Windham Vermont Homes for Sale

424 total properties
View 161 Buttonwood Drive Brattleboro, VT MLS# 5061188
  • Adult Community
Save 161 Buttonwood Drive Brattleboro, VT MLS# 5061188
1 of 32
$585,000
2

Beds

2.0

Baths

1,775

Sq.Ft.

161 Buttonwood Drive

Brattleboro, VT

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Courtesy of BERKLEY & VELLER GREENWOOD COUNTRY
View 1886 Winhall Hollow Road Londonderry, VT MLS# 5065371
Save 1886 Winhall Hollow Road Londonderry, VT MLS# 5065371
1 of 51
$585,000
3

Beds

2.0

Baths

1,814

Sq.Ft.

1886 Winhall Hollow Road

Londonderry, VT

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Courtesy of WOHLER REALTY GROUP
View 204 Meetinghouse Lane Brattleboro, VT MLS# 5052046
Save 204 Meetinghouse Lane Brattleboro, VT MLS# 5052046
1 of 30
$579,000
4

Beds

2.0

Baths

2,656

Sq.Ft.

204 Meetinghouse Lane

Brattleboro, VT

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Courtesy of BERKLEY & VELLER GREENWOOD COUNTRY
The time to sell is now! THE TIME TO SELL IS NOW!
View 794 White Road Windham, VT MLS# 5060691
  • Virtual Tour
Save 794 White Road Windham, VT MLS# 5060691
1 of 60
$579,000
2

Beds

2.0

Baths

850

Sq.Ft.

794 White Road

Windham, VT

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Courtesy of SOUTHERN VERMONT REALTY GROUP
View 104 Karen Day Road Halifax, VT MLS# 5064785
Save 104 Karen Day Road Halifax, VT MLS# 5064785
1 of 35
$579,000
4

Beds

1.0

Baths

1,560

Sq.Ft.

104 Karen Day Road

Halifax, VT

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Courtesy of BHG MASIELLO BRATTLEBORO
View 256 Potter Road Wardsboro, VT MLS# 5048318
Save 256 Potter Road Wardsboro, VT MLS# 5048318
1 of 39
$575,000
3

Beds

2.0

Baths

1,957

Sq.Ft.

256 Potter Road

Wardsboro, VT

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Courtesy of DEERFIELD VALLEY REAL ESTATE
View 64 Gleason Farm Lane Jamaica, VT MLS# 5049166
Save 64 Gleason Farm Lane Jamaica, VT MLS# 5049166
1 of 36
$575,000
3

Beds

2.1

Baths

2,033

Sq.Ft.

64 Gleason Farm Lane

Jamaica, VT

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Courtesy of WINHALL REAL ESTATE
View 39 West Street Newfane, VT MLS# 5072039
Save 39 West Street Newfane, VT MLS# 5072039
1 of 45
$569,000
3

Beds

3.0

Baths

1,936

Sq.Ft.

39 West Street

Newfane, VT

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Courtesy of BERKLEY & VELLER GREENWOOD COUNTRY
View 66 Hilltop Road Londonderry, VT MLS# 5065101
Save 66 Hilltop Road Londonderry, VT MLS# 5065101
1 of 43
$565,000
4

Beds

2.1

Baths

2,149

Sq.Ft.

66 Hilltop Road

Londonderry, VT

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Courtesy of CUMMINGS & CO
View 162 Buttonwood Drive Brattleboro, VT MLS# 5061214
  • Adult Community
Save 162 Buttonwood Drive Brattleboro, VT MLS# 5061214
1 of 32
$560,000
2

Beds

2.0

Baths

1,775

Sq.Ft.

162 Buttonwood Drive

Brattleboro, VT

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Courtesy of BERKLEY & VELLER GREENWOOD COUNTRY
View 555 VT route 9 Wilmington, VT MLS# 5069461
Save 555 VT route 9 Wilmington, VT MLS# 5069461
1 of 42
$559,990
3

Beds

2.0

Baths

1,850

Sq.Ft.

555 VT route 9

Wilmington, VT

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Courtesy of FLEX REALTY
View 9 Greer Court Wilmington, VT MLS# 5058207
Save 9 Greer Court Wilmington, VT MLS# 5058207
1 of 32
$559,000
3

Beds

3.0

Baths

2,080

Sq.Ft.

9 Greer Court

Wilmington, VT

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Courtesy of BERKLEY & VELLER GREENWOOD/DOVER
View 111 Jockey Hollow Road East Dover, VT MLS# 5040373
Save 111 Jockey Hollow Road East Dover, VT MLS# 5040373
1 of 19
$549,000
Studio

Beds

0.0

Baths

111 Jockey Hollow Road

East Dover, VT

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Courtesy of FOUR SEASONS SOTHEBY'S INT'L REALTY
View 196 Powder Mill Road Londonderry, VT MLS# 5051227
Save 196 Powder Mill Road Londonderry, VT MLS# 5051227
1 of 41
$539,000
4

Beds

3.0

Baths

2,948

Sq.Ft.

196 Powder Mill Road

Londonderry, VT

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Courtesy of KW VERMONT WOODSTOCK
View 00 West Hill Road South Jamaica, VT MLS# 5065110
Save 00 West Hill Road South Jamaica, VT MLS# 5065110
1 of 15
$530,000
Studio

Beds

0.0

Baths

00 West Hill Road South

Jamaica, VT

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Courtesy of SOUTHERN VERMONT REALTY GROUP
View 11 Dutchman Lane # 4A Wilmington, VT MLS# 5061191
Save 11 Dutchman Lane # 4A Wilmington, VT MLS# 5061191
1 of 36
$529,000
3

Beds

2.1

Baths

2,044

Sq.Ft.

11 Dutchman Lane # 4A

Wilmington, VT

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Courtesy of DEERFIELD VALLEY REAL ESTATE
View 117 Ray Hill Road Wilmington, VT MLS# 5071634
  • Recently Listed
Save 117 Ray Hill Road Wilmington, VT MLS# 5071634
1 of 15
$529,000
3

Beds

2.0

Baths

1,410

Sq.Ft.

117 Ray Hill Road

Wilmington, VT

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Courtesy of BOYD REAL ESTATE
View 35 Birch Road Londonderry, VT MLS# 5064261
  • Virtual Tour
Save 35 Birch Road Londonderry, VT MLS# 5064261
1 of 49
$525,000
4

Beds

3.1

Baths

1,913

Sq.Ft.

35 Birch Road

Londonderry, VT

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Courtesy of ENGEL & VOLKERS OKEMO
View 3950 Vermont Route 100 Londonderry, VT MLS# 5065354
Save 3950 Vermont Route 100 Londonderry, VT MLS# 5065354
1 of 25
$525,000
2,641

Sq.Ft.

3950 Vermont Route 100

Londonderry, VT

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Courtesy of FOUR SEASONS SOTHEBY'S INT'L REALTY
View 166 Taylor Lane Whitingham, VT MLS# 5068326
Save 166 Taylor Lane Whitingham, VT MLS# 5068326
1 of 40
$525,000
3

Beds

2.1

Baths

2,516

Sq.Ft.

166 Taylor Lane

Whitingham, VT

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Courtesy of FLEX REALTY

Information deemed reliable but not guaranteed.

“Copyright 2025 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 12/28/2025”

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