Windham County, VT Homes

• 

  

  

  /55

  $396,500 Sold Oct 06, 2025

  • 1,958 Sq Ft
  • $203/SF
  • 177 Days On Market

  • 4 Beds
  • 2 Baths
  • Built 1980

  112 Breezy Acres Dr, Vernon, VT 05354

  Set on a beautifully sunlit, spacious lot, this classic Vermont home offers the perfect balance of comfort, functionality, and charm. Tucked in a quiet neighborhood, the property features a generous layout with thoughtful updates throughout. Inside, enjoy fresh new carpet and paint, brand new energy-efficient windows, a new dishwasher and electric range, enhancing both aesthetics and

  Kristen Ziter Taylor Brattleboro Area Realty

  112 Breezy Acres Dr, Vernon, VT 05354
• 

  

  

  /40

  Est $384,040 Not Listed For Sale

  • 4 Beds
  • 2 Baths
  • 3,206 Sq Ft

  6 Hapgood St, Bellows Falls, VT 05101

  6 Hapgood St, Bellows Falls, VT 05101
• 

  

  

  /45

  $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
• 

  

  

  /28

  $350,000 Sold Oct 06, 2025

  • 1,768 Sq Ft
  • $198/SF
  • 31 Days On Market

  • 3 Beds
  • 1.5 Baths
  • Built 1950

  177 Fairview St, Brattleboro, VT 05301

  Ta Da! This is it! This diamond in the rough was built for the owner in 1950 and has been in the family ever since! The kitchen is huge, large enough for the traditional kitchen table, or a new kitchen island. True, it is vintage, but lots of cabinets and countertop for cooking and open to both living and dining for great parties. The living room is 26 ft long and room for everyone with big

  Christine Lewis Brattleboro Area Realty

  177 Fairview St, Brattleboro, VT 05301
• 

  

  

  /10

  Est $175,256 Not Listed For Sale

  • 6 Beds
  • 2 Baths
  • 1,736 Sq Ft

  14 Front St, Bellows Falls, VT 05101

  14 Front St, Bellows Falls, VT 05101
• 

  

  /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
• 

  

  /22

  $69,000 Sold Oct 03, 2025

  • Land
  • 10.01 Acres
  • $6,893 per Acre

  • 3 Days On Market

  1051 Maple Hill Ln, Whitingham, VT 05342

  Escape to your own private retreat with this 10-acre wooded lot. This property features a 2018 trailer already on site, making it the perfect base camp for outdoor adventures in every season. Enjoy fishing and boating at the nearby Lake Whitingham and Lake Sadawga in summer both less than 4 miles away, and nearby snowmobile trails for winter fun- check out the VAST trail maps for accessibility.

  Kelly Agrillo Southern Vermont Realty Group

  1051 Maple Hill Ln, Whitingham, VT 05342
• 

  

  /40

  Est $255,967 Not Listed For Sale

  • 4 Beds
  • 2 Baths
  • 2,804 Sq Ft

  16 Atkinson St, Bellows Falls, VT 05101

  16 Atkinson St, Bellows Falls, VT 05101
• 

  

  /56

  $475,000

  • 6 Beds
  • 3 Baths
  • 3,954 Sq Ft

  430 Huckle Hill Rd, Vernon, VT 05354

  NEW PRICE!! LOTS OF OPTIONS!! This quality built home can be enjoyed as spacious one floor living. Inside, the main level features gleaming hardwood floors with radiant floor heat and an open-concept layout with vaulted ceilings. The bright kitchen offers granite countertops, stainless steel appliances, a breakfast bar, and space for a kitchen table. The adjoining dining area easily accommodates

  Carol Slocum Keller Williams Realty Metro-Keene

  430 Huckle Hill Rd, Vernon, VT 05354
• 

  

