Windham County VT Houses for Sale

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  $589,000

  • 3 Beds
  • 2.5 Baths
  • 2,782 Sq Ft

  628 Townshend Rd, Grafton, VT 05146

  One of only two stone houses in the charming town of Grafton, this stately home is a truly special opportunity. Perched on a hill across from the renowned Grafton Cheese Company, the property offers easy access to village amenities and year-round recreation at Grafton Ponds Outdoor Center. Inside, you'll find a spacious and inviting layout: Large front living room with exposed beams, a beautiful

  Jessica Landers Barrett and Valley Associates Inc.

  628 Townshend Rd, Grafton, VT 05146
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  /35

  $2,399,000

  • 4 Beds
  • 4.5 Baths
  • 3,569 Sq Ft

  662 Howe Farm Rd, Jamaica, VT 05343

  Discover this renovated timber frame home nestled on 366 acres of private land. Offering a seamless blend of historic character and modern comfort, this 4 bedroom plus office, 4 and a half bathroom home showcases attention to detail. The gourmet kitchen, inviting living spaces, bonus game room and home gym are complemented by a sunlit dining space with a greenhouse sunroom, adding a touch of

  Andie Fusco Four Seasons Sotheby's Int'l Realty

  662 Howe Farm Rd, Jamaica, VT 05343
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  /58

  $865,000

  • 3 Beds
  • 4.5 Baths
  • 3,318 Sq Ft

  42 Sugar House Rd, West Dover, VT 05356

  Furnished mountain home in Mount Snow, Vermont.This custom crafted mountain home offers the ideal blend of rustic charm and modern comfort just minutes from Mount Snow and The Hermitage Club. Set on a private lot with winter views of both ski mountains, this 3-bedroom(+bonus bedroom), 4.5-bath home features an open-concept layout with soaring cathedral ceilings, exposed beams, and a stunning

  Betsy Wadsworth Four Seasons Sotheby's Int'l Realty

  42 Sugar House Rd, West Dover, VT 05356
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  /43

  $799,000

  • 4 Beds
  • 2.5 Baths
  • 2,600 Sq Ft

  1 Lower Highlands Rd, West Dover, VT 05356

  Custom-built 4-bedroom, 2.5-bath home ideally located less than a mile from Mount Snow. The main level welcomes you with an inviting foyer off the covered front porch and offers a well-designed layout featuring a spacious living room, formal dining room, comfortable family room, versatile den, and a well-appointed kitchen. Additional conveniences include a half bath, dedicated laundry area, and a

  Jennifer Hovey-Densmore Deerfield Valley Real Estate

  1 Lower Highlands Rd, West Dover, VT 05356
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  /16

  $275,000

  • 2 Beds
  • 2 Baths
  • 1,440 Sq Ft

  10 Riverfront Dr, Bellows Falls, VT 05101

  This recently renovated home is located on and with gorgeous views of the Connecticut River, frontage suitable for a wharf. Two bedrooms, two full baths and a beautifully crafted stone and brick fireplace. A large, private backyard, inviting family gatherings, just minutes to I91 and Okemo Mountain. Motivated Seller

  Gale Alger

  10 Riverfront Dr, Bellows Falls, VT 05101
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  /39

  $285,000

  • 3 Beds
  • 1.5 Baths
  • 1,248 Sq Ft

  70 Overlook Dr, Londonderry, VT 05148

  Welcome Home!!! Located close to town but in a private and quiet area, this property offers an affordable option for locals and first-time homebuyers who want to be in one of Vermont’s best little communities and are willing to make the time and investment to turn this house into a home. The house is solid and has been well-maintained, and there are three bedrooms and 1.5 bathrooms and a nice

  Claudia Harris Mary Mitchell Miller Real Estate

  70 Overlook Dr, Londonderry, VT 05148
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  /3

  $275,000

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

  2173 Vermont 8a, Whitingham, VT 05361

  4 bedroom 2 bath home located on 4.7 acres. Has a ground level access. Level parking and garden spots. There are huge White Pine trees surrounding this home. Showings delayed until September 29, 2025 to allow for cleaning. License to Sell is needed and in progress, Expected in October.

