38

West Wardsboro, VT Homes for Sale with Acreage

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  • /34

    $620,000

    • 6 Beds
    • 4 Baths
    • 3,592 Sq Ft

    1375 Sheldon Hill Rd, Wardsboro, VT 05355

    Stunning unique 2024 renovated chalet with rare 2+ acre parcel and easy access to both Mount Snow and Stratton. This home exudes the vibe of a true Vermont ski retreat. Inside you are treated to a large open concept great room with vaulted ceilings, natural woodwork, and great natural light throughout thanks to large windows and transoms. There is a gas fireplace with stone hearth, upscale custom

    Adam Palmiter Berkley & Veller Greenwood/Dover

    1375 Sheldon Hill Rd, Wardsboro, VT 05355
  • /40

    $890,000

    • 5 Beds
    • 3.5 Baths
    • 3,218 Sq Ft

    4880 Pikes Falls Rd, Jamaica, VT 05343

    This majestic log home offers peaceful mountain living with room for Everyone. Discover your tranquil 5-bedroom, 4-bathroom family retreat nestled just minutes from the year-round activities at Stratton Ski Resort. This authentic and expansive log cabin exudes classic Vermont charm. The inviting main living area is flooded with natural light, featuring an efficient wood stove to provide cozy

    Margaret Mcmahon Four Seasons Sotheby's Int'l Realty

    4880 Pikes Falls Rd, Jamaica, VT 05343
  • /43

    $619,900

    • 3 Beds
    • 3.5 Baths
    • 2,250 Sq Ft

    883 Smead Rd, Wardsboro, VT 05355

    Enjoy Vermont living in this bright and inviting 3-bedroom, 4-bathroom home, ideally located 7 minutes from Mount Snow and just under 20 minutes from Stratton. The open-concept kitchen (completely renovated in 2021) and dining area are perfect for gatherings, with natural light enhancing the home’s warm and welcoming feel.A new heating system for efficient year-round comfort is complemented by a

    Samantha Decker Deerfield Valley Real Estate

    883 Smead Rd, Wardsboro, VT 05355
  • /45

    $798,000

    • 3 Beds
    • 2 Baths
    • 2,588 Sq Ft

    619 Stratton Arlington Rd, West Wardsboro, VT 05360

    Nestled between Stratton and Mount Snow and just minutes from Grout Pond, this timeless Vermont log home offers the perfect balance of rustic charm and modern comfort. Set on 7.90 beautifully landscaped acres with perennial gardens, a small pond, and mature fruit trees, the property captures the essence of mountain living.The main level features an open-concept layout with soaring beamed

    Betsy Wadsworth Four Seasons Sotheby's Int'l Realty

    619 Stratton Arlington Rd, West Wardsboro, VT 05360
  • /45

    $625,000

    • 4 Beds
    • 3 Baths
    • 2,775 Sq Ft

    4448 Route 100, Wardsboro, VT 05355

    This four-bedroom, three-bathroom home with additional office or bonus room space can be yours! Offering a spacious family room with fireplace, a cozy den off the garage entry. A formal dining room in addition to kitchen that allows for another sitting area with plenty of wall space to decorate. The location is set back off Route 100, so very minimal road noise yet the highway is always

    Julie Lowe Lowe's Real Estate, LLC

    4448 Route 100, Wardsboro, VT 05355
  • /48

    $644,000

    • 3 Beds
    • 2.5 Baths
    • 2,329 Sq Ft

    774 Stratton Arlington Rd, Stratton, VT 05360

    Charming Log Cabin Compound Near Stratton and Mount SnowEscape to this quintessential Vermont retreat nestled on 1.2 private acres just minutes from Grout Pond, the Green Mountain National Forest, and a short drive to both Stratton and Mount Snow Resorts.The main log home offers three bedrooms and two baths with a warm, inviting open-concept living space. A stone fireplace anchors the

