Windham County, VT Homes

• 

  

  

  /25

  $239,000 Sold Sep 29, 2025

  • 1,634 Sq Ft
  • $146/SF
  • 5 Days On Market

  • 4 Beds
  • 2 Baths
  • Built 1880

  67 Williams Street Extension, Town of Rockingham, VT 05101

  This charming and versatile home is on a double village lot at the end of a dead end road in close proximity to the vibrant village of Bellows Falls. This location allows for wonderful privacy in the heart of town and plenty of room for gardening and entertaining. The second floor has three bedrooms, a 3/4 bath and a kitchen, ideally suited for mother-in-law space or it works as a single family

  Oona Madden Berkley & Veller Greenwood Country

  67 Williams Street Extension, Town of Rockingham, VT 05101
• 

  

  

  /24

  Est $216,803 Not Listed For Sale

  • 6 Beds
  • 2 Baths
  • 2,823 Sq Ft

  28 Hyde St, Bellows Falls, VT 05101

  28 Hyde St, Bellows Falls, VT 05101
• 

  

  

  /39

  $639,000

  • 6 Beds
  • 3 Baths
  • 2,825 Sq Ft

  95 Melendy Hill Rd, Londonderry, VT 05155

  A fully reimagined 1900’s farmhouse located in the heart of South Londonderry. This six-bedroom, three-bath home has been meticulously remodeled to blend timeless character with contemporary style. Sunlight pours through all-new windows, illuminating generous living spaces. Every detail has been thoughtfully upgraded, from the new heating system, engineered and installed septic, well, and

  Jessica Citera Cummings & Co

  95 Melendy Hill Rd, Londonderry, VT 05155
• 

  

  

  /14

  $45,000 Sold Sep 29, 2025

  • 624 Sq Ft
  • $72/SF
  • 2 Days On Market

  • 2 Beds
  • 1 Bath
  • Built 1974

  2000 Vermont 30, Jamaica, VT 05343

  Your mountain getaway awaits! This fully furnished 2-bedroom mobile home is located right on the West River in the desirable West River Park—perfect for seasonal living in Southern Vermont. The park offers 23 pads, and residents can enjoy their homes for up to 6 months each year. Whether you're hiking and fishing in the summer or skiing at nearby Stratton (20 min) and Mount Snow (30 min) in the

  Carrie Mathews Winhall Real Estate

  2000 Vermont 30, Jamaica, VT 05343
• 

  

  

  /40

  Est $216,022 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 1,182 Sq Ft

  11 Steuben St, Bellows Falls, VT 05101

  11 Steuben St, Bellows Falls, VT 05101
• 

  

  /52

  $359,000

  • 3 Beds
  • 2 Baths
  • 1,840 Sq Ft

  1192 Chapel Hill Rd, Whitingham, VT 05361

  Discover Vermont living at its finest in this architecturally unique round home, set on a 1-acre lot. Included in the sale is an additional 1-acre parcel directly across the street, offering potential for a garage, guest house, or Airbnb. Buyers should perform their own due diligence, as seller and broker make no representation on buildability. Step inside and walk into the welcoming lower level,

  Cliff Leinonen Four Seasons Sotheby's Int'l Realty

  1192 Chapel Hill Rd, Whitingham, VT 05361
• 

  

  /59

  $360,000 Sold Sep 26, 2025

  • 2,800 Sq Ft
  • $129/SF
  • 10 Days On Market

  • 5 Beds
  • 3.5 Baths
  • Built 1968

  45 Dorr Fitch Rd, West Dover, VT 05356

  Discover your Vermont mountain escape just 5 minutes from Mount Snow, where charm meets convenience and rental potential. This expanded chalet offers seasonal rental income, making it a smart investment for those looking to maximize returns. Step inside to find a cozy mudroom with natural stone walls, perfect for storing ski gear. The main level features an open floor plan with exposed beams, a

