30,482

Windham County, VT Homes

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  • /34

    $1,250,000 Sold Nov 07, 2025

    • 5,153 Sq Ft
    • $243/SF
    • 119 Days On Market
    • 5 Beds
    • 4.5 Baths
    • Built 1991

    15 Springhill Rd, Dover, VT 05356

    Enjoy perfect Vermont styling in this spacious and functional home just a short drive to the Mount Snow ski resort, nearby lakes, and villages. This private location is nestled just off the Mount Snow golf course in the Deerfield Valley, and easily accessible from a paved road. The home has been fully renovated with no expense spared. Features include an open concept floor plan with expansive

    Adam Palmiter Berkley & Veller Greenwood/Dover

    15 Springhill Rd, Dover, VT 05356
    • /27

      Est $319,204 Not Listed For Sale

      • 3 Beds
      • 1.5 Baths
      • 1,941 Sq Ft

      239 Breezy Acres Dr, Vernon, VT 05354

      239 Breezy Acres Dr, Vernon, VT 05354
  • /43

    $299,000

    • 6 Beds
    • 5 Baths
    • 3,942 Sq Ft

    2072 N Main St, Londonderry, VT 05148

    This is your chance to own in downtown Londonderry! You have the option of commercial, residential or BOTH. One unit is currently set up for residential use with living area and 3/4 bath on the first level and three bedrooms and full bath on the second floor. The second unit has been used for commercial use in the past with open space and 1/2 bath on the first floor with 3 rooms and 2 full baths

    Catherine Cairns Maple Leaf Realty

    2072 N Main St, Londonderry, VT 05148
  • /16

    $600,000 Sold Nov 07, 2025

    • 916 Sq Ft
    • $655/SF
    • 198 Days On Market
    • 2 Beds
    • 2 Baths
    • Built 1999

    761 Stratton Mountain Access Rd Unit 240, Stratton, VT 05360

    Beautifully renovated two bedroom two bathroom condominium in the ever popular Long Trail House community at Stratton Mountain Resort. Recently updates include new flooring throughout, paint, granite counter tops in kitchen and bathrooms, stainless steel appliances, window treatments, furniture and decor. Not many details have been left out. This particular floorplan boasts a large primary

    Timothy Mich Doddridge Stratton Real Estate

    761 Stratton Mountain Access Rd Unit 240, Stratton, VT 05360
    • /16

      Est $287,853 Not Listed For Sale

      • 2 Beds
      • 2 Baths
      • 1,499 Sq Ft

      3128 Windham Hill Rd, West Townshend, VT 05359

      3128 Windham Hill Rd, West Townshend, VT 05359
  • /33

    $295,000

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

    70 Overlook Dr, Londonderry, VT 05148

    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 one-level layout

    Claudia Harris Mary Mitchell Miller Real Estate

    70 Overlook Dr, Londonderry, VT 05148
  • /53

    $339,000 Sold Nov 07, 2025

    • 1,304 Sq Ft
    • $260/SF
    • 71 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 1962

    150 Williams St, Londonderry, VT 05148

    Welcome to this well-cared-for, one-owner home situated on a quiet, established neighborhood near a highly regarded elementary school. It features 3-4 bedrooms, 2.5 baths, wood burning fireplace, oak wood flooring, 6 burner Bosch cooking stove, two car attached garage and a huge unfinished walk-out basement, offering endless potential for additional living space , storage or customization.