  /26

  $401,000 Sold Oct 03, 2025

  • 2,989 Sq Ft
  • $134/SF
  • 5 Days On Market

  • 4 Beds
  • 2.5 Baths
  • Built 1967

  215 Old Town Rd, Wilmington, VT 05363

  Utter and complete privacy, and gorgeous ski trail and mountain views, from this hillside retreat, not far from the village of Wilmington and Mount Snow ski resort. Nestled on a private 4+ acres this lovely location has easy access off a town road, tremendous exposure and sunset views to the west and south. The open concept contemporary style is befitting a unique and fun home away from home,

  Adam Palmiter Berkley & Veller Greenwood/Dover

  215 Old Town Rd, Wilmington, VT 05363
• 

  

  /39

  Est $198,017 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 1,023 Sq Ft

  3 Forest St, Bellows Falls, VT 05101

  3 Forest St, Bellows Falls, VT 05101
• 

  

  /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
• 

  

  /60

  $625,000 Sold Oct 03, 2025

  • 2,731 Sq Ft
  • $229/SF
  • 65 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1880

  49 Tyler St, Brattleboro, VT 05301

  Rare opportunity to own this iconic Queen-Anne Victorian in Brattleboro’s coveted Tyler Street neighborhood. A remarkable and extremely rare blend of country and in-town living. Extraordinary and stunning views of the Connecticut River & Mount Wantastiquet. Lovingly cared for by the same owner for the past 29 yrs. This home sits proudly on the expansive 0.85-acre corner lot, in the core of

  Karen Hoppe Berkley & Veller Greenwood Country

  49 Tyler St, Brattleboro, VT 05301
• 

  

  /40

  Est $308,427 Not Listed For Sale

  • 4 Beds
  • 1.5 Baths
  • 2,245 Sq Ft

  8 Williams Terrace, Bellows Falls, VT 05101

  8 Williams Terrace, Bellows Falls, VT 05101
• 

  

  /49

  $695,000

  • 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
• 

  

  /42

  $620,000 Sold Oct 03, 2025

  • 2,472 Sq Ft
  • $251/SF
  • 210 Days On Market

  • 3 Beds
  • 3.5 Baths
  • Built 1988

  49 Greenspring Rd, Dover, VT 05356

  Located in the desirable Greensprings neighborhood at Mount Snow Ski Resort, this spacious 3-bedroom, 4-bath townhome offers the perfect blend of mountain charm and modern comfort. The inviting interior features a soaring cathedral ceiling in the living room, anchored by a cozy wood-burning fireplace, creating the perfect apres-ski retreat. A second family room adds flexibility, ideal for

  Betsy Wadsworth Four Seasons Sotheby's Int'l Realty

  49 Greenspring Rd, Dover, VT 05356
• 

  

  /36

  Est $304,073 Not Listed For Sale

  • Studio
  • 3 Baths
  • 3,368 Sq Ft

  11 Burt St, Bellows Falls, VT 05101

  11 Burt St, Bellows Falls, VT 05101
• 

  

  /18

  $220,000

  • 3 Beds
  • 1 Bath
  • 1,050 Sq Ft

  5362 Us Route 5, Westminster, VT 05158

  Welcome to this move-in ready home, ideally situated in the heart of picturesque Westminster. This 3-bedroom, 1-bath home offers the perfect blend of charm, comfort and convenience. Step inside from the sunny, porch into a bright and functional kitchen featuring new countertops and easy access to the first-floor laundry area and recently renovated full bath. The layout flows seamlessly into the

  Karen Hoppe Berkley & Veller Greenwood Country

  5362 Us Route 5, Westminster, VT 05158
• 

  

  /30

  $422,500 Sold Oct 03, 2025

  • 1,060 Sq Ft
  • $399/SF
  • 315 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1987

  26 Northbrook Village Way Unit 5L, Dover, VT 05356

  This 2 bedroom, 2 bath, end unit is a great home base for trailside living at Seasons on Mount Snow. Midway up in the development, this unit offers the convenience of ski-on/ski-off, as well as being close enough to walk to one of the best onsite amenities center in the valley. The amenities center features a recently renovated and expanded clubhouse with an indoor pool, locker rooms, saunas,

