Homes and Real Estate for Sale in Windham Southeast VT

Photo of 53 Hickory Ridge Road South Putney VT 05346

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53 Hickory Ridge Road South Putney VT 05346

$1,475,000

Beds: 7

Baths: 6

Sq Ft: 6,292

Days on Market: 28

Updated 14 Minutes Ago

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Photo of 131,133,141 Green Street Brattleboro VT 05301

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131,133,141 Green Street Brattleboro VT 05301

$1,350,000

Beds: 0

Baths: 11

Sq Ft: 7,660

Days on Market: 19

Updated 14 Minutes Ago

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Photo of 3924 Sweet Pond Road Guilford VT 05301

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3924 Sweet Pond Road Guilford VT 05301

$995,000

Beds: 4

Baths: 4

Sq Ft: 2,800

Days on Market: 13

Updated 14 Minutes Ago

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Photo of 5 Hillwinds North Brattleboro VT 05301

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5 Hillwinds North Brattleboro VT 05301

$749,000

Beds: 4

Baths: 4

Sq Ft: 3,600

Days on Market: 84

Updated 14 Minutes Ago

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Photo of 49 View Point Road Putney VT 05346

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49 View Point Road Putney VT 05346

$650,000

Beds: 5

Baths: 4

Sq Ft: 2,789

Days on Market: 46

Updated 14 Minutes Ago

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Photo of 11 Strawberry Hill Brattleboro VT 05301

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11 Strawberry Hill Brattleboro VT 05301

$639,000

Beds: 4

Baths: 3

Sq Ft: 2,573

Days on Market: 61

Updated 14 Minutes Ago

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Photo of 171 Green Meadow Brattleboro VT 05301

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171 Green Meadow Brattleboro VT 05301

$595,000

Beds: 3

Baths: 3

Sq Ft: 2,172

Days on Market: 46

Updated 14 Minutes Ago

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Photo of 157 Newfane Hill Road Newfane VT 05345

Coming Soon 6/28

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157 Newfane Hill Road Newfane VT 05345

$575,000

Beds: 3

Baths: 3

Sq Ft: 2,950

Days on Market: 0

Open: 6/28/26 10 AM - 1 PM

Updated 14 Minutes Ago

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Photo of 439 Dover Road Newfane VT 05345

Coming Soon 6/27

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439 Dover Road Newfane VT 05345

$550,000

Beds: 3

Baths: 5

Sq Ft: 1,804

Days on Market: 0

Open: 6/27/26 10 AM - 1 PM

Updated 14 Minutes Ago

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Photo of 94 Brets Road Brattleboro VT 05301

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94 Brets Road Brattleboro VT 05301

$499,000

Beds: 3

Baths: 3

Sq Ft: 2,594

Days on Market: 27

Updated 14 Minutes Ago

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Photo of 142 Dover Road Newfane VT 05362

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142 Dover Road Newfane VT 05362

$499,000

Beds: 4

Baths: 2

Sq Ft: 2,500

Days on Market: 3

Updated 14 Minutes Ago

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Photo of 313 South Pine Banks Road Putney VT 05346

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313 South Pine Banks Road Putney VT 05346

$495,000

Beds: 3

Baths: 2

Sq Ft: 1,536

Days on Market: 85

Updated 14 Minutes Ago

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Photo of 30 Chapin Street Brattleboro VT 05301

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30 Chapin Street Brattleboro VT 05301

$475,000

Beds: 3

Baths: 3

Sq Ft: 2,400

Days on Market: 35

Updated 14 Minutes Ago

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Photo of 40 E Putney Brook Road Putney VT 05346

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40 E Putney Brook Road Putney VT 05346

$459,000

Beds: 0

Baths:

Sq Ft:

Days on Market: 219

Updated 14 Minutes Ago

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Photo of 383 South Wardsboro Road Newfane VT 05345

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383 South Wardsboro Road Newfane VT 05345

$450,000

Beds: 3

Baths: 3

Sq Ft: 2,024

Days on Market: 38

Updated 14 Minutes Ago

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Photo of 19 Canal Street Brattleboro VT 05301