    Terry Hill Berkshire Hathaway HomeServices Stratton Home

    150 Williams St, Londonderry, VT 05148
    • /22

      Est $392,053 Not Listed For Sale

      • 3 Beds
      • 1.5 Baths
      • 1,589 Sq Ft

      1388 Burbee Pond Rd, West Townshend, VT 05359

      1388 Burbee Pond Rd, West Townshend, VT 05359
  • /8

    $48,000

    • Land
    • 6.1 Acres
    • $7,869 per Acre

    0 Cooke Rd, Brattleboro, VT 05301

    Amidst rolling VT farmland, sits these 6 acres in West Brattleboro. While there is road frontage on Rte 9, the driveway is off the class 4 section of Cooke Rd. There's about 250 feet of Cooke Rd that you would need to maintain before the town road. The ROW into the land parallels the power lines, which you cannot see when you're on the land. There a nice cleared shelf when you walk in and then

    Victoria Woods Brattleboro Area Realty

    0 Cooke Rd, Brattleboro, VT 05301
  • /27

    $475,000 Sold Nov 07, 2025

    • Land
    • 36.7 Acres
    • $12,943 per Acre
    • 3 Days On Market

    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
    • /28

      Est $550,146 Not Listed For Sale

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

      5852 Windham Hill Rd, West Townshend, VT 05359

      5852 Windham Hill Rd, West Townshend, VT 05359
  • /12

    $249,000

    • Land
    • 19.6 Acres
    • $12,704 per Acre

    227 Gault Rd, Wardsboro, VT 05355

    This property is ready for you to push the pedal down and Go. All the engineering work has been done! There is an inground 3 bedroom septic system, a drilled well and a long gravel driveway with culverts.With almost half of the 19 acres being cleared, there is massive solar potential here for off the grid living. There is a large shed/cabin at the beginning of the driveway, which you could

    Victoria Woods Brattleboro Area Realty

    227 Gault Rd, Wardsboro, VT 05355
  • /46

    $415,000 Sold Nov 07, 2025

    • 1,446 Sq Ft
    • $287/SF
    • 7 Days On Market
    • 4 Beds
    • 2 Baths
    • Built 1932

    155 Oak Grove Ave, Brattleboro, VT 05301

    All work has been done for you on this beautiful, 1932 period home. 4 bedrooms, 2 full baths, set in a high demand, desirable neighborhood. Manicured, corner lot with classical perennial plantings, two covered porches, a slate roof, and detached double garage. There are 20+ upgraded, insulated windows, with antique reproduction filling the home with natural light. Hardwood floors predominate.

    Kristen Ziter Taylor Brattleboro Area Realty

    155 Oak Grove Ave, Brattleboro, VT 05301
    • /25

      Est $723,617 Not Listed For Sale

      • 4 Beds
      • 1.5 Baths
      • 1,800 Sq Ft

      1245 Burbee Pond Rd, West Townshend, VT 05359

      1245 Burbee Pond Rd, West Townshend, VT 05359
  • /15

    $20,000

    • 1 Bath
    • 407 Sq Ft

    152 - Qtr 3 89 Grand Summit Way Unit 152, Dover, VT 05356

    Quarter share (deeded interval 3) 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. Experience the mountain resort lifestyle affordably!! This first floor (Unit 152) with a sleep four studio is 407 sq ft and has a Murphy bed in the living area, a kitchen/dining area, and a full bath. This unit is located on

    Jennifer Hovey-Densmore Deerfield Valley Real Estate

    152 - Qtr 3 89 Grand Summit Way Unit 152, Dover, VT 05356
  • /4

    $170,000 Sold Nov 07, 2025

    • 2,100 Sq Ft
    • $81/SF
    • 16 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 1971

    440 Edie Ln, Jamaica, VT 05343

    Property to be sold as is.

    Timothy Mich Doddridge Stratton Real Estate

    440 Edie Ln, Jamaica, VT 05343
    • /26

      Est $342,235 Not Listed For Sale

      • 6 Beds
      • 2 Baths
      • 3,005 Sq Ft

      11 Corn Hill Rd, West Townshend, VT 05359

      11 Corn Hill Rd, West Townshend, VT 05359
  • /18

    $199,000

    • 2,139 Sq Ft

    34 Williams St, Bellows Falls, VT 05101

    Discover a superb investment or owner-occupant opportunity in the heart of downtown Bellows Falls, Vermont. This well-maintained two-story multi-family building offers two separate units, each featuring two bedrooms and one full bathroom. The property is dressed in durable vinyl siding for low-maintenance appeal and is fully insulated in the basement, exterior walls, and attic—enhancing energy

    Rob Weltz Barrett and Valley Associates Inc.