  Rich Caplan Deerfield Valley Real Estate

  45 Dorr Fitch Rd, West Dover, VT 05356
• 

  

  /18

  Est $206,986 Not Listed For Sale

  • 3 Beds
  • 1.5 Baths
  • 1,254 Sq Ft

  6 Bramley Way, Bellows Falls, VT 05101

  6 Bramley Way, Bellows Falls, VT 05101
• 

  

  /60

  $1,255,000

  • 4 Beds
  • 3.5 Baths
  • 3,900 Sq Ft

  136 Yeaw Rd, Dover, VT 05341

  This is the perfect Vermont getaway, private and secluded, minutes from skiing, restaurants, and all the charm of Southern Vermont. This property is truly special, set on landscaped grounds with rolling meadows, a small, renovated barn with deck, and a 30x40 insulated Q Building with heat, water and 220 amps, as well as a whole house generator.The location is choice: close to world-class

  Amy Carson Lowe's Real Estate, LLC

  136 Yeaw Rd, Dover, VT 05341
• 

  

  /29

  $21,000 Sold Sep 26, 2025

  • 332 Sq Ft
  • $63/SF
  • 40 Days On Market

  • 1 Bath
  • Built 1998

  282Qtr.4 89 Grand Summit Way, Dover, VT 05356

  Use it, Rent it, Trade it! Does 13 weeks of vacation a year sound nice? Mountainside unit includes: Queen murphy bed, kitchen, eating area and full bath and a balcony! 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

  Kelly Agrillo Southern Vermont Realty Group

  282Qtr.4 89 Grand Summit Way, Dover, VT 05356
• 

  

  /29

  Est $306,371 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 1,300 Sq Ft

  11 Crotty Dr, Bellows Falls, VT 05101

  11 Crotty Dr, Bellows Falls, VT 05101
• 

  

  /22

  $339,000

  • 4 Beds
  • 1.5 Baths
  • 1,404 Sq Ft

  696 S Wardsboro Rd, Wardsboro, VT 05355

  Priced to Sell. Fabulous Southern Vermont Estate nestled between Mount Snow and Stratton Ski areas! You'll have Wardsboro Brook in your back yard & Grout pond down the street as well as hiking trails, Vast Appalachian Trail (AT) and long Trails. Plenty of back country outdoor experiences available all year round. They say Location is everything, this property has everything and More. Family room

  Kimberly Dubois Matson Keller Williams Realty

  696 S Wardsboro Rd, Wardsboro, VT 05355
• 

  

  /27

  $290,000 Sold Sep 26, 2025

  • 896 Sq Ft
  • $324/SF
  • 161 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1987

  5 Mountain Village Unit 127, Dover, VT 05356

  The special assessment for this unit has been paid in FULL!! An overall tremendous value for a prime location and direct Mount Snow views, this bright and spacious 2-bedroom, 2-bath Snow Mountain Village condo offers functionality and amazing convenience. There is Moover shuttle service to the lifts, restaurants, and shops. Upon entering this well maintained unit, is a mudroom for ski gear and

  Prema Fitzpatrick Skihome Realty

  5 Mountain Village Unit 127, Dover, VT 05356
• 

  

  /32

  Est $234,803 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 1,044 Sq Ft

  2 Pond Rd, Bellows Falls, VT 05101

  2 Pond Rd, Bellows Falls, VT 05101
• 

  

  /12

  $99,000

  • Land
  • 2.1 Acres
  • $47,143 per Acre

  0 Oak Hill Road & Maple Dr Unit 5057941, Wardsboro, VT 05355

  TWO BUILDABLE LOTS — One Exceptional Opportunity!Together, these adjoining parcels span 2.1 acres and offer the rare benefit of two separate deeds—giving you maximum flexibility now and in the future. Each lot is ready to go with a state-approved 4-bedroom wastewater permit and roadside electricity already in place, so you can bring your vision to life without delay. Lot H13 is tucked away on

