Windham County VT Homes for Sale

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  /2

  $325,000

  • 2 Beds
  • 1.5 Baths
  • 1,150 Sq Ft

  292 Deer Hill Rd, Whitingham, VT 05361

  Tucked amongst trees with a great deck. This rural location is not far from great skiing, shopping and all kinds of great dining and entertainment. Over an acre of mostly wooded lot. Property is occupied. No drive by's please..

  Susan Bellville Bellville Realty

  292 Deer Hill Rd, Whitingham, VT 05361
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  /24

  $849,000

  • 4 Beds
  • 2 Baths
  • 1,638 Sq Ft

  12 Ober Tal Dr Unit C/23C/24, Stratton, VT 05360

  Unmatched Comfort and Convenience at Stratton's Ober Tal – Walk to LiftDiscover the ideal ski retreat in this bright, spacious, one-of-a-kind double unit at Ober Tal, Building C. Just a short walk to the Tamarack ski lift, you’ll enjoy unbeatable access to the slopes and all the amenities in Stratton Village.Close enough to swing back for a quick lunch, this condo lets you make

  Margaret Mcmahon Four Seasons Sotheby's Int'l Realty

  12 Ober Tal Dr Unit C/23C/24, Stratton, VT 05360
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  /34

  $699,000

  • 3 Beds
  • 4 Baths
  • 3,796 Sq Ft

  233 Poverty Row, Whitingham, VT 05361

  What a gem! This absolutely meticulously maintained 2015 farmhouse sits just up from Lake Sadawga and Harriman Reservoir on a private 2 acre parcel off a paved road. The curb appeal is beyond what most can dream of with gorgeous perennial gardens, split rail fencing, ample yard space, and total privacy. Features include a beautiful open floor plan with large living room and family room, beautiful

  Adam Palmiter Berkley & Veller Greenwood/Dover

  233 Poverty Row, Whitingham, VT 05361
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  /45

  $274,900

  • 4 Beds
  • 1.5 Baths
  • 1,200 Sq Ft

  49 Clark Ave, Brattleboro, VT 05301

  Fantastic neighborhood location directly across the street from Oak Grove School, around the corner from the Little League field, and within one mile of the hospital, middle and high schools, Interstate 91, and Brattleboro's downtown shops and restaurants! Quick closing available on this 4 bedroom, 1.5 bath cape cod style home. Two extra large upstairs bedrooms have been freshly painted and offer

  Lisa Friedman Great American Dream Realty

  49 Clark Ave, Brattleboro, VT 05301
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  $295,000

  • Land
  • 54.8 Acres
  • $5,383 per Acre

  0 Townshend Dam Rd Unit 5066172, Wardsboro, VT 05355

  Explore the potential of this beautiful 53.8-acre parcel just 3.5 miles from the scenic Townshend Dam. There is a wastewater permit for a 3 bedroom home in place. This expansive property offers a peaceful, wooded setting with ample privacy—ideal for recreation, a future homesite, or continued forest management. Currently enrolled in Vermont’s Current Use Program, the land offers significant tax

  Carrie Mathews Winhall Real Estate

  0 Townshend Dam Rd Unit 5066172, Wardsboro, VT 05355
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  /18

  $68,900

  • Land
  • 0.5 Acre
  • $137,800 per Acre

  Lot 1 - 161 High Peak Way, Wilmington, VT 05363

  Introducing Lot #1 in the High Peak Development, .50-acre double lot offering the foundation for your future Vermont home. This wooded parcel provides the peaceful setting of a cabin in the woods while still being just minutes from Mount Snow, The Hermitage Club, and the year-round recreation of the Deerfield Valley.With public sewer and public water access, the building process is made

  Betsy Wadsworth Four Seasons Sotheby's Int'l Realty

  Lot 1 - 161 High Peak Way, Wilmington, VT 05363
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  /24

  $499,000

  • 7 Beds
  • 2 Baths
  • 2,038 Sq Ft

  45 Blue Brook Rd, Dover, VT 05356

  A truly unique and eclectic ski chalet. The current owner has tastefully updated this home in order to foster a tremendous rental investment, but it could also work great for anyone looking for a spacious ski home with great access off a paved town road and tremendous mountain proximity. Easily accessible off a paved road, not far from shuttle service, and only a couple miles to the Mount Snow