    34 Williams St, Bellows Falls, VT 05101
  • /49

    $610,000 Sold Nov 07, 2025

    • 4,226 Sq Ft
    • $144/SF
    • 21 Days On Market
    • 5 Beds
    • 3 Baths
    • Built 1992

    24 Bluebrook Rd, Dover, VT 05356

    Nestled less than two miles from Mount Snow, this spacious 4200 sf private home features 5 Bedrooms (plus a den) and 3 Bathrooms offering the perfect blend of seclusion, convenience, and entertainment. The expansive kitchen and two dining areas will effortlessly accommodate holiday gatherings and cozy Vermont evenings. Even with a full house, the third floor primary suite provides a serene

    Melissa Ellis Southern Vermont Realty Group

    24 Bluebrook Rd, Dover, VT 05356
    • /37

      Est $484,248 Not Listed For Sale

      • 2 Beds
      • 1 Bath
      • 1,340 Sq Ft

      8117 Windham Hill Rd, West Townshend, VT 05359

      8117 Windham Hill Rd, West Townshend, VT 05359
  • /41

    $799,000

    • 5 Beds
    • 3 Baths
    • 3,091 Sq Ft

    798 Vermont Route 100, Wilmington, VT 05363

    Multi-Family & Commercial Opportunity in Wilmington, VermontSet on 1.05 acres just outside Wilmington village, this versatile property offers two recently renovated apartments totaling five bedrooms, each with its own two-car garage perfect for owner occupancy, rental income, or staff housing.The main building features updated interiors with modern kitchens, stylish baths, and new

    Betsy Wadsworth Four Seasons Sotheby's Int'l Realty

    798 Vermont Route 100, Wilmington, VT 05363
  • /59

    $505,000 Sold Nov 07, 2025

    • 2,500 Sq Ft
    • $202/SF
    • 135 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 1988

    30 Big Bend Loop, Wilmington, VT 05363

    Escape to the Green Mountains in this beautifully designed 3+ bedroom home with a spacious loft, 2 bonus rooms, and three finished levels in the sought-after Chimney Hill community, fully permitted for short-term rentals with strong income history—ideal for investors or second-home buyers looking to offset costs. Step inside the custom mudroom with built-in cubbies, bench, and closets, and enter

    Chad Lackey Deerfield Valley Real Estate

    30 Big Bend Loop, Wilmington, VT 05363
    • /40

      Est $1,078,628 Not Listed For Sale

      • 4 Beds
      • 2 Baths
      • 2,200 Sq Ft

      220 Lake Raponda Rd, Wilmington, VT 05363

      220 Lake Raponda Rd, Wilmington, VT 05363
  • /18

    $55,000

    • 3 Beds
    • 1.5 Baths
    • 924 Sq Ft

    78 Shady Pines Park, Westminster, VT 05158

    Looking for an affordable place to call home? This could be the place for you! This 1989 Mobile Home currently sits on a large, rented lot in the conveniently located Shady Pines Park in Westminster VT, close to I-91, and many surrounding towns like Bellows Falls, Saxtons River, and Walpole. The home features a large eat-in kitchen, 3 bedrooms, one and a half bathrooms, and the addition of a

    Chelsea Richardson Barrett and Valley Associates Inc.

    78 Shady Pines Park, Westminster, VT 05158
  • /37

    $737,000 Sold Nov 07, 2025

    • 2,680 Sq Ft
    • $275/SF
    • 16 Days On Market
    • 4 Beds
    • 4.5 Baths
    • Built 2008

    32 Snow Shoe Rd, Wilmington, VT 05363

    Stunning 2007 custom home in the Chimney Hill community just a short drive from the Mount Snow Ski Resort and village Wilmington. This meticulous turn key home has amazing curb appeal, and sits on a on a private lot in the Chimney Hill community on a quiet side road with access to snowmobile trails. There are extensive stone walls and a stone path leading to the timber front porch. Inside is a