  Helen Nault

  0 Oak Hill Road & Maple Dr Unit 5057941, Wardsboro, VT 05355
• 

  

  /44

  $359,350 Sold Sep 26, 2025

  • 1,696 Sq Ft
  • $212/SF
  • 17 Days On Market

  • 2 Beds
  • 3 Baths
  • Built 1930

  399 Laurel Lake Rd, Jacksonville, VT 05342

  Turnkey 2-Bedroom Home with Lake Access & Extra Garage – Laurel Lake Living! Welcome to this meticulously maintained 2-bedroom, 3-bathroom home, offering turnkey convenience and year-round comfort just steps from beautiful Laurel Lake. Boasting an open and inviting floor plan, this home features a spacious living area with a cozy pellet stove for energy-efficient warmth, perfect for chilly

  Claire Renaud Berkley & Veller Greenwood Country

  399 Laurel Lake Rd, Jacksonville, VT 05342
• 

  

  /36

  Est $278,767 Not Listed For Sale

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

  1 Colony Rd, Bellows Falls, VT 05101

  1 Colony Rd, Bellows Falls, VT 05101
• 

  

  /23

  $175,000

  • Land
  • 40 Acres
  • $4,375 per Acre

  00 Hall Ranch Rd, Grafton, VT 05146

  An exceptional opportunity to own 40 acres in the highly desirable Grafton area. This expansive parcel offers a blend of open land and mature forest, providing a private and versatile setting suitable for a variety of uses. Whether your vision is a primary residence, seasonal retreat, or long-term investment, the property presents a rare canvas for thoughtful building. The land is characterized

  Flex Realty Group Flex Realty

  00 Hall Ranch Rd, Grafton, VT 05146
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  /26

  $20,000 Sold Sep 26, 2025

  • 673 Sq Ft
  • $30/SF
  • 304 Days On Market

  • 1 Bed
  • 1 Bath
  • Built 1998

  215 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

  215 Qtr.4, 89 Grand Summit Way, Dover, VT 05356
• 

  

  /27

  Est $250,420 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 1,690 Sq Ft

  17 Main St, Saxtons River, VT 05154

  17 Main St, Saxtons River, VT 05154
• 

  

  /29

  $295,000

  • 4 Beds
  • 2 Baths
  • 2,408 Sq Ft

  78-80 Central St, Brattleboro, VT 05301

  MOTIVATED SELLER: Charming Two-Unit Multi-Family on Quiet In-Town Street – Ideal for Investors or Owner-Occupants! Tucked away on a peaceful side street yet just minutes from shopping, dining, and public transportation, this two-family property offers the perfect blend of convenience and comfort. The current owners have updated all the electrical in both units. Each unit features spacious,

  Peggy Winchester ACORN REAL ESTATE GROUP LLC

  78-80 Central St, Brattleboro, VT 05301
• 

  

  /34

  $310,000 Sold Sep 26, 2025

  • 1,025 Sq Ft
  • $302/SF
  • 8 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 1972

  35 Hillcrest Terrace, Brattleboro, VT 05301

  Open House August 1, 5:30-7:00 and August 2, 10-11:30. Welcome to 35 Hillcrest Terrace, a well-loved home owned by the same family for over 20 years, perfectly situated in one of Brattleboro’s most convenient neighborhoods. Just moments from Memorial Park, this charming property offers easy access to recreation, walking trails, and town amenities while providing a peaceful, residential

  Morriah Adams BHG Masiello Brattleboro

  35 Hillcrest Terrace, Brattleboro, VT 05301
• 

  

  /26

  Est $216,475 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 1,017 Sq Ft

  614 Rockingham Rd, Bellows Falls, VT 05101

  614 Rockingham Rd, Bellows Falls, VT 05101
• 

  