    Betsy Wadsworth Four Seasons Sotheby's Int'l Realty

    774 Stratton Arlington Rd, Stratton, VT 05360
  • /39

    $575,000

    • 3 Beds
    • 2 Baths
    • 1,957 Sq Ft

    256 Potter Rd, Wardsboro, VT 05355

    Built with a decade of love and care, this custom 3-bedroom, 2-bath hybrid timber frame home showcases quality craftsmanship and a deep connection to nature. Designed with natural materials to harmonize with the surrounding landscape, this inviting home offers peace and comfort both inside and out. Fall asleep to the soothing sound of the river that flows the length of the property. The main

    Jennifer Hovey-Densmore Deerfield Valley Real Estate

    256 Potter Rd, Wardsboro, VT 05355
  • /32

    $899,000

    • 6 Beds
    • 3.5 Baths
    • 2,738 Sq Ft

    38 Bears Den Rd, Dover, VT 05356

    Lovely renovated home in an ideal location offering both the privacy of a single family home and the convenience of a groomed ski-home trail and shuttle direct service just steps from your front door. Nestled on a nice lot in the Bears Crossing Community, this home backs up to the ski home trail and has ample parking and easy access. Unlike other homes, here you have all the peace-of-mind

    Adam Palmiter Berkley & Veller Greenwood/Dover

    38 Bears Den Rd, Dover, VT 05356
  • /46

    $315,000

    • 3 Beds
    • 2 Baths
    • 2,194 Sq Ft

    4410 Pikes Falls Rd, Jamaica, VT 05343

    This charming cabin in the woods is the perfect retreat for those seeking adventure and tranquility alike. Surrounded by 10.7 acres of forest, it offers a cozy haven just a short walk from the breathtaking Pikes Falls and is 5 minutes to Stratton Mountain, ideal for skiing enthusiasts during the winter months. In warmer weather, the nearby trails beckon hikers and mountain bikers to explore the

    Elyn Bischof Berkshire Hathaway HomeServices Stratton Home

    4410 Pikes Falls Rd, Jamaica, VT 05343
  • /38

    $369,000

    • 5 Beds
    • 2 Baths
    • 2,557 Sq Ft

    1501 Sheldon Hill Rd, Wardsboro, VT 05355

    This 5BR/2BA Snow Mountain Farms home offers privacy and easy access to regional recreation. Built for family and friends, and tucked at the end of a quiet road with plenty of parking on a level circular driveway. The great room is anchored by a wood burning stone fireplace with cathedral ceilings, warm wood finishes, and an open flow to the dining area and kitchen. An oversized loft creates

    Karin Hardy Berkshire Hathaway HomeServices Stratton Home

    1501 Sheldon Hill Rd, Wardsboro, VT 05355
  • /36

    $499,000

    • Land
    • 41 Acres
    • $12,171 per Acre

    706 Vt Route 100, Stratton, VT 05360

    Exceptional New Offering! Rare 41± acres in Stratton with extraordinary 180 +/- long-range mountain views, improvements, base camp, driveway, clearings, trails, wildlife, and a substantial WOW factor. All for approx. $12,000/acre. A short drive in from paved Route 100, before the land rises further in elevation, sits the rustic 1-bed base camp overlooking open field and multiple ski

    Jacki Murano Southern Vermont Realty Group

    706 Vt Route 100, Stratton, VT 05360
  • /34

    $389,900

    • 2 Beds
    • 2 Baths
    • 1,076 Sq Ft

    295 Stratton Arlington Rd, West Wardsboro, VT 05360

    Beautifully renovated 2-bedroom, 2-bath cottage on 1.9 acres in Stratton. Ideally located just minutes from both Mount Snow and Stratton ski areas, with the Stratton Recreation Center conveniently down the road. Enter through the mudroom into a bright, open-concept kitchen and dining space featuring a cozy woodstove and 4 skylights. The living room is spacious with a mini split and also includes

