30,481

Windham County, VT Homes

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    • /38

      Est $429,336 Not Listed For Sale

      • 4 Beds
      • 2 Baths
      • 2,710 Sq Ft

      34 Upper Meadows Rd, Bellows Falls, VT 05101

      34 Upper Meadows Rd, Bellows Falls, VT 05101
  • /59

    $1,000,000

    • 3 Beds
    • 2 Baths
    • 2,700 Sq Ft

    580 Cross Rd, South Londonderry, VT 05155

    Tucked away in a tranquil setting, this newly constructed 3-bedroom, 2-bath barn-style residence is a masterful fusion of heritage & refined elegance, situated on 5.4 pristine acres. Absorb the beauty of reclaimed exposed overhead beams, while expansive floor-to ceiling custom-crafted windows capture mountain vistas & bathe interiors in golden natural light. Large sliding doors open to the melody

    Loana Sargent Wohler Realty Group

    580 Cross Rd, South Londonderry, VT 05155
  • /27

    $470,000 Sold Sep 26, 2025

    • 3,148 Sq Ft
    • $149/SF
    • 49 Days On Market
    • 3 Beds
    • 3 Baths
    • Built 1919

    672 E Orchard St, West Brattleboro, VT 05301

    You can't beat this location, overlooking the Brattleboro Country Club golf course. This home was built circa 1919, and has many cool vintage features such as retro curved metal kitchen cabinets and baths. Generous rooms include a large living room with two field-stone fireplaces, a spacious family room. This is a 3 bedroom house with 3 full bathrooms, but it's really about how you configure

    John Hatton Berkley & Veller Greenwood Country

    672 E Orchard St, West Brattleboro, VT 05301
    • /15

      Est $354,998 Not Listed For Sale

      • 2 Beds
      • 2 Baths
      • 1,450 Sq Ft

      157 Parker Hill Rd, Bellows Falls, VT 05101

      157 Parker Hill Rd, Bellows Falls, VT 05101
  • /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

    Rich Caplan Deerfield Valley Real Estate

    32 Steep Hill Rd, Wilmington, VT 05363
  • /32

    $325,000 Sold Sep 26, 2025

    • 2,208 Sq Ft
    • $147/SF
    • 44 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 2003

    155 Woodland Rd, Vernon, VT 05354

    MOTIVATED SELLERS! First time on the market this inviting Cape-Style home is nestled in the idyllic Fox Hill neighborhood. Built in 2003 and lovingly cared for by its single owner, step inside to discover a comfortable atmosphere. The main level offers a well-appointed kitchen with large eat in area, along with an adjoining dining room, or den, 1⁄2 bath, spacious living room and a first-floor

    Heidi Bernier Berkley & Veller Greenwood Country

    155 Woodland Rd, Vernon, VT 05354
    • /26

      Est $219,834 Not Listed For Sale

      • 3 Beds
      • 1.5 Baths
      • 1,848 Sq Ft

      908 Pleasant Valley Rd, Bellows Falls, VT 05101

      908 Pleasant Valley Rd, Bellows Falls, VT 05101
  • /51

    $699,000

    • 4 Beds
    • 2 Baths
    • 1,370 Sq Ft

    98 Darby Hill Rd, Bellows Falls, VT 05101

    TOTAL PRIVACY ON 96 ACRES ABUTS THE VILLAGE FOREST & THE LOCATION OF MINARD'S POND. THIS WELL CARED FOR HOME IS CLASSIC COUNTRY THROUGHOUT W/HARD WOOD, WIDE BOARD FLOORS & BEAUTIFULL WOOD CEILINGS, FULLY APPLIANCED KITCHEN & LAUNDRY ROOM, UPDATED BATHS PLUS A REAR DECK W/TREX FLOORING OFF THE FOUR SEASON SUN ROOM. A LARGE 3 BAY BARN, WORKSHOP W/ 2ND FLOOR & ATTACHED CAR PORT W/CEMENT FLOOR. PLUS

