Windham, VT Homes

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  /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
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  /24

  $360,000 Sold Nov 15, 2024

  • 1,300 Sq Ft
  • $277/SF
  • 170 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 2019

  131 Leon Stocker Dr, Stratton, VT 05360

  This 2 bedroom 2 bath home is nestled between Mount Snow & Stratton Ski Resorts. A covered front porch contains both a hot tub and a grill. The interior of the home has an open space concept with kitchen with an island, dining & living room area, 1 bedroom, 3/4 bathroom, and a laundry room all on the main level. The upper floor features a spacious loft area, ideal for use as an office, along

  Jennifer Hovey-Densmore Deerfield Valley Real Estate

  131 Leon Stocker Dr, Stratton, VT 05360
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  /18

  Est $208,168 Not Listed For Sale

  • 1 Bed
  • 2 Baths
  • 613 Sq Ft

  9 Snow Tree Ln Unit Maples K, West Dover, VT 05356

  9 Snow Tree Ln Unit Maples K, West Dover, VT 05356
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  /13

  $1,050,000

  • Land
  • 44 Acres
  • $24,044 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
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  /40

  $305,900 Sold Nov 13, 2024

  • 900 Sq Ft
  • $340/SF
  • 11 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1987

  7 Mountain Village Unit 137, Dover, VT 05356

  Resort area location, amenities, shuttle to slopes, excellent Mount Snow views. Welcome to your vacation retreat at Mount Snow Resort! Located mountainside of the access road, this roomy 2 bed, 2 full bath condo is open, bright and offers the ultimate convenience located near the main base area. The perfect “home base” for your adventures thanks to the shuttle service from the complex to the

  Jacki Murano Southern Vermont Realty Group

  7 Mountain Village Unit 137, Dover, VT 05356
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  /36

  Est $465,784 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 2,650 Sq Ft

  50 Timber Ln, Guilford, VT 05301

  50 Timber Ln, Guilford, VT 05301
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  /34

  $374,000

  • 5 Beds
  • 2 Baths
  • 2,736 Sq Ft

  5100 Vermont Route 100, Wardsboro, VT 05355

  Nestled between the renowned Mount Snow and Stratton Mountain, this completely remodeled late 19th-century Colonial offers the perfect blend of historic charm and modern comfort. Meticulously renovated, the home has been torn down to the studs and reimagined with no detail overlooked. With all new windows, insulation, electrical, and plumbing, every inch of this home has been looked after with

  Mike Masters Four Seasons Sotheby's Int'l Realty

  5100 Vermont Route 100, Wardsboro, VT 05355
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  /37

  $595,500 Sold Nov 01, 2024

  • 1,670 Sq Ft
  • $357/SF
  • 11 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1978

  295 W Jamaica Rd, Stratton, VT 05360

  Located in Stratton, Vermont, this charming home is the perfect retreat for outdoor enthusiasts. The home had a complete top to bottom renovation in 2020. Just a short drive from both Stratton and Mount Snow Ski Resorts, the home offers year-round recreation opportunities. The property boasts a warm, rustic exterior with a modern touch, surrounded by lush greenery and mature trees. A stream

  Betsy Wadsworth Four Seasons Sotheby's Int'l Realty

  295 W Jamaica Rd, Stratton, VT 05360
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  /40

  Not Listed For Sale

  • 4 Beds
  • 3.5 Baths
  • 2,698 Sq Ft

  152 Sun Bowl Rd Unit 152B, Stratton, VT 05360

  152 Sun Bowl Rd Unit 152B, Stratton, VT 05360
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  /9

  $225,000

  • Land
  • 0.73 Acre
  • $308,219 per Acre

  5 Pinnacle View Rd, Dover, VT 05356

  With breathtaking views of Mount Snow, this exceptional 0.73-acre parcel is the perfect setting for your dream mountain retreat. Located in the resort district, short-term rentals are permitted, making this a prime investment opportunity or an ideal family legacy home for generations to enjoy. Just off Route 100, a one-minute drive to the lifts at Mount Snow,an Epic Pass mountain, offering

  Betsy Wadsworth Four Seasons Sotheby's Int'l Realty

  5 Pinnacle View Rd, Dover, VT 05356
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  /32

  $540,000 Sold Nov 01, 2024

  • 2,800 Sq Ft
  • $193/SF
  • 20 Days On Market

  • 3 Beds
  • 3.5 Baths
  • Built 2018

  4 Ball Farm Rd, Stratton, VT 05360

  This charming 3-bedroom, 3.5-bath home sits on 2.5 acres between Mount Snow and Stratton Ski Resorts. With its open-concept design, the main level features a kitchen with an island, a living room with a fieldstone fireplace, a primary bedroom with a 3/4 bath, an additional bedroom, and a full bath. The upper floor offers a spacious loft area with a small office and a half bath. The lower level

