30,390

Windham County, VT Homes

Section Image
  • /35

    $25,000 Sold Aug 20, 2025

    • 709 Sq Ft
    • $35/SF
    • 87 Days On Market
    • 1 Bed
    • 2 Baths
    • Built 1998

    115/17 Qtr.4,89 Grand Summit Way, Dover, VT 05356

    Use it, Rent it, Trade it! Does 13 weeks of vacation a year sound nice? This sleep 6 unit consists of two adjoining units; Studio unit (117) Queen murphy bed , kitchenette and a full bathroom. Hotel unit (115) Two king beds and a full bathroom. Both units have balconies!Units are located on the mountain side of the hotel and just down the hallway from the Spa, ski locker, health club and

    Kelly Agrillo Southern Vermont Realty Group

    115/17 Qtr.4,89 Grand Summit Way, Dover, VT 05356
    • /27

      Est $276,996 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
  • /32

    $19,900

    • 1 Bed
    • 1 Bath
    • 608 Sq Ft

    111, Qtr 3, 89 Grand Summit Way, Dover, VT 05356

    Use it, Rent it, Trade it! Does 13 weeks of vacation a year sound nice? Unit 111 is available as a 608 sq. ft., sleep 4 quartershare with a spacious private bedroom, cozy kitchen/living/dining area with a pullout couch, a full bath and a private balcony with views of the mountain! The benefits of Grand Summit ownership include the best ski in/out mountain location available at Mount Snow. Use of

    Patricia Fitzpatrick Skihome Realty

    111, Qtr 3, 89 Grand Summit Way, Dover, VT 05356
  • /36

    $625,000 Sold Aug 20, 2025

    • 2,223 Sq Ft
    • $281/SF
    • 126 Days On Market
    • 5 Beds
    • 3 Baths
    • Built 2012

    31 Joan's Ridge Rd, West Dover, VT 05356

    This spacious 5-bedroom plus loft, 3-bath contemporary home is nestled in the Joan's Ridge community, just minutes from Mount Snow and the Hermitage Club. Step into a welcoming mudroom with a bench with built in boot warmer and cubbies, leading to a cozy living room with a wood-burning fireplace, a dining area, a fully equipped kitchen with island, one bedroom, a full bath and a den perfect for

    Jennifer Hovey-Densmore Deerfield Valley Real Estate

    31 Joan's Ridge Rd, West Dover, VT 05356
    • /16

      Est $262,034 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
  • /35

    $549,000

    • 3 Beds
    • 2.5 Baths
    • 2,044 Sq Ft

    11 Dutchman Ln Unit 4A, Wilmington, VT 05363

    This 3-bedroom plus loft, 2.5-bath end unit townhouse is in Powderhorn Village. The entrance boasts a mudroom, leading to a dining area adjacent to a fully equipped kitchen, complemented by a convenient powder room and living space with a wood-burning fieldstone fireplace. Access to an oversized deck and a bonus room with a hot tub and a private shower. Ascend to the second floor to find the

    Jennifer Hovey-Densmore Deerfield Valley Real Estate

    11 Dutchman Ln Unit 4A, Wilmington, VT 05363
  • /35

    $525,000 Sold Aug 19, 2025

    • 2,456 Sq Ft
    • $214/SF
    • 5 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1989

    1073 Upper Dummerston Rd, Brattleboro, VT 05301

    This very Vermont country home is nestled on a peaceful, beautifully landscaped 1.5 acre lot along Upper Dummerston Road. Built with unparalleled craftsmanship by some of the region’s finest artisans, the home exudes exceptional quality throughout. At the heart of the residence is a large chef's kitchen, complete with a gas fireplace, granite countertops, solid maple cabinetry, and premium Wolf

    Thomas Dahlin Berkley & Veller Greenwood Country

    1073 Upper Dummerston Rd, Brattleboro, VT 05301
    • /22

      Est $404,097 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
  • /11

    $795,000

    • 4 Beds
    • 3 Baths
    • 3,409 Sq Ft

    633-635 Vermont Route 100, Stratton, VT 05360

    Great family compound or use one and rent the other. There are 2 homes on this property with direct access to VAST and the National Forest and `1.6 miles to the North entrance of Mt. Snow. Great opportunity with an excellent rental history. Both houses have full walk-out daylight lower levels, 2 decks and a hot tub at each home. Both homes were remodeled in 2014 including new roofs, windows and

    Ginny Read Read Realty LTD

    633-635 Vermont Route 100, Stratton, VT 05360
  • /33

    $377,840 Sold Aug 19, 2025

    • 1,536 Sq Ft
    • $246/SF
    • 103 Days On Market
    • 3 Beds
    • 1.5 Baths
    • Built 2000