  Adam Palmiter Berkley & Veller Greenwood/Dover

  45 Blue Brook Rd, Dover, VT 05356
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  /29

  $19,500

  • 1 Bath
  • 332 Sq Ft

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

  Use it, Rent it, Trade it! Does 13 weeks of vacation a year sound nice? Valley side unit includes: Queen murphy bed, kitchen, eating area, balcony and a full bath. Benefits of Grand Summit ownership include the best ski in/out mountain location available. Use of the Grand Summit amenities all year round including valet parking, owners private lounge, private owners library, full service spa with

  Kelly Agrillo Southern Vermont Realty Group

  218 Qtr.2 89 Grand Summit Way, Dover, VT 05356
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  /18

  $250,000

  • 3 Beds
  • 1 Bath
  • 1,050 Sq Ft

  5362 Us Route 5, Westminster, VT 05158

  BRAND NEW SEPTIC TO BE INSTALLED PRIOR TO CLOSING. Move-in ready home, ideally situated in the heart of picturesque Westminster. This 3-bedroom, 1-bath home offers the perfect blend of charm, comfort and convenience. Step inside from the sunny, porch into a bright and functional kitchen featuring new countertops and easy access to the first-floor laundry area and recently renovated full bath. The

  Karen Hoppe Berkley & Veller Greenwood Country

  5362 Us Route 5, Westminster, VT 05158
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  /20

  $79,500

  • Land
  • 0.32 Acre
  • $248,438 per Acre

  Lot 2 - 162 High Peak Way, Wilmington, VT 05363

  Discover the perfect opportunity to build your Vermont retreat on this .32 acre lot in the High Peak Development, ideally positioned adjacent to the Haystack Golf Course. This wooded parcel offers the privacy of a cabin-in-the-woods setting while still being just minutes from Mount Snow, The Hermitage Club, and all the four season recreation the Deerfield Valley offers. Charming downtown

  Betsy Wadsworth Four Seasons Sotheby's Int'l Realty

  Lot 2 - 162 High Peak Way, Wilmington, VT 05363
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  $399,000

  • 2 Beds
  • 2.5 Baths
  • 1,558 Sq Ft

  339G Handle Rd Unit Elms G, Dover, VT 05356

  This unique two-level condo has been tastefully updated, featuring a 2-bedroom, 2.5-bath condo in the desirable Snow Tree community, which offers the perfect blend of comfort, style, and convenience—just moments from the slopes of Mount Snow!Step inside the entry level and enjoy an open-concept floor plan ideal for entertaining or relaxing after a day on the mountain. The renovated kitchen

  Patricia Fitzpatrick Skihome Realty

  339G Handle Rd Unit Elms G, Dover, VT 05356
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  /24

  $28,995

  • 2 Beds
  • 2 Baths
  • 745 Sq Ft

  304/06 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 sleep 6 unit consists of two adjoining units Studio unit (306) Queen murphy bed , kitchenette and full bathroom. Hotel unit (304) Two king beds and full bathroom. Units are located the valley side of the hotel . Lock out units has the benefit of using the unit as a whole or stay in one side and rent the other side out.

  Kelly Agrillo Southern Vermont Realty Group

  304/06 Qtr.2,89 Grand Summit Way, Dover, VT 05356
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  /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
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  /60

  $2,195,000

  • 5 Beds
  • 4.5 Baths
  • 4,200 Sq Ft

  32 Steep Hill Rd, Wilmington, VT 05363

  Private Vermont Sanctuary with Spectacular Mountain Views. Tucked away on a quiet dead-end road, yet just minutes to Hermitage Club, Mount Snow and downtown Wilmington. Every room offers a view. Direct snowmobile access and walking trails! Set on 20 private acres in the heart of Vermont’s Green Mountains, the property features panoramic views of Haystack, Mount Snow, and the spine of the southern

  Rich Caplan Deerfield Valley Real Estate

  32 Steep Hill Rd, Wilmington, VT 05363
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  $29,999

  • Land
  • 1.1 Acres
  • $27,272 per Acre

  4 Antler Loop, Dover, VT 05356

  Wooded Acre Close to Skiing at Mount SnowBeautiful wooded parcel less than ten minutes from skiing at Mount Snow and all the attractions in downtown Dover.While the property's address is technically 4 Antler Loop, it's much easier to access off the end of Timberview Road, which is one street up the hill. After passing by a gorgeous home at 15 Timberview, the road swaps over from

