5 Bedroom Homes for Sale in Windham County, VT

price
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1-60 of 79 Homes
5+ beds
$250,000 | 556 South Main Street, Brattleboro, VT 05301
1/5

$250,000

6
Bedrooms
2,112
Square Feet
0.15
Acres

556 South Main Street, Brattleboro, VT 05301

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$370,000 | 10 Birge Street, Brattleboro, VT 05301

$370,000

5
Bedrooms
3,002
Square Feet
0.15
Acres

10 Birge Street, Brattleboro, VT 05301

$380,000 | 25 Cottage Street, Brattleboro, VT 05301
1/5

$380,000

6
Bedrooms
3,264
Square Feet
0.15
Acres

25 Cottage Street, Brattleboro, VT 05301

$2,799,000 | 36 Woffenden Road, Wilmington, VT 05363
1/41

$2,799,000

6
Bedrooms
3,309
Square Feet
260
Acres

36 Woffenden Road, Wilmington, VT 05363

$225,000 | 16 Washington Street, Brattleboro, VT 05301
1/33

$225,000

5
Bedrooms
2,209
Square Feet
0.21
Acres

16 Washington Street, Brattleboro, VT 05301

$450,000 | 343 Haystack Road, Wilmington, VT 05363
1/29

$450,000

7
Bedrooms
3,518
Square Feet
3.08
Acres

343 Haystack Road, Wilmington, VT 05363

$550,000 | 238 Hemlock Hill Road, Wardsboro, VT 05360
1/32

$550,000

5
Bedrooms
2,892
Square Feet
1
Acres

238 Hemlock Hill Road, Wardsboro, VT 05360

$899,800 | 925 Hinesburg Road, Brattleboro, VT 05301
1/51

$899,800

5
Bedrooms
7,430
Square Feet
18.11
Acres

925 Hinesburg Road, Brattleboro, VT 05301

$1,560,000 | 36 A Boulder Ridge Drive, West Dover, VT 05356
1/40

$1,560,000

5
Bedrooms
4,100
Square Feet

36 A Boulder Ridge Drive, West Dover, VT 05356

$494,000 | 45 Bluebrook Road, West Dover, VT 05356
1/26

$494,000

7
Bedrooms
2,038
Square Feet
1
Acres

45 Bluebrook Road, West Dover, VT 05356

$690,000 | 341 Under The Mountain Road, Londonderry, VT 05155
1/37

$690,000

5
Bedrooms
2,635
Square Feet
44.4
Acres

341 Under The Mountain Road, Londonderry, VT 05155

$1,040,000 | 1189 Cole Pond Road, Jamaica, VT 05343
1/30

$1,040,000

5
Bedrooms
3,363
Square Feet
0.6
Acres

1189 Cole Pond Road, Jamaica, VT 05343

$795,000 | 3715 Highway 11, Londonderry, VT 05148
1/38

$795,000

5
Bedrooms
2,338
Square Feet
7.8
Acres

3715 Highway 11, Londonderry, VT 05148

$1,575,000 | 314 Putnam State Forest Road, Grafton, VT 05146
1/44
Virtual Tour

$1,575,000

5
Bedrooms
4,099
Square Feet
72
Acres

314 Putnam State Forest Road, Grafton, VT 05146

$2,495,000 | 56 Handle Road, West Dover, VT 05356
1/60

$2,495,000

6
Bedrooms
6,400
Square Feet
22
Acres

56 Handle Road, West Dover, VT 05356

$1,050,000 | 17 A Boulder Ridge Drive, Unit A, West Dover, VT 05356
1/54
Virtual Tour

