62 houses for sale in South Dorset

Vermont Mountain Living at a Great Value! Set on two private, wooded acres, this inviting three bedroom two bath contemporary home offers the perfect blend of comfort, convenience, and four-season recreation. Just minutes from Bromley Mountain, under 30 minutes to Stratton Ski Resort, and close to Manchester's shopping and dining, it's an ideal year-round home or mountain getaway. The open main level features an updated kitchen with quartz countertops, stainless appliances, heated tile floors, and a spacious peninsula, flowing into bright living and dining areas. A first-floor bedroom and new updated full bath offer added flexibility, while upstairs features a spacious primary bedroom with custom walk-in closet, a second bedroom, and another new full bath. The partially finished basement provides bonus space for hobbies, fitness, or ski gear. Three porches invite you to relax and enjoy the peaceful woodland setting. Located in the Burr and Burton Academy school district, this property

Imagine a time where taverns were the heart of the community, where laughter echoed off thick brick walls and stories were told by firelight. Now see yourself enjoying the ease of Single Floor Living that includes an enormous primary ensuite, with laundry! Start your day in the completely updated kitchen and move effortlessly into the dining area and living room with an easy to light cozy propane fireplace. This majestic 4 bedroom, 3 bath 1820's Brick Federal has been meticulously preserved and offers that rare, storied tactile history but now as a reimagined luxury home just minutes from downtown and three area ski resorts! You'll be embraced by refined details, high ceilings and then, stunned to find an historic tavern and additional living space including a wine cellar in the finished basement. Auto enthusiasts will love the 4 bay detached barn with office and space for an additional dwelling unit. Equestrians will love the immediate proximity to a famous Morgan Horse Farm and livin

Welcome to this expansive, fully renovated sanctuary where modern luxury meets year-round Vermont adventure. Perfectly positioned just minutes from vibrant Manchester shopping, dining and art galleries. With 5 spacious bedrooms and 5 bathrooms, this property has been thoughtfully updated, including mechanicals. This home puts you right in the heart of Southern Vermont offering prime access to skiing, snowboarding, and all your favorite winter adventures. Only 8 minutes to Bromley, 15 minutes to Stratton Mountain Access Rd, and 23 minutes to Magic Mountain. Whether looking for a primary residence or the ultimate ski home, this property is ready to impress

Steeped in history and surrounded by natural beauty, this magnificent 1850 antique estate offers a rare blend of timeless character and modern luxury. Set well back from the road, the home occupies a peaceful setting that seamlessly pairs total privacy with ultimate convenience, sitting just minutes from downtown and premier ski mountains while capturing breathtaking views of the Green Mountains. Inside the 4-bedroom, 3.5-bathroom main house, an expansive layout flows effortlessly between formal and casual living spaces. At the heart of the home is a stunning, custom-crafted Amish kitchen, beautifully appointed with cherry cabinetry, quartz, and soapstone. Gleaming hardwood floors run throughout the main living areas, while a cozy wood stove and two classic fireplaces - one equipped with a Heatilator - are perfectly placed for added warmth. The thoughtful design continues into the private quarters, featuring two bedrooms with en-suite baths. For cold winter mornings, all full bathrooms

5 bedroom, 2 bath Manchester home in a highly functional ski location: about 8 minutes to Bromley and under 25 minutes to both Magic and Stratton, plus roughly 2 minutes to downtown Manchester and 1 minute to Route 7 for straightforward access in all conditions. The setting supports frequent winter use and works equally well for year-round occupancy. The house underwent a full gut renovation in 2018, so the major work is done. Kitchen and baths were rebuilt, wiring and plumbing updated, and all appliances are 2018 or newer. A new furnace in 2024 and mini-split systems added in 2021 provide efficient, reliable heating and cooling for heavy cold-weather use. The 5 bed / 2 bath layout offers capacity for multiple occupants and extended stays, with sufficient separation to remain comfortable over longer periods rather than just occasional weekends. Outside, the newly fenced backyard and established gardens create contained, usable outdoor space that works well for everyday living and outdo