    111 Bonnyvale Rd, Brattleboro, VT 05301

    An attractive, low-maintenance, solid home in great shape in a desirable West Brattleboro country location just a few minutes to downtown! This 3 bedroom, 1.5 bath home was built in 2000. Enter through the front steps or the attached 2 car garage into the mudroom. First floor features a sweet efficient kitchen with plenty of cabinets and a movable island, a charming dining room, an attractive,

    Stephanie Peduzzi-Baker Brattleboro Area Realty

    111 Bonnyvale Rd, Brattleboro, VT 05301
    • /28

      Est $558,596 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
  • /59

    $275,000

    • 2 Beds
    • 1 Bath
    • 715 Sq Ft

    81 Parish Hill Rd, Newfane, VT 05345

    Nestled in the hills of South Newfane, Vermont, this off-grid property offers the perfect balance of seclusion, recreation, and comfort. Set on 22.32± acres of mixed timberland, the land features a meandering creek, wildlife habitat, and excellent hunting opportunities for deer and turkey. A 715 sq. ft. cabin, approximately 80% complete, serves as the centerpiece of the property. Built with a

    Chad Bruyette Whitetail Properties Real Estate, LLC

    81 Parish Hill Rd, Newfane, VT 05345
  • /4

    $67,000 Sold Aug 18, 2025

    • Land
    • 1.4 Acres
    • $47,857 per Acre
    • 283 Days On Market

    15 Running Sap Ln, Dover, VT 05356

    Lovely wooded building site not far from the Mount Snow ski resort, nearby lakes, villages, shopping, and dining. Tremendous view potential from this end of road location, looking to the west over the ski mountains and sunsets.

    Adam Palmiter Berkley & Veller Greenwood/Dover

    15 Running Sap Ln, Dover, VT 05356
    • /25

      Est $674,739 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
  • /30

    $400,000 Open Sat 11AM - 1PM

    • 3 Beds
    • 2 Baths
    • 1,703 Sq Ft

    1089 Marlboro Rd, Brattleboro, VT 05301

    The one you have been waiting for! This traditional New England cape with a twist checks all the boxes! Remodeled in the 90's, it has a cook's delight for a kitchen with tons of cabinets and lots of countertops for baking prep...cookies and breads are a must!. The first floor was expanded to almost double the size of the living room, adding a fireplace and a main bedroom. Again in place is easy

    Christine Lewis Brattleboro Area Realty

    1089 Marlboro Rd, Brattleboro, VT 05301
  • /20

    $265,000 Sold Aug 15, 2025

    • 895 Sq Ft
    • $296/SF
    • 23 Days On Market
    • 1 Bed
    • 2 Baths
    • Built 1983

    13J Snow Tree Ln Unit Willows J, Dover, VT 05356

    Welcome to your perfect getaway at Snow Tree, nestled quietly at the base of Mount Snow. This warm and recently updated one-bedroom loft retreat, with an excellent rental history, offers a peaceful ambiance where you can unwind, surrounded by the natural beauty of Vermont’s Green Mountains.Step inside and discover a thoughtfully designed loft unit featuring one spacious bedroom and two full,

    Lisa Mirando Deerfield Valley Real Estate

    13J Snow Tree Ln Unit Willows J, Dover, VT 05356
    • /26

      Est $438,712 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
  • /39

    $310,000

    • 2 Beds
    • 1 Bath
    • 1,367 Sq Ft

    672 Huckle Hill Rd, Vernon, VT 05354

    This sweet, well-built home is full of character and curb appeal, thoughtfully updated over the years to blend historic charm with modern convenience. The standing-seam metal roof, an updated 200-amp electric panel should provide peace of mind for years to come. There is fabulous two-story deck with low-maintenance Trex decking, a poured slab, and hookups ready for a hot tub.Inside,

    Kerry Mulverhill

    672 Huckle Hill Rd, Vernon, VT 05354
  • /30

    $319,000 Sold Aug 15, 2025

    • 2,112 Sq Ft
    • $151/SF
    • 6 Days On Market
    • 3 Beds
    • 1.5 Baths
    • Built 1990

    13 Cricket Ln, West Dover, VT 05356

    Located on a town maintained , cul-de-sac, this flat 1 acre lot is perfect fora retired couple or growing family. Located in the heart of Dover between the mountain and the elementary school in an area with a nice blend of year round and vacation home owners. Front deck to a Mud Room Entry, 3 Bedroom, Kitchen, Dining Area, Livingroom with a wood stove, and a full bath. The large undivided

    Janet Boyd Boyd Real Estate

    13 Cricket Ln, West Dover, VT 05356
    • /37

      Est $495,935 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
  • /19

    $84,500

    • 3 Beds
    • 1 Bath
    • 1,490 Sq Ft

    7 Nichols Dr, Guilford, VT 05301

    This two story home offers 3 bedrooms/1 bathroom with 1,490 sq. ft. of living space. The property sits on a 0.50 acre lot. The first floor has a kitchen with wooden cabinets and granite countertops, wood flooring and a carpeted living room. A dedicated laundry area is also included. The property features a barn in the backyard for storage. Exterior highlights include a covered front entry,