  Mark Yule BHG Masiello Brattleboro

  2173 Vermont 8a, Whitingham, VT 05361
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  /51

  $879,900

  • 4 Beds
  • 3.5 Baths
  • 3,300 Sq Ft

  7 Yodeling Ln, West Dover, VT 05356

  Charming Log Home with Modern Comfort and Prime Location. This warm and inviting log home offers the perfect blend of rustic charm and modern style. Nestled on a level lot with ample parking, it features a large covered front porch and a spacious rear deck, ideal for enjoying the beautiful outdoors. Step inside to the main level, where you'll find a welcoming living room anchored by a stunning

  Rich Caplan Deerfield Valley Real Estate

  7 Yodeling Ln, West Dover, VT 05356
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  /37

  $639,000

  • 4 Beds
  • 2.5 Baths
  • 2,573 Sq Ft

  11 Strawberry Hill, Brattleboro, VT 05301

  Beautifully sited on 1.9 acres just off Greenhill Parkway, this tastefully modernized 1940s cape blends architectural pedigree with thoughtful, high end updates. Designed by noted architect James Britton of Greenfield, MA - a contemporary of Royal Barry Wills and long admired for his classic New England forms - the home retains its classic original character, while offering a fully refreshed

  Dan Normandeau Berkley & Veller Greenwood Country

  11 Strawberry Hill, Brattleboro, VT 05301
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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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  /37

  $625,000

  • 4 Beds
  • 2 Baths
  • 2,070 Sq Ft

  239 Valley View Rd, Dover, VT 05356

  This contemporary 3-bedroom plus loft, 2-bath home in Dover Hills offers both comfort and convenience. The property features a detached 2-car garage with overhead storage, an additional carport, and a wood shed. The recently remodeled kitchen boasts new cabinets, countertops, and appliances, complemented by wood floors throughout and new skylights that fill the space with natural light. A gas

  Jennifer Hovey-Densmore Deerfield Valley Real Estate

  239 Valley View Rd, Dover, VT 05356
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  /60

  $1,088,000

  • 6 Beds
  • 4.5 Baths
  • 5,828 Sq Ft

  151 Townshend Rd, Grafton, VT 05146

  Located in the heart of Grafton, Vermont, on a spacious one-acre, flat lot a quick stroll from town, this extensively renovated property offers exceptional flexibility and scale. The property is configured to allow division into two condominium-style living spaces plus a separate artist loft or accessory dwelling, each with its own entrance, creating versatile possibilities for expansive

  Erin McCormick KW Vermont

  151 Townshend Rd, Grafton, VT 05146
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  /24

  $494,000

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

  45 Blue Brook Rd, Dover, VT 05356

  Owners open to offers! 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

  Adam Palmiter Berkley & Veller Greenwood/Dover

  45 Blue Brook Rd, Dover, VT 05356
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  /39

  $725,000

  • 5 Beds
  • 4 Baths
  • 2,962 Sq Ft

  250 Valley View Rd, Dover, VT 05356

  Unique, spacious, and just minutes to Mount Snow, this 5-bedroom, 4-bath home with a private pond is the kind of property buyers wait for. Whether for personal use, a vacation getaway, or short-term rental potential, it offers a setting to enjoy every season. Set on a beautiful 2-acre lot, the home features a large open-concept main living area with a cathedral ceiling and oversized windows that

  Melissa Nebelski Real Broker LLC

  250 Valley View Rd, Dover, VT 05356
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  /43

  $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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  /42

  $285,000

  • 1 Bed
  • 1 Bath
  • 850 Sq Ft

  757 Weatherhead Hollow Rd, Guilford, VT 05301

  Discover a truly transformative living experience at here where modern architectural design meets the serene landscapes of Guilford, Vermont. This exceptional property features a permanent yurt conversion, meticulously crafted into a sophisticated single-family residence situated on a prime 1.5-acre parcel. The interior is characterized by soaring radial ceilings and an open-concept layout that

  Kate Barry EXP Realty

  757 Weatherhead Hollow Rd, Guilford, VT 05301
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  /49

  $374,900

  • 3 Beds
  • 2 Baths
  • 1,074 Sq Ft

  59 Zeller Camp Rd, Grafton, VT 05146

  In a market this tight, a turnkey three-bedroom chalet retreat with this level of recent reinvestment, this much wooded privacy, and a brookside parcel near historic Grafton village does not come up often, and almost never fully furnished and ready to step into on day one.Inside, a bright open layout flows under vaulted ceilings, anchored by a fireplace hearth, a flowing kitchen-living-dining

  Nick Sicard EXP Realty

  59 Zeller Camp Rd, Grafton, VT 05146
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  /60

  $775,000

  • 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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  /60

  $319,000

  • 2 Beds
  • 2 Baths
  • 1,164 Sq Ft

  3185 Higley Hill Rd, West Marlboro, VT 05363

  Vermont A-Frame Retreat in Marlboro! Escape to this charming 2-bedroom, 2-bath A-frame set on 2.18 wooded acres in scenic Marlboro, Vermont. With a stream, deck, and peaceful natural setting, this property offers the perfect blend of privacy and character. Inside, you’ll find 1,164 square feet of furnished living space featuring natural light, a wood fireplace, first-floor laundry, and a

  Flex Realty Group Flex Realty

  3185 Higley Hill Rd, West Marlboro, VT 05363
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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

Showing Results 121 - 140, Page 4 of 4