339

Windham, VT Homes in ZIP Code 05358

Section Image
  • /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
  • /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
    • /32

      Est $389,785 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
  • /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
  • /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
    • /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
  • /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
  • /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
    • /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
  • /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
  • /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
    • /18

      Est $78,531 Not Listed For Sale

      • 1 Bed
      • 200 Sq Ft

      555 Pennel Hill Rd, Halifax, VT 05358

      555 Pennel Hill Rd, Halifax, VT 05358
  • /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
  • /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
    • /19

      Not Listed For Sale

      1355 Carey Rd, West Halifax, VT 05358

      1355 Carey Rd, West Halifax, VT 05358
  • /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
    • /10

      Not Listed For Sale

      4170 Vermont 112, West Halifax, VT 05358

      4170 Vermont 112, West Halifax, VT 05358
  • /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
    • /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
  • /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
    • /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
    • /12

      Not Listed For Sale

      725 Green River Rd, West Halifax, VT 05358

      725 Green River Rd, West Halifax, VT 05358
    • /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
    • /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
    • /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
    • /40

      Est $89,000 Not Listed For Sale

      1381 Mcmillan Rd, Halifax, VT 05358

      1381 Mcmillan Rd, Halifax, VT 05358
    • /35

      Not Listed For Sale

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

      6081 Vt Route 112, Halifax, VT 05358

      6081 Vt Route 112, Halifax, VT 05358
    • /8

      Est $182,717 Not Listed For Sale

      491 Whitneyville Rd, Halifax, VT 05358

      491 Whitneyville Rd, Halifax, VT 05358
    • /24

      Est $176,588 Not Listed For Sale

      • 2 Beds

      9503 Jacksonville Stage Rd, Halifax, VT 05358

      9503 Jacksonville Stage Rd, Halifax, VT 05358
    • /26

      Est $243,658 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,359 Sq Ft

      41 Old County Rd, West Halifax, VT 05358

      41 Old County Rd, West Halifax, VT 05358
    • /11

      Not Listed For Sale

      • 2 Beds
      • 1 Bath
      • 760 Sq Ft

      53 Larock Ln, West Halifax, VT 05358

      53 Larock Ln, West Halifax, VT 05358
    • /28

      Est $383,233 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 2,103 Sq Ft

      7652 Jacksonville Stage Rd, West Halifax, VT 05358

      7652 Jacksonville Stage Rd, West Halifax, VT 05358
    • /40

      Est $865,575 Not Listed For Sale

      • 4 Beds
      • 2 Baths
      • 3,317 Sq Ft

      4402 Jacksonville Stage Rd, Guilford, VT 05301

      4402 Jacksonville Stage Rd, Guilford, VT 05301
    • /19

      Est $336,365 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,056 Sq Ft

      74 Gregory Ln, West Halifax, VT 05358

      74 Gregory Ln, West Halifax, VT 05358
    • /13

      Not Listed For Sale

      1525 Whitneyville Rd, Halifax, VT 05301

      1525 Whitneyville Rd, Halifax, VT 05301
    • /16

      Not Listed For Sale

      • 3 Beds
      • 1.5 Baths
      • 1,094 Sq Ft

      6649 Vermont 112, Halifax, VT 05342

      6649 Vermont 112, Halifax, VT 05342
    • /26

      Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,420 Sq Ft

      1355 Whitneyville Rd, Halifax, VT 05301

      1355 Whitneyville Rd, Halifax, VT 05301
    • /18

      Est $664,521 Not Listed For Sale

      • 3 Beds
      • 2.5 Baths
      • 2,562 Sq Ft

      1264 Hanson Rd, Brattleboro, VT 05301

      1264 Hanson Rd, Brattleboro, VT 05301

Showing Results 1 - 40, Page 1 of 9

How to Buy a Home How to Finance a Home How to Sell a Home