Vermont Real Estate Listings for Windsor County
200 results in search
60 photos
650 Francis Road Barnard VT 05031
$39,000,000
Beds: 2
Baths: 7
Sq Ft: 9,950
Days on Market: 58

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59 photos
355 Greene Road Woodstock VT 05071
$18,000,000
Beds: 7
Baths: 10
Sq Ft: 12,520
Days on Market: 58

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42 photos
3147 Mount Hunger Road Barnard VT 05031
$15,000,000
Beds: 5
Baths: 10
Sq Ft: 9,679
Days on Market: 172

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47 photos
115 Eastman Road Woodstock VT 05071
$8,000,000
Beds: 3
Baths: 4
Sq Ft: 5,384
Days on Market: 222

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48 photos
412 Skyland Lane Woodstock VT 05091
$6,750,000
Beds: 4
Baths: 5
Sq Ft: 5,087
Days on Market: 192

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43 photos
37 Maxham Road Pomfret VT 05067
$6,100,000
Beds: 6
Baths: 6
Sq Ft: 8,264
Days on Market: 40

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41 photos
3800 Weston Andover Road Andover VT 05143
$5,950,000
-$1,000,000
Beds: 8
Baths: 8
Sq Ft: 10,062
Days on Market: 445

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28 photos
85 Pallottas Hill Ludlow VT 05149
$5,500,000
Beds: 0
Baths:
Sq Ft:
Days on Market: 75

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42 photos
85 Pallottas Hill Road Ludlow VT 05149
$5,500,000
Beds: 4
Baths: 2
Sq Ft: 3,150
Days on Market: 75

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48 photos
5893 Stage Road Barnard VT 05031
$4,900,000
Beds: 7
Baths: 9
Sq Ft: 9,464
Days on Market: 212

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60 photos
476 Salt Ash Road Plymouth VT 05056
$4,850,000
Beds: 5
Baths: 6
Sq Ft: 9,153
Days on Market: 176

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41 photos
170 VT Route 100 Bridgewater VT 05035
$4,200,000
Beds:
Baths:
Sq Ft:
Days on Market: 123

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33 photos
5685 VT Route 12 Barnard VT 05031
$3,945,000
-$545,000
Beds: 5
Baths: 6
Sq Ft: 8,122
Days on Market: 203

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60 photos
348 Turtle Hill Road Ludlow VT 05149
$3,650,000
Beds: 5
Baths: 4
Sq Ft: 5,181
Days on Market: 165

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40 photos
61 Academy Circle Woodstock VT 05071
$3,500,000
Beds: 6
Baths: 6
Sq Ft: 5,433
Days on Market: 533

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42 photos
18 The Green Woodstock VT 05091
$3,500,000
Beds: 6
Baths: 8
Sq Ft: 5,142
Days on Market: 122

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56 photos
2769 Cloudland Road Pomfret VT 05067
$3,400,000
Beds: 4
Baths: 4
Sq Ft: 3,485
Days on Market: 69

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60 photos
400 Ruusunen Road Springfield VT 05156
$3,350,000
Beds: 6
Baths: 5
Sq Ft: 5,657
Days on Market: 488

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60 photos
48 Alpine Way #D-1 Ludlow VT 05149
$3,150,000
Beds: 5
Baths: 6
Sq Ft: 3,460
Days on Market: 24

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56 photos
165 Moon Shadow Drive #M-15 Ludlow VT 05149
$3,100,000
Beds: 5
Baths: 5
Sq Ft: 7,634
Days on Market: 155

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60 photos
51 East Ash Road Plymouth VT 05056
$2,950,000
Beds: 7
Baths: 10
Sq Ft: 13,410
Days on Market: 351
Open: 12/20/25 10 AM - 1 PM

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60 photos
240 Piper Hill Road Weston VT 05161
$2,950,000
Beds: 5
Baths: 7
Sq Ft: 8,056
Days on Market: 66

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16 photos
340 North Hartland Road Hartford VT 05001
$2,900,000
Beds:
Baths:
Sq Ft:
Days on Market: 338

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60 photos
1497 Bowman Road Barnard VT 05031
$2,895,000
Beds: 5
Baths: 9
Sq Ft: 8,249
Days on Market: 9

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38 photos
113 North Village Road Ludlow VT 05149
$2,650,000
Beds: 5
Baths: 6
Sq Ft: 6,188
Days on Market: 469

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54 photos
41 Pleasant Street Woodstock VT 05091
$2,599,000
Beds:
Baths:
Sq Ft:
Days on Market: 83

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54 photos
41 Pleasant Street Woodstock VT 05091
$2,599,000
Beds: 9
Baths: 11
Sq Ft: 5,993
Days on Market: 43

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24 photos
2677 Hartford Avenue Hartford VT 05001
$2,499,999
Beds:
Baths:
Sq Ft:
Days on Market: 75

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60 photos
254 Town Line Road Plymouth VT 05056
$2,499,000
Beds: 4
Baths: 4
Sq Ft: 5,079
Days on Market: 112

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57 photos
46 Partridge Road Ludlow VT 05149
$2,499,000
Beds: 5
Baths: 5
Sq Ft: 5,305
Days on Market: 71

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