570 houses for sale in Medway, Wingecarribee

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

A striking addition to the Exeter landscape, this exceptional residence presents a rare opportunity to become part of the exclusive and beautifully conceived 'Vine Lodge Lane'. Defined by uncompromising construction, thoughtful design, and a deep connection to its natural surroundings, this home is far more than a feat of architecture-it's a statement of provenance, purpose, and place. Positioned on land that formed part of the historic Vine Lodge Estate, first granted in 1821, the creation of 'Vine Lodge Lane' has been decades in the making. Here, the whole truly is greater than the sum of its parts. A carefully curated vision has guided every step, with strong architectural guidelines, staged development, and environmental and community care laying the foundations for long-term buyer confidence. Pavilion in form and inspired by the rural outbuildings of the original Vine Lodge homestead, the residence sits comfortably in its landscape with both presence and grace. Expanses of glazing

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

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

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

Escape to your own private sanctuary with this easy-care lifestyle retreat nestled in the heart of rural Exeter. This cosy four-bedroom residence offers a perfect blend of elegance and comfort, ideal for families or those looking for a private rural escape without compromising on space. The moment you step inside, you appreciate the unique layout with thoughtfully designed interiors, featuring separate dining with slow combustion wood fire and light-filled lounge areas that provide both intimacy and space for entertaining. A sundrenched, casual family room flows seamlessly to an undercover and screened alfresco terrace and a perfect North facing aspect and level lawns to enjoy the sun year-round. The property is an entertainer's dream with its beautifully landscaped courtyard and garden, perfect for hosting gatherings or simply enjoying privacy. A versatile floorplan allows for numerous living arrangements and the potential for a self-contained flat. With built-in robes, ducted heating

Set behind an understated façade in the heart of Exeter, what unfolds inside is nothing short of extraordinary. Architectural elegance and effortless comfort are woven throughout the home, from the soaring 6.5-metre pitched ceilings and double-glazed French doors to the sweeping elevated views that greet you at every turn. A central pavilion floods the interiors with natural light through strategically placed skylights, anchoring a series of beautifully considered spaces that balance grandeur with warmth. At the heart of the home, the gourmet galley kitchen is a true centrepiece, appointed with stone benchtops, a Falcon 900mm Classic Deluxe oven and a fully equipped butler's pantry complete with its own dishwasher, double sink and extensive cabinetry, ensuring exceptional functionality without compromising on style. Designed with both intention and indulgence, the accommodation delivers a seamless balance of luxury and practicality. The impressive main suite is a private sanctuary, fea

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

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

Privately nestled behind an electric gated entrance in one of Exeter's most peaceful pockets, this charming cottage delivers warmth, character and a wonderfully relaxed Southern Highlands lifestyle. Surrounded by beautifully established gardens and mature trees, the property offers a rare sense of quiet seclusion while remaining moments from the village centre. The practical floorplan provides excellent flexibility with multiple living spaces, four well-positioned bedrooms and seamless connection to the surrounding grounds. Whether seeking a peaceful full-time residence, Highland's weekender or spacious downsizer with room for hobbies and storage, this property offers broad appeal in an idyllic setting. - Bathed in natural light, the welcoming front verandah captures the morning sun and overlooks the beautiful gardens. - Inside, timeless cottage charm is complemented by generous proportions, 8-foot ceilings and inviting interiors designed for comfortable everyday living. - Peaceful and

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