30,390

Windham County, VT Homes

Section Image
    • /40

      Est $1,151,690 Not Listed For Sale

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

      1751 Under the Mountain Rd, South Londonderry, VT 05155

      1751 Under the Mountain Rd, South Londonderry, VT 05155
  • /60

    $499,999

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

    47 Upper Howes Way Unit A-23, Wilmington, VT 05363

    On the Hill, end of the Road, double lot, brand new house with attached garage. If this is what you have been waiting for, wait no more! 2024 modular construction home with 3 bedrooms, 2 baths, one bedroom has an ensuite bath, the other 2 bedrooms share a full bath. Dining area has a slier to the deck out back, and it has a secluded feel of almost complete privacy. Enjoy all the amenities

    Sigrid Pickering Chimney Hill Realty

    47 Upper Howes Way Unit A-23, Wilmington, VT 05363
  • /60

    $849,000 Sold Aug 29, 2025

    • 3,056 Sq Ft
    • $278/SF
    • 15 Days On Market
    • 4 Beds
    • 4.5 Baths
    • Built 1987

    91 E Hill Rd, Wilmington, VT 05363

    Welcome to your dream escape! This beautifully renovated 4BR/5BA home is set on 4 private acres in the desirable Spruce Lake community, offering the perfect balance of comfort, nature, and year-round recreation. Thoughtfully updated in 2015, the home features a stunning addition that created a spacious primary suite with ensuite bath and generous walk-in closet. That same year, the first floor

    Donna Cote Four Seasons Sotheby's Int'l Realty

    91 E Hill Rd, Wilmington, VT 05363
    • /14

      Est $77,559 Not Listed For Sale

      10 Windsor Rd, Bellows Falls, VT 05101

      10 Windsor Rd, Bellows Falls, VT 05101
  • /30

    $475,000

    • 2 Beds
    • 1.5 Baths
    • 1,416 Sq Ft

    6 Gates Ln, Wilmington, VT 05363

    Welcome to your idyllic escape with private dock on the shores of beautiful Lake Raponda. This cozy 2 bedroom 1.5 bath house offers the perfect blend of rustic charm and modern comfort, nestled in a peaceful wooded setting minutes from downtown Wilmington and a short walk to your waterfront dock!Step inside to discover warm wood accents, open concept living and dining area on the main level

    Heidi Zizza Four Seasons Sotheby's Int'l Realty

    6 Gates Ln, Wilmington, VT 05363
  • /25

    $537,000 Sold Aug 29, 2025

    • 2,100 Sq Ft
    • $256/SF
    • 25 Days On Market
    • 4 Beds
    • 3 Baths
    • Built 2005

    30B Queen Anne's Way, Dover, VT 05356

    Beautiful Kingswood townhome with direct snowmobile trail access and shuttle service to the Mount Snow ski resort. This unique 4 bedroom townhome is located towards the lower side of the development where each unit has more privacy. easy access to trails, and great parking. The unit features an open concept living space with vaulted ceiling, a wood burning fireplace, mounted tvs in the living

    Adam Palmiter Berkley & Veller Greenwood/Dover

    30B Queen Anne's Way, Dover, VT 05356
    • /3

      Est $150,543 Not Listed For Sale

      17 Henry St, Bellows Falls, VT 05101

      17 Henry St, Bellows Falls, VT 05101
  • /25

    $189,000

    • 2 Beds
    • 1 Bath
    • 1,000 Sq Ft

    22 Chestnut St Unit 1, Brattleboro, VT 05301

    Welcome to 22 Chestnut Street, Unit #1 — a charming and fully furnished first-floor condo nestled in the lovely Chestnut Street neighborhood. This spacious 2-bedroom, 1-bath unit features a thoughtfully updated bathroom with a clawfoot tub and separate shower, a cozy mudroom entryway, and a sunny side porch that conveys with the unit — perfect for morning coffee or evening relaxation. The kitchen

    Erica Reynolds Southern Vermont Realty Group

    22 Chestnut St Unit 1, Brattleboro, VT 05301
  • /21

    $437,000 Sold Aug 29, 2025

    • 1,060 Sq Ft
    • $412/SF
    • 11 Days On Market
    • 2 Beds
    • 2 Baths
    • Built 1987