  John Redd Skihome Realty

  26 Northbrook Village Way Unit 5L, Dover, VT 05356
• 

  

  /38

  Est $242,991 Not Listed For Sale

  • 3 Beds
  • 1.5 Baths
  • 2,178 Sq Ft

  52 Green St, Bellows Falls, VT 05101

  52 Green St, Bellows Falls, VT 05101
• 

  

  /59

  $599,000

  • 3 Beds
  • 2.5 Baths
  • 2,782 Sq Ft

  628 Townshend Rd, Grafton, VT 05146

  One of only two stone houses in the charming town of Grafton, this stately home is a truly special opportunity. Perched on a hill across from the renowned Grafton Cheese Company, the property offers easy access to village amenities and year-round recreation at Grafton Ponds Outdoor Center. Inside, you'll find a spacious and inviting layout: Large front living room with exposed beams, a beautiful

  Jessica Landers Barrett and Valley Associates Inc.

  628 Townshend Rd, Grafton, VT 05146
• 

  

  /19

  $165,000 Sold Oct 03, 2025

  • Land
  • 62.52 Acres
  • $2,639 per Acre

  • 13 Days On Market

  0 Lower Dover Rd Unit 5059019, Marlboro, VT 05344

  Completely hidden from the world, is this outdoor enthusiasts playground. An extensive trail network snakes through the 62 acre parcel, built up and maintained by a 4-wheeler club. Think snowmobiling, cross country skiing, mountain biking galore! And never leave your own property!The stone driveway takes you up to a clearing with a cabin. The seller makes no assurances about the stability of

  Victoria Woods Brattleboro Area Realty

  0 Lower Dover Rd Unit 5059019, Marlboro, VT 05344
• 

  

  /36

  Est $243,019 Not Listed For Sale

  • 4 Beds
  • 1.5 Baths
  • 1,638 Sq Ft

  36 Green St, Bellows Falls, VT 05101

  36 Green St, Bellows Falls, VT 05101
• 

  

  /20

  $469,000

  • 4 Beds
  • 2 Baths
  • 2,219 Sq Ft

  45 Dover Hill Rd, East Dover, VT 05341

  Recently renovated 1900s Colonial just outside the town of Dover, near the Mount Snow ski resort and village of Wilmington, and near Lake Whitingham, with easy access off a paved town road. This cozy Vermont retreat sits on 3+ acres with established trails, a gurgling brook wrapping around the home, bridge to access the rear upper meadow, perennial landscaping, and more. The home is being offered

  Adam Palmiter Berkley & Veller Greenwood/Dover

  45 Dover Hill Rd, East Dover, VT 05341
• 

  

  /38

  $330,000 Sold Oct 03, 2025

  • 1,614 Sq Ft
  • $204/SF
  • 13 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1982

  16 Jennifer Dr, Stratton, VT 05360

  Log Cabin situated in the Vermont countryside, complete with a garage. It features two bedrooms, two bathrooms, a living room, a kitchen, a mudroom, and additionally, two bonus rooms along with a basement. This property is perfectly sized for your Vermont getaway home. It is located just fifteen minutes from the Stratton and Mount Snow ski resorts, as well as golf courses in the summer, and

  Mike England Michael England Real Estate

  16 Jennifer Dr, Stratton, VT 05360
• 

  

  /39

  Est $347,939 Not Listed For Sale

  • 7 Beds
  • 3 Baths
  • 3,780 Sq Ft

  3 Green St, Bellows Falls, VT 05101

  3 Green St, Bellows Falls, VT 05101
• 

  

  /30

  $1,040,000

  • 5 Beds
  • 4.5 Baths
  • 3,363 Sq Ft

  1189 Cole Pond Rd, Jamaica, VT 05343

  Discover a rare opportunity at this five-bedroom, 5-bath waterfront home in the Cole Pond community. Situated just minutes from skiing and steps from the water, this property is a year-round paradise for outdoor enthusiasts.The main home features a spacious four-bedroom, 3.5-bath layout. Its open-concept living and dining area is bathed in natural light from large windows, creating a