    Jennifer Hovey-Densmore Deerfield Valley Real Estate

    295 Stratton Arlington Rd, West Wardsboro, VT 05360
  • /12

    $249,000

    • Land
    • 19.6 Acres
    • $12,704 per Acre

    227 Gault Rd, Wardsboro, VT 05355

    This property is ready for you to push the pedal down and Go. All the engineering work has been done! There is an inground 3 bedroom septic system, a drilled well and a long gravel driveway with culverts.With almost half of the 19 acres being cleared, there is massive solar potential here for off the grid living. There is a large shed/cabin at the beginning of the driveway, which you could

    Victoria Woods Brattleboro Area Realty

    227 Gault Rd, Wardsboro, VT 05355
  • /33

    $390,000

    • 3 Beds
    • 1.5 Baths
    • 2,208 Sq Ft

    440 Stratton Arlington Rd, Stratton, VT 05360

    Experience the charm of owning a chalet in Vermont’s sought-after Stratton area, ideally located between Stratton Mountain and Mount Snow for easy ski access. Recent road improvements ensure smooth travel year-round. Outdoor lovers will enjoy nearby trails for hiking, snowmobiling, and snowshoeing, making this an ideal retreat for both relaxation and adventure. The home features a finished

    Mike England Michael England Real Estate

    440 Stratton Arlington Rd, Stratton, VT 05360
  • /25

    $299,000

    • 3 Beds
    • 1 Bath
    • 1,536 Sq Ft

    1091 Townshend Dam Rd, Townshend, VT 05353

    Tucked away on 3 private acres, this 3-bedroom home offers the perfect blend of charm, space, and potential. Just 3.5 miles from Townshend Dam and 5 miles to the Wardsboro General Store, it's ideally located—only 20 minutes to Mount Snow and 30 to Stratton. Inside, a dramatic wall of glass with two sets of French doors floods the living space with natural light and brings the outdoors in. The

    Carrie Mathews Winhall Real Estate

    1091 Townshend Dam Rd, Townshend, VT 05353
  • /39

    $519,000

    • Land
    • 80.11 Acres
    • $6,479 per Acre

    47 Whites Hill Rd, Dover, VT 05341

    Escape to Your Private 80-Acre Paradise – Nature, Adventure, and Opportunity Await!Discover the perfect blend of natural beauty and endless outdoor adventure on this breathtaking 80-acre property, nestled in a peaceful and pristine setting. With towering maple trees ready for harvesting or simply to enjoy for their beauty and shade, this land offers both recreational enjoyment and income

    Joe Castaluccio Winhall Real Estate

    47 Whites Hill Rd, Dover, VT 05341
  • /17

    $2,495,000

    • Land
    • 2.36 Acres
    • $1,057,203 per Acre

    4 Gold Medal Cir, Stratton, VT 05343

    This lot is only one mile from the Stratton Mountain Resort's Sun Bowl base area. The lot has views of Stratton's ski trails. The Powers Subdivision has 11 lots in total and 2.71 acres of common land. Additionally, there is 69 acres of conservation land making this community very private. Build your 4-bedroom dream home right here in one of the best planned communities in southern Vermont.

    Andrew King Stratton Real Estate

    4 Gold Medal Cir, Stratton, VT 05343
  • /22

    $339,000

    • 4 Beds
    • 1.5 Baths
    • 1,404 Sq Ft

    696 S Wardsboro Rd, Wardsboro, VT 05355

    Priced to Sell. Fabulous Southern Vermont Estate nestled between Mount Snow and Stratton Ski areas! You'll have Wardsboro Brook in your back yard & Grout pond down the street as well as hiking trails, Vast Appalachian Trail (AT) and long Trails. Plenty of back country outdoor experiences available all year round. They say Location is everything, this property has everything and More. Family room

    Kimberly Dubois Matson Keller Williams Realty

    696 S Wardsboro Rd, Wardsboro, VT 05355
  • /12

    $99,000

    • Land
    • 2.1 Acres
    • $47,143 per Acre

    0 Oak Hill Road & Maple Dr Unit 5057941, Wardsboro, VT 05355

    TWO BUILDABLE LOTS — One Exceptional Opportunity!Together, these adjoining parcels span 2.1 acres and offer the rare benefit of two separate deeds—giving you maximum flexibility now and in the future. Each lot is ready to go with a state-approved 4-bedroom wastewater permit and roadside electricity already in place, so you can bring your vision to life without delay. Lot H13 is tucked away on

