Windham County, VT Homes

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  /34

  Est $883,081 Not Listed For Sale

  • 4 Beds
  • 4 Baths
  • 2,205 Sq Ft

  8 Cedar Creek Dr Unit C-2, Wilmington, VT 05363

  8 Cedar Creek Dr Unit C-2, Wilmington, VT 05363
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  /36

  $310,000 Pending

  • 4 Beds
  • 3 Baths
  • 1,668 Sq Ft

  7 Union St, Brattleboro, VT 05301

  Cheerful, comfortable and cozy! Built in 1903 this nine room, three level home has four bedrooms, and a full bathroom on each level. The hilltop setting gives the back deck a treehouse feel! The light filled kitchen has walnut butcher block counters, a maple hardwood floor, a vintage sink, a coffee/tea nook and glass sliding doors to the deck. The kitchen opens to the dining/living room. A walnut

  Kathy Dowd Bellville Realty

  7 Union St, Brattleboro, VT 05301
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  /27

  $290,000 Sold Sep 26, 2025

  5 Mountain Village Unit 127, Dover, VT 05356

  • 2 Beds
  • 2 Baths
  • 896 Sq Ft
  • Built 1987

  Last Sold Summary

  • 6% Below List Price
  • $324/SF
  • 161 Days On Market

  Last Listing Agent Prema Fitzpatrick Real Broker LLC

  5 Mountain Village Unit 127, Dover, VT 05356
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  /31

  Est $690,838 Not Listed For Sale

  • 2 Beds
  • 3 Baths
  • 1,375 Sq Ft

  78 Middle Ridge Rd Unit 106, Stratton, VT 05155

  78 Middle Ridge Rd Unit 106, Stratton, VT 05155
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  /2

  $70,000

  • Land
  • 2.01 Acres
  • $34,826 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 listen to

  Kerry Mulverhill

  0 Huckle Hill Rd Unit 5059719, Vernon, VT 05354
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  /53

  $725,000 Sold Oct 22, 2025

  55 Crosstown Rd, Dover, VT 05356

  • 4 Beds
  • 3 Baths
  • 2,160 Sq Ft
  • Built 1968

  Last Sold Summary

  • 3% Below List Price
  • $336/SF
  • 51 Days On Market

  Last Listing Agent Betsy Wadsworth Four Seasons Sotheby's Int'l Realty

  55 Crosstown Rd, Dover, VT 05356
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  /40

  Est $2,655,131 Not Listed For Sale

  • 6 Beds
  • 6.5 Baths
  • 7,088 Sq Ft

  83 Overlook Dr, Dover, VT 05356

  83 Overlook Dr, Dover, VT 05356
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  /33

  $449,000

  • 2 Beds
  • 1.5 Baths
  • 1,416 Sq Ft

  6 Gates Lake Raponda Ln, Wilmington, VT 05363

  Welcome to your idyllic escape with private dock on the shores of beautiful Lake Raponda. This cozy 2 bedroom 1.5 bath house offers the perfect blend of rustic charm and modern comfort, nestled in a peaceful wooded setting minutes from downtown Wilmington and a short walk to your waterfront dock!Step inside to discover warm wood accents, open concept living and dining area on the main level

  Heidi Zizza Four Seasons Sotheby's Int'l Realty

  6 Gates Lake Raponda Ln, Wilmington, VT 05363
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  /39

  $410,000 Sold Dec 19, 2025

  39 Weston Heights Rd, Rockingham, VT 05101

  • 3 Beds
  • 2 Baths
  • 2,724 Sq Ft
  • Built 1965

  Last Sold Summary

  • 18% Below List Price
  • $151/SF
  • 90 Days On Market

  Last Listing Agent Jamie Watson BHG Masiello Keene

  39 Weston Heights Rd, Rockingham, VT 05101
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  /5

  Est $52,512 Not Listed For Sale

  2 Johnson Hill Rd, Dover, VT 05356

  2 Johnson Hill Rd, Dover, VT 05356
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  /40

  $214,900

  • 5 Beds
  • 3.5 Baths
  • 3,600 Sq Ft

  2139 Vt Route 30, Townshend, VT 05353

  Great days ahead for the buyer of this stately, plantation styled home on close to three (3) acres. You have to see the interior to believe it. Dated? Yes, but solid bones. Crazy nice wood floors, classic built-ins & style. So many 'nooks & crannies. Cavernous, dry & clean basement. Exterior: 'challenged', but I have all the bids to bring it to 'good' condition & the techies are ready to complete