  /29

  $1,249,000

  • 4 Beds
  • 4.5 Baths
  • 3,500 Sq Ft

  3F Slalom Dr, Dover, VT 05356

  Just steps from the Mount Snow ski trail, this impeccably maintained 3,500 square foot luxury townhome is located in TrailsEdge, Mount Snow's exclusive ski-on/off community. Never again fight the traffic or pay for parking in the main base area when you can ski to and from your front door! As an end unit, this four-bedroom, 5-bath furnished townhome is a testament to luxury, with radiant heat

  Patricia Fitzpatrick Skihome Realty

  3F Slalom Dr, Dover, VT 05356
• 

  

  /34

  $399,000 Sold Sep 26, 2025

  • 2,190 Sq Ft
  • $182/SF
  • 92 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1997

  1637 Adams Brook Rd, Marlboro, VT 05301

  Tucked away in the rolling hills of Marlboro, Vermont, this off-the-grid house sits on 8 plus acres of forest and meadowland, offering a perfect blend of rustic charm and sustainable living. Powered by a newer 48V Schneider solar power system, with a backup propane generator, the home is a self-sufficient sanctuary far from the hustle of modern life. An open concept floor plan offers much

  Kassie Rubico Berkley & Veller Greenwood Country

  1637 Adams Brook Rd, Marlboro, VT 05301
• 

  

  /35

  Est $332,720 Not Listed For Sale

  • 4 Beds
  • 3 Baths
  • 2,449 Sq Ft

  14 Webb Terrace, Bellows Falls, VT 05101

  14 Webb Terrace, Bellows Falls, VT 05101
• 

  

  /26

  $740,000

  • 4 Beds
  • 2.5 Baths
  • 2,600 Sq Ft

  8 Grouse Ln, Dover, VT 05356

  Escape to 8A Grouse Lane at Mount Snow, where timeless post-and-beam character meets modern comfort in a setting designed for all four seasons. This beautifully reimagined end-unit townhome was thoughtfully redesigned to create an open, inviting living space, complete with a striking wood-burning fireplace—the perfect spot to gather after a day on the mountain.Wake up to ridge-line views,

  Wilkie Bushby TPW Real Estate

  8 Grouse Ln, Dover, VT 05356
• 

  

  /14

  $300,000 Sold Sep 26, 2025

  • Land
  • 8.1 Acres
  • $37,037 per Acre

  • 105 Days On Market

  0 Spruce Grove Rd Unit 5035135, Wilmington, VT 05363

  Escape to your own private sanctuary on 8.1 acres of pristine land with stunning mountain views. This exceptional property is free from HOA restrictions, offering unlimited potential for your dream home or retreat. Featuring a cleared building site, new driveway, and a State of VT Wastewater Permit for a 4-bedroom dwelling, everything is in place for your vision. Accessible off a public road with

  Chad Lackey Deerfield Valley Real Estate

  0 Spruce Grove Rd Unit 5035135, Wilmington, VT 05363
• 

  

  /33

  Est $165,634 Not Listed For Sale

  • 1 Bed
  • 1 Bath
  • 1,248 Sq Ft

  626 Missing Link Rd, Bellows Falls, VT 05101

  626 Missing Link Rd, Bellows Falls, VT 05101
• 

  

  /45

  $449,000

  • 4 Beds
  • 3.5 Baths
  • 2,015 Sq Ft

  29 First Unit 17, Wilmington, VT 05363

  Enjoy Green Mountain views from this bright and spacious end-unit townhouse, perfectly sited on the 1st fairway at the Haystack Golf Course. An oversized deck invites outdoor dining and entertaining, with sunsets over Haystack Mountain as your backdrop. Inside, natural light pours through windows and skylights into the open floor plan featuring vaulted ceilings, a fieldstone wood-burning

  Monique White Deerfield Valley Real Estate

  29 First Unit 17, Wilmington, VT 05363
• 

  