    B-22 Sportscenter Village Way Unit B-22, Dover, VT 05356

    Welcome to the enchanting TRAILSIDE condo, a splendid 2-bedroom, 2-bath retreat nestled in the highly sought-after Seasons on Mount Snow! Imagine cozy evenings by the crackling fieldstone wood-burning fireplace, while the open concept kitchen, living, and dining area envelop you in warmth and light. With upgraded kitchen and bathrooms, this tastefully furnished space is designed for both

    Sheila Joyce-Albano Skihome Realty

    B-22 Sportscenter Village Way Unit B-22, Dover, VT 05356
    • /32

      Not Listed For Sale

      • 4 Beds
      • 4 Baths
      • 3,632 Sq Ft

      85 Route 100, West Dover, VT 05356

      85 Route 100, West Dover, VT 05356
  • /60

    $539,000

    • 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.

    Richard Caplan Deerfield Valley Real Estate

    16 Nutmeg Ln, West Dover, VT 05356
  • /56

    $240,000 Sold Aug 29, 2025

    • 1,056 Sq Ft
    • $227/SF
    • 19 Days On Market
    • 2 Beds
    • 1.5 Baths
    • Built 1988

    67 Morningside Commons, Guilford, VT 05301

    From the rhododendron, orange day lily and morning glories in front of this condo to the herb and flower garden in the rear and with everything in between, this condo speaks "lovely". Completely updated and immaculately maintained. Kitchen features stylish cabinets, Corian counter tops, all Whirlpool stainless steel appliances and a double oven. The hanging wrought iron pot holder and fruit

    Sally Fegley BHG Masiello Brattleboro

    67 Morningside Commons, Guilford, VT 05301
    • /32

      Est $409,210 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
  • /39

    $489,900

    • 3 Beds
    • 2 Baths
    • 2,724 Sq Ft

    39 Weston Heights Rd, Rockingham, VT 05101

    Discover the magic of Vermont living where scenic views, vibrant gardens, and versatile spaces come together just minutes from the heart of Saxtons River. This 3-bedroom, 2-bath Cape is perfectly sited on 2.33 acres, offering both privacy and convenience with a setting that feels worlds away yet keeps you close to village life. From the moment you arrive, you’ll be captivated by the lush,

    Jamie Watson BHG Masiello Keene

    39 Weston Heights Rd, Rockingham, VT 05101
  • /59

    $380,000 Sold Aug 29, 2025

    • 828 Sq Ft
    • $459/SF
    • 8 Days On Market
    • 2 Beds
    • 1 Bath
    • Built 1960

    1171 Wickopee Hill Rd, Dummerston, VT 05301

    Serenity now! Fall in love with this peaceful retreat where every element has been lovingly and artistically designed, nurtured, and enhanced to the utmost of its beautiful and natural potential. The property features TWO inviting houses, a charming barn-style garage, and stunning established gardens overflowing with flowers, fruits, and vegetables—seven fruit trees, six blueberry bushes,

    Stephanie Peduzzi-Baker Brattleboro Area Realty

    1171 Wickopee Hill Rd, Dummerston, VT 05301
    • /32

      Not Listed For Sale

      • 6 Beds
      • 2 Baths
      • 2,899 Sq Ft

      432 Route 121, Westminster, VT 05158

      432 Route 121, Westminster, VT 05158
  • /36

    $475,000

    • 3 Beds
    • 2.5 Baths
    • 1,456 Sq Ft

    871 Streeter Hill Rd, Whitingham, VT 05361

    This Real Log Home is situated on nearly 16 acres at the end of a gravel road within two miles of two lakes (Harriman Reservoir and Lake Sadawga) and their boat launches, less than 30 minutes to Mt Snow and Stratton Resorts and also has access to thousands of acres of Green Mountain National Forest in the immediate area for hiking/biking snowshoeing and much more. The main VAST snowmobile trail