  Robert Balewicz Evergreen Realty of Vermont

  2139 Vt Route 30, Townshend, VT 05353
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  /41

  $303,000 Sold Feb 03, 2025

  5 Greer Ct, Wilmington, VT 05363

  • 3 Beds
  • 1.5 Baths
  • 1,260 Sq Ft
  • Built 1968

  Last Sold Summary

  • 13% Below List Price
  • $240/SF
  • 139 Days On Market

  Current Estimated Value $319,383

  Last Listing Agent Monique White Deerfield Valley Real Estate

  5 Greer Ct, Wilmington, VT 05363
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  /40

  Est $1,102,950 Not Listed For Sale

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

  1751 Under the Mountain Rd, South Londonderry, VT 05155

  1751 Under the Mountain Rd, South Londonderry, VT 05155
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  /33

  $1,760,000

  • 4 Beds
  • 3.5 Baths
  • 2,698 Sq Ft

  89 Sunbowl Ridge Rd Unit 89A, Stratton, VT 05360

  Trailside!!! Ski in, ski out!! The very best Ski Direct Access at Stratton!! Most popular of luxury townhomes---offering an enlarged patio with Hot Tub, Open and Sunny, Four Bedrooms plus a Den Floorplan, Single Car Garage! Fully Furnished. Hardwood Flooring, floor to ceiling stone, wood burning fireplace! Enjoy this outstanding trailside location. And as an added benefit, the Stratton Training

  Edwin Kevil Stratton Real Estate

  89 Sunbowl Ridge Rd Unit 89A, Stratton, VT 05360
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  /33

  $350,000 Sold Apr 01, 2025

  113 Stockwell Dr, Brattleboro, VT 05301

  • 3 Beds
  • 2 Baths
  • 1,754 Sq Ft
  • Built 1984

  Last Sold Summary

  • 6% Above List Price
  • $200/SF
  • 4 Days On Market

  Current Estimated Value $363,098

  Last Listing Agent Victoria Woods Brattleboro Area Realty

  113 Stockwell Dr, Brattleboro, VT 05301
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  /14

  Est $71,992 Not Listed For Sale

  10 Windsor Rd, Bellows Falls, VT 05101

  10 Windsor Rd, Bellows Falls, VT 05101
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  /51

  $585,000

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

  1886 Winhall Hollow Rd, South Londonderry, VT 05155

  Exceptional property tucked amidst nature with views toward Magic. Whether you're a weekend warrior looking to enjoy everything the Green Mountains have to offer or looking for a year round residence with great schools, this property offers an optimal location- convenient to Stratton, Bromley and Magic Mountains as well as Burr and Burton Academy and Floodbrook School. Gourmet kitchen with gas

  Kim Morgan-Wohler Wohler Realty Group

  1886 Winhall Hollow Rd, South Londonderry, VT 05155
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  /29

  $174,000 Sold Jul 30, 2025

  71 Schoolbus Depot Rd, Bellows Falls, VT 05101

  • 3 Beds
  • 1.5 Baths
  • 920 Sq Ft
  • Built 1987

  Last Sold Summary

  • 13% Below List Price
  • $189/SF
  • 1 Day On Market

  Last Listing Agent Heather Gleim CENTURY 21 North East

  71 Schoolbus Depot Rd, Bellows Falls, VT 05101
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  /11

  Not Listed For Sale

  3960 Jacksonville Stage Rd, West Halifax, VT 05358

  3960 Jacksonville Stage Rd, West Halifax, VT 05358
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  /46

  $315,000 Under Contract

  • 3 Beds
  • 2 Baths
  • 2,194 Sq Ft

  4410 Pikes Falls Rd, Jamaica, VT 05343

  This charming cabin in the woods is the perfect retreat for those seeking adventure and tranquility alike. Surrounded by 10.7 acres of forest, it offers a cozy haven just a short walk from the breathtaking Pikes Falls and is 5 minutes to Stratton Mountain, ideal for skiing enthusiasts during the winter months. In warmer weather, the nearby trails beckon hikers and mountain bikers to explore the