  Jennifer Hovey-Densmore Deerfield Valley Real Estate

  4 Ball Farm Rd, Stratton, VT 05360
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  /15

  Est $212,118 Not Listed For Sale

  • 2 Beds
  • 1.5 Baths
  • 675 Sq Ft

  9 Snow Tree Ln Unit Maples G, West Dover, VT 05356

  9 Snow Tree Ln Unit Maples G, West Dover, VT 05356
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  /27

  $495,000

  • 2 Beds
  • 2 Baths
  • 1,900 Sq Ft

  106 Silver Birch Unit 17H, Dover, VT 05356

  This 2 bedroom, plus bunkroom, end unit condo is located across the road from the Mt. Snow ski area. There is a shuttle to the mountain that will allow you to be free from driving and parking fees. Relax in your private hot tub after a day on the slopes or sit on this spacious deck an enjoy the view. A cozy wood-burning fireplace sets the mood for your apre' ski afternoon. On a rainy or

  Regina Perrotto Skihome Realty

  106 Silver Birch Unit 17H, Dover, VT 05356
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  /2

  $499,000 Sold Oct 25, 2024

  • 1,699 Sq Ft
  • $294/SF
  • 42 Days On Market

  • 3 Beds
  • 3 Baths
  • Built 2003

  10 Gaye Ln, Dover, VT 05356

  Discover the perfect blend of privacy and convenience with this elegant single-level retreat, ideally situated less than 2 miles from Mount Snow. This meticulously maintained home features a new roof, a relaxing new hot tub, and stylish barn doors for the hot tub room. A spacious mudroom welcomes you, providing ample storage for all your gear. Enjoy the open and airy kitchen, dining, and living

  Erica Reynolds Southern Vermont Realty Group

  10 Gaye Ln, Dover, VT 05356
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  /13

  Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 1,842 Sq Ft

  15B Snow Tree Ln, Dover, VT 05356

  15B Snow Tree Ln, Dover, VT 05356
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  /43

  $2,000,000

  • 6 Beds
  • 4.5 Baths
  • 3,750 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
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  /44

  $295,000 Sold Oct 22, 2024

  • 1,580 Sq Ft
  • $187/SF
  • 11 Days On Market

  • 3 Beds
  • 1 Bath
  • Built 1952

  556 Stratton Arlington Rd, West Wardsboro, VT 05360

  Nestled on 3 acres in Southern Vermont, this home, w/ a pond, offers the perfect escape for nature lovers & outdoor enthusiasts. Located just 15 minutes from both Mt Snow & Stratton Mountain Ski Resort, this property places you at the heart of some of the best skiing in Vermont. But the appeal of this home extends beyond winter, making it an ideal year-round retreat. With easy access to the Green

  Donald Koelsch Deerfield Valley Real Estate

  556 Stratton Arlington Rd, West Wardsboro, VT 05360
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  /40

  Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,554 Sq Ft

  200 Forrester Rd, Jamaica, VT 05360

  200 Forrester Rd, Jamaica, VT 05360
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  /22

  $289,000

  • 3 Beds
  • 2 Baths
  • 1,512 Sq Ft

  6738 Vermont Route 100, Wardsboro, VT 05355

  This charming 1500 square foot manufactured home, located just over 3 miles from Mount Snow Ski Resort and a 15-minute drive to Stratton Mountain Resort, offers a perfect blend of comfort and convenience for mountain enthusiasts. 3 bedrooms and 2 bathrooms, this home provides ample space for family or guests. Inside, the open-plan living area is both cozy and spacious, featuring warm wood

  Betsy Wadsworth Four Seasons Sotheby's Int'l Realty

  6738 Vermont Route 100, Wardsboro, VT 05355
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  /46

  $250,000 Sold Oct 21, 2024

  • 895 Sq Ft
  • $279/SF
  • 8 Days On Market

  • 1 Bed
  • 2 Baths
  • Built 1982

  17J Snow Tree Ln, Dover, VT 05356

  Beautifully maintained 1-bedroom, 2-bath, 2-level condo at the base of Mount Snow Ski Area with stunning views of the trails and surrounding mountains. Relax by the cozy wood-burning fireplace at night and watch the snowcats groom the slopes. The spacious deck gets ample afternoon sun, perfect for enjoying the outdoors. The first level features an updated kitchen, dining, and living area with

  Chad Lackey Deerfield Valley Real Estate

  17J Snow Tree Ln, Dover, VT 05356
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  /28