  David White OwnerEntry.com

  4 Antler Loop, Dover, VT 05356
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  /50

  $46,000

  • 2 Beds
  • 3 Baths
  • 1,080 Sq Ft

  357/359, Qtr 2 Grand Summit Way Unit 357/359, Qtr 2, Dover, VT 05356

  Ultimate Mountain Living at the Grand Summit Hotel. Experience a perfect blend of flexibility and mountain adventure with this deeded quartershare unit. Enjoy 13 weeks of vacation each year—one week every 28 days—on a rotating basis. Use it, rent it, or trade it for other destinations to suit your lifestyle. This spacious slope-side 2-unit lockout unit comfortably sleeps 8 and features a view of

  Donna Brown Skihome Realty

  357/359, Qtr 2 Grand Summit Way Unit 357/359, Qtr 2, Dover, VT 05356
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  $379,000

  • 6 Beds
  • 2 Baths
  • 1,920 Sq Ft

  247 Vt Route 100 N, Wilmington, VT 05363

  Conveniently located on Route 100 between Wilmington Village and Mount Snow. Two separate 3 bedroom, totally renovated, units. This would be a wonderful multi-generational home, two family purchase, use one unit - rent one unit. Wheeler Farm view of pasture and mountain ranges. Exterior garden shed. Plenty of parking, an amazing view and waiting for you!

  Janet Boyd Boyd Real Estate

  247 Vt Route 100 N, Wilmington, VT 05363
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  /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
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  /59

  $495,000

  • 3 Beds
  • 2 Baths
  • 3,090 Sq Ft

  301 Maple St, Brattleboro, VT 05301

  Sweet! It is starting to get chilly, we remember the oversized salt water pool fun and the summer heat on tanned skin, coming again in the spring. The flowers and shrubs will sing again next season, but for now, we get to love the hardscape that comes to life catching flakes and creating breathtaking sculptures that glitter and change as we watch. It is the season for snuggling in, all toasty and

  Christine Lewis Brattleboro Area Realty

  301 Maple St, Brattleboro, VT 05301
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  /22

  $725,000

  • 2 Beds
  • 3 Baths
  • 1,426 Sq Ft

  56 Shatterack Rd Unit D 7, Stratton, VT 05155

  Enjoy effortless mountain living in this tastefully renovated ski-on/ski-off end-unit condo at Slopeside. Thoughtfully updated with quality finishes, this inviting residence offers the perfect blend of comfort, style, and convenience in every season. As an end unit, it provides additional natural light and a more peaceful setting—ideal for unwinding after a day on the slopes or summer

  Carrie Mathews Winhall Real Estate

  56 Shatterack Rd Unit D 7, Stratton, VT 05155
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  /59

  $795,000

  • 2 Beds
  • 2 Baths
  • 2,190 Sq Ft

  85 Browns Rd, Newfane, VT 05345

  Timeless 1780 Colonial on 80 Acres with Modern Sustainability- A Rare Historic Gem! Own a piece of American history with this stunning circa 1780 Colonial home, set on 80 serene acres of meadows and forest. Featuring 2 bedrooms plus a dedicated bedroom/office ,2 full bathrooms, and over two centuries of character, this historic property offers unmatched charm- now enhanced with energy-efficient

  Janet Lucier Barrett & Valley Assoc. Inc

  85 Browns Rd, Newfane, VT 05345
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  /43

  $399,000

  • 3 Beds
  • 1.5 Baths
  • 2,496 Sq Ft

  60 Higley Hill, East Dover, VT 05341

  Welcome to 60 Higley Hill — a well-equipped country home on just over 5 acres, offering comfort, convenience, and value in one of Dover’s desirable areas. The property features a standing seam metal roof, a brand-new septic system, and a 600-ft well drilled within the last 10 years, providing peace of mind for water and waste systems. Inside, enjoy the convenience of a first-floor bedroom, a

  Erica Reynolds Southern Vermont Realty Group

  60 Higley Hill, East Dover, VT 05341

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