Charming 1850 Enfield Home nestled along the Mettowee River! Step in to history with this enchanting home, brimming with character and timeless appeal. This endearing home will steal your heart the moment you arrive! Stunning curb appeal, with the most inviting landscaping and timeless details set the stage! Step through the front door and discover warm, welcoming spaces filled with personality, charm and endless possibilities. The main home is complemented by a cozy guest house, perfect for visitors or extended stays! Truly a rare opportunity to own a property admired by all who pass, blending historic elegance with tranquil country living. Enjoy days by your private natural pool, relax to the gentle hum of the Mettowee! While the home is ready for thoughtful updating, its timeless character and extraordinary setting provide an incredible opportunity to bring your vision to life while preserving the MAGIC that makes this property so special! Truly it is the kind of place that makes pe

Set on more than 18 picturesque acres along desirable River Road in Manchester Village, this extraordinary, converted farm offers a rare blend of historic character, modern comfort, and endless possibilities. Thoughtfully transformed into a multi-use residential compound, the property features four distinct living, working, and entertaining spaces, each with its own personality and purpose. Throughout the property, authentic antique details have been carefully preserved and integrated into the design. Original barn doors, handcrafted woodwork, exposed beams, and custom trim accents create a warm and inviting atmosphere while seamlessly blending with modern updates and amenities. The former horse barn stalls have been creatively reimagined into a charming office, library, and 3/4 bath, providing an inspiring space for work, study, or quiet retreat. A covered walkway leads to an impressive barn, ideal for large gatherings, celebrations, creative pursuits, or even a prized car collection.

Twin Willows. A private Architectural Gem with captivating vistas amidst the pines. Timeless elegance and modern comfort blend to perfection in this handsomely designed home, thoughtfully nestled on a private 18 acre estate. Every detail reflects consummate care and superb craftsmanship! No expense has been spared creating this serene retreat where luxury meets nature! Surrounded by dramatic views this amazing property also includes a most charming and cozy (as it gets) two bedroom guest house providing additional space for family and guests. Adding to the appeal is an impressive 2+bay garage and substantial workshop offering extraordinary flexibility for collectors, craftsmen, or anyone who values exceptional workspace! This is more than a home! It is a sanctuary of beauty, privacy and impeccable design! And a story waiting to be continued. !

5.7 beautiful acres just off of Morse Hill Road where the southern exposures are to behold, a warm and inviting modern designed residence, post and beam barn and sweeping mountain views await your attention! The 5 Bedroom mostly ensuite house features the grand open concept where living areas are spacious and distinctive areas yet transition beautifully from space to space with newly finished hickory flooring and all areas are walking out to a great deck that overlooks the bucolic 5.7 acres. There's stone walls, easy perennial gardens, the classic red barn, some fruit trees, a small pond, and meadow. Plenty of room to maximize it's potential for vegetable beds. a pool. or any lifestyle whimsy. The great-room marble cooks kitchen has vast cabinetry and upgrade stainless appliances, the dining room would entertain large or small gatherings with ease and the step down living room with cathedral wood ceiling and massive stone hearth wood burning fireplace is lovely with warm natural light.

Take a drive up Nichols Hill Road to Fern Hill and head to the very top of the long bending driveway to find a serene, picturesque artist's retreat 3 minutes from historic Dorset Village. Refreshingly private, quiet and secluded, drenched in natural light. With broad mountain vistas of Mother Myrick and Merck Forest, the top of the property backs gently into a beautiful private forest. The entire property has been carefully curated to encourage wildlife, a rewilding effort in place for 9 years, toxin and poison free. The large, pristine, spring fed swimming pond is the year round home to approximately 50+ healthy colorful Koi and overlooks a soft meadow bordered by old growth forest habitat, much to the delight of birds, butterflies, dragonflies, bees and abundant wildlife. The house is large, eclectic and rustic with a lodge feeling. A simple open concept design with lots of room and a farmhouse kitchen. Abundant windows throughout invite in and embrace the changing light and glisteni