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19 Canal Street Brattleboro VT 05301

$399,000

Beds: 9

Baths:

Sq Ft: 3,286

Days on Market: 34

Updated 14 Minutes Ago

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Photo of 197 Western Avenue Brattleboro VT 05301

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197 Western Avenue Brattleboro VT 05301

$399,000

Beds: 7

Baths:

Sq Ft: 3,700

Days on Market: 23

Updated 14 Minutes Ago

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Photo of 44 Cedar Street Brattleboro VT 05301

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44 Cedar Street Brattleboro VT 05301

$389,000

Beds: 3

Baths: 2

Sq Ft: 1,163

Days on Market: 4

Updated 14 Minutes Ago

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Photo of 25 Speno Court Brattleboro VT 05301

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25 Speno Court Brattleboro VT 05301

$379,000

Beds: 3

Baths: 2

Sq Ft: 1,966

Days on Market: 37

Updated 14 Minutes Ago

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Photo of 120 Carriage Hill Road Brattleboro VT 05301

New Listing

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120 Carriage Hill Road Brattleboro VT 05301

$369,000

Beds: 4

Baths: 2

Sq Ft: 1,882

Days on Market: 3

Updated 14 Minutes Ago

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Photo of 60 Rocky Ledge Court Vernon VT 05354

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60 Rocky Ledge Court Vernon VT 05354

$350,000

Beds: 3

Baths: 2

Sq Ft: 1,840

Days on Market: 66

Updated 14 Minutes Ago

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Photo of 23 Cornell Way Wilmington VT 05363

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23 Cornell Way Wilmington VT 05363

$349,000

Beds: 4

Baths: 2

Sq Ft: 1,500

Days on Market: 40

Updated 14 Minutes Ago

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92 Wardon Road Putney VT 05346

$335,000

Beds: 4

Baths: 2

Sq Ft: 2,068

Days on Market: 48

Updated 14 Minutes Ago

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Photo of 255 Guilford Street Brattleboro VT 05301

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255 Guilford Street Brattleboro VT 05301

$329,000

Beds: 3

Baths: 2

Sq Ft: 1,521

Days on Market: 38

Updated 14 Minutes Ago

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Photo of 48 Carriage Hill Road Brattleboro VT 05301

Open: Saturday 11 am - 2 pm

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48 Carriage Hill Road Brattleboro VT 05301

$319,000

Beds: 3

Baths: 1

Sq Ft: 1,140

Days on Market: 2

Open: 6/27/26 11 AM - 2 PM

Updated 14 Minutes Ago

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Photo of 136 Morningside Commons Brattleboro VT 05301

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136 Morningside Commons Brattleboro VT 05301

$315,000

Beds: 2

Baths: 3

Sq Ft: 1,607

Days on Market: 10

Updated 14 Minutes Ago

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Photo of 110 Washington Street Brattleboro VT 05301

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110 Washington Street Brattleboro VT 05301

$299,000

Beds: 5

Baths: 3

Sq Ft: 3,660

Days on Market: 42

Updated 14 Minutes Ago

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Photo of 364 Bonnyvale Road Brattleboro VT 05301

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364 Bonnyvale Road Brattleboro VT 05301

$287,500

Beds: 2

Baths: 1

Sq Ft: 1,237

Days on Market: 50

Updated 14 Minutes Ago

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Photo of 111 Central Street Brattleboro VT 05301

Open: Saturday 10 am - 12 pm

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111 Central Street Brattleboro VT 05301

$250,000

-$20,000

Beds: 3

Baths: 1

Sq Ft: 1,008

Days on Market: 10

Open: 6/27/26 10 AM - 12 PM

Updated 14 Minutes Ago

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Photo of 11 Hassey Bend #9 Wilmington VT 05363

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11 Hassey Bend #9 Wilmington VT 05363

$239,000

Beds: 2

Baths: 2

Sq Ft: 1,160

Days on Market: 116

Updated 14 Minutes Ago

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