    Derek Greene Derek Greene

    7 Nichols Dr, Guilford, VT 05301
  • /31

    $415,000 Sold Aug 15, 2025

    • 2,188 Sq Ft
    • $190/SF
    • 6 Days On Market
    • 3 Beds
    • 3.5 Baths
    • Built 1990

    195 Mann Rd Unit 12, Wilmington, VT 05363

    Contemporary Townhouse on Haystack Golf Course. Beautifully situated along the 11th fairway of the Haystack Golf Course, this contemporary townhouse offers stunning mountain views and peaceful sunrises right from your private deck. The bright and airy main living level features an open-concept design with vaulted ceilings, a wood-burning fireplace, a spacious dining area, and a well-appointed

    Monique White Deerfield Valley Real Estate

    195 Mann Rd Unit 12, Wilmington, VT 05363
    • /40

      Est $1,099,414 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
  • /43

    $449,000

    • 3 Beds
    • 3 Baths
    • 1,768 Sq Ft

    52A Suntec Loop, Dover, VT 05356

    Brand NEW building exterior, windows, doors! Introducing the new and improved Suntec units! Welcome to this beautifully maintained, bright & spacious three bedroom, three bath townhome, offering the perfect blend of space, comfort, and convenience just minutes from Mount Snow’s main base lodge, Carinthia Lodge, and the Hermitage Club. This home features three large bedrooms with high ceilings, a

    Prema Fitzpatrick Skihome Realty

    52A Suntec Loop, Dover, VT 05356
  • /41

    $364,000 Sold Aug 15, 2025

    • 1,758 Sq Ft
    • $207/SF
    • 22 Days On Market
    • 4 Beds
    • 2 Baths
    • Built 1860

    3091 Route 121, Windham, VT 05359

    Slow down and take time to soak up the charm and character of this sweet house in the beautiful town of Windham! The c. 1860 antique Country Cape is a true testament to the enduring appeal of fine craftsmanship and a life well-lived. The house sits on 12 acres, with a stream and flower-filled meadows beyond, and one of the best front porches in Windham – relax, enjoy the view, and watch the world

    Claudia Harris Mary Mitchell Miller Real Estate

    3091 Route 121, Windham, VT 05359
    • /40

      Est $2,486,915 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
  • /44

    $1,200,000

    • 4 Beds
    • 3 Baths
    • 4,193 Sq Ft

    70 Hunter Ln, Jamaica, VT 05343

    Discover a truly special Vermont retreat at 70 Hunter Lane, nestled in the private Cole Pond community of Jamaica. This exceptional residence offers over 4,200 square feet of living space, thoughtfully designed to blend comfort, luxury, and the natural beauty of its surroundings. Newer Stainless Steel appliances in kitchen!Featuring four spacious bedrooms, this home provides plenty of

    Bob Maisey Berkshire Hathaway HomeServices Stratton Home

    70 Hunter Ln, Jamaica, VT 05343
  • /32

    $829,000 Sold Aug 15, 2025

    • 5,599 Sq Ft
    • $148/SF
    • 27 Days On Market
    • 5 Beds
    • 4 Baths
    • Built 1980

    55 Joan's Ridge Rd, Dover, VT 05356

    When you picture a lodge style Vermont ski retreat, but with modern comforts, this is that home. Charming and update lodge style home located conveniently just down the road from the Mount Snow Ski Resort. This private yet easily accessible 4+ acre parcel has direct snowmobile trail access, pond, large lawn for entertaining, ample parking, nearby dining and shopping, and views of the ski trails

    Adam Palmiter Berkley & Veller Greenwood/Dover

    55 Joan's Ridge Rd, Dover, VT 05356
    • /22

      Est $378,624 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
  • /26

    $649,000

    • 3 Beds
    • 3 Baths
    • 2,170 Sq Ft

    14 Johnson Hill Rd, Dover, VT 05356

    Unique contemporary chalet just a short drive from the Mount Snow Ski Resort and village Wilmington, and with direct snowmobile trail access. This very cool open concept home has been completely renovated and upgraded, and sits on a on a private lot in the Dover Hills with beautiful lawn space and cul de sac driveway. Walk in through the spacious mudroom with plenty of room for gear, and head up

    Adam Palmiter Berkley & Veller Greenwood/Dover

    14 Johnson Hill Rd, Dover, VT 05356
  • /18

    $230,000 Sold Aug 15, 2025

    • 848 Sq Ft
    • $271/SF
    • 112 Days On Market
    • 1 Bed
    • 2 Baths
    • Built 1984