  Not Listed For Sale

  • 1 Bed
  • 1 Bath
  • 972 Sq Ft

  55 Tom's Cabin Rd Unit 14, 15, 16, West Dover, VT 05356

  55 Tom's Cabin Rd Unit 14, 15, 16, West Dover, VT 05356
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  /8

  $2,250,000

  0 Tenon Ln, Dover, VT 05356

  A unique opportunity to purchase 14 acres in the Mount Snow base area with permits in place for the development of 38 townhouse units, all within walking distance to the Mount Snow ski resort!With the close proximity to the ski area and views of the mountain and surrounding village, this rare opportunity is a developer's dream.Permits and additional information are provided in the

  Patricia Fitzpatrick Skihome Realty

  0 Tenon Ln, Dover, VT 05356
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  /12

  $140,000 Sold Oct 21, 2024

  • Land
  • 0.69 Acre
  • $202,899 per Acre

  • 142 Days On Market

  16 Lower Highlands Rd Unit 30, Dover, VT 05356

  An exceptionally rare find, this cleared, south facing lot with frontage on a paved road is less than a mile from Mount Snow. The home you build here can have winter views of the entire Main Face of the resort, like looking at a real-life trail map from the comfort of your house. The location is convenient to the year-round services, amenities, and activities of Dover and, of course, Mount Snow.

  Kim Meeker Southern Vermont Realty Group

  16 Lower Highlands Rd Unit 30, Dover, VT 05356
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  /34

  Not Listed For Sale

  • 4 Beds
  • 3 Baths
  • 2,506 Sq Ft

  54 Tanglewood Ln Unit 182, West Dover, VT 05356

  54 Tanglewood Ln Unit 182, West Dover, VT 05356
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  /49

  $369,000

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

  20 Newell Hill Rd, Wardsboro, VT 05355

  Now offering multiple buyer credits, including a $10,000 credit at closing—ask your agent for full details. 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.

  Erica Reynolds Southern Vermont Realty Group

  20 Newell Hill Rd, Wardsboro, VT 05355
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  /22

  $150,000 Sold Oct 18, 2024

  • Land
  • 13 Acres
  • $11,737 per Acre

  • 119 Days On Market

  0 Bills Rd, Stratton, VT 05360

  River frontage! Escape to your own private oasis with this exceptional 12-plus acre parcel nestled along the picturesque Wardsboro Brook. Immerse yourself in the soothing sounds of cascading water as the brook meanders through the property, offering a tranquil retreat. With its gently sloping terrain and easy access from the road, this parcel provides the perfect canvas for building your dream

  Monique White Deerfield Valley Real Estate

  0 Bills Rd, Stratton, VT 05360
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  /9

  Not Listed For Sale

  0 Pam's Hill Rd Unit 28 4971000, Wardsboro, VT 05355

  0 Pam's Hill Rd Unit 28 4971000, Wardsboro, VT 05355
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  /35

  $36,500

  • 1 Bed
  • 2 Baths
  • 941 Sq Ft

  230 Qtr.2, 89 Grand Summit Way, Dover, VT 05356

  Use it, Rent it, Trade it! Does 13 weeks of vacation a year sound nice? This one bedroom sleep 6 Valley side unit includes a Kitchen, large living room area with a queen murphy bed and queen sleeper sofa and a king bed in the private bedroom with two full bathrooms .Benefits of Grand Summit ownership include the best ski in/out mountain location available. Use of the Grand Summit amenities all

  Kelly Agrillo Southern Vermont Realty Group

  230 Qtr.2, 89 Grand Summit Way, Dover, VT 05356
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  /34

  $415,000 Sold Oct 18, 2024

  • 4,300 Sq Ft
  • $97/SF
  • 136 Days On Market

  • 5 Beds
  • 3 Baths
  • Built 1970

  67 Susan Lynn Ln, Wardsboro, VT 05355

  This spacious, 4,300-square-foot, five-bedroom home in Snow Mountain Farms in Wardsboro sits on more than two acres and includes a detached garage and a pond. The modest exterior gives way to a sprawling and comfortable layout inside with a big kitchen, entertainment space(s), and lots of storage on three levels. A Vermont essential, the mudroom is well-equipped with seating and ample storage for

  Kim Meeker Southern Vermont Realty Group

  67 Susan Lynn Ln, Wardsboro, VT 05355
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  /39

  Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 900 Sq Ft

  13 Mountain Village Unit 225, Dover, VT 05356

  13 Mountain Village Unit 225, Dover, VT 05356
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  /52

  $999,000

  • 4 Beds
  • 2 Baths
  • 2,741 Sq Ft

  20 Finkel Rd, Wardsboro, VT 05355

  Nestled on nearly 260 acres, this exquisite 18th-century solid post & beam 4 bedroom 2 bath cape offers a harmonious blend of historic charm and modern convenience. Boasting original features like fireplaces, wood flooring, and exposed beams, the home is filled with character. Spacious rooms create a perfect setting for gatherings. Recent updates include a new roof, windows, furnace & oil tank;