    Don Chabot Town and Country Realty

    98 Darby Hill Rd, Bellows Falls, VT 05101
  • /39

    $499,000 Sold Sep 26, 2025

    • 2,600 Sq Ft
    • $192/SF
    • 13 Days On Market
    • 5 Beds
    • 3 Baths
    • Built 1970

    452 Sherwood Forest, Londonderry, VT 05148

    This immaculate well-maintained home offers 5BR/3BA and is centrally located with nature’s playground at your doorstep! The living areas are spread out over 3 levels with bedrooms and a bath on each and you’ll find the layout is flexible and works well for hosting large groups or intimate time reflecting on the surrounding peace and quiet. There is a wide deck along the back and sits high above

    Claudia Harris Mary Mitchell Miller Real Estate

    452 Sherwood Forest, Londonderry, VT 05148
    • /25

      Est $315,515 Not Listed For Sale

      • 2 Beds
      • 4 Baths
      • 1,860 Sq Ft

      764 Missing Link Rd, Bellows Falls, VT 05101

      764 Missing Link Rd, Bellows Falls, VT 05101
  • /36

    $26,500

    • 1 Bed
    • 1 Bath
    • 671 Sq Ft

    308 Qtr.4, 89 Grand Summit Way, Dover, VT 05356

    Use it, Rent it, Trade it! Does 13 weeks of vacation a year sound nice? 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 saunas hot tubs and outdoor heated pool, private owners only ski/golf locker rooms for year

    Kelly Agrillo Southern Vermont Realty Group

    308 Qtr.4, 89 Grand Summit Way, Dover, VT 05356
  • /26

    $520,000 Sold Sep 25, 2025

    • 2,145 Sq Ft
    • $242/SF
    • 15 Days On Market
    • 3 Beds
    • 1.5 Baths
    • Built 1981

    18 Old Town Rd, West Dover, VT 05356

    Amazing mountain and sunset views from this absolutely immaculate home just south of the Mount Snow ski resort. Enjoy total privacy yet easy access with gorgeous lawn space, brook, and dead end privacy. The property consists of 3 building lots totaling 3.72 acres, with a 2 car garage, garden shed, covered generator shed, and charming Cape house. The home is 3 bedrooms, 2 updated bathrooms,

    Adam Palmiter Berkley & Veller Greenwood/Dover

    18 Old Town Rd, West Dover, VT 05356
    • /28

      Est $362,216 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,535 Sq Ft

      125 Randall Hill Rd, Bellows Falls, VT 05101

      125 Randall Hill Rd, Bellows Falls, VT 05101
  • /13

    $185,000

    • Land
    • 15 Acres
    • $12,333 per Acre

    491 Whitneyville Rd, Halifax, VT 05358

    Escape the hustle and bustle of suburban life with this serene 15- acre parcel, comprising open meadow and woodland. Surrounded by mature trees, this tranquil lot is ideal for the nature lovers, providing seasonal ridgeline mountain views that enhance its beauty. A drilled well is already in place, ready to connect to for your future home. Conveniently located in southern Vermont, you'll enjoy

    Monica Sumner BHG Masiello Brattleboro

    491 Whitneyville Rd, Halifax, VT 05358
  • /33

    $400,000 Sold Sep 25, 2025

    • 2,446 Sq Ft
    • $164/SF
    • 48 Days On Market
    • 3 Beds
    • 3 Baths
    • Built 1987

    211 Upper Dam Rd, Wilmington, VT 05363

    Charming Saltbox Chalet located in the desirable Chimney Hill community. This classic chalet is just a short drive from Wilmington Village, Lake Whitingham, the Haystack Golf Course, and Mount Snow Ski Resort. The light-filled interior offers a welcoming open concept great room with vaulted ceilings, a wood-burning fireplace with brick hearth, and hardwood flooring. The kitchen features granite