    Helen Nault

    0 Oak Hill Road & Maple Dr Unit 5057941, Wardsboro, VT 05355
  • /60

    $519,000

    • 3 Beds
    • 2 Baths
    • 2,000 Sq Ft

    16 Nutmeg Ln, West Dover, VT 05356

    Step into this warm, inviting home, and you may never want to leave. Tucked away on a private road just three minutes from Mount Snow's north entrance, this sunny retreat offers winter views of the mountain and a lifestyle that feels both relaxed and rejuvenating. Situated on 3.7 combined acres (2.75 in Dover, 0.95 in Stratton), there's plenty of open lawn space for kids and pets to run free.

    Rich Caplan Deerfield Valley Real Estate

    16 Nutmeg Ln, West Dover, VT 05356
  • /46

    $2,250,000

    • 6 Beds
    • 5.5 Baths
    • 6,995 Sq Ft

    71 Overlook Dr, Dover, VT 05356

    Enjoy stunning views, privacy, and access, from a rare offering of a home at the Peaks at Mt Snow. This luxury community sits above the Greenspring development, directly across from the ski slopes at Mount Snow, with access to all the great amenities including club house, gym, indoor pool and hot tub, pickleball courts, game room, on site management company, and direct shuttle service from your

    Adam Palmiter Berkley & Veller Greenwood/Dover

    71 Overlook Dr, Dover, VT 05356
  • /12

    $275,000

    • Land
    • 18.93 Acres
    • $14,527 per Acre

    0 Forest Heights Rd, West Dover, VT 05356

    Are you ready to turn your dream home into a reality? This expansive parcel of land, located just 2 miles from the slopes of Mount Snow, is waiting for your vision. The property offers an ideal combination of privacy and seclusion and with some clearing, you can unveil extraordinary views of the Mount Snow ski slopes, creating the perfect backdrop for your dream home. The property boasts

    Michelle O'Neil Deerfield Valley Real Estate

    0 Forest Heights Rd, West Dover, VT 05356
  • /13

    $165,000

    • Land
    • 1.2 Acres
    • $137,500 per Acre

    4769 Pikes Falls Rd, Jamaica, VT 05143

    A Rare Vermont Gem:This 1.2-acre parcel offers what few can—a front-row seat to one of Southern Vermont’s most breathtaking natural landscapes. Abutting the renowned Pikes Falls swimming hole and waterfall, this property is the equivalent of what would be Vermont’s oceanfront real estate.A wooded path leads directly from the land to the pristine falls, which are preserved by the

    Rachel Febbie EXP Realty

    4769 Pikes Falls Rd, Jamaica, VT 05143
  • /6

    $239,000

    • Land
    • 1.57 Acres
    • $152,229 per Acre

    2 Gold Medal Cir, Stratton, VT 05343

    This lot is only one mile from the Stratton Mountain Resort's Sun Bowl base area. The lot has views of Stratton's ski trails. The Powers Subdivision has 11 lots in total and 2.71 acres of common land. Additionally, there is 69 acres of conservation land making this community very private. Build your 4-bedroom dream home right here in one of the best planned communities in southern Vermont.

    Andrew King Stratton Real Estate

    2 Gold Medal Cir, Stratton, VT 05343
  • /11

    $75,000

    • Land
    • 1.8 Acres
    • $41,667 per Acre

    L40 Boardman Loop, Wardsboro, VT 05360

    Nestled in the desirable Snow Mountain Farms West community, this 1.8-acre wooded lot offers the perfect setting to build your Vermont dream home or getaway. Gently sloping and bordered by the serene Wardsboro Brook (outside the FEMA flood zone), the property combines natural beauty with practical readiness. A state-issued wastewater permit for a 3 bedroom single family home and an individual