    Adam Palmiter Berkley & Veller Greenwood/Dover

    32 Snow Shoe Rd, Wilmington, VT 05363
    • /40

      Est $2,349,449 Not Listed For Sale

      • 4 Beds
      • 3.5 Baths
      • 5,392 Sq Ft

      118 W Lake Rd, Wilmington, VT 05363

      118 W Lake Rd, Wilmington, VT 05363
  • /56

    $475,000

    • 3,954 Sq Ft

    430 Hucklehill Rd, Vernon, VT 05354

    NEW PRICE!! LOTS OF OPTIONS!! This quality built home can be enjoyed as spacious one floor living. There is a full finished walkout basement expanding your living space. A second full kitchen with granite counter tops, large family room, 3 bedrooms, bath, and laundry area, . Double doors open to a private patio, making this level ideal for an in-law suite, extended family, guests, or rental.

    Carol Slocum Keller Williams Realty Metro-Keene

    430 Hucklehill Rd, Vernon, VT 05354
  • /36

    $350,000 Sold Nov 07, 2025

    • 2,316 Sq Ft
    • $151/SF
    • 33 Days On Market
    • 4 Beds
    • 1.5 Baths
    • Built 1905

    16 Forest St, Bellows Falls, VT 05101

    SEEKING BACK-UP OFFERS! Welcome to this beautifully maintained 4-bedroom, 2-bath New Englander, perfectly blending timeless character with modern updates. Nestled in the quintessential New England town of Rockingham, this home offers the warmth of history and the comfort of today’s conveniences.Step inside to find a recently painted interior, stunning natural woodwork, and gleaming floors

    Bruce Murphy Keller Williams Realty Metro-Keene

    16 Forest St, Bellows Falls, VT 05101
    • /22

      Est $392,404 Not Listed For Sale

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

      498 Stowe Hill Rd, Wilmington, VT 05363

      498 Stowe Hill Rd, Wilmington, VT 05363
  • /16

    $19,900

    • Land
    • 0.46 Acre
    • $43,261 per Acre

    00 Country Ct Unit 693, Wilmington, VT 05363

    Attention skiers, golfers, hikers, boaters, VAST lovers, and more! Discover the perfect blend of a country setting, amenities, and convenience with this exceptional land opportunity! This nearly half-acre lot is admirably located within Chimney Hill’s 1,200-acre private resort community with access to a wide range of recreational amenities for both summer and winter enjoyment. Located at the

    Casey Scott Southern Vermont Realty Group

    00 Country Ct Unit 693, Wilmington, VT 05363
  • /18

    $180,000 Sold Nov 07, 2025

    • Land
    • 32 Acres
    • $5,625 per Acre
    • 198 Days On Market

    100 Stagecoach Rd, Town of Rockingham, VT 05156

    A very cool cabin on a beautiful, ultimate private 32 +/- acres. The cabin is 400 square feet with a spacious loft. The deck faces east to very pretty CT River Valley Views. There is no water or power, only an outhouse and woodstove for Vermont getaways, a hunting camp or snowmobile extremists. Seller has invested roughly $30,000 into improving Stagecoach Rd. Property is enrolled in the current

    Kristen Ziter Taylor Brattleboro Area Realty

    100 Stagecoach Rd, Town of Rockingham, VT 05156
    • /16

      Est $255,123 Not Listed For Sale

      • 2 Beds
      • 1 Bath
      • 1,224 Sq Ft

      355 Higley Hill Rd, Wilmington, VT 05363

      355 Higley Hill Rd, Wilmington, VT 05363
  • /36

    $382,000

    • 6 Beds
    • 2.5 Baths
    • 3,590 Sq Ft

    88 Westminster St, Town of Rockingham, VT 05101

    Welcome to this stately New Englander located in the heart of Bellows Falls, offering the perfect blend of historic character and generous living space. With over 4,500 square feet, this grand home provides 6 bedrooms and 3 bathrooms across multiple levels, giving plenty of room for family, guests, home office space, or multi-generational living. Beautiful period details remain throughout,

