Windham County, VT Real Estate & Homes For Sale

169 homes

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3.51 ACRES
$1,725,000
6 Beds
6.5 Baths
5,545 sqft
420 Ray Hill Road,
Wilmington, VT 05363
PrimeMLS
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3D VIEW
1 ACRE
$360,000
3 Beds
2 Baths
1,312 sqft
96 Lower Bartonsville Road,
Chester, VT 05143
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2 ACRES
$350,000
4 Beds
2.5 Baths
2,066 sqft
313 Dover Road,
Williamsville, VT 05362
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$239,900
2 Beds
1.5 Baths
2,184 sqft
6 Church Street,
Wilmington, VT 05363
PrimeMLS
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1.09 ACRES
$749,900
4 Beds
2.5 Baths
6,232 sqft
4 Signal Pine Road,
Putney, VT 05346
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3D VIEW
14.03 ACRES
$995,000
3 Beds
3 Baths
2,821 sqft
179 Reed Road,
Athens, VT 05143
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47.7 ACRES
$624,900
4 Beds
2.5 Baths
2,904 sqft
37 Stowe Hill Road,
Wilmington, VT 05363
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3D VIEW
2.82 ACRES
$1,600,000
5 Beds
5 Baths
6,118 sqft
3 Eldredge Road,
Chester, VT 05143
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1.71 ACRES
$5,100,000
10 Beds
9.5 Baths
6,648 sqft
15 Sawmill Road,
Stratton, VT 05360
PrimeMLS
3D VIEW
2.96 ACRES
$1,315,000
5 Beds
4 Baths
2,974 sqft
494-498 Goodaleville Road,
Jamaica, VT 05343
PrimeMLS
0.9 ACRES
$482,000
3 Beds
2.5 Baths
1,784 sqft
56 Park Laughton Road,
East Dummerston, VT 05346
PrimeMLS
FOR SALE BY OWNER
4.6 ACRES
$649,000
3 Beds
2.5 Baths
2,611 sqft
279 Westminster Rd,
Putney, VT 05346
2.71 ACRES
$550,000
3 Beds
5 Baths
5,046 sqft
13 Brookside Lane,
Newfane, VT 05345
PrimeMLS
$499,000
3 Beds
2.5 Baths
1,912 sqft
11 Dutchman Lane #4A,
Wilmington, VT 05363
PrimeMLS
18.37 ACRES
$1,300,000
2 Beds
1.5 Baths
2,721 sqft
51 Dusty Ridge Road,
Putney, VT 05346
PrimeMLS
0.42 ACRES
$645,000
4 Beds
3 Baths
2,740 sqft
1161 Little Pond Road,
Londonderry, VT 05148
PrimeMLS
0.9 ACRES
$249,000
1 Bed
468 sqft
246 Mann Road,
Wilmington, VT 05363
PrimeMLS
0.43 ACRES
$875,000
4 Beds
4 Baths
3,374 sqft
11 Stone Ridge Loop,
West Dover, VT 05356
PrimeMLS
$735,000
2 Beds
2 Baths
1,131 sqft
771 Stratton Mountain Access Road #457,
South Londonderry, VT 05155
PrimeMLS
3D VIEW
1.18 ACRES
$799,000
4 Beds
3.5 Baths
2,272 sqft
12 Encore Place,
West Dover, VT 05356
PrimeMLS
$230,000
2 Beds
1.5 Baths
1,248 sqft
11 Evergreen Lane,
Brattleboro, VT 05301
PrimeMLS
3D VIEW
7.1 ACRES
$1,997,000
4 Beds
4.5 Baths
3,631 sqft
14 Talon Drive,
West Wardsboro, VT 05360
PrimeMLS
3D VIEW
80.1 ACRES
$674,000
3 Beds
2 Baths
1,660 sqft
85 Brown's Road,
Newfane, VT 05345
PrimeMLS
NEW CONSTRUCTION
11.2 ACRES
$5,998,000
5 Beds
6 Baths
4,000 sqft
88 Mann Road,
Wilmington, VT 05363
PrimeMLS
0.73 ACRES
$519,000
3 Beds
2 Baths
1,814 sqft
1886 Winhall Hollow Road,
South Londonderry, VT 05155
PrimeMLS
3D VIEW
3 ACRES
$725,000
5 Beds
3 Baths
2,427 sqft
95 Hemlock Drive,
Londonderry, VT 05148
PrimeMLS
745 ACRES
$2,290,000
5 Beds
6 Baths
4,400 sqft
634 Lower Dover Road,
Brattleboro, VT 05301
PrimeMLS
OPEN SAT, 1:30-3PM
3D VIEW
20.1 ACRES
$669,000
3 Beds
2 Baths
3,044 sqft
661 Wright Orchard Road,
Grafton, VT 05146
PrimeMLS
0.87 ACRES
$869,900
3 Beds
2 Baths
2,000 sqft
45 Sawmill Village Way,
West Dover, VT 05356
PrimeMLS
3 ACRES
$835,000
3 Beds
2.5 Baths
3,200 sqft
482 East Dover Road,
Wardsboro, VT 05355
PrimeMLS
1.25 ACRES
$439,000
5 Beds
2 Baths
2,194 sqft
3327 Route 30,
Jamaica, VT 05343
PrimeMLS
16.05 ACRES
$1,500,000
7 Beds
7.5 Baths
8,364 sqft
251 Pratt Bridge Road,
Jamaica, VT 05343
PrimeMLS
0.75 ACRES
$350,000
7 Beds
4 Baths
3,551 sqft
1950 N. Main Street,
Londonderry, VT 05148
PrimeMLS
3D VIEW
3.5 ACRES
$734,000
3 Beds
4 Baths
4,285 sqft
258 Chester Road,
Grafton, VT 05146
PrimeMLS
2.4 ACRES
$495,000
4 Beds
3 Baths
2,115 sqft
367 Stratton Gate Road,
Jamaica, VT 05343
PrimeMLS
3D VIEW
5.5 ACRES
$1,149,000
3 Beds
3 Baths
3,654 sqft
201 Chester Hill Road,
Grafton, VT 05146
PrimeMLS
44.47 ACRES
$3,995,000
4 Beds
5.5 Baths
5,500 sqft
816 Black Bear Road,
Jamaica, VT 05343
PrimeMLS
45.31 ACRES
$1,150,000
4 Beds
3.5 Baths
3,649 sqft
364 Houghtonville Road,
Grafton, VT 05146
PrimeMLS
0.4 ACRES
$457,000
3 Beds
2 Baths
1,600 sqft
4027 Route 100 Highway,
West Wardsboro, VT 05360
PrimeMLS
1.6 ACRES
$4,150,000
5 Beds
5.5 Baths
5,700 sqft
24 Sawmill Road,
Stratton, VT 05360
PrimeMLS

Copyright 2026 PrimeMLS, Inc. All rights reserved. This information is deemed reliable, but not guaranteed. The data relating to real estate displayed on this display comes in part from the IDX Program of PrimeMLS. The information being provided is for consumers’ personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Data last updated 2026-10-20 11:13:31 PDT.
This display of listings may or may not be the entire Compilation from the PrimeMLS database, and PrimeMLS does not guarantee the accuracy of such information.

Windham County, VT Real Estate & Homes For Sale

169 homes

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