    Chris Long BHG Masiello Brattleboro

    871 Streeter Hill Rd, Whitingham, VT 05361
  • /5

    $150,000 Sold Aug 29, 2025

    • Land
    • 15.8 Acres
    • $9,494 per Acre
    • 28 Days On Market

    0 Hall Rd, Marlboro, VT 05363

    This is a rare 15.8 acre offering located in the pastoral town of Wilmington, Vermont. Featuring wooded terrain, with the Beaver Brook running through the lower section of the property. With stone walls, power/cable/high speed internet running through the lot, and driveway frontage on Hall Rd., this property offers privacy and beauty. In addition, the land is close to Mount Snow and the

    Lisa Mirando Deerfield Valley Real Estate

    0 Hall Rd, Marlboro, VT 05363
    • /3

      Est $420,342 Not Listed For Sale

      • Studio
      • 2 Baths
      • 2,863 Sq Ft

      394 Canal St, Brattleboro, VT 05301

      394 Canal St, Brattleboro, VT 05301
  • /60

    $565,000

    • 3 Beds
    • 3 Baths
    • 2,772 Sq Ft

    7 Grassy Brook Rd, Brookline, VT 05345

    Incredible Opportunity! This fully renovated, move-in ready retreat is perfectly situated on the picturesque West River—not in a flood zone (see disclosures). Enjoy your own private beach and waterfront lifestyle at its finest. Whether you’re seeking a peaceful getaway, a year-round residence, or an investment property with proven short-term rental history, this home checks every box. Inside, the

    Flex Realty Group Flex Realty

    7 Grassy Brook Rd, Brookline, VT 05345
  • /50

    $649,000 Sold Aug 29, 2025

    • 3,191 Sq Ft
    • $203/SF
    • 4 Days On Market
    • 3 Beds
    • 3.5 Baths
    • Built 2008

    1721 Vt Route 11, Londonderry, VT 05148

    Situated just above Londonderry village, this meticulously maintained home offers mountain views, great southern exposure, and a peaceful setting just minutes from local shops, dining, and outdoor recreation. The landscaped yard features perennial gardens, flowering trees, stone walls, a firepit, hot tub, and a back deck perfect for enjoying the outdoors.Inside, the main level includes an

    Andie Fusco Four Seasons Sotheby's Int'l Realty

    1721 Vt Route 11, Londonderry, VT 05148
    • /26

      Est $239,162 Not Listed For Sale

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

      17 Evergreen Ln, Brattleboro, VT 05301

      17 Evergreen Ln, Brattleboro, VT 05301
  • /32

    $349,000

    • 2 Beds
    • 2.5 Baths
    • 1,890 Sq Ft

    861 Vermont Route 100, Wardsboro, VT 05355

    OPPORTUNITY to own a rental property in the heart of Wardsboro Village which includes, the Post Office, two apartments and a tax office. The 23x36 green barn is also included with many upgrades including foundation and groundwork with nice, insulated overhead doors. The main building has been painted within the last couple of years. There is currently one open apartment at this time, so the owner

    Julie Lowe Lowe's Real Estate, LLC

    861 Vermont Route 100, Wardsboro, VT 05355
  • /42

    $499,000 Sold Aug 29, 2025

    • 1,986 Sq Ft
    • $251/SF
    • 21 Days On Market
    • 4 Beds
    • 2.5 Baths
    • Built 1970

    168 Howard Rd, Jamaica, VT 05343

    This loving home has seen many years of enjoyment from its current owners. Four bedrooms, two and a half baths, large open kitchen dining area with a beautiful granite island to gather around. Separate living room space with beautiful stone fireplace and half bath all on the main floor. The four bedrooms with a lovely large primary suite with private bath, cathedral ceilings will be the perfect