Nestled in one of Dorset's most desirable private settings, this enchanting storybook Cape is a rare offering that beautifully blends timeless New England character with the relaxed elegance of Vermont living. Set amid seven picturesque acres, the property is surrounded by lush perennial gardens, magnificent specimen maples, and an extraordinary acre of mature pachysandra, creating a remarkable sense of privacy and natural beauty. At the heart of the home, the inviting living room is anchored by a classic colonial fireplace and opens to a slate terrace overlooking the garden, an idyllic setting for quiet afternoons or effortless entertaining. Filled with natural light, the dining room features elegant built-in cabinetry and flows seamlessly into the custom-designed kitchen, where a Dutch door leads to a covered porch perfect for morning coffee. A tranquil sunroom and charming powder room complete the first floor. Upstairs, the serene primary bedroom features its own fireplace and en su

Beautifully Renovated Dorset Home on 3.02 Acres Discover the perfect blend of traditional Vermont charm and modern style in this beautiful 4-bedroom, 4-bath home, set on 3.02 picturesque acres in desirable Dorset, Vermont. Thoughtfully renovated, this quality-built home offers a wonderful balance of spacious gathering areas and inviting spaces to relax and unwind. The heart of the home features an expansive, open living and dining area with soaring ceilings, flowing seamlessly into the kitchen to create an ideal setting for entertaining and everyday living. Upon entering the home one is greeted by a welcoming entry hall. A charming den tucked just off the main living space offers a cozy retreat, while a separate formal living room and sunroom provide additional space to gather, read, or simply enjoy the natural surroundings. First floor primary suite includes a fireplace and walk in closet. A large mudroom/laundry area with it's own entrance is connected to the garage with a dramatic w

A Serene Dorset Hollow Retreat Along the Mettowee River Tucked into the storied Dorset Hollow, this 4.6-acre retreat enjoys 488 feet of Mettowee River frontage, offering a rare blend of tranquility, comfort, and timeless Vermont charm. Expansive mountain views and the soothing sounds of the river surround you-fall asleep each night to its calming presence. Multiple outdoor spaces include a covered front porch, kitchen-side veranda, and a bluestone terrace that seamlessly connects to the open-concept living areas. The home is perfectly positioned for southern light and sweeping views, blending rustic elegance with modern sophistication. Inside, a dramatic two-story foyer and stone fireplace anchor the beautifully maintained residence. Large sliders flood the home with light, creating harmony between indoor and outdoor living. A granite chef's kitchen, dining room, and living room offer stylish functionality. The main-level primary suite features a spa-like bath and walk-in closet. A stu

Unique Dorset West Road offering. This rare opportunity beckons creativity, craft, and charm! Begs all those ready, willing and able to renovate, keeping the existing home, whilst enjoying life in an extremely beautiful and desirable location. Enjoy the beautiful framed in mountain views from most interior living spaces and from the back patio/yard. This 6.6 acre rolling property boasts excellent lawn space and vegetation and is located on the historic Dorset West Road, abutting the Dorset Field Club, with an easy walk to the Dorset village. Surveyor/engineer have confirmed that the property conforms to all zoning bylaws in the Rural Residential district should the buyer decide to subdivide the property into two lots to sell a portion and/or build a second home on the property. Architectural drawings available to ignite the creative process! Property being sold as is

Nestled upon a private hilltop just above the town of Dorset, your sprawling country retreat awaits. Set on 28.61 acres with sweeping mountain views, this enchanting Vermont property offers an impressive combination of luxury, amenities, and beautifully maintained grounds. Perfect for multigenerational living, the entertainer or a growing family; the compound includes a five-bedroom main residence with an attached two car garage, a separate newly renovated guest house with an attached two car garage, an in-ground pool and pool house, a hot tub, a tennis court, an additional freestanding two car garage with storage, extensive stonework and patios, specimen plantings and raised garden beds. Architecturally this home seamlessly blends rustic reclaimed beams and floors with a contemporary, airy floor plan. The great room frames the sweeping mountain view through expansive windows, while a floor-to-ceiling stacked-stone fireplace creates a striking focal point. A wet bar and dual french doo