  Margaret Mcmahon Four Seasons Sotheby's Int'l Realty

  1189 Cole Pond Rd, Jamaica, VT 05343
• 

  

  /49

  $795,000 Sold Oct 03, 2025

  • 1,993 Sq Ft
  • $399/SF
  • 52 Days On Market

  • 4 Beds
  • 3.5 Baths
  • Built 1984

  65 Styles Branch Rd Unit 819, Stratton, VT 05360

  Welcome to Styles Brook 819, an impeccably maintained end unit townhome nestled in the heart of Stratton Mountain Resort. This spacious and light filled 4 bedroom, 3.5 bath residence offers everything you need for four season mountain living, whether you're hitting the slopes in winter or enjoying the cool summer breeze from your private deck. Soak, unwind and recharge after a day on the mtn in

  Terry Hill Berkshire Hathaway HomeServices Stratton Home

  65 Styles Branch Rd Unit 819, Stratton, VT 05360
• 

  

  /40

  Est $304,924 Not Listed For Sale

  • 4 Beds
  • 3 Baths
  • 5,404 Sq Ft

  35 School St, Bellows Falls, VT 05101

  35 School St, Bellows Falls, VT 05101
• 

  

  /17

  $2,495,000

  • Land
  • 2.36 Acres
  • $1,057,203 per Acre

  4 Gold Medal Cir, Stratton, VT 05343

  This lot is only one mile from the Stratton Mountain Resort's Sun Bowl base area. The lot has views of Stratton's ski trails. The Powers Subdivision has 11 lots in total and 2.71 acres of common land. Additionally, there is 69 acres of conservation land making this community very private. Build your 4-bedroom dream home right here in one of the best planned communities in southern Vermont.

  Andrew King Stratton Real Estate

  4 Gold Medal Cir, Stratton, VT 05343
• 

  

  /45

  $390,000 Sold Oct 03, 2025

  • 1,554 Sq Ft
  • $251/SF
  • 163 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1975

  466 Wheeler Rd, Windham, VT 05359

  This 3-bedroom 2-bath chalet, being sold fully furnished, is quietly nestled on 2.6 acres in the heart of Vermont’s ski country. The upper level has a wonderful, spacious kitchen, with an open floor plan combining the dining area and living room, with wood-burning fireplace, has access to the the wrap around deck. One bedroom with a walk-in closet is also on the upper level. The lower level

  Mike England Michael England Real Estate

  466 Wheeler Rd, Windham, VT 05359
• 

  

  /37

  Est $314,831 Not Listed For Sale

  • 6 Beds
  • 3.5 Baths
  • 4,684 Sq Ft

  29 School St, Bellows Falls, VT 05101

  29 School St, Bellows Falls, VT 05101
• 

  

  /26

  $32,000

  • 1 Bed
  • 2 Baths
  • 791 Sq Ft

  249/251 Qtr 3 Grand Summit Way Unit 249/251 Qtr 3, Dover, VT 05356

  Trailside, best ski in/out mountain location. A really comfortable unit sleep 8. Unit 251 includes a kitchenette, comfortable living room setting, a sleep sofa a Murphy bed and full bath. Unit 249 boasts 2 queen size beds a full bathroom, and a deck with views of the mountain to enjoy skiers on the slope and fireworks. Just imagine entertaining family and friends! Benefits of ownership include

  Sheila Joyce-Albano Skihome Realty

  249/251 Qtr 3 Grand Summit Way Unit 249/251 Qtr 3, Dover, VT 05356
• 

  

