Windham County, VT Homes

• 

  

  

  /32

  $665,000

  • 3 Beds
  • 3 Baths
  • 1,400 Sq Ft

  4E Trailside Village Way Unit H21, Dover, VT 05356

  One of a kind opportunity to be trailside at Mount Snow. This is a fully renovated 3 bedroom, 3 bath unit, adjacent to the ski trail at Seasons on Mount Snow. Enjoy the large lovely turn key living space with stone floor to ceiling wood burning fireplace, open kitchen with breakfast bar, custom cabinets, and stainless appliances, three full suites great for privacy with guests, updated baths with

  Adam Palmiter Berkley & Veller Greenwood/Dover

  4E Trailside Village Way Unit H21, Dover, VT 05356
• 

  

  

  /41

  $550,000 Sold Sep 12, 2025

  • 1,608 Sq Ft
  • $342/SF
  • 13 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 1988

  11 Dutchman Ln Unit 4B, Wilmington, VT 05363

  Stylish Powderhorn Village Townhome – Prime Location Near Hermitage Club & Mount Snow.Welcome to this beautiful 3-bedroom, 2.5-bath townhome nestled in the sought-after Powderhorn Village community. The home has been thoughtfully updated throughout, with an inviting gas fireplace, open living space, and a private deck offering modern comfort with a mountain charm.This spacious home

  Lisa Mirando Deerfield Valley Real Estate

  11 Dutchman Ln Unit 4B, Wilmington, VT 05363
• 

  

  

  /40

  Est $788,708 Not Listed For Sale

  • 2 Beds
  • 3 Baths
  • 2,752 Sq Ft

  89 Pine Ridge Dr, Putney, VT 05346

  89 Pine Ridge Dr, Putney, VT 05346
• 

  

  

  /27

  $499,000

  • 3 Beds
  • 3 Baths
  • 2,016 Sq Ft

  33D White Oaks Loop Unit 38, Dover, VT 05356

  Nicely updated and unique Timber Creek end unit townhome with total privacy, easy access, and winter ski trail views. Timber Creek is located right across from the upper entrance to Mount Snow with direct shuttle service from your front door to the base area and convenient amenities including an on site management company, exterior maintenance, snow removal, landscaping, and more. The recently

  Adam Palmiter Berkley & Veller Greenwood/Dover

  33D White Oaks Loop Unit 38, Dover, VT 05356
• 

  

  

  /20

  $265,000 Sold Sep 12, 2025

  • 1,178 Sq Ft
  • $225/SF
  • 6 Days On Market

  • 3 Beds
  • 1 Bath
  • Built 1970

  17 Winter Ct, Brattleboro, VT 05301

  Classic Ranch Style Home! Just starting out or thinking of downsizing? This could be the one! Nestled in a sweet neighborhood, this charming ranch offers easy one-level living just minutes from downtown shopping, schools, and recreation. Set on a manageable 0.2 acre lot, this home features a bright enclosed porch/bonus room perfect for morning coffee, reading, or relaxing year-round. Continuing

  Liz LaVorgna Berkley & Veller Greenwood Country

  17 Winter Ct, Brattleboro, VT 05301
• 

  

  /40

  Est $397,679 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 2,269 Sq Ft

  260 Hickory Ridge Rd S, Putney, VT 05346

  260 Hickory Ridge Rd S, Putney, VT 05346
• 

  

  /30

  $579,000

  • 4 Beds
  • 2 Baths
  • 2,656 Sq Ft

  204 Meeting House Ln, Brattleboro, VT 05301

  Your Dream Home Awaits on Meetinghouse Lane! Nestled in the desirable and quiet neighborhood of Meetinghouse Lane, this contemporary home offers both privacy & charm. Surrounded by mature trees, the property feels like a peaceful retreat, while still being conveniently located. A paved driveway leads to an oversized two-car garage, connected to the house by a convenient breezeway. The expansive

  Desiree Stango Berkley & Veller Greenwood Country

  204 Meeting House Ln, Brattleboro, VT 05301
• 

  

  /10

  $585,000 Sold Sep 12, 2025

  • 1,679 Sq Ft
  • $348/SF
  • 17 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 2016

  154 Haystack Rd, Wilmington, VT 05363

  Opportunity knocks to put your own touches to this Log home that is studded out and ready to move forward! Amazing location minutes to The Hermitage Club, Mount Snow and Haystack golf which offers golf, snowshoeing and weekend dining! Soaring great room with gas fireplace, three bedrooms, two and one half baths and a large unfinished basement offering many future options.Sale is subject to

  Heidi Zizza Four Seasons Sotheby's Int'l Realty

  154 Haystack Rd, Wilmington, VT 05363
• 

  

  /32

  Est $366,787 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 1,535 Sq Ft

  16 Windmill Hill Rd S, Putney, VT 05346

  16 Windmill Hill Rd S, Putney, VT 05346
• 

  

  /19

  $349,000

  • 2 Beds
  • 2 Baths
  • 1,035 Sq Ft

  32B Snow Tree Ln Unit Oaks B, Dover, VT 05356

  This nicely updated two bedroom, two bath Snowtree unit is located at the base of the Mount Snow ski resort. There is shuttle service to and from the mountain, easy access by way of a foot bridge through the community, and the unit looks west with views of gorgeous sunsets, down the valley, and winter views of the slopes of the mountain, so that you can check the conditions from your window in

  Adam Palmiter Berkley & Veller Greenwood/Dover

  32B Snow Tree Ln Unit Oaks B, Dover, VT 05356
• 

  