    Monique White Deerfield Valley Real Estate

    211 Upper Dam Rd, Wilmington, VT 05363
    • /31

      Est $263,542 Not Listed For Sale

      • 2 Beds
      • 1.5 Baths
      • 2,030 Sq Ft

      115 Randall Hill Rd, Bellows Falls, VT 05101

      115 Randall Hill Rd, Bellows Falls, VT 05101
  • /59

    $795,000

    • 3 Beds
    • 3.5 Baths
    • 1,730 Sq Ft

    2A Townhouse Square Unit T-4, Dover, VT 05356

    Experience the best of all worlds! Just 100 feet from your front door, you can hop onto a Mount Snow ski trail, or take a short walk to the newly renovated and expanded, on-site Amenities Center, featuring an indoor pool, outdoor pool, exercise room, saunas, lockers, and more. This beautifully appointed, fully furnished townhome is truly turnkey. Inside, you’ll find three fireplaces—including one

    John Redd Skihome Realty

    2A Townhouse Square Unit T-4, Dover, VT 05356
  • /37

    $1,750,000 Sold Sep 24, 2025

    • 4,748 Sq Ft
    • $369/SF
    • 23 Days On Market
    • 4 Beds
    • 5.5 Baths
    • Built 2023

    62 Mann Rd, Wilmington, VT 05363

    New Construction by the Golf Course & Haystack. Great Location! Amazing Views! There are very few properties which such a great location on the market. This house is located in the “hub”. It is on a paved road, just a 5 min drive to downtown Wilmington. The haystack golf course is just 4 driveways down the road! The Hermitage and Haystack Mountain are 5 mins away, and Mount Snow is a 10 min

    Derek Greene Derek Greene

    62 Mann Rd, Wilmington, VT 05363
    • /26

      Est $261,645 Not Listed For Sale

      • 3 Beds
      • 1 Bath
      • 1,008 Sq Ft

      75 Randall Hill Rd, Bellows Falls, VT 05101

      75 Randall Hill Rd, Bellows Falls, VT 05101
  • /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
  • /57

    $460,000 Sold Sep 24, 2025

    • 2,500 Sq Ft
    • $184/SF
    • 11 Days On Market
    • 4 Beds
    • 2 Baths
    • Built 1986

    17 Villager Extension, Dover, VT 05356

    Spacious 4-bedroom, 2-bath home located within great proximity to Mount Snow, just over 6 miles away! The inviting living room features a cathedral ceiling and wood-burning fireplace, perfect for apres-ski relaxation. A large mudroom provides ample space for all your gear, and a level driveway makes for nice access. The partially finished basement includes a game room and additional hangout

    Erica Reynolds Southern Vermont Realty Group

    17 Villager Extension, Dover, VT 05356
    • /40

      Est $424,390 Not Listed For Sale

      • 3 Beds
      • 2.5 Baths
      • 1,883 Sq Ft

      65 Randall Hill Rd, Bellows Falls, VT 05101

      65 Randall Hill Rd, Bellows Falls, VT 05101
  • /48

    $429,000

    • 6 Beds
    • 3 Baths
    • 2,500 Sq Ft

    29 Mountainview Loop, Dover, VT 05356

    Spacious Multi-Unit Home Less Than a Mile from Mount Snow!Located just minutes from one of Vermont’s most popular ski destinations, this versatile property offers two separate living units and plenty of room for guests, rental income, or multi-generational living.The first-floor unit features a spacious great room layout with a full kitchen, dining area, and cozy living room complete with

    Rich Caplan Deerfield Valley Real Estate

    29 Mountainview Loop, Dover, VT 05356
  • /37

    $475,000 Sold Sep 23, 2025

    • 2,024 Sq Ft
    • $235/SF
    • 16 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 1993

    46 Poplar Commons, Dummerston, VT 05301

    Nestled in the heart of Vermont, this charming Cape Cod-style home offers the perfect blend of country living and modern convenience. With 3 spacious bedrooms and 2.5 baths, it's designed for both comfort and functionality. The home boasts a large sunroom, perfect for enjoying Vermont's scenic beauty year-round, and a screened-in porch for those warm summer evenings. The outdoor deck provides an