  Elyn Bischof Berkshire Hathaway HomeServices Stratton Home

  4410 Pikes Falls Rd, Jamaica, VT 05343
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  /58

  $745,000 Sold Jul 02, 2025

  55 View Point Rd, Putney, VT 05346

  • 3 Beds
  • 2 Baths
  • 2,284 Sq Ft
  • Built 1980

  Last Sold Summary

  • $326/SF
  • 48 Days On Market

  Current Estimated Value $735,412

  Last Listing Agent Dan Normandeau Berkley & Veller Greenwood Country

  55 View Point Rd, Putney, VT 05346
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  /9

  Not Listed For Sale

  0 Parker Hill Rd, Bellows Falls, VT 05101

  0 Parker Hill Rd, Bellows Falls, VT 05101
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  /27

  $425,000

  • 5 Beds
  • 3 Baths
  • 1,440 Sq Ft

  135 Overlook Dr, Londonderry, VT 05148

  Investment opportunity! This beautiful ski country compound offers 3 streams of rental income, or a home where you can enjoy sweeping views of the West River Valley just minutes away from Magic Mountain skiing and a surprising array of amenities in Londonderry’s town center. A barn apartment over a garage with a 3/4 bath, and an upstairs and downstairs unit with a full bath each, are all equipped

  Zachary Zupan EXP Realty

  135 Overlook Dr, Londonderry, VT 05148
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  /51

  $425,000 Sold Nov 18, 2025

  17 Tinker Hill Rd, Guilford, VT 05301

  • 4 Beds
  • 2 Baths
  • 2,445 Sq Ft
  • Built 1928

  Last Sold Summary

  • $174/SF
  • 74 Days On Market

  Last Listing Agent Christine Lewis Brattleboro Area Realty

  17 Tinker Hill Rd, Guilford, VT 05301
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  /12

  Est $619,625 Not Listed For Sale

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

  58 Oak St, Brattleboro, VT 05301

  58 Oak St, Brattleboro, VT 05301
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  /52

  $1,150,000

  • 8 Beds
  • 4 Baths
  • 4,828 Sq Ft

  5 Tannery Rd, West Dover, VT 05356

  Discover your getaway at Mount Snow in this beautifully renovated 8-bedroom estate, ideal for unforgettable family gatherings, cherished reunions, or inspiring work retreats. Set on nearly 4 serene acres at the foot of Mount Snow, you'll be surrounded by breathtaking mountain views and enjoy effortless access to the slopes just a short drive away. This magnificent home features a dedicated

  Michelle O'Neil Deerfield Valley Real Estate

  5 Tannery Rd, West Dover, VT 05356
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  /17

  $20,750 Sold May 30, 2025

  305 Qtr. 3 89 Grand Summit Way, Dover, VT 05356

  • 1 Bed
  • 1 Bath
  • 671 Sq Ft
  • Built 1998

  Last Sold Summary

  • 25% Below List Price
  • $31/SF
  • 354 Days On Market

  Last Listing Agent Donald Koelsch Deerfield Valley Real Estate

  305 Qtr. 3 89 Grand Summit Way, Dover, VT 05356
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  /32

  Not Listed For Sale

  • 4 Beds
  • 4 Baths
  • 3,632 Sq Ft

  85 Route 100, West Dover, VT 05356

  85 Route 100, West Dover, VT 05356
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  /37

  $50,000

  • Land
  • 0.93 Acre
  • $53,763 per Acre

  564 Upper Dam Rd, Wilmington, VT 05363

  Double lot on top of the Hill! Recent soil tests say this looks good for a 3-bedroom home! If you've been thinking of building your dream home, this is a great spot. Walk to the Clubhouse, seasonal views, about 2,400' in elevation, facing SE. Enjoy all the amenities Chimney Hill offers including year-round swimming, in-season tennis, basketball, pickleball, ice skating, pond fishing,