$1,050,000

5
Bedrooms
4,040
Square Feet

17 A Boulder Ridge Drive, Unit A, West Dover, VT 05356

$357,000 | 88-90 Westminster Street, Rockingham, VT 05101
1/36

$357,000

6
Bedrooms
3,590
Square Feet
0.3
Acres

88-90 Westminster Street, Rockingham, VT 05101

$299,000 | 2072 North Main Street, Londonderry, VT 05148
1/49

$299,000

6
Bedrooms
3,942
Square Feet
0.82
Acres

2072 North Main Street, Londonderry, VT 05148

$425,000 | 135 Overlook Drive, Londonderry, VT 05148
1/59

$425,000

5
Bedrooms
1,440
Square Feet
2.68
Acres

135 Overlook Drive, Londonderry, VT 05148

$1,990,000 | 6 Trail View Lane, West Dover, VT 05356
1/54

$1,990,000

5
Bedrooms
7,190
Square Feet
2.07
Acres

6 Trail View Lane, West Dover, VT 05356

$825,000 | 136 Vermont Rte 100, West Dover, VT 05356
1/41

$825,000

7
Bedrooms
1,152
Square Feet
0.99
Acres

136 Vermont Rte 100, West Dover, VT 05356

$549,000 | 673 Highway 121, Grafton, VT 05146
1/56

$549,000

5
Bedrooms
3,000
Square Feet
45.6
Acres

673 Highway 121, Grafton, VT 05146

$284,000 | 5 Reynolds Drive, Brattleboro, VT 05301
1/50

$284,000

5
Bedrooms
2,360
Square Feet
0.07
Acres

5 Reynolds Drive, Brattleboro, VT 05301

$799,000 | 32 Old Town Road, West Dover, VT 05356
1/27

$799,000

5
Bedrooms
3,306
Square Feet
2
Acres

32 Old Town Road, West Dover, VT 05356

$349,000 | 1033 Burrington Hill Road, Whitingham, VT 05361
1/57

$349,000

5
Bedrooms
2,336
Square Feet
12.8
Acres

1033 Burrington Hill Road, Whitingham, VT 05361

$8,200,000 | 557 Trager Road, Jamaica, VT 05343
1/60

$8,200,000

6
Bedrooms
10,763
Square Feet
416.27
Acres

557 Trager Road, Jamaica, VT 05343

$1,498,500 | 4669 Vermont Rte 100, Londonderry, VT 05148
1/40
Virtual Tour

$1,498,500

7
Bedrooms
4,649
Square Feet
211.45
Acres

4669 Vermont Rte 100, Londonderry, VT 05148

$700,000 | 5 William Mundell Road, Newfane, VT 05351
1/60

$700,000

6
Bedrooms
3,630
Square Feet
7.5
Acres

5 William Mundell Road, Newfane, VT 05351

$999,000 | 151 Townshend Road, Grafton, VT 05146
1/60

$999,000

6
Bedrooms
5,828
Square Feet
1.04
Acres

151 Townshend Road, Grafton, VT 05146

$1,160,000 | 82 North Brookwood Road, Stratton, VT 05340
1/60

$1,160,000

5
Bedrooms
3,664
Square Feet
1.57
Acres

82 North Brookwood Road, Stratton, VT 05340

$389,000 | 733 Highway 121, Westminster, VT 05101
1/37

$389,000

7
Bedrooms
3,460
Square Feet
0.5
Acres

733 Highway 121, Westminster, VT 05101

$599,000 | 48 Upper Highlands Loop, West Dover, VT 05356
1/31

$599,000

5
Bedrooms
1,800
Square Feet
0.86
Acres

48 Upper Highlands Loop, West Dover, VT 05356

$825,000 | 6036 Jacksonville Stage Road, Halifax, VT 05358
1/40

$825,000

5
Bedrooms
1,224
Square Feet
216
Acres

6036 Jacksonville Stage Road, Halifax, VT 05358

$850,000 | 4880 Pikes Falls Road, Jamaica, VT 05343
1/57

$850,000

5
Bedrooms
3,218
Square Feet
2
Acres

4880 Pikes Falls Road, Jamaica, VT 05343

$1,850,000 | 3 Slopeside Road, West Dover, VT 05356
1/38

$1,850,000

6
Bedrooms
4,154
Square Feet
0.52
Acres

3 Slopeside Road, West Dover, VT 05356

$747,500 | 67 Castle Hill Road, Wilmington, VT 05363
1/43

$747,500

5
Bedrooms
3,436
Square Feet
0.75
Acres

67 Castle Hill Road, Wilmington, VT 05363

$399,000 | 19 Canal Street, Brattleboro, VT 05301
1/22

$399,000

9
Bedrooms
4
Bathrooms
3,286
Square Feet
0.09
Acres

19 Canal Street, Brattleboro, VT 05301

$1,295,000 | 4427 West Hill Road South, Jamaica, VT 05343
1/36

$1,295,000

5
Bedrooms
3,040
Square Feet
11.12
Acres

