Windham County, VT Real Estate & Homes For Sale

358 homes

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3.31 ACRES
$589,000
3 Beds
2.5 Baths
2,782 sqft
628 Townshend Road,
Grafton, VT 05146
PrimeMLS, Active
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0.6 ACRES
$1,040,000
5 Beds
4.5 Baths
3,363 sqft
1189 Cole Pond Road,
Jamaica, VT 05343
PrimeMLS, Active
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$380,000
6 Beds
4 Baths
3,264 sqft
25 Cottage Street,
Brattleboro, VT 05301
PrimeMLS, Active
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0.65 ACRES
$350,000
2 Beds
4 Baths
3,312 sqft
573 South Main Street,
Brattleboro, VT 05301
PrimeMLS, Active
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$370,000
5 Beds
4 Baths
3,002 sqft
10 Birge Street,
Brattleboro, VT 05301
PrimeMLS, Active
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$270,000
6 Beds
2 Baths
2,112 sqft
556 South Main Street,
Brattleboro, VT 05301
PrimeMLS, Active
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2.36 ACRES
$2,495,000
4 Gold Medal Circle #4,
South Londonderry, VT 05155
PrimeMLS, Active
2.01 ACRES
$70,000
0 Huckle Hill Road,
Vernon, VT 05354
PrimeMLS, Active
0.44 ACRES
$435,000
4 Beds
2 Baths
1,344 sqft
27 Country Court,
Wilmington, VT 05363
PrimeMLS, Active
2 ACRES
$349,900
3 Beds
2 Baths
1,840 sqft
1192 Chapel Hill Road,
Whitingham, VT 05361
PrimeMLS, Active
NEW CONSTRUCTION
1.86 ACRES
$749,000
4 Beds
2.5 Baths
2,400 sqft
717 Horsenail Hill Road,
Chester, VT 05143
PrimeMLS, Active
$437,000
4 Beds
3.5 Baths
2,015 sqft
29 First Lane #17,
Wilmington, VT 05363
PrimeMLS, Active
67.63 ACRES
$585,000
932 Middle Road,
Brattleboro, VT 05301
PrimeMLS, Active
3.5 ACRES
$67,500
0 Dover Road,
South Newfane, VT 05351
PrimeMLS, Active
$300,000
4 Beds
2 Baths
1,808 sqft
109 Central Street,
Brattleboro, VT 05301
PrimeMLS, Active
44.4 ACRES
$690,000
5 Beds
3 Baths
2,635 sqft
341 Under The Mountain Road,
South Londonderry, VT 05155
PrimeMLS, Active
6.8 ACRES
$650,000
4 Beds
3 Baths
2,978 sqft
23 Brook Road,
Saxtons River, VT 05154
PrimeMLS, Active
NEW CONSTRUCTION
10.9 ACRES
$349,000
4 Beds
2 Baths
442 McMillan Road,
Whitingham, VT 05361
PrimeMLS, Active
$1,495,000
4 Beds
3.5 Baths
2,363 sqft
43 Middle Ridge Road #415,
South Londonderry, VT 05155
PrimeMLS, Active
0.5 ACRES
$25,000
30 Upper Howes Way #A-30,
Wilmington, VT 05363
PrimeMLS, Active
$469,000
3 Beds
3 Baths
2,016 sqft
33D White Oaks Loop #38,
West Dover, VT 05356
PrimeMLS, Active
$349,000
2 Beds
2 Baths
1,035 sqft
32B Snow Tree Lane #Oaks B,
West Dover, VT 05356
PrimeMLS, Active
1 ACRE
$494,000
7 Beds
2 Baths
2,038 sqft
45 Blue Brook Road,
West Dover, VT 05356
PrimeMLS, Active
$90,000
3 Beds
1 Bath
1,030 sqft
93 Clark Street,
Brattleboro, VT 05301
PrimeMLS, Active
21 ACRES
$839,000
6 Beds
4.5 Baths
3,500 sqft
5825 Route 30,
West Townshend, VT 05359
PrimeMLS, Active
$1,499,000
4 Beds
3.5 Baths
3,666 sqft
3 Overbrook Drive #Outlook,
West Dover, VT 05356
PrimeMLS, Active
29.2 ACRES
$259,900
1270 Melendy Hill Road,
Brattleboro, VT 05301
PrimeMLS, Active
18.93 ACRES
$235,000
0 Forest Heights,
West Dover, VT 05356
PrimeMLS, Active
0.84 ACRES
$185,000
1 Pinnacle View Lane,
West Dover, VT 05356
PrimeMLS, Active
0.75 ACRES
$879,000
5 Beds
3 Baths
3,015 sqft
100 Mowing Way,
Wilmington, VT 05363
PrimeMLS, Active
0.64 ACRES
$429,000
3 Beds
2 Baths
1,300 sqft
156 Mountain View Road,
Wilmington, VT 05363
PrimeMLS, Active
1.31 ACRES
$125,000
118 Chimney Hill Road #M118,
Wilmington, VT 05363
PrimeMLS, Active
$450,000
4 Beds
3.5 Baths
1,800 sqft
16 Tenth Lane #40,
Wilmington, VT 05363
PrimeMLS, Active
2 ACRES
$699,000
3 Beds
4 Baths
3,796 sqft
233 Poverty Row,
Whitingham, VT 05361
PrimeMLS, Active
8.52 ACRES
$139,000
0 Higley Hill Road Lot #4,
East Dover, VT 05341
PrimeMLS, Active
AUCTION
14.7 ACRES
$95,000
0 Higley Hill Road Lot #3,
East Dover, VT 05341
PrimeMLS, Active
14.91 ACRES
$119,000
0 Higley Hill Road Lot #2,
East Dover, VT 05341
PrimeMLS, Active
9.45 ACRES
$165,000
0 Higley Hill Road Lot #1,
East Dover, VT 05341
PrimeMLS, Active
18 ACRES
$250,000
0 Melendy Hill Road,
Brattleboro, VT 05301
PrimeMLS, Active
$698,000
4 Beds
3 Baths
2,600 sqft
10B Grouse Lane,
West Dover, VT 05356
PrimeMLS, Active

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 2026-05-16 18:47:00 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

358 homes

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