  /13

  $269,141 Sold Sep 12, 2025

  • 956 Sq Ft
  • $282/SF
  • 6 Days On Market

  • 2 Beds
  • 1 Bath
  • Built 1929

  81 Oak Grove Ave, Brattleboro, VT 05301

  Welcome to this delightful 2-bedroom, 1-bathroom bungalow nestled in one of the most sought-after neighborhoods! Brimming with character and warmth, this cozy home offers a perfect blend of vintage charm and modern convenience. Many upgrades including a garage makeover, storage shed, roof, back porch, and so much more. Step inside to find a bright, inviting living space with hardwood floors,

  Claire Renaud Berkley & Veller Greenwood Country

  81 Oak Grove Ave, Brattleboro, VT 05301
• 

  

  /40

  Est $647,960 Not Listed For Sale

  • 3 Beds
  • 3 Baths
  • 2,411 Sq Ft

  128 Duke Rd, Williamsville, VT 05362

  128 Duke Rd, Williamsville, VT 05362
• 

  

  /14

  $305,000

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

  5 First Ln Unit 1, Wilmington, VT 05363

  Lovely 2 bedroom condo as close as you can get to the 1st tee at the Haystack Golf Club, with winter views over the course to the mountains and sunsets beyond. This practical unit sits conveniently right on one of the best courses in New England, and a short drive from the village of Wilmington, nearby lakes, and Mount Snow and Hermitage Club ski resorts. Inside you are treated to an open concept

  Adam Palmiter Berkley & Veller Greenwood/Dover

  5 First Ln Unit 1, Wilmington, VT 05363
• 

  

  /58

  $980,000 Sold Sep 11, 2025

  • 3,588 Sq Ft
  • $273/SF
  • 87 Days On Market

  • 4 Beds
  • 3.5 Baths
  • Built 2007

  524 Reilly Rd, Londonderry, VT 05148

  Are you looking for a home with spectacular winter views of Stratton Mountain and seated on a private lot? Look no further. This home has it all. Spectacular views, soaring spacious rooms and more in this stunning Vermont facade log home. Vaulted ceilings and a dramatic stone fireplace framed by multiple windows looking out at your full wrap around deck and the slopes of Stratton across the open

  Lynn Rawson Berkshire Hathaway HomeServices Stratton Home

  524 Reilly Rd, Londonderry, VT 05148
• 

  

  /18

  Est $289,228 Not Listed For Sale

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

  254 Depot Rd, Williamsville, VT 05362

  254 Depot Rd, Williamsville, VT 05362
• 

  

  /60

  $514,999

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

  22 Lower Howe's Rd Unit A89, Wilmington, VT 05363

  Section A - end of the road, low on the Hill, this Chalet style home has a lot of desirable features you have been looking for, including a mudroom entry with custom live edge bench, ski, coat and storage racks, three levels of living space, view rail deck, fire pit, family room, laundry, bunk room and full bath on ground level, 2 bedrooms, a full bath and cathedral ceiling open concept living,

  Sigrid Pickering Chimney Hill Realty

  22 Lower Howe's Rd Unit A89, Wilmington, VT 05363
• 

  

  /11

  $35,000 Sold Sep 11, 2025

  • Land
  • 2.21 Acres
  • $15,837 per Acre

  • 30 Days On Market

  Lot 2 Wellington Hill Rd W, Westminster, VT 05346

  2.21-acre parcel of land located in the town of Westminster, Vermont. This lot features classic Vermont stone walls, lovely trees and road frontage. The landowner notes that the flat portion of the lot has been cleared and that there are distant mountain views from the front section of the property when cleared. They also mention that the location may be suitable for a home, yurt, or tiny house

  Erica Reynolds Southern Vermont Realty Group

  Lot 2 Wellington Hill Rd W, Westminster, VT 05346
• 

  

  /40

  Est $123,599 Not Listed For Sale

  • 1 Bed
  • 1 Bath
  • 595 Sq Ft

  335 Depot Rd Unit 2, Williamsville, VT 05362

  335 Depot Rd Unit 2, Williamsville, VT 05362
• 

  

  /28

  $249,000

  • 2 Beds
  • 1 Bath
  • 970 Sq Ft

  3153 Vermont Route 100, Wardsboro, VT 05355

  Charming 2-bedroom, 1-bath rustic cottage featuring a versatile 14x9 mudroom and plenty of recent upgrades. The spacious kitchen flows into a generous dining area, while the cozy living room offers a VT Castings woodstove, a side bar with stools, and warm, inviting finishes. Both bedrooms are nicely sized, with one offering sliding doors that open directly to the backyard—perfect for easy outdoor

  Jennifer Hovey-Densmore Deerfield Valley Real Estate

  3153 Vermont Route 100, Wardsboro, VT 05355
• 

  

  /34

  $520,000 Sold Sep 11, 2025

  • 3,213 Sq Ft
  • $162/SF
  • 5 Days On Market

  • 5 Beds
  • 5 Baths
  • Built 1818

  3708 Vermont 30, Jamaica, VT 05343

  Located in the heart of downtown Jamaica, Vermont, this spacious and beautifully designed Colonial home offers the perfect blend of charm, comfort, and convenience. With 5 bedrooms and 5 bathrooms, there’s plenty of space for a large family or frequent guests. Just minutes from premier ski resorts—Stratton, Bromley, and Magic Mountain—this home is an ideal base for winter and summer adventures.

  Sandy Laserte Berkshire Hathaway HomeServices Stratton Home

  3708 Vermont 30, Jamaica, VT 05343

Showing Results 681 - 720, Page 18 of 18