  /37

  $400,000 Sold Oct 02, 2025

  • 3,032 Sq Ft
  • $132/SF
  • 55 Days On Market

  • 6 Beds
  • 2.5 Baths
  • Built 1790

  3458 Vt Route 30, Jamaica, VT 05343

  This lovely, updated 1790 Cape blends timeless New England charm with modern functionality and post-and-beam construction. Ideally located just outside the quaint village of Jamaica, the home offers easy access to four major ski resorts—Stratton, Bromley, Magic Mountain, and Mount Snow. Step into the welcoming kitchen, where a cozy fireplace creates a perfect winter haven. A soaring cathedral

  Thomas Dahlin Berkley & Veller Greenwood Country

  3458 Vt Route 30, Jamaica, VT 05343
• 

  

  /25

  Est $216,761 Not Listed For Sale

  • 5 Beds
  • 2 Baths
  • 2,406 Sq Ft

  22 School St, Bellows Falls, VT 05101

  22 School St, Bellows Falls, VT 05101
• 

  

  /48

  $32,000

  • 1 Bed
  • 2 Baths
  • 846 Sq Ft

  226/228, Qtr 2 Grand Summit Way Unit 226/228, Qtr 2, Dover, VT 05356

  Experience the ultimate in flexibility and mountain living with this deeded quartershare at the Grand Summit Hotel. Enjoy 13 weeks of vacation annually—one week every 28 days—on a rotating basis. Use it, rent it, or trade it for other destinations! This spacious valley-side lockout unit comfortably sleeps 8 and features 2 full baths, a kitchen/dining area, and stunning valley views. Unit 226 is a

  Donna Brown Skihome Realty

  226/228, Qtr 2 Grand Summit Way Unit 226/228, Qtr 2, Dover, VT 05356
• 

  

  /21

  $305,000 Sold Oct 02, 2025

  • 1,602 Sq Ft
  • $190/SF
  • 95 Days On Market

  • 3 Beds
  • 1.5 Baths
  • Built 1905

  70 Worden Ln, Townshend, VT 05359

  Price Reduction! Come see this charming 1905 cape, updated with an attached barn and bonus storage space. There is a sweet back yard oasis, beautiful, refinished wood floors, and newer roof. Move in ready. Close to Southern Vermont ski mountains, and easy access to surrounding recreational areas and a great local community.

  Amy Carson Lowe's Real Estate, LLC

  70 Worden Ln, Townshend, VT 05359
• 

  

  /40

  Est $221,418 Not Listed For Sale

  • Studio
  • 3 Baths
  • 3,938 Sq Ft

  26 South St, Bellows Falls, VT 05101

  26 South St, Bellows Falls, VT 05101
• 

  /2

  $70,000

  • Land
  • 1.47 Acres
  • $47,619 per Acre

  0 Huckle Hill Rd Unit 5059719, Vernon, VT 05354

  Amazing Opportunity to Build Your Forever Home!This beautiful south-facing, open lot offers the perfect setting for your dream home, with convenient access to power right at the road. The back portion of the property is graced with mature trees, providing shade and a natural pathway to nearby VAST snowmobile and hiking trails.Enjoy the peace of a quiet country setting where you can

  Kerry Mulverhill

  0 Huckle Hill Rd Unit 5059719, Vernon, VT 05354
• 

  

  /42

  $925,000 Sold Oct 01, 2025

  • 4,150 Sq Ft
  • $223/SF
  • 5 Days On Market

  • 5 Beds
  • 4.5 Baths
  • Built 1983

  65 Hillwinds N, Brattleboro, VT 05301

  This beautiful Colonial blends timeless design with contemporary enhancements. Set on over 2 acres of landscaped grounds, the property offers a country setting just minutes from Brattleboro. Inside, the floor plan has been expanded with large, light-filled rooms & custom features. The gourmet kitchen is a showstopper, w/Quartz counters, custom cabinetry, top-tier appliances, glass tile backsplash

  Robert Doyle Berkley & Veller Greenwood Country

  65 Hillwinds N, Brattleboro, VT 05301

Showing Results 481 - 520, Page 13 of 18