Custom built Dorset Hollow estate offered for the first time since 1998. Perfectly situated on 10 private acres abutting 3,200 acres of conservation land, this 5,100 sq ft residence combines timeless quality, fine finishes, and Vermont mountain charm. Designed for comfort and entertaining, the home features 4 bedrooms, 5 bathrooms, and an attached 2-car garage. Elegant details include four fireplaces, verdi marble flooring, Marvin windows, a slate roof, and a Viessmann boiler premier materials chosen for durability and style. The dramatic living room boasts a large wood-burning fireplace framed by 8-foot, 12-panel Marvin windows, crescent-shaped upper windows, and soaring 30-foot ceilings that fill the space with natural light. The chef's kitchen will delight serious cooks, offering THOR double ovens, a mini wood-burning brick fireplace, center island with butcher block top, verdi marble floors, soapstone counters, Wood Harbor cabinetry, and a charming built-in breakfast alcove. The fo

A rare opportunity awaits at this exceptional Dorset Hollow estate, privately situated at the end of exclusive Marcia Lane. Perched high on Dorset Mountain across 16.74 acres, the property captures breathtaking long-range views of Owls Head, Equinox Mountain, and beyond. Built in 2005 by renowned craftspeople, this 7,451-square-foot, five-bedroom, seven-bath estate has undergone a multimillion-dollar renovation, creating an updated, turnkey retreat. Improvements include a new kitchen addition with locally sourced Danby marble and high-end cabinetry, a remodeled primary suite, and comprehensive renovations to the interior, exterior, and grounds. The home offers seamless indoor-outdoor living, flowing onto a wraparound porch and stone patio with an outdoor kitchen. Stone walkways lead to a large lap pool with a diving rock, a ball field, manicured gardens, wildflower meadows, an apple orchard, and an English garden with a fountain and marble bench. Year-round amenities include three wood

Tucked away at the end of a long, winding driveway, this remarkable Dorset Village estate sits on one of the area's largest parcels-over six private acres. A rare blend of privacy, history, and elegance, the home features four stunning stone fireplaces, exposed antique beams, reclaimed wood details, and abundant natural light throughout its flowing layout. Designed for gathering and making memories, it offers unique touches like theater-inspired stair railings and a vaulted-ceiling game room. Outdoor living is unmatched with a spacious wraparound deck, screened porch, wood-fired brick pizza oven, and a tucked-away sauna. The charming barn includes two horse stalls, a tack room, and room for more animals, plus a fenced paddock and serene pond. An oversized three-car garage adds functionality to this character-filled property. Just a short walk to town and trails, yet feeling worlds away-this is a one-of-a-kind Vermont estate

Dorset's Phantom Schoolhouse transitioned into a wonderful residence that boasts a quality of life all its own. The intimate indoor outdoor spaces speak for themselves as thought, care and nurture evident. What this small plot of enriched soils of this land gives in garden space amazes. Precious specimen plantings as well as protective privacy with organic screening. Enter the residence and an immediate sense of peace whispers. 9.5 foot ceiling on the first floor with a wall of high light-filled south facing new windows offer mountain views and moonlight wonder. Efficiency improvements have been done such as new windows and heat pump heating/cooling. The character of wainscot covered walls and original hard maple flooring are lovely. There is a den/bedroom on the main floor and the efficient kitchen open to the living and dining. The bedrooms and a new tile bath noted on the second level. Substantial storage is noted through knee wall access. Truly a special offering. Dorset Schoolhous