    Julie Lowe Lowe's Real Estate, LLC

    168 Howard Rd, Jamaica, VT 05343
    • /37

      Est $410,862 Not Listed For Sale

      • 3 Beds
      • 2.5 Baths
      • 1,444 Sq Ft

      94 Brets Rd, Brattleboro, VT 05301

      94 Brets Rd, Brattleboro, VT 05301
  • /30

    $229,000 Open Sun 1PM - 4PM

    • 3 Beds
    • 1 Bath
    • 1,172 Sq Ft

    624 E Dover Rd, Wardsboro, VT 05355

    OPEN HOUSE Sunday 9/21 1pm-4pm. This charming 3-bedroom, 1-bathroom home is located on a peaceful country road in Wardsboro and offers convenient single-floor living. The spacious open living room features a Vermont Castings wood stove, providing cozy warmth throughout the home. Additionally, a 2 year old propane furnace ensures efficient forced hot air heating. The roof was replaced just four

    Michelle O'Neil Deerfield Valley Real Estate

    624 E Dover Rd, Wardsboro, VT 05355
  • /60

    $235,000 Sold Aug 29, 2025

    • 1,250 Sq Ft
    • $188/SF
    • 32 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1970

    111 Binney Brook Rd Unit M581, Wilmington, VT 05363

    Nice location on the Hill! Featuring a fairly level lot, seasonal views from the deck, a vaulted ceiling in the living room, along with a wood-burning fireplace and adjacent dining area, which is next to the kitchen. Original wood paneling and detailing are intact, a compact galley kitchen, shower bath and two bedrooms on the main upstairs level. The lower walkout level has a bedroom, full bath

    Sigrid Pickering Chimney Hill Realty

    111 Binney Brook Rd Unit M581, Wilmington, VT 05363
    • /32

      Est $545,694 Not Listed For Sale

      • 3 Beds
      • 2.5 Baths
      • 2,280 Sq Ft

      110 Beaver Pond Rd, Dummerston, VT 05301

      110 Beaver Pond Rd, Dummerston, VT 05301
  • /41

    $299,000

    • 3 Beds
    • 2 Baths
    • 1,224 Sq Ft

    424 Susan Lynn Ln, Wardsboro, VT 05355

    Three bedrooms, two bath home situated on a pleasant one-acre lot with a sizeable back and side yard area. Located in desirable Snow Mountain Farms, (but is NOT part of the association at this time) this home offers hardwood and parkay floors throughout. Primary bedroom has a private three-quarter bath and walkin closet. A second large bedroom on the main floor with a full bath located off of the

    Julie Lowe Lowe's Real Estate, LLC

    424 Susan Lynn Ln, Wardsboro, VT 05355
  • /60

    $480,000 Sold Aug 29, 2025

    • 2,400 Sq Ft
    • $200/SF
    • 12 Days On Market
    • 3 Beds
    • 3 Baths
    • Built 1811

    934 E West Rd, Putney, VT 05346

    Ahhhhh Dummerston! An enchanting 3 bedroom/3 bath classic historic Cape on 3.5 glorious and lush Vermont acres in the heart of Dummerston Center's rolling hills. Impressive attributes include the original wide pine wood floors and exposed beams, appealing custom cabinetry with butcher block countertops in the kitchen, a handsome period hearth and fireplace in the large living room, three cozy

    Stephanie Peduzzi-Baker Brattleboro Area Realty

    934 E West Rd, Putney, VT 05346
    • /20

      Est $257,429 Not Listed For Sale

      • 3 Beds
      • 3 Baths
      • 2,100 Sq Ft

      149 Canal St, Brattleboro, VT 05301

      149 Canal St, Brattleboro, VT 05301
  • /20

    $99,500

    • Land
    • 10.27 Acres
    • $9,688 per Acre

    0 Theresa Ln, Wilmington, VT 05363

    This is a rare 10.27 acre offering located in the pastoral town of Wilmington, Vermont. Featuring approximately 8 acres open field, stone walls, cherry trees, potential views of the windmills with clearing, and the Beaver Brook running through the lower section, this property offers privacy and beauty. In addition, the land is close to Mount Snow and the Hermitage Club, plus provides easy access

    Lisa Mirando Deerfield Valley Real Estate

    0 Theresa Ln, Wilmington, VT 05363
  • /30

    $470,000 Sold Aug 29, 2025

    • 1,200 Sq Ft
    • $392/SF
    • 114 Days On Market
    • 2 Beds
    • 2 Baths
    • Built 1986