  Sigrid Pickering Chimney Hill Realty

  564 Upper Dam Rd, Wilmington, VT 05363
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  /31

  $250,000 Sold Jun 13, 2025

  82 Two Brook Dr, Wilmington, VT 05363

  • 3 Beds
  • 1.5 Baths
  • 1,153 Sq Ft
  • Built 1976

  Last Sold Summary

  • 44% Below List Price
  • $217/SF
  • 361 Days On Market

  Current Estimated Value $276,286

  Last Listing Agent Tony Tribuno Skihome Realty

  82 Two Brook Dr, Wilmington, VT 05363
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  /22

  Not Listed For Sale

  0 Bills Rd, Stratton, VT 05360

  0 Bills Rd, Stratton, VT 05360
• 

  

  /24

  $29,900 Pending

  • 2 Beds
  • 1 Bath
  • 684 Sq Ft

  97 Glen St, Brattleboro, VT 05301

  Finally!! Affordable!! This just right sized home is tucked into the 55 and older park for peace and quiet. Along the brook, the damaged homes have been removed and replaced with open green space with a gentle park like feel. There is an awning over the stairs, an added pitched roof, spacious front end kitchen/dining with several windows and some built-ins. Located in one of the 3 parks, making

  Angela Sherman Brattleboro Area Realty

  97 Glen St, Brattleboro, VT 05301
• 

  /2

  $692,000 Sold Oct 03, 2025

  19 Village Lodge Rd Unit 207, Stratton, VT 05155

  • 2 Beds
  • 2 Baths
  • 1,663 Sq Ft
  • Built 2004

  Last Sold Summary

  • 1% Below List Price
  • $416/SF
  • 0 Days On Market

  Last Listing Agent Kim Morgan-Wohler Wohler Realty Group

  19 Village Lodge Rd Unit 207, Stratton, VT 05155
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  /32

  Not Listed For Sale

  • 6 Beds
  • 2 Baths
  • 2,899 Sq Ft

  432 Route 121, Westminster, VT 05158

  432 Route 121, Westminster, VT 05158
• 

  

  /31

  $435,000

  • 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
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  /38

  $109,000 Sold Jul 30, 2025

  16 Jones Hill Rd, Newfane, VT 05362

  • 3 Beds
  • 1 Bath
  • 1,400 Sq Ft
  • Built 1938

  Last Sold Summary

  • 3% Below List Price
  • $78/SF
  • 6 Days On Market

  Current Estimated Value $157,956

  Last Listing Agent Robert Balewicz Evergreen Realty of Vermont

  16 Jones Hill Rd, Newfane, VT 05362
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  /3

  Est $416,408 Not Listed For Sale

  • Studio
  • 2 Baths
  • 2,863 Sq Ft

  394 Canal St, Brattleboro, VT 05301

  394 Canal St, Brattleboro, VT 05301
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  /58

  $349,900

  • 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
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  /8

  $59,000 Sold Mar 14, 2025

  1625 Vt Route 9, Searsburg, VT 05363

  • Land
  • 13.5 Acres
  • $4,370 per Acre

  Last Sold Summary

  • 12% Below List Price
  • 172 Days On Market

  Last Listing Agent Mike Masters Four Seasons Sotheby's Int'l Realty

  1625 Vt Route 9, Searsburg, VT 05363
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  /40

  Est $572,482 Not Listed For Sale

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

  1084 Cyrus Rd, Whitingham, VT 05361

  1084 Cyrus Rd, Whitingham, VT 05361

Showing Results 121 - 160, Page 4 of 18