Set in a premier Dorset country setting with sweeping 360-degree views of rolling pastures, mountains, and neighboring farmland, this charming single-level ranch offers a rare opportunity to enjoy the beauty and tranquility of Southern Vermont. The home offers over 1,568 square feet of comfortable living space, including an open-concept kitchen, dining, and living area, an office, three bedrooms, and two full bathrooms. The spacious primary suite includes an on-suite bathroom overlooking the expansive views. The home features new wood flooring throughout the interior, a slate entry foyer, first-floor laundry, and a centrally located pellet stove for supplemental heat. Additional upgrades include split AC systems providing both heating and cooling, solar panels for improved energy efficiency, and a newer septic system. The renovated kitchen offers a gas range, pantry, and ample space. Adjacent to the living room, the office provides flexibility for additional use, media room, or expande

COME TAKE A PEEK, IT'S JUST ACROSS THE CREEK. Enjoy an inviting front porch to unwind and breathe in the serene surroundings! Unwind and take in the lovely mountain views, all set on the scenic Tom River in East Dorset! Charming saltbox style (1982 circa), the design is open living spaces with abundant light through out. As an added bonus this property boasts an over sized two car garage and a pole barn with easy access and plenty of room for setting up games and activities. host holiday get-together in a rustic, welcoming setting. Make your family memories here! This is indeed a rare opportunity!

Discover the pinnacle of luxury living in the heart of Manchester Village! Crafted by Breen Builders and Ramsay Gourd Architect, every detail reflects superior craftsmanship and timeless elegance! From the very foundation to the finishing touches, attention to detail and commitment to quality shine through! Experience the perfect blend of luxury and convenience in this stunning 10,000 sq.ft estate where impeccable artisanship meets breathtaking mountain views! This architectural masterpiece offers the serenity of nature with privacy and supple views! This is more than a home, it is your private retreat with the world at your doorstep! Additional 10 acre abutting lot also available for purchase. See attached video for property tour

Set on 2.30 acres, this charming 1910 home offers a welcome sense of privacy in Manchester Village. Inside, hardwood floors, detailed woodwork, divided-light windows, built-in bookcases, and a wood-burning fireplace with a mantel speak to the home's period character. The three-bedroom, one-bath interior is warm and light-filled, with an inviting scale and views across the property. A covered front porch overlooks the lawn and mature trees, with mountain views rising beyond. Manchester's shops, restaurants, and local amenities are close by, while the setting retains a quiet sense of separation. With its period details, mountain views, and distinctive setting, 168 Stones Throw Lane is a classic Vermont home in Manchester Village

Set on coveted Taconic Road in the heart of Manchester Village, this beautifully renovated five-bedroom home seamlessly blends timeless Vermont charm with modern comfort. Thoughtfully reimagined from top to bottom, every detail has been carefully considered, resulting in a home that is both inviting and functional. Town water and sewer, paved driveway and updated systems ensure worry free living. Filled with natural light, the spacious floor plan centers around a beautifully appointed chef's kitchen designed for gathering, entertaining, and everyday living. Multiple living spaces offer flexibility for family and guests, while the custom-built bunk room creates the perfect retreat for children or weekend visitors. Outside, the level yard provides an ideal setting for recreation, entertaining, or simply enjoying the peaceful surroundings. A detached barn with a two-car garage offers exceptional versatility, with unfinished space above presenting the potential for a guest suite, home offi

Vermont's rustic charm will welcome you in a warm embrace every time you enter this custom built post and beam home on 37.5 private acres. The home features 2 bedrooms plus loft and 2 baths with tons of natural woodwork. The property also includes a detached post and beam garage with additional space above, perfect for an art studio, writer's workshop or plenty of extra storage. The property adjoins the Green Mountain National Forest with access to hiking and VAST trails. Otter Creek starts nearby and traverses the property in a series of picturesque waterfalls, a private lean-to provides a peaceful woodland retreat to enjoy the beauty. Several old stone cellar holes hint at the historic nature of the property. The apple orchard and blueberry farm are your closest neighbors, assuring you first pick of the seasons' sweet offerings. Come discover all the wonderful reasons to make this your next Vermont home

