodation comprises four well-sized bedrooms, including a private master suite complete with walk-in robe and ensuite. The additional bedrooms are serviced by a stylish central ba

Nestled in the treetops of the Southern Highlands countryside and overlooking thirty acres of semi-rural views stands this architecturally designed masterpiece. Open family living is combined with modern luxury in this unique property. The soaring 12-foot raked ceilings provide a sense of warmth and style whilst stunning views can be admired through beautiful cedar windows built upon Victorian Ash floorboards. In addition to multiple al fresco entertaining areas, extensive verandah spaces extend from many of the spacious rooms and encompass the property in the beautiful Australian wildlife surrounding it. Setting itself apart from the stress and difficulties of new builds, this stunning property offers the opportunity to walk straight into an architecturally superior, expertly crafted home immersed in the tranquility of nature. Climate comfort and style is supplied with the Escea double-sided gas fireplace and zoned, ducted reverse cycle heating and cooling, as well as heated floors an

Surrounded by beautiful mature trees on the high side of the street, 2 Acacia is the perfect Southern Highlands family home. This architecturally designed substantial home offers oversized family rooms with an abundance of natural light, 10 ft ceilings throughout, private gardens and multiple outdoor seating areas. With a huge bonus of a self contained 2 bedroom room apartment. Set on the highly sought after northern side of Mt Gibraltar, this large, level, private block ticks all the boxes! Features: Multiple oversized family rooms with an abundance of natural light, soaring vaulted ceilings Kitchen with modern Miele appliances overlooking lush garden Master bedroom with walk-in-robe and ensuite, underfloor heating Self contained accommodation that can be opened or closed to the main house depending on your needs Main bathroom with free standing bath tub, heated towel racks All other bedrooms east facing with built-ins 7kw solar system Large double door shed and garden shed for storag

The timeless elegance of this historic home captures your heart from the moment you arrive. Nearly two centuries of history are woven into its character, with a beautifully preserved Victorian double fronted façade that radiates charm and grace. Thoughtfully restored and expanded, the single level residence now blends classic heritage with modern sophistication, offering a captivating fusion of old-world beauty and contemporary living. Constructed by renowned and award winning master builders, Rofe Build. A masterpiece of innovative design, this home prioritises comfort and functionality, featuring expansive, north-east facing, sun-drenched living areas, high ceilings, hardwood timber flooring, double-glazed windows, solar panels and plantation shutters throughout. A brand new self-contained cottage also built by renowned and award winning master builders, Rofe Build is ideal for guests, extended family, work from home or potential long or short term rental income. Featuring exposed ha

On one of Burradoo's most prestigious tree-lined roads, this property is a genuinely rare find. Two completely restored and renovated homes on a single title, set amongst mature gardens on just over an acre with a flat, northerly aspect and all the space and privacy the Southern Highlands does best. Originally part of the historic Kerever Park estate, Habit House and Blossom Cottage sit within easy reach of Oxley College and Chevalier College, Burradoo Park Farm and Bowral town centre, a location as convenient as it is coveted. Established mature trees frame both homes beautifully, while the low-maintenance, thoughtfully designed gardens ensure more time enjoying the property than tending to it. Established cool-climate gardens, bright north-facing living areas and thermally efficient architecture and building materials make this home beautiful and comfortable all year round. Habit House, the grand north-facing main residence, offers four oversized bedrooms, three bathrooms with underf

Imagine this: Coming home to a historic cottage in the main street of Berrima, that's rich with stories and character, where every detail speaks of craftsmanship and care. Picture this: Enjoying the local, scenic riverside walking trail with bridges, huts, and gardens with your four-legged friend padding happily beside you. Dream of: La dolce vita in a small village community where the rhythm is slower and the faces are familiar. This unique property currently hosts Berrima Village Pottery, showcasing locally crafted pottery and distinctive giftware, alongside a four-bedroom family home. Features: Slow combustion woodfire Bedrooms with open fireplaces Primary bedroom with a walk-in-wardrobe Kitchen features timber benchtop, gas cooktop, wall oven and integrated dishwasher Shop features fabulous original sandstone floor (re-layed), heritage-listed baker's oven and adjacent generous workroom with external access Garden shed Vegetable patch A pretty garden with established plantings, incl

Introducing a newly completed residence within Maeve, where contemporary architecture, generous proportions and premium finishes combine to create a home of remarkable quality. Spanning three beautifully designed levels, this luxurious town home delivers the scale and comfort of a family home with the ease of low-maintenance living, all within one of Bowral's most anticipated residential addresses. Conceived by Tziallas Architects, this residence showcases timeless craftsmanship and understated elegance throughout. Rich textures, engineered timber flooring, bespoke joinery and natural brick accents create interiors that feel warm, sophisticated and designed to endure. At the heart of the home, expansive living and dining areas seamlessly connect with the northerly outdoor entertaining terrace, where landscaped gardens and a private terrace provide the perfect setting for relaxed everyday living or hosting family and friends. Anchored by an oversized stone island, the beautifully appoin

Some homes capture your attention from the moment you arrive. 5A Cliff Street, Bowral is one of those rare residences. Recently and meticulously renovated, this exceptional home blends timeless character with contemporary style, delivering a turnkey lifestyle on a generous parcel. Inside, every detail has been thoughtfully considered. The light-filled open plan living and dining area is centred around a beautiful feature fireplace with a classic mantle, creating an inviting space that flows effortlessly into the stunning designer kitchen. Complete with white shaker cabinetry, a striking sage green island, stone benchtops, tiled splashback and premium appliances, it has been crafted for both everyday living and effortless entertaining. The spacious master suite offers a true sanctuary, featuring a generous walk-through wardrobe and a beautifully appointed ensuite with double vessel basins, brushed brass tapware and the luxury of underfloor heating. Three additional bedrooms provide exce

