Windham Vermont Homes for Sale

509 total properties
View 54 East Dover Road Wilmington, VT MLS# 4902424
Save 54 East Dover Road Wilmington, VT MLS# 4902424
1 of 39
$595,000
10,924

Sq.Ft.

54 East Dover Road

Wilmington, VT

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Courtesy of BRATTLEBORO AREA REALTY
View 171 Green Meadow Brattleboro, VT MLS# 5086904
Save 171 Green Meadow Brattleboro, VT MLS# 5086904
1 of 37
$595,000
3

Beds

3.0

Baths

2,172

Sq.Ft.

171 Green Meadow

Brattleboro, VT

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Courtesy of BERKLEY & VELLER GREENWOOD COUNTRY
View 559 Parker Hill Road Rockingham, VT MLS# 5087641
Save 559 Parker Hill Road Rockingham, VT MLS# 5087641
1 of 58
$595,000
2

Beds

2.1

Baths

2,000

Sq.Ft.

559 Parker Hill Road

Rockingham, VT

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Courtesy of BERKLEY & VELLER GREENWOOD COUNTRY
The time to sell is now! THE TIME TO SELL IS NOW!
View 9 Mountain Acres Road Jamaica, VT MLS# 5089830
Save 9 Mountain Acres Road Jamaica, VT MLS# 5089830
1 of 22
$595,000
4

Beds

2.0

Baths

1,430

Sq.Ft.

9 Mountain Acres Road

Jamaica, VT

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Courtesy of WINHALL REAL ESTATE
View 596 Four Chimneys Road Grafton, VT MLS# 5095842
  • Recently Listed
Save 596 Four Chimneys Road Grafton, VT MLS# 5095842
1 of 50
$589,000
3

Beds

3.0

Baths

2,144

Sq.Ft.

596 Four Chimneys Road

Grafton, VT

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Courtesy of BARRETT AND VALLEY ASSOCIATES INC.
View 932 Middle Road Dummerston, VT MLS# 5056932
Save 932 Middle Road Dummerston, VT MLS# 5056932
1 of 25
$585,000
Studio

Beds

0.0

Baths

932 Middle Road

Dummerston, VT

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Courtesy of ACORN REAL ESTATE GROUP LLC
View 0 Pine Banks Road Westminster, VT MLS# 5096685
  • Recently Listed
Save 0 Pine Banks Road Westminster, VT MLS# 5096685
1 of 11
$585,000
Studio

Beds

0.0

Baths

0 Pine Banks Road

Westminster, VT

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Courtesy of BHG MASIELLO BRATTLEBORO
View 238 Hemlock Hill Road Wardsboro, VT MLS# 5042003
Save 238 Hemlock Hill Road Wardsboro, VT MLS# 5042003
1 of 32
$575,000
5

Beds

2.0

Baths

2,892

Sq.Ft.

238 Hemlock Hill Road

Wardsboro, VT

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Courtesy of CUMMINGS & CO
View 8 Deer Run Wilmington, VT MLS# 5093915
  • Virtual Tour
Save 8 Deer Run Wilmington, VT MLS# 5093915
1 of 49
$575,000
4

Beds

3.1

Baths

2,964

Sq.Ft.

8 Deer Run

Wilmington, VT

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Courtesy of FOUR SEASONS SOTHEBY'S INT'L REALTY
View 9 Beaver Pond Lane Jamaica, VT MLS# 5094302
Save 9 Beaver Pond Lane Jamaica, VT MