Windham, VT Homes

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  /40

  $224,000

  • 2 Beds
  • 1 Bath
  • 550 Sq Ft

  505 Smith Rd, Halifax, VT 05342

  Classic Cabin In The Woods! Wonderful Wilderness spot! Feeling of remoteness and SO close to Everything Vermont and Northwestern Mass have to offer. Built in 2006 Hewn from local timber. The open floor plan 20 x 20 Cabin has 2 sleeping lofts and amazingly endless potential. The drilled well is in, water lines are run and a three bedroom state approved septic system is installed. The cabin

  Steve Goldfarb Deerfield Valley Real Estate

  505 Smith Rd, Halifax, VT 05342
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  /27

  $405,000 Sold Jul 25, 2025

  • 1,883 Sq Ft
  • $215/SF
  • 27 Days On Market

  • 3 Beds
  • 1.5 Baths
  • Built 2003

  2193 Old County Rd, West Halifax, VT 05358

  This hidden gem is waiting for you. Come sit on your back deck and enjoy the view. This home has 3 bedrooms and 2 bathrooms; it sits on 10 acres of peace and quiet. If you enjoy the outdoors this offers hiking trails and access to ATV trails as well. This home also offers a full walk out basement, 2 car garage and plenty of storage in the basement, you could also finish off a room or two and

  Peggy Winchester ACORN REAL ESTATE GROUP LLC

  2193 Old County Rd, West Halifax, VT 05358
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  /33

  Est $240,057 Not Listed For Sale

  • 1 Bed
  • 1 Bath
  • 856 Sq Ft

  849 Mcmillan Rd, Halifax, VT 05342

  849 Mcmillan Rd, Halifax, VT 05342
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  /47

  $995,000

  • 5 Beds
  • 1 Bath
  • 1,224 Sq Ft

  6036 Jacksonville Stage Rd, Guilford, VT 05301

  Welcome to a rare and breathtaking slice of Vermont. This expansive 216-acre farm offers a beautiful mix of open pastures, mature woodlands, fruit trees, berry bushes, and a small section of scenic wetlands – a true haven for nature lovers and outdoor enthusiasts seeking peace and space in every direction. Set along a quiet dirt road near the Massachusetts border, with the added convenience of

  Melissa Nebelski Skihome Realty

  6036 Jacksonville Stage Rd, Guilford, VT 05301
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  /49

  $559,000 Sold Jul 14, 2025

  • 2,884 Sq Ft
  • $194/SF
  • 48 Days On Market

  • 4 Beds
  • 2 Baths
  • Built 1820

  8686 Jacksonville Stage Rd, West Halifax, VT 05358

  Set on 24 acres of meadows, mature woods, perennial gardens, stone walls, and a spring-fed pond, this vintage Vermont homestead blends quiet charm with creative spirit. Recently reimagined by a local artist, this private 1820s post-and-beam cape retains its original character, with wide-plank floors, exposed beams, and a flowing circular room layout. The kitchen features an expansive built-in

  Randi Ziter Brattleboro Area Realty

  8686 Jacksonville Stage Rd, West Halifax, VT 05358
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  /32

  Est $363,401 Not Listed For Sale

  • 2 Beds
  • 1,250 Sq Ft

  455 Stowe Mountain Rd, West Halifax, VT 05358

  455 Stowe Mountain Rd, West Halifax, VT 05358
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  /30

  $139,000

  • Land
  • 20 Acres
  • $6,915 per Acre

  251 Phillips Hill Rd, West Halifax, VT 05358

  Discover 20.10 acres of land in Halifax, Vermont, just a short drive to Greenfield, MA, and from skiing at Mount Snow and The Hermitage Club. This property consists of two separately deeded building lots, offering flexibility for two homes or a single retreat. Enjoy seasonal mountain views, peaceful surroundings, and direct access from a quiet country road. In the warmer months, take advantage

  Betsy Wadsworth Four Seasons Sotheby's Int'l Realty

  251 Phillips Hill Rd, West Halifax, VT 05358
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  /60

  $2,600,000 Sold Jun 27, 2025

  • 4,596 Sq Ft
  • $566/SF
  • 228 Days On Market

  • 6 Beds
  • 5.5 Baths
  • Built 2015

  5402 Vermont 112, Halifax, VT 05342

  North River Farm: This is what you imagined Vermont to be. Nestled on over 300 bucolic acres along the stunning North River Gorge in Halifax, this extraordinary country estate offers a once-in-a-lifetime opportunity to own a piece of New England history. The North River compound features completely renovated and expanded 1800's farmhouse, combining classic charm with modern amenities, all while

  Betsy Wadsworth Four Seasons Sotheby's Int'l Realty

  5402 Vermont 112, Halifax, VT 05342
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  /25

  Est $248,555 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 1,042 Sq Ft

  1681 Old County Rd, West Halifax, VT 05358

  1681 Old County Rd, West Halifax, VT 05358
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  /38

  $520,000

  • 3 Beds
  • 3 Baths
  • 2,040 Sq Ft

  829 Pennel Hill Rd, Halifax, VT 05342

  Spacious cabin set on 16.4 acres with stream and pond. Open main living area features hardwood floors, vaulted ceilings with skylights, exposed beams, and an efficient wood stove. Updated kitchen includes stainless steel appliances and breakfast bar seating.Main level bedroom with shared en suite bathroom featuring claw foot tub and walk-in shower. Spiral staircase leads to primary suite with

  Megan Quinn Southern Vermont Realty Group

  829 Pennel Hill Rd, Halifax, VT 05342
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  /24

  $285,000 Sold Jun 12, 2025

  • 1,324 Sq Ft
  • $215/SF
  • 8 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1971

  730 Hubbard Hill Rd, Halifax, VT 05342

  Situated just off of VT Rte. 112, this home has rural surroundings with equal proximity to Brattleboro VT and Greenfield MA for shopping and conveniences, and to the Dover VT area for skiing and recreation. The screened-in porch provides a relaxing space overlooking the yard and beyond, with the yard offering plenty of sunny garden space, a chicken coop and a small fire pit. The walk-up garage

  Stephanie Wilde Brattleboro Area Realty

  730 Hubbard Hill Rd, Halifax, VT 05342
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  /32

  Est $391,687 Not Listed For Sale

  • 1 Bed
  • 1 Bath
  • 1,000 Sq Ft

  348 Green River Rd, Brattleboro, VT 05301

  348 Green River Rd, Brattleboro, VT 05301
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  /60

  $1,338,000

  • 4 Beds
  • 3.5 Baths
  • 3,400 Sq Ft

  1845 Hatch School Rd, Brattleboro, VT 05301

  Welcome to our Contemporary Farmhouse with 100 private acres yet only 5 miles to Wilmington Center and 14 miles to Mount Snow Ski Resort. Harriman Reservoir is close for summer boating, water sports and picnics. Nestled in the heart of nature, the property offers numerous possibilities, including a well-appointed home, a working farm, various business opportunities and/or investment potential. As

  Richard Caplan Deerfield Valley Real Estate

  1845 Hatch School Rd, Brattleboro, VT 05301
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  /11

  $165,000 Sold Jun 06, 2025

  • Land
  • 70 Acres
  • $2,367 per Acre

  • 26 Days On Market

  575 Collins Rd, Halifax, VT 05301

  Tucked away nearly 1,000 feet from the quiet, town-maintained Collins Road, this exceptional 70-acre parcel offers complete privacy and endless potential. 5 Acres have been removed for the house lot from the Current Use Program. A mix of serene woodlands, open space ideal for building, and a peaceful babbling brook at the rear of the property create a picturesque setting for your dream home or

  Monica Sumner BHG Masiello Brattleboro

  575 Collins Rd, Halifax, VT 05301
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  /39

  Est $1,112,781 Not Listed For Sale

  • 3 Beds
  • 3 Baths
  • 2,600 Sq Ft

  448 Deer Park Rd, West Halifax, VT 05358

  448 Deer Park Rd, West Halifax, VT 05358
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  /50

  $1,200,000

  • 4 Beds
  • 3 Baths
  • 3,358 Sq Ft

  1917 Stowe Mountain Rd, West Halifax, VT 05358

  Welcome to 1917 Stowe Mountain Rd., a sanctuary of modern elegance nestled in the breathtaking green mountains of Halifax, VT. This luxurious contemporary residence spans 3,358 square feet and seamlessly blends sophisticated design with natural beauty. As you approach this architectural masterpiece, soaring cathedral ceilings create a sense of expansive openness. The glass and Hardie plank

  Monica Sumner BHG Masiello Brattleboro

  1917 Stowe Mountain Rd, West Halifax, VT 05358
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  /15

  $150,000 Sold Jan 27, 2025

  • 1,152 Sq Ft
  • $130/SF
  • 140 Days On Market

  • 1 Bed
  • 1.5 Baths
  • Built 2000

  199 Fowler Rd, Jacksonville, VT 05342

  Private home on a 3 acre parcel nestled in the hills of Halifax off a quiet dirt road. The parcel is slightly sloping with enormous potential for clearing and opening up the light. The home is in disrepair and needs an overhaul, but priced accordingly for the right buyer to get an amazing value. Currently set up as 2 stories with a finished main floor with kitchen, bedroom, and bath, and a

  Adam Palmiter Berkley & Veller Greenwood/Dover

  199 Fowler Rd, Jacksonville, VT 05342
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  /35

  Est $408,332 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,272 Sq Ft

  73 Clark Rd, Brattleboro, VT 05301

  73 Clark Rd, Brattleboro, VT 05301
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  /32

  $375,000 Under Contract

  • 3 Beds
  • 2 Baths
  • 1,556 Sq Ft

  886 Brook Rd, Halifax, VT 05358

  ALL NEW ENGINEERED SEPTIC SYSTEM BEING INSTALLED IN AUGUST!Welcome to this charming and authentic log cabin in Southern Vermont, nestled among evergreens just off a paved road. This cozy retreat features true log construction throughout and offers a warm, inviting atmosphere perfect for year-round enjoyment. Inside, you’ll find a spacious living room with a wood stove, a large kitchen and

  Monica Sumner BHG Masiello Brattleboro

  886 Brook Rd, Halifax, VT 05358
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  /11

  $96,000 Sold Jan 16, 2025

  • Land
  • 33 Acres
  • $2,874 per Acre

  • 6 Days On Market

  3960 Jacksonville Stage Rd, West Halifax, VT 05358

  Discover an exceptional 33.4 acres parcel of land on Jacksonville Stage Road in Halifax, Vermont. Split by Jacksonville Stage Road, there are two pieces of the lot, 19.84 acres to the west and 13.3 acres to the east of the road. These lots present a unique opportunity to build your dream home in a serene, rural setting surrounded by nature. Both lots feature picturesque landscapes with mature

  Betsy Adamovich Real Broker LLC

  3960 Jacksonville Stage Rd, West Halifax, VT 05358
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  /18

  Est $78,188 Not Listed For Sale

  • 1 Bed
  • 200 Sq Ft

  555 Pennel Hill Rd, Halifax, VT 05358

  555 Pennel Hill Rd, Halifax, VT 05358
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  /20

  $359,000 Under Contract

  • 2 Beds
  • 3 Baths
  • 2,392 Sq Ft

  2456 Deer Park Rd, West Halifax, VT 05358

  This 10 acre hilltop property is perfect for outdoor enthusiasts and those seeking the peace and quiet of the woods. Take in the breathtaking view or explore your walking trails. Once inside you are greeted by a large dedicated mud room for removing all gear before stepping into your living area. The first floor is perfectly suited for single-floor living, with a bedroom adjacent to a large,

  Teddy Kramer Berkley & Veller Greenwood Country

  2456 Deer Park Rd, West Halifax, VT 05358
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  /7

  $110,000 Sold Jan 08, 2025

  • Land
  • 12 Acres
  • $9,507 per Acre

  • 39 Days On Market

  294 Phillips Hill Rd, West Halifax, VT 05358

  Discover your own slice of paradise with this 11.57-acre property on Phillips Hill Rd in Halifax. This unique land offering includes an existing cabin equipped with power, a well, and a septic system, making it perfect for immediate use or future development. Enjoy the tranquility of a spacious, private setting while still being close to local amenities. Whether you're seeking a peaceful retreat

  Kate Barry EXP Realty

  294 Phillips Hill Rd, West Halifax, VT 05358
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  /19

  Not Listed For Sale

  1355 Carey Rd, West Halifax, VT 05358

  1355 Carey Rd, West Halifax, VT 05358
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  /37

  $139,000 Sold Sep 18, 2024

  • 735 Sq Ft
  • $189/SF
  • 40 Days On Market

  • 1 Bed
  • 1 Bath
  • Built 1983

  1274 Brook Rd, Halifax, VT 05358

  Quaint 1 BR cottage across the road from a seasonal brook. Many upgrades over the last several years. Addition to the cottage, current owners drilled a well, washer & dryer install, new back deck and front seating area with a firepit. New hot water tank. Nice kitchen, spare room, sitting area, bathroom and laundry and one full bedroom. Detached workshop out building currently houses the water

  Janet Boyd Boyd Real Estate

  1274 Brook Rd, Halifax, VT 05358
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  /10

  Not Listed For Sale

  4170 Vermont 112, West Halifax, VT 05358

  4170 Vermont 112, West Halifax, VT 05358
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  /40

  $1,599,000 Sold Sep 13, 2024

  • 2,997 Sq Ft
  • $534/SF
  • 47 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 2018

  950 Halifax Falls Ln, Halifax, VT 05342

  Set into a 250-acre private property, this turn-key, ultra-custom timber-frame home features unique details throughout. The property entry presents a waterfall on the North River and a gated, covered bridge leads to the upper property. A caretaker cabin provides on-site security and property maintenance. Miles of trails are perfect for hiking and ATVs. Over the bridge and up the road, the home is

  Betsy Wadsworth Four Seasons Sotheby's Int'l Realty

  950 Halifax Falls Ln, Halifax, VT 05342
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  /3

  Est $83,754 Not Listed For Sale

  107 Wheeler Rd, Halifax, VT 05301

  107 Wheeler Rd, Halifax, VT 05301
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  /40

  $426,000 Sold Sep 13, 2024

  • 1,416 Sq Ft
  • $301/SF
  • 6 Days On Market

  • 1 Bed
  • 1 Bath
  • Built 2001

  392 Old Stage Rd, West Halifax, VT 05358

  Come home to this very well cared for Cedar log house nestled on a private 12 acre lot in gorgeous Halifax, VT. This is truly a nature lovers paradise, with access to Vast Trails and a ton of privacy! Inside, you'll find vaulted ceilings and an open concept kitchen, living, dining area, exposed beams and wide-planked wood flooring. Two newly installed wood burning stoves and radiant floors for

  Claire Renaud Berkley & Veller Greenwood Country

  392 Old Stage Rd, West Halifax, VT 05358
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  /24

  Est $440,684 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 1,120 Sq Ft

  807 Hanson Rd, Halifax, VT 05301

  807 Hanson Rd, Halifax, VT 05301
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  /3

  $750,000 Sold Feb 04, 2025

  • 1,786 Sq Ft
  • $420/SF
  • 0 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1790

  195 Stowe Mountain Rd, West Halifax, VT 05358

  Monica Sumner BHG Masiello Brattleboro

  195 Stowe Mountain Rd, West Halifax, VT 05358
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  /28

  Est $278,709 Not Listed For Sale

  • 4 Beds
  • 2 Baths
  • 2,336 Sq Ft

  42 Brook Rd, Halifax, VT 05358

  42 Brook Rd, Halifax, VT 05358
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  /34

  Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,536 Sq Ft

  324 Josh Rd, Guilford, VT 05301

  324 Josh Rd, Guilford, VT 05301
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  /12

  Not Listed For Sale

  725 Green River Rd, West Halifax, VT 05358

  725 Green River Rd, West Halifax, VT 05358
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  /6

  Not Listed For Sale

  6029 Vermont 112, West Halifax, VT 05358

  6029 Vermont 112, West Halifax, VT 05358
• 

  

  /25

  Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 1,060 Sq Ft

  434 Whitneyville Rd, Halifax, VT 05358

  434 Whitneyville Rd, Halifax, VT 05358
• 

  

  /25

  Not Listed For Sale

  • 5 Beds
  • 2.5 Baths
  • 1,800 Sq Ft

  524 & 456 Aldrich Rd, Halifax, VT 05358

  524 & 456 Aldrich Rd, Halifax, VT 05358
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  /40

  Est $764,108 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 2,436 Sq Ft

  3874 Jacksonville Stage Rd, Guilford, VT 05301

  3874 Jacksonville Stage Rd, Guilford, VT 05301
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  /37

  Est $618,650 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 2,140 Sq Ft

  2711 Deer Park Rd, Brattleboro, VT 05301

  2711 Deer Park Rd, Brattleboro, VT 05301
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  /30

  Est $330,085 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,232 Sq Ft

  785 Hale Rd, Brattleboro, VT 05301

  785 Hale Rd, Brattleboro, VT 05301

Showing Results 1 - 40, Page 1 of 16