  Jennifer Hovey-Densmore Deerfield Valley Real Estate

  20 Finkel Rd, Wardsboro, VT 05355
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  /40

  $623,000 Sold Oct 16, 2024

  • 2,500 Sq Ft
  • $249/SF
  • 10 Days On Market

  • 3 Beds
  • 3 Baths
  • Built 2004

  145 Leon Stocker Dr, Stratton, VT 05360

  Beautiful turn key home in the town of Stratton within minutes of Mount Snow and Stratton Resorts. Skiing, snowboarding, hiking, biking, hunting, kayaking and fishing all nearby. Home is spacious with three generous-sized bedrooms and a loft. Gorgeous hardwood flooring and fireplace. Full basement is ready for finishing. This home also has an oversized deck and great mudroom as you enter. Home

  Bob Maisey Berkshire Hathaway HomeServices Stratton Home

  145 Leon Stocker Dr, Stratton, VT 05360
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  /33

  Est $388,062 Not Listed For Sale

  73 Stratton Arlington Rd Unit Lot 3, Stratton, VT 05360

  73 Stratton Arlington Rd Unit Lot 3, Stratton, VT 05360
• 

  

  /37

  $1,700,000

  • 4 Beds
  • 4.5 Baths
  • 2,352 Sq Ft

  15 Stone Ridge Loop, Dover, VT 05356

  A rare opportunity to have a luxurious mountain property with views, 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

  Adam Palmiter Berkley & Veller Greenwood/Dover

  15 Stone Ridge Loop, Dover, VT 05356
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  /29

  $308,000 Sold Oct 10, 2024

  • 2,350 Sq Ft
  • $131/SF
  • 32 Days On Market

  • 4 Beds
  • 2 Baths
  • Built 1978

  645 Stratton Arlington Rd, West Wardsboro, VT 05360

  Miles Hideawy a Rustic log home ideally situated just 6 miles from Mount Snow and 10 miles from Stratton Ski Resort. This inviting property offers spacious living with two levels of comfortable living space, including a versatile downstairs area that can serve as an in-law apartment. Relax by the fieldstone fireplace with a wood insert or unwind in the spa room, complete with a hot tub, sauna,

  Richard Caplan Deerfield Valley Real Estate

  645 Stratton Arlington Rd, West Wardsboro, VT 05360
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  /27

  Est $499,593 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 2,988 Sq Ft

  88 Peter's Ln, Wardsboro, VT 05355

  88 Peter's Ln, Wardsboro, VT 05355
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  /6

  $45,000

  • Land
  • 1.00 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
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  /18

  $91,000 Sold Sep 25, 2024

  • Land
  • 3.30 Acres
  • $27,576 per Acre

  • 17 Days On Market

  975 Stratton Arlington Rd, Stratton, VT 05360

  Discover a rare 3.3-acre UNRESTRICTED wooded lot perfectly situated between Stratton (14min) and Mount Snow (11min) ski resorts. This gem offers a unique opportunity to build your dream home, be it a charming cabin, whimsical treehouse, or lucrative short-term rental, all while enjoying great VIEWS with minor tree clearing. Located directly on the state road (GIS Span 687-218-10059), this lot

  Monique White Deerfield Valley Real Estate

  975 Stratton Arlington Rd, Stratton, VT 05360
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  /13

  Not Listed For Sale

  Lot 1 Pikes Falls Rd Unit Lot 1, Jamaica, VT 05343

  Lot 1 Pikes Falls Rd Unit Lot 1, Jamaica, VT 05343
• 

  

  /36

  $475,000

  • 2 Beds
  • 2.5 Baths
  • 1,537 Sq Ft

  28 Greensprings Rd Unit GS U16, West Dover, VT 05356

  A rare gem hitting the market after 22 years. Its design spans two levels, 2-ensuite bedrooms & 2.5 baths, providing ample space for comfort & convenience. Sold furnished, it's primed for immediate enjoyment. Nestled within the Greenspring community, this unit offers easy access to the rec center, pool, & tennis courts, just a short stroll away. The private back deck affords stunning mountain

  Donald Koelsch Deerfield Valley Real Estate

  28 Greensprings Rd Unit GS U16, West Dover, VT 05356

Showing Results 161 - 200, Page 5 of 18