    Andie Fusco Four Seasons Sotheby's Int'l Realty

    L40 Boardman Loop, Wardsboro, VT 05360
  • /7

    $499,000

    • Land
    • 2 Acres
    • $249,500 per Acre

    70 Overlook Dr, Dover, VT 05356

    Stunning 2 acre building parcel at the prestigious Peaks at Mt Snow directly across from the ski resort. This lot affords tremendous privacy and exposure, but with amazing access and amenities including direct on call shuttle service from your door to the mountain, indoor pool, gym, clubhouse, and game courts. Paved road access, sewer, and water, means total peace of mind. Build your dream home

    Adam Palmiter Berkley & Veller Greenwood/Dover

    70 Overlook Dr, Dover, VT 05356
  • /20

    $330,000

    • 4 Beds
    • 3.5 Baths
    • 2,575 Sq Ft

    3730 Route 100, Wardsboro, VT 05355

    Property is being sold "as is where is" and does need some TLC. The house is set back off the road quite a bit for total privacy and there is a pond on the property. There is a one car garage, a full daylight basement, and a sun room.Sellers have given permission to encourage all offers. Property was originally listed for $450,000 but the sellers have reduced the price to $350,000. The tax

    Ginny Read Read Realty LTD

    3730 Route 100, Wardsboro, VT 05355
  • /36

    $210,000

    • Land
    • 30.1 Acres
    • $6,977 per Acre

    184 Schoolhouse Rd, Jamaica, VT 05343

    Jamaica, Vermont's hidden gem! Experience this wonderful 30.1+/- acre forested parcel with views of the local mountains. The land gently slopes to the southeast, perfect for solar, but better yet, utility lines are located along much of the frontage! Bounded on two sides by classic stone walls, there is a woods road that travels through the property making exploration easy. Jamaica has NO local

    Curtis Trousdale

    184 Schoolhouse Rd, Jamaica, VT 05343
  • /30

    $1,250,000

    • Land
    • 108 Acres
    • $11,574 per Acre

    585 Pleasant Valley Rd, Jamaica, VT 05343

    108 Acres of Pristine Land For Sale – 2 Miles to Stratton Sun Bowl with Panoramic ViewsA rare opportunity to own ~108 acres of stunning land with sweeping views of Stratton’s Sun Bowl and Mount Snow. Just 2 miles to the Sun Bowl base and 15 minutes to Mount Snow, this Jamaica, VT property (on the Stratton line) offers unmatched privacy, no zoning restrictions, and incredible

    Britt Wohler

    585 Pleasant Valley Rd, Jamaica, VT 05343
  • /60

    $4,495,500

    • 4 Beds
    • 5.5 Baths
    • 5,500 Sq Ft

    816 Black Bear Rd, Jamaica, VT 05343

    Set atop a scenic Vermont hillside, this five-bedroom custom-built home by The Wadsworth Design Build/Vermont Barns is a stunning example of craftsmanship blended with modern luxury. Timber-framed architecture, this four-bedroom, six-bath estate offers a warm, rustic elegance that embraces its natural surroundings. Just a short drive from Stratton and Mount Snow ski resorts, it is the ultimate

    Betsy Wadsworth Four Seasons Sotheby's Int'l Realty

    816 Black Bear Rd, Jamaica, VT 05343
  • /13

    $980,000

    • Land
    • 43.67 Acres
    • $22,441 per Acre

    Lot 10 & 16 Overlook Dr, Dover, VT 05356

    A rare opportunity to own the last remaining lots in the prestigious Peaks/Greenspring community! This home development site offers 44 acres of land including approximately 0.7 miles of private trails for hiking, ATV, snowmobiling and indirect connection to the VAST trails via Bluebrook Rd. The home site features full panoramic 180-degree mountain and woodland views to the north, east and south,

    Patricia Fitzpatrick Skihome Realty

    Lot 10 & 16 Overlook Dr, Dover, VT 05356
  • /43

    $2,000,000

    • 6 Beds
    • 4.5 Baths
    • 4,950 Sq Ft

    43 Upton Rd, Dover, VT 05356

    The best of both worlds... High end luxury in this Post & Beam home on a private 35+ acre wooded lot with direct ski trail views of Mount Snow, yet just over a mile to the ski area. It's nearly impossible to find this kind of privacy so near mountain. This spectacular 6 bedroom, 4.5 bath Post & Beam home was built in 2007 and no expense was spared in the construction. Features include a high end