    14H Trailside Village Way Unit K24, Dover, VT 05356

    Amazing trailside, completely renovated end unit opportunity at Mount Snow. This is a beautiful and bright 2 bedroom, 2 bath unit, located adjacent to the ski-on/ski-off trail for absolutely the easiest access you can enjoy. Each unit has a ground floor ski locker to stow your gear, and then you are only a half flight up to make for easy access after a day of skiing. Enjoy the spacious living

    Adam Palmiter Berkley & Veller Greenwood/Dover

    14H Trailside Village Way Unit K24, Dover, VT 05356
    • /30

      Not Listed For Sale

      • 8 Beds
      • 4 Baths
      • 3,854 Sq Ft

      100 Frost St, Brattleboro, VT 05301

      100 Frost St, Brattleboro, VT 05301
  • /22

    $199,000

    • Land
    • 3.6 Acres
    • $55,278 per Acre

    00 Lake Hill Rd Unit "Spring Lot", Whitingham, VT 05361

    Rare opportunity to own the “Spring Lot,” a beautiful 3.6-acre building site overlooking private Laurel Lake in Southern Vermont. This peaceful 17-acre lake is reserved exclusively for landowners—no motorboats allowed—perfect for kayaking, canoeing, fishing, and swimming, with the ability to add your own private dock. With preliminary soil testing showing positive results, utilities at the road,

    Chad Lackey Deerfield Valley Real Estate

    00 Lake Hill Rd Unit "Spring Lot", Whitingham, VT 05361
  • /52

    $760,000 Sold Aug 28, 2025

    • 4,950 Sq Ft
    • $154/SF
    • 16 Days On Market
    • 4 Beds
    • 4.5 Baths
    • Built 1990

    41 Top of Hill Rd, Wilmington, VT 05363

    Modern farmhouse elegance at this stunning residence w/exceptional layout. Nestled on 17 acres w/views of Haystack, sophistication, charm, warmth, and a wow factor! Chef's kitchen, walk-in pantry, convection oven, island w/outlets & prep sink, 6-burner gas stove. Farmhouse dining table by large windows with wood-burning fireplace. Impressive, climate controlled walk in wine "cellar". Great room

    Jacki Murano Southern Vermont Realty Group

    41 Top of Hill Rd, Wilmington, VT 05363
    • /24

      Est $375,548 Not Listed For Sale

      • 3 Beds
      • 1.5 Baths
      • 1,144 Sq Ft

      118 Partridge Rd, Guilford, VT 05301

      118 Partridge Rd, Guilford, VT 05301
  • /27

    $499,000

    • Land
    • 36.7 Acres
    • $13,597 per Acre

    0 Lake Hill Rd, Whitingham, VT 05361

    A once-in-a-lifetime chance to own the “Gates Lot”, 36 acres on private Laurel Lake in Southern Vermont! Tucked away on this 17-acre spring-fed lake—reserved only for landowners—you’ll find peace, quiet, and endless recreation. Paddle out at sunrise, cast a line from your own shoreline, swim in the clear waters with loons calling in the distance, or relax at your own private dock. No motorboats,

    Chad Lackey Deerfield Valley Real Estate

    0 Lake Hill Rd, Whitingham, VT 05361
  • /8

    $145,000 Sold Aug 28, 2025

    • 2,262 Sq Ft
    • $64/SF
    • 58 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1945

    570 Rockingham Rd, Bellows Falls, VT 05101

    What a great opportunity! This property in its heyday was a thriving Gift Shop and small campground, the owners lived on premises in a charming dormered cape. It has since fallen in disrepair but offers endless opportunity to the right person! The house is a three bedroom cape with a small attached studio apartment and a two car garage with a level, sunny,and private yard. The Gift Shop is almost

    Oona Madden Berkley & Veller Greenwood Country

    570 Rockingham Rd, Bellows Falls, VT 05101
    • /40

      Est $424,991 Not Listed For Sale

      • 1 Bed
      • 1 Bath
      • 1,416 Sq Ft

      392 Old Stage Rd, West Halifax, VT 05358

      392 Old Stage Rd, West Halifax, VT 05358

Showing Results 121 - 160, Page 4 of 18

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