    Josh Greenwald Greenwald Realty Group

    46 Poplar Commons, Dummerston, VT 05301
    • /14

      Est $321,974 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,904 Sq Ft

      135 Lower Bartonsville Rd, Chester, VT 05143

      135 Lower Bartonsville Rd, Chester, VT 05143
  • /20

    $279,900

    • 4 Beds
    • 2 Baths
    • 1,733 Sq Ft

    1177 Western Ave, Brattleboro, VT 05301

    So much to offer! This 4 bedroom 2 bath has plenty of room for all! It features a large kitchen with lots of counter space and the laundry tucked in for easy access while you cook and bake. The deck overlooks the lower yard where the solar panels live and the perfect spot for the above ground swimming pool (needs a liner). Huge lot, lots of off street parking and on the MOOVER line for non

    Christine Lewis Brattleboro Area Realty

    1177 Western Ave, Brattleboro, VT 05301
  • /29

    $322,500 Sold Sep 23, 2025

    • 1,548 Sq Ft
    • $208/SF
    • 79 Days On Market
    • 4 Beds
    • 2 Baths
    • Built 1958

    11 Maple St, Brattleboro, VT 05301

    Charming and well-built Cape-style home featuring 4 bedrooms and 2 full baths. The updated kitchen boasts tiled floors, generous counter space, and modern finishes—perfect for the home chef. Just off the kitchen, the dining room includes a sliding door that opens to the backyard and patio, ideal for indoor-outdoor entertaining.Beautiful hardwood floors run throughout the home—no carpet here.

    Monica Sumner BHG Masiello Brattleboro

    11 Maple St, Brattleboro, VT 05301
    • /29

      Est $335,590 Not Listed For Sale

      • 4 Beds
      • 1.5 Baths
      • 2,400 Sq Ft

      18 Kimball Hill, Putney, VT 05346

      18 Kimball Hill, Putney, VT 05346
  • /16

    $22,450

    • 1 Bath
    • 407 Sq Ft

    239 - Qtr 4 89 Grand Summit Way Unit 239, Dover, VT 05356

    Quarter share (deeded interval 4) ownership at the Grand Summit offers 13 weeks of vacation per year on a rotating schedule that can be used, rented, or traded as you desire. Ownership this year includes Thanksgiving, Christmas/New years and Feb vacation weeks. This second floor (Unit 239) with mountain views sleep four studio is 407 sq ft and has a murphy bed in the living area, a kitchen/dining

    Jennifer Hovey-Densmore Deerfield Valley Real Estate

    239 - Qtr 4 89 Grand Summit Way Unit 239, Dover, VT 05356
  • /47

    $305,000 Sold Sep 23, 2025

    • 1,222 Sq Ft
    • $250/SF
    • 49 Days On Market
    • 3 Beds
    • 1 Bath
    • Built 1942

    1082 W River Rd, Brattleboro, VT 05301

    Welcome to 1082 West River Road — a peaceful, well-located gem just minutes from downtown Brattleboro. This charming home offers the perfect blend of convenience, outdoor space, and natural beauty. Set on a spacious lot with a large, open yard, there's room to garden, gather, or simply relax and enjoy the Vermont seasons. The private river access makes it easy to enjoy kayaking, swimming, or

    Kate Barry EXP Realty

    1082 W River Rd, Brattleboro, VT 05301
    • /28

      Est $595,806 Not Listed For Sale

      • 3 Beds
      • 3.5 Baths
      • 2,157 Sq Ft

      121 Great Meadows Ridge, Putney, VT 05346

      121 Great Meadows Ridge, Putney, VT 05346
  • /13

    $67,500

    • Land
    • 3.5 Acres
    • $19,286 per Acre

    0 Dover Rd Unit 5054979, Newfane, VT 05345

    Welcome to your future home in the heart of a picturesque Vermont village! These exquisite land lots, thoughtfully designed by the architect-owner, offer a unique opportunity to build your dream home in a setting that perfectly captures the quintessential charm of small-town Vermont. Each lot is meticulously planned to adhere to the timeless "Vermont Vernacular" style, ensuring that your new home

    Keith Nowak Four Seasons Sotheby's Int'l Realty

    0 Dover Rd Unit 5054979, Newfane, VT 05345
  • /44

    $755,000 Sold Sep 22, 2025

    • 3,000 Sq Ft
    • $252/SF
    • 11 Days On Market
    • 5 Beds
    • 2 Baths
    • Built 1800