    Jamie Watson BHG Masiello Keene

    88 Westminster St, Town of Rockingham, VT 05101
  • /33

    $435,000 Sold Nov 07, 2025

    • 2,156 Sq Ft
    • $202/SF
    • 7 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1992

    108 S Windmill Hill, Putney, VT 05346

    Attention Nature Lovers! Charming Cape tucked away on 11+ acres of natural beauty, this 3-bedroom, 2-bath Cape offers privacy and convenience in desirable Putney. Surrounded by mature plantings on a corner lot, the home is a sweet escape with generously sized bedrooms and two additional bonus rooms, perfect for a home office, studio, or extra living space. Thoughtful details include an open

    Liz LaVorgna Berkley & Veller Greenwood Country

    108 S Windmill Hill, Putney, VT 05346
    • /24

      Est $541,721 Not Listed For Sale

      • 7 Beds
      • 4.5 Baths
      • 3,600 Sq Ft

      82 Lisle Hill Rd, Wilmington, VT 05363

      82 Lisle Hill Rd, Wilmington, VT 05363
  • /33

    $390,000

    • 3 Beds
    • 1.5 Baths
    • 2,208 Sq Ft

    440 Stratton Arlington Rd, Stratton, VT 05360

    Experience the charm of owning a chalet in Vermont’s sought-after Stratton area, ideally located between Stratton Mountain and Mount Snow for easy ski access. Recent road improvements ensure smooth travel year-round. Outdoor lovers will enjoy nearby trails for hiking, snowmobiling, and snowshoeing, making this an ideal retreat for both relaxation and adventure. The home features a finished

    Mike England Michael England Real Estate

    440 Stratton Arlington Rd, Stratton, VT 05360
  • /4

    $50,000 Sold Nov 06, 2025

    • Land
    • 5 Acres
    • $10,000 per Acre
    • 9 Days On Market

    0 Windmill Hill Rd N, Westminster, VT 05346

    This primarily level 5 acre wooded lot is an outdoor lover's delight! It is right next to publicly accessible land including 28 miles of hiking trails and a wildlife sanctuary. Not far from Putney or Saxtons River villages but far enough away to enjoy to peace & quiet of nature.

    Oona Madden Berkley & Veller Greenwood Country

    0 Windmill Hill Rd N, Westminster, VT 05346
    • /29

      Est $339,344 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,632 Sq Ft

      19 Stowe Hill Rd, Wilmington, VT 05363

      19 Stowe Hill Rd, Wilmington, VT 05363
  • /39

    $312,000

    • 2 Beds
    • 2 Baths
    • 860 Sq Ft

    15 Mountain Village Unit 234, West Dover, VT 05356

    Welcome to your mountain getaway! This 2-bedroom, 2-bath condo is perfectly situated at the base of Mount Snow. Enjoy your morning coffee or après-ski beverage on the private balcony while taking in the mountain air and breath taking views. Cozy up by the wood-burning fireplace, perfect for relaxing after a day on the mountain. Recent updates include new windows, slider doors, balcony, flooring

    Jillian Wimmelman Deerfield Valley Real Estate

    15 Mountain Village Unit 234, West Dover, VT 05356
  • /18

    $410,000 Sold Nov 06, 2025

    • 2,074 Sq Ft
    • $198/SF
    • 183 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1845

    36 Spruce St, Brattleboro, VT 05301

    New Price! $25,000.00 price drop and a revised offering... If you saw this home before you want to take a second look! The 2nd floor is now vacant! ..and ready for owner occupancy. The basement, barn and lower building are empty and ready for all YOUR stuff. Plenty of undercover storage for boats, special vehicles or lots of other toys. A workshop? Home is just right for 2 family use or revert to

    Christine Lewis Brattleboro Area Realty

    36 Spruce St, Brattleboro, VT 05301

Showing Results 201 - 240, Page 6 of 18

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