    Adam Palmiter Berkley & Veller Greenwood/Dover

    43 Upton Rd, Dover, VT 05356
  • /49

    $329,000

    • 4 Beds
    • 2 Baths
    • 2,202 Sq Ft

    20 Newell Hill Rd, Wardsboro, VT 05355

    Enter through the oversized mudroom, which once served as the town post office, from the attached three-bay garage with automatic doors. This home features generous rooms throughout, starting with a large kitchen and dining area, a living room, two main-level bedrooms, and a full bath. Enjoy mornings or evenings on the expansive covered front porch with views of the village below. Upstairs,

    Erica Reynolds Southern Vermont Realty Group

    20 Newell Hill Rd, Wardsboro, VT 05355
  • /37

    $1,700,000

    • 4 Beds
    • 4.5 Baths
    • 3,808 Sq Ft

    15 Stone Ridge Loop, Dover, VT 05356

    A luxurious mountain property with views and acreage, still with great proximity to Mt Snow. This stunning barn style post and beam is nestled on a private 5.97 acre parcel at the rear of the Village at Sawmill Farms. The siting affords gorgeous pastoral views over the common field of the community, views of the peak of Mount Snow, and mountains beyond, with 180 degree winter views, which could

    Adam Palmiter Berkley & Veller Greenwood/Dover

    15 Stone Ridge Loop, Dover, VT 05356
  • /6

    $45,000

    • Land
    • 1 Acre
    • $45,000 per Acre

    0 Boardman Loop, Wardsboro, VT 05360

    In the Heart of it all! This affordable acre of land is close to skiing, hiking, ponds and all the good stuff Vermont has to offer. Electric poles are across the street and the neighbors are hooked up. Starlink and Xfinity charts say they service the area for at home work, streaming or game playing. There are Covenants attached for the after midnight reading. There is a small stream on the

    Christine Lewis Brattleboro Area Realty

    0 Boardman Loop, Wardsboro, VT 05360
  • /2

    $59,900

    • Land
    • 1 Acre
    • $59,900 per Acre

    Lot 35 Woodsman Rd, Dover, VT 05356

    Super building lots up near the Dover Elementary School. Gentle sloping lots, with municipal sewer and underground telephone & electric. Prices reflect the quality of the view(s). Some with ski area(s) to the west and others with local ridgelines to south. Only moments from West Dover dining, shopping, and skiing. The Elementary School provides a fun campus for younger recreational fun. How many

    Michael Purcell Berkley & Veller Greenwood/Dover

    Lot 35 Woodsman Rd, Dover, VT 05356
  • /2

    $59,900

    • Land
    • 1 Acre
    • $59,900 per Acre

    Lot 37 Woodsman Rd, Dover, VT 05356

    Super building lots up near the Dover Elementary School. Gentle sloping lots, with municipal sewer and underground telephone & electric. Prices reflect the quality of the view(s). Some with ski area(s) to the west and others with local ridgelines to south. Only moments from West Dover dining, shopping, and skiing. The Elementary School provides a fun campus for younger recreational fun. How many

    Michael Purcell Berkley & Veller Greenwood/Dover

    Lot 37 Woodsman Rd, Dover, VT 05356
  • /2

    $59,900

    • Land
    • 1 Acre
    • $59,900 per Acre

    Lot 36 Woodsman Rd, Dover, VT 05356

    Super building lots up near the Dover Elementary School. Gentle sloping lots, with municipal sewer and underground telephone & electric. Prices reflect the quality of the view(s). Some with ski area(s) to the west and others with local ridgelines to south. Only moments from West Dover dining, shopping, and skiing. The Elementary School provides a fun campus for younger recreational fun. How many

    Michael Purcell Berkley & Veller Greenwood/Dover

    Lot 36 Woodsman Rd, Dover, VT 05356
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