    105 Westminster Rd, Putney, VT 05346

    Historic 1790 Colonial in Desirable Putney VillageThis beautifully maintained c.1790 Colonial sits on 2.2 landscaped acres in desirable Putney Village. Surrounded by gardens, stone walkways/patios, and a private rear meadow, the setting is peaceful and picturesque. A detached 2-car garage offers oversized storage and electric doors.Inside, the home blends historic charm with

    Robert Doyle Berkley & Veller Greenwood Country

    105 Westminster Rd, Putney, VT 05346
    • /25

      Est $294,204 Not Listed For Sale

      • 3 Beds
      • 1 Bath
      • 1,100 Sq Ft

      10 Hale Rd, Putney, VT 05346

      10 Hale Rd, Putney, VT 05346
  • /57

    $2,595,000

    • 4 Beds
    • 4 Baths
    • 3,585 Sq Ft

    127 Fannie Hill Dr, Wilmington, VT 05363

    Welcome to 127 Fannie Hill Road, an exceptional mountain retreat ideally located adjacent to The Hermitage Club in Wilmington, Vermont. This stunning 4 bedroom, (with two bonus bunk rooms) 4 bathroom home artfully blends modern mountain living with rustic charm. Featuring a thoughtful mix of materials which include reclaimed barn board, sleek corrugated metal, and contemporary cable railing this

    Betsy Wadsworth Four Seasons Sotheby's Int'l Realty

    127 Fannie Hill Dr, Wilmington, VT 05363
  • /40

    $781,000 Sold Sep 19, 2025

    • 2,663 Sq Ft
    • $293/SF
    • 33 Days On Market
    • 3 Beds
    • 5 Baths
    • Built 1944

    1194 Ames Hill Rd, Brattleboro, VT 05301

    Welcome to The Appleshed. Starting as a storage structure within an old apple orchard, to a gentleman's hunting/fishing camp, to the cherished family home it is today, this property has had many lives and grown into a beloved gathering place for generations. Now it’s ready for its next chapter. Set on 63.8 acres with a babbling brook and breathtaking views of Mount Monadnock, this is a true

    Keith Nowak Four Seasons Sotheby's Int'l Realty

    1194 Ames Hill Rd, Brattleboro, VT 05301
    • /25

      Est $309,249 Not Listed For Sale

      • 3 Beds
      • 1 Bath
      • 1,620 Sq Ft

      16 Sand Hill Rd, Putney, VT 05346

      16 Sand Hill Rd, Putney, VT 05346
  • /2

    $300,000

    • 4 Beds
    • 2 Baths
    • 1,808 Sq Ft

    109 Central St, Brattleboro, VT 05301

    Bright Sunny, south facing! 2 stacked flats just perfect for multi generational living! Inside access with both formal front stair and back utility stairs, so easy for caring for family members, or a plan for aging in place with a care giver. Rent one or both for a money maker. This owner is owner occupying both flats. Plenty of off street parking, a sweet side porch and just a bit of a yard

    Christine Lewis Brattleboro Area Realty

    109 Central St, Brattleboro, VT 05301
  • /28

    $518,000 Sold Sep 19, 2025

    • 1,096 Sq Ft
    • $473/SF
    • 40 Days On Market
    • 2 Beds
    • 2 Baths
    • Built 1983

    8 Ober Tal Unit A-32, Stratton, VT 05155

    Located trailside at the Tamarack Lift, this two-bedroom, two-bathroom Ober Tal condo offers prime proximity to the slopes—no need to spend time driving or finding parking. Simply gear up from the comfort of your home and head straight to the lift. In the summer, you'll also have direct access to hiking, mountain biking, and seasonal events and concerts in Stratton Village. Inside, the condo

    Cheyanne Pugliese

    8 Ober Tal Unit A-32, Stratton, VT 05155
    • /27

      Est $208,060 Not Listed For Sale

      • 3 Beds
      • 1 Bath
      • 1,290 Sq Ft

      80 Bellows Falls Rd, Putney, VT 05346

      80 Bellows Falls Rd, Putney, VT 05346

Showing Results 601 - 640, Page 16 of 18

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