4427 West Hill Road South, Jamaica, VT 05343

$1,475,000 | 53 Hickory Ridge Road, Putney, VT 05346
1/45
Virtual Tour

$1,475,000

7
Bedrooms
6,292
Square Feet
7.93
Acres

53 Hickory Ridge Road, Putney, VT 05346

$995,000 | 8 Twin Rocks Road, West Dover, VT 05356
1/60

$995,000

5
Bedrooms
3,906
Square Feet
1.09
Acres

8 Twin Rocks Road, West Dover, VT 05356

$499,000 | 16 School Street, Brattleboro, VT 05301
1/23

$499,000

12
Bedrooms
6,000
Square Feet
0.13
Acres

16 School Street, Brattleboro, VT 05301

$2,895,000 | 2060 Townshend Road, Grafton, VT 05146
1/60

$2,895,000

6
Bedrooms
3,946
Square Feet
317.09
Acres

2060 Townshend Road, Grafton, VT 05146

$789,000 | 15 Sawmill Village Way, West Dover, VT 05356
1/29

$789,000

5
Bedrooms
2,856
Square Feet
0.42
Acres

15 Sawmill Village Way, West Dover, VT 05356

$475,000 | 4303 Hinesburg Road, Guilford, VT 05301
1/44

$475,000

6
Bedrooms
3,682
Square Feet
10.9
Acres

4303 Hinesburg Road, Guilford, VT 05301

$839,000 | 42 Blackberry Lane, Jamaica, VT 05343
1/37

$839,000

5
Bedrooms
3,840
Square Feet
5.7
Acres

42 Blackberry Lane, Jamaica, VT 05343

$795,000 | 2435 Stage Road, Guilford, VT 05301
1/55

$795,000

6
Bedrooms
3,877
Square Feet
0.93
Acres

2435 Stage Road, Guilford, VT 05301

$1,975,000 | 183 Old Mill Lane, Wilmington, VT 05363
1/43

$1,975,000

5
Bedrooms
5,063
Square Feet
10.08
Acres

183 Old Mill Lane, Wilmington, VT 05363

$1,650,000 | 874 Middletown Road, Grafton, VT 05146
1/33

$1,650,000

5
Bedrooms
4,443
Square Feet
66.8
Acres

874 Middletown Road, Grafton, VT 05146

$3,495,000 | 238 Stowe Hill Road, Wilmington, VT 05363
1/59
Virtual Tour

$3,495,000

9
Bedrooms
6,726
Square Feet
16.79
Acres

238 Stowe Hill Road, Wilmington, VT 05363

$1,050,000 | 1 C Ego Alley, West Dover, VT 05356
1/31

$1,050,000

5
Bedrooms
3,300
Square Feet

1 C Ego Alley, West Dover, VT 05356

$774,000 | 798 Vermont Rte 100, Wilmington, VT 05363
1/46

$774,000

5
Bedrooms
3,091
Square Feet
1.05
Acres

798 Vermont Rte 100, Wilmington, VT 05363

$774,000 | 798 Vermont Rte 100, Wilmington, VT 05363
1/42

$774,000

5
Bedrooms
3,091
Square Feet
1.05
Acres

798 Vermont Rte 100, Wilmington, VT 05363

$649,000 | 36 Bears Den Road, West Dover, VT 05356
1/30

$649,000

5
Bedrooms
2,830
Square Feet
0.45
Acres

36 Bears Den Road, West Dover, VT 05356

$2,100,000 | 121 Fannie Hill Drive, Wilmington, VT 05363
1/33

$2,100,000

7
Bedrooms
4,256
Square Feet
0.55
Acres

121 Fannie Hill Drive, Wilmington, VT 05363

$1,392,000 | 224 Cobble Ridge Road, Londonderry, VT 05148
1/43

$1,392,000

5
Bedrooms
5,160
Square Feet
7.02
Acres

224 Cobble Ridge Road, Londonderry, VT 05148

$4,500,000 | 24 Sawmill Road, Stratton, VT 05155
1/52

$4,500,000

5
Bedrooms
5,700
Square Feet
1.6
Acres

24 Sawmill Road, Stratton, VT 05155

$1,100,000 | 35 Theron Fisher Drive, Grafton, VT 05146
1/48
Virtual Tour

$1,100,000

5
Bedrooms
3,100
Square Feet
5.5
Acres

35 Theron Fisher Drive, Grafton, VT 05146

$649,000 | 7 Tapping Tree Lane, West Dover, VT 05356
1/31

$649,000

5
Bedrooms
2,688
Square Feet
2.2
Acres

7 Tapping Tree Lane, West Dover, VT 05356

$350,000 | 1950 North Main Street, Londonderry, VT 05148
1/9

$350,000

7
Bedrooms
3,551
Square Feet
0.75
Acres

1950 North Main Street, Londonderry, VT 05148

$350,000 | 1950 North Main Street, Londonderry, VT 05148
1/25

$350,000

7
Bedrooms
4
Bathrooms
3,551
Square Feet
0.75
Acres

1950 North Main Street, Londonderry, VT 05148

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