  /24

  $875,000 Sold Sep 26, 2025

  • 2,746 Sq Ft
  • $319/SF
  • 81 Days On Market

  • 4 Beds
  • 3 Baths
  • Built 2016

  1 Mortise Ln, West Dover, VT 05356

  Stunning luxury townhome at the base of the Mount Snow ski resort. This beautiful turn key unit was built in 2016 and affords easy access to the mountain with privacy and size typically only available further away. Enjoy rustic natural woodwork with great natural light, a large open concept living space with wood floors, vaulted great room, floor to ceiling wood burning fireplace, a large open

  Adam Palmiter Berkley & Veller Greenwood/Dover

  1 Mortise Ln, West Dover, VT 05356
• 

  

  /38

  Est $324,628 Not Listed For Sale

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

  426 Missing Link Rd, Bellows Falls, VT 05101

  426 Missing Link Rd, Bellows Falls, VT 05101
• 

  

  /60

  $789,000

  • 4 Beds
  • 2.5 Baths
  • 6,232 Sq Ft

  4 Signal Pine Rd, Putney, VT 05346

  This property is where dreams come to life! The former Putney High School is ready for its next chapter...the one where you are the main character. Village zoning allows for commercial as well as residential use. There is so much flexible space to help you realize your greatest desires. Do you want to have a home-based business? Maybe an art gallery or artist co-op? Maybe you want to live in the

  Marie Potter EXP Realty

  4 Signal Pine Rd, Putney, VT 05346
• 

  

  /38

  $520,000 Sold Sep 26, 2025

  • 2,705 Sq Ft
  • $192/SF
  • 393 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 2000

  793 Grassy Brook Rd, Brookline, VT 05345

  Built in 2000, this beautifully crafted timber frame home rests on 10 acres of idyllic countryside in the historic town of Brookline, VT. The large landscaped yard opens to a small field behind the home, where the Grassy Brook flows through the backyard at the edge of the woods. Surrounded by charming stone walls and views of the sunrise over Putney Mountain from the front porch, you will

  Keith Nowak Four Seasons Sotheby's Int'l Realty

  793 Grassy Brook Rd, Brookline, VT 05345
• 

  

  /40

  Est $340,835 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 2,033 Sq Ft

  355 Missing Link Rd, Bellows Falls, VT 05101

  355 Missing Link Rd, Bellows Falls, VT 05101
• 

  

  /60

  $490,000

  • 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
• 

  

  /30

  $350,000 Sold Sep 26, 2025

  • 1,150 Sq Ft
  • $304/SF
  • 1 Day On Market

  • 2 Beds
  • 2 Baths
  • Built 1983

  65 E Birch Rd Unit 57, Stratton, VT 05155

  Welcome to effortless mountain living at Stratton Mountain! This beautifully maintained end-unit 2-bedroom, 2-bath condo offers the perfect blend of comfort, privacy, and convenience. Ideally located with shuttle service to the lifts on winter weekends and holidays, your ski days begin and end with ease. After a day on the slopes, enjoy a short walk to the Stratton Sports Center for a swim,

  Carrie Mathews Winhall Real Estate

  65 E Birch Rd Unit 57, Stratton, VT 05155
• 

  

  /25

  Est $358,335 Not Listed For Sale

  • 3 Beds

  9 Old River Rd, Bellows Falls, VT 05101

  9 Old River Rd, Bellows Falls, VT 05101
• 

  

  /39

  $585,000

  • Land
  • 67.63 Acres
  • $8,650 per Acre

  932 Middle Rd, Dummerston, VT 05301

  Discover the perfect blend of peace, privacy, and potential on this 67.63-acre privately owned parcel of land. Nestled in a scenic and serene setting, this expansive property is a rare opportunity to build your dream home, estate, or getaway retreat. Two picturesque ponds – ideal for fishing, wildlife watching, or just enjoying the view. The main home site has amazing mountain views and sits

  Peggy Winchester ACORN REAL ESTATE GROUP LLC

  932 Middle Rd, Dummerston, VT 05301
• 

  

  /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

Showing Results 561 - 600, Page 15 of 18