Colliers are please to present 451 Moss Vale Road Bowral for sale. An outstanding opportunity to secure a DA-approved residential development site in the heart of Bowral, one of the Southern Highlands' most prestigious and tightly held locations. Positioned on a prime 1,860sqm corner site just a short walk to Bowral CBD, train station, golf course and hospital, the property benefits from approval for 20 well-designed apartments comprising a 23 bedroom mix. Upper-level residences are positioned to capture attractive district views, while the corner configuration provides excellent orientation and natural light. With strong pre-sale evidence in the immediate area and limited new apartment supply in Bowral despite high demand, the project offers developers a clear and accelerated pathway in a blue-chip market. The site's blue-chip positioning is second to none - short walk to Bowral CBD, train station, Golf Course and Bowral Hospital - reinforcing its appeal to both local downsizers and m

Tucked away in a beautiful tree-lined cul-de-sac and adjoining a peaceful reserve with access to nearby cycle paths, this inviting home offers comfort, space and a wonderfully convenient lifestyle. Inside, the home provides multiple living areas designed for relaxed family living, including a generous lounge room, formal dining area, casual meals space and a large sunroom with charming bay windows that capture natural light and garden views. Step outside to the covered alfresco area - perfect for entertaining family and friends throughout the seasons. The private master suite features a walk-in robe and ensuite, while the additional bedrooms are all fitted with built-in wardrobes and are serviced by the main bathroom. Completing the home is a double garage with remote and internal access, a handy garden shed. A low-maintenance half acre garden, allowing you to enjoy the peaceful surroundings with ease

Wattle Court presents this premium house and land package in Colo Vale. Created for buyers who want a high-quality, move-in-ready home with clear inclusions from day one, this 4-bedroom design combines refined finishes, generous space and practical functionality for modern family living in the Southern Highlands. Inside, the home is designed to feel open, calm and considered, with an emphasis on flow and livability. Features include: 4 bedrooms and 2 bathrooms, 2 car accommodation Open-plan kitchen, living, dining, Media & alfresco for seamless indoor-outdoor entertaining. Extra Inclusions: Daikin 14Kw Ducted Air-conditioning Builders range Vinyl flooring throughout Living Builders range Carpet to Bedrooms & Media Price: starting from $1,170,000 Land: 1000 sqm Home: Banksia 268 with Hamptons facade As a local builder, Wattle Court understands the Southern Highlands's specific requirements, site conditions and council expectations. To request full inclusions and site details contact San

Wattle Court presents this premium house and land package in Colo Vale. Created for buyers who want a high-quality, move-in-ready home with clear inclusions from day one, this 4-bedroom design combines refined finishes, generous space and practical functionality for modern family living in the Southern Highlands. Inside, the home is designed to feel open, calm and considered, with an emphasis on flow and livability. Features include: 4 bedrooms and 2 bathrooms, 2 car accommodation Open-plan kitchen, living, dining, Media & alfresco for seamless indoor-outdoor entertaining. Extra Inclusions: Daikin 14Kw Ducted Air-conditioning Builders range Vinyl flooring throughout Living Builders range Carpet to Bedrooms & Media Price: starting from $1,220,000 Land: 1000 sqm Home: Kakadu 296 with Scandi facade As a local builder, Wattle Court understands the Southern Highlands's specific requirements, site conditions and council expectations. To request full inclusions and site details contact Sandee

Wattle Court presents this premium house and land package in Colo Vale. Created for buyers who want a high-quality, move-in-ready home with clear inclusions from day one, this 4-bedroom design combines refined finishes, generous space and practical functionality for modern family living in the Southern Highlands. Inside, the home is designed to feel open, calm and considered, with an emphasis on flow and livability. Features include: 4 bedrooms and 2 bathrooms, 2 car accommodation Open-plan kitchen, living, dining, Media & alfresco for seamless indoor-outdoor entertaining. Extra Inclusions: Daikin 14Kw Ducted Air-conditioning Builders range Vinyl flooring throughout Living Builders range Carpet to Bedrooms & Media Price: starting from $1,189,000 Land: 1000 sqm Home: Jarrah 276sqm with Executive facade As a local builder, Wattle Court understands the Southern Highlands's specific requirements, site conditions and council expectations. To request full inclusions and site details contact

Wattle Court presents this premium house and land package in Colo Vale. Created for buyers who want a high-quality, move-in-ready home with clear inclusions from day one, this 4-bedroom design combines refined finishes, generous space and practical functionality for modern family living in the Southern Highlands. Inside, the home is designed to feel open, calm and considered, with an emphasis on flow and livability. Features include: 4 bedrooms and 2 bathrooms, 2 car accommodation Open-plan kitchen, living, dining, Media & alfresco for seamless indoor-outdoor entertaining. Extra Inclusions: Daikin 14Kw Ducted Air-conditioning Builders range Vinyl flooring throughout Living Builders range Carpet to Bedrooms & Media Price: starting from $1,185,000 Land: 1000 sqm Home: Whitehaven 271 with Resort facade As a local builder, Wattle Court understands the Southern Highlands's specific requirements, site conditions and council expectations. To request full inclusions and site details contact Sa