Windham Vermont Homes for Sale

554 total properties
View 954 Boardman Loop Wardsboro, VT MLS# 5107523
  • Virtual Tour
Save 954 Boardman Loop Wardsboro, VT MLS# 5107523
1 of 51
$545,000
4

Beds

3.0

Baths

1,860

Sq.Ft.

954 Boardman Loop

Wardsboro, VT

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Courtesy of SOUTHERN VERMONT REALTY GROUP
View 40 E Putney Brook Road # Big Pine Lot Putney, VT MLS# 5107534
Save 40 E Putney Brook Road # Big Pine Lot Putney, VT MLS# 5107534
1 of 13
$149,000
0.0

Baths

40 E Putney Brook Road # Big Pine Lot

Putney, VT

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Courtesy of FOUR SEASONS SOTHEBY'S INT'L REALTY
View 5 Oregon Falls Road Newfane, VT MLS# 5107571
Save 5 Oregon Falls Road Newfane, VT MLS# 5107571
1 of 20
$236,000
3

Beds

1.0

Baths

775

Sq.Ft.

5 Oregon Falls Road

Newfane, VT

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Courtesy of FLEX REALTY
The time to sell is now! THE TIME TO SELL IS NOW!
View 47 Purinton Road # A-109 Newfane, VT MLS# 5107381
Save 47 Purinton Road # A-109 Newfane, VT MLS# 5107381
1 of 49
$599,999
2

Beds

1.0

Baths

1,260

Sq.Ft.

47 Purinton Road # A-109

Newfane, VT

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Courtesy of GREENWALD REALTY GROUP
View 494-564 Goodaleville Road Jamaica, VT MLS# 5107418
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Save 494-564 Goodaleville Road Jamaica, VT MLS# 5107418
1 of 60
$2,430,000
9

Beds

7.0

Baths

4,996

Sq.Ft.

494-564 Goodaleville Road

Jamaica, VT

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Courtesy of THE HAVEN GROUP
View 4 Basswood Row # 4A Stratton, VT MLS# 5107192
  • Virtual Tour
Save 4 Basswood Row # 4A Stratton, VT MLS# 5107192
1 of 47
$1,465,000
4

Beds

4.0

Baths

2,625

Sq.Ft.

4 Basswood Row # 4A

Stratton, VT

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Courtesy of FOUR SEASONS SOTHEBY'S INT'L REALTY
View 159 Riverdale Road Townshend, VT MLS# 5107195
Save 159 Riverdale Road Townshend, VT MLS# 5107195
1 of 34
$340,000
3

Beds

2.0

Baths

2,217

Sq.Ft.

159 Riverdale Road

Townshend, VT

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Courtesy of LOWE'S REAL ESTATE, LLC
View 26 Highlands Avenue # J2 Wilmington, VT MLS# 5107242
  • Virtual Tour
Save 26 Highlands Avenue # J2 Wilmington, VT MLS# 5107242
1 of 52
$949,000
4

Beds

4.0

Baths

3,494

Sq.Ft.

26 Highlands Avenue # J2

Wilmington, VT

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Courtesy of DEERFIELD VALLEY REAL ESTATE
View 257 Dover Hill Road East Dover, VT MLS# 5107293
Save 257 Dover Hill Road East Dover, VT MLS# 5107293
1 of 47
$895,000
3

Beds

4.0

Baths

3,981

Sq.Ft.

257 Dover Hill Road

East Dover, VT

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Courtesy of SOUTHERN VERMONT REALTY GROUP
View 205 Wantastiquet Drive Brattleboro, VT MLS# 5106903
Save 205 Wantastiquet Drive Brattleboro, VT MLS# 5106903
1 of 35
$525,000
3

Beds

2.1

Baths

2,330

Sq.Ft.

205 Wantastiquet Drive

Brattleboro, VT

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Courtesy of BRATTLEBORO AREA REALTY
View 171 Buttonwood Drive Brattleboro, VT MLS# 5106916
Save 171 Buttonwood Drive Brattleboro, VT MLS# 5106916
1 of 19
$499,000
2

Beds

2.0

Baths

1,775

Sq.Ft.

171 Buttonwood Drive

Brattleboro, VT

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Courtesy of BRATTLEBORO AREA REALTY
View 152 Main Street Grafton, VT MLS# 5106956
Save 152 Main Street Grafton, VT MLS# 5106956
1 of 15
$499,999
4

Beds

2.0

Baths

2,400

Sq.Ft.

152 Main Street

Grafton, VT

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Courtesy of DEREK GREENE
View 19 Henry Street Rockingham, VT MLS# 5107035
Save 19 Henry Street Rockingham, VT MLS# 5107035
1 of 53
$314,900
6

Beds

3.0

Baths

4,599

Sq.Ft.

19 Henry Street

Rockingham, VT

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Courtesy of TOWN AND COUNTRY REALTY
View 101 Cemetery Road Putney, VT MLS# 5107073
Save 101 Cemetery Road Putney, VT MLS# 5107073
1 of 24
$269,000
2

Beds

1.0

Baths

864

Sq.Ft.

101 Cemetery Road

Putney, VT

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Courtesy of BRATTLEBORO AREA REALTY
View 11 Crescent Drive Brattleboro, VT MLS# 5107263
Save 11 Crescent Drive Brattleboro, VT MLS# 5107263
1 of 34
$16,900
2

Beds

1.0

Baths

672

Sq.Ft.

11 Crescent Drive

Brattleboro, VT

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Courtesy of BHG MASIELLO BRATTLEBORO
View 632 Putney Road Brattleboro, VT MLS# 5106674
Save 632 Putney Road Brattleboro, VT MLS# 5106674
1 of 32
$600,000
480

Sq.Ft.

632 Putney Road

Brattleboro, VT

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Courtesy of BRATTLEBORO AREA REALTY
View 2855 Thompsonburg Road Londonderry, VT MLS# 5106736
Save 2855 Thompsonburg Road Londonderry, VT MLS# 5106736
1 of 57
$450,000
4

Beds

3.0

Baths

3,268

Sq.Ft.

2855 Thompsonburg Road

Londonderry, VT

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Courtesy of MARY MITCHELL MILLER REAL ESTATE
View 311 Dover Road Newfane, VT MLS# 5106777
Save 311 Dover Road Newfane, VT MLS# 5106777
1 of 29
$289,000
3

Beds

1.0

Baths

1,322

Sq.Ft.

311 Dover Road

Newfane, VT

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Courtesy of REAL BROKER LLC
View 639 Wilmington Cross Road Whitingham, VT MLS# 5106844
Save 639 Wilmington Cross Road Whitingham, VT MLS# 5106844
1 of 34
$309,000
3

Beds

1.0

Baths

1,200

Sq.Ft.

639 Wilmington Cross Road

Whitingham, VT

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Courtesy of DEERFIELD VALLEY REAL ESTATE
View 3 Woodchuck Lane Wilmington, VT MLS# 5106862
Save 3 Woodchuck Lane Wilmington, VT MLS# 5106862
1 of 19
$399,000
4

Beds

2.0

Baths

1,712

Sq.Ft.

3 Woodchuck Lane

Wilmington, VT

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Courtesy of BERKLEY & VELLER GREENWOOD/DOVER

Information deemed reliable but not guaranteed.

“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 10/7/2026”

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