5.7 beautiful acres just off of Morse Hill Road where the southern exposures are to behold, a warm and inviting modern designed residence, post and beam barn and sweeping mountain views await your attention! The 5 Bedroom mostly ensuite house features the grand open concept where living areas are spacious and distinctive areas yet transition beautifully from space to space with newly finished hickory flooring and all areas are walking out to a great deck that overlooks the bucolic 5.7 acres. There's stone walls, easy perennial gardens, the classic red barn, some fruit trees, a small pond, and meadow. Plenty of room to maximize it's potential for vegetable beds. a pool. or any lifestyle whimsy. The great-room marble cooks kitchen has vast cabinetry and upgrade stainless appliances, the dining room would entertain large or small gatherings with ease and the step down living room with cathedral wood ceiling and massive stone hearth wood burning fireplace is lovely with warm natural light.

Tucked into the picturesque countryside of Manchester, this nearly 19-acre Vermont property offers a rare blend of privacy, income potential, and endless opportunity. Just minutes from downtown Manchester, the location provides easy access to the Orvis Fly Fishing School, Equinox Mountain, the Batten Kill River, and year-round recreation at Bromley Mountain Ski Resort. Surrounded by natural beauty and mountain views, this is a rare opportunity to own a truly versatile Southern Vermont property. The thoughtfully updated ranch-style home features comfortable single-level living with 2 bedrooms and 1 beautifully renovated bath. Bright, inviting interiors showcase an open-concept kitchen and living area designed for everyday comfort and effortless entertaining. Energy-efficient mini-split systems and a leased solar array add modern convenience, while the expansive rear deck offers the perfect place to relax and take in the peaceful Vermont landscape. Ideal for automotive enthusiasts, contr

In the heart of Manchester Village, this four-bedroom, six-bath colonial blends classic New England charm with the kind of space and flexibility that fits modern living. Set on a level 0.85-acre lot with mountain views, the property offers both privacy and easy access to everything the village has to offer. Inside, you'll find character you can't replicate - spruce and pine floors, exposed beams, custom built-ins, and large six-over-six windows that bring in natural light. The layout is versatile, with multiple living areas including a formal living room, family room, and a dedicated study - ideal for working from home or creating separate hangout spaces. The kitchen features butcher block counter tops, a walk-in pantry, and opens to a bright breakfast room with a built-in window seat. Upstairs four bedrooms and three full baths include a spacious primary suite with a large walk-in closet and an updated bathroom. One of the standout features is the separate one bedroom apartment above

Vermont Mountain Living at a Great Value! Set on two private, wooded acres, this inviting three bedroom two bath contemporary home offers the perfect blend of comfort, convenience, and four-season recreation. Just minutes from Bromley Mountain, under 30 minutes to Stratton Ski Resort, and close to Manchester's shopping and dining, it's an ideal year-round home or mountain getaway. The open main level features an updated kitchen with quartz countertops, stainless appliances, heated tile floors, and a spacious peninsula, flowing into bright living and dining areas. A first-floor bedroom and new updated full bath offer added flexibility, while upstairs features a spacious primary bedroom with custom walk-in closet, a second bedroom, and another new full bath. The partially finished basement provides bonus space for hobbies, fitness, or ski gear. Three porches invite you to relax and enjoy the peaceful woodland setting. Located in the Burr and Burton Academy school district, this property

Commanding panoramic mountain views define this exceptional Dorset Overlook residence, where every room is designed to capture the beauty of Southern Vermont's ever-changing landscape. Bathed in natural light, the home's open floor plan creates an effortless flow between living, dining, and entertaining spaces, making everyday living as enjoyable as hosting family and friends. The thoughtfully designed layout offers comfortable living spaces, complemented by expansive windows that frame the spectacular vistas from nearly every angle. Step outside to a stunning marble patio, the perfect setting for al fresco dining, or unwind on the screened porch while taking in the mountain air and unforgettable sunsets. Ideally situated on the sought-after Dorset Overlook Road, this home offers a peaceful setting just minutes from the villages of Dorset and Manchester, renowned for their dining, shopping, recreation, and year-round cultural attractions. For those seeking additional living space, the