    11B Snow Tree Ln Unit Birches B, Dover, VT 05356

    Amazing nearby access directly across to the magic carpet at Mount Snow! This lovely updated Snowtree condo is located at the base of the Mount Snow ski resort with easy access to the mountain, as well as convenient amenities and full maintenance for peace of mind. This unit has been renovated to be more functional for sleeping and entertainment than a typical one bedroom. There is a large living

    Adam Palmiter Berkley & Veller Greenwood/Dover

    11B Snow Tree Ln Unit Birches B, Dover, VT 05356
    • /16

      Est $256,919 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
  • /29

    $465,000

    • 3 Beds
    • 2 Baths
    • 1,814 Sq Ft

    132 Pratt Bridge Rd, Jamaica, VT 05343

    Welcome to this charming Vermont getaway, custom - built and lovingly maintained by the original owners. Ideally located just minutes from Stratton Mountain and within easy reach of Bromley and Magic for a full season of winter adventure. In the warmer months, enjoy nearby lakes perfect for swimming, paddling, or simply relaxing by the water.Inside, the home offers 3 bedrooms and 2 full

    Lisa Sullivan Four Seasons Sotheby's Int'l Realty

    132 Pratt Bridge Rd, Jamaica, VT 05343
  • /46

    $395,000 Sold Aug 14, 2025

    • 2,010 Sq Ft
    • $197/SF
    • 4 Days On Market
    • 3 Beds
    • 4 Baths
    • Built 1973

    269 Silver Ln, Vernon, VT 05354

    Take a look at this attractive 3 bed/4bath brick home with attached 2 car garage. It's situated on a pretty 1.3 acre lot with a balanced combination of level lawn, woods, and perennials. First floor: updated eat-in kitchen, cozy den with slider to backyard, large living room with fireplace, and a dining room just off the kitchen. (Den and Dining rooms have hardwood floors) Additionally, 1st floor

    Kristen Ziter Taylor Brattleboro Area Realty

    269 Silver Ln, Vernon, VT 05354
    • /23

      Est $335,043 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,200 Sq Ft

      443 Higley Hill Rd, Wilmington, VT 05363

      443 Higley Hill Rd, Wilmington, VT 05363
  • /49

    $725,000

    • 4 Beds
    • 2.5 Baths
    • 3,104 Sq Ft

    153 Westminster Rd, Putney, VT 05346

    Combining the charm of an 1820's fully restored historic home, with a 1,600 sq. ft. addition (built in 2016), this fabulous property, close to the Putney Village, offers the best of both worlds. Wide pine flooring and exposed beams in the restored front half blend beautifully with the newly built addition, featuring 9’ ceilings, hardwood floors and a handsome stone fireplace. The expansive

    Heidi Bernier Berkley & Veller Greenwood Country

    153 Westminster Rd, Putney, VT 05346
  • /39

    $535,000 Sold Aug 14, 2025

    • 2,364 Sq Ft
    • $226/SF
    • 23 Days On Market
    • 3 Beds
    • 3 Baths
    • Built 1795

    408 Dover Rd, South Newfane, VT 05351

    This 1790's classic colonial farmhouse offers the ideal country setting in a small New England village location. Spacious rooms provide a gracious yet relaxed environment. The first floor offers the primary bedroom and living room - each with its own propane fireplace, updated chef's kitchen, and 3/4 bath. The dining room features floor to ceiling sliding French doors leading to a large deck

    David Brown Berkley & Veller Greenwood Country

    408 Dover Rd, South Newfane, VT 05351
    • /29

      Est $354,722 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
  • /38

    $395,000

    • 4 Beds
    • 2 Baths
    • 2,715 Sq Ft

    105 Chestnut St, Brattleboro, VT 05301

    This authentic and updated Vermont home is situated on welcoming, dead-end street surrounded by woods on two sides creating a feeling of peacefulness and connection with nature. How fortunate to live in town but also have the calming surroundings of mature plantings, opportunity to garden and de-stress in your private sanctuary. Enjoy outdoor dining on the deck, located just off the dining

    Kristen Ziter Taylor Brattleboro Area Realty

    105 Chestnut St, Brattleboro, VT 05301
  • /38

    $239,000 Sold Aug 14, 2025

    • 1,056 Sq Ft
    • $226/SF
    • 13 Days On Market
    • 2 Beds
    • 1.5 Baths
    • Built 1988

    81 Morningside Commons, Guilford, VT 05301

    The moment you step into this condo, you notice its unique features and feel a sense of calm. In the living room, you’ll enjoy the “Anywhere” ethanol fireplace for its ambience and extra heat - with no connections, venting or emissions to worry about! The kitchen has been carefully redone, with expanded cabinetry and improvements to the layout and lighting, including a custom display cabinet and

    Victoria Woods Brattleboro Area Realty

    81 Morningside Commons, Guilford, VT 05301

Showing Results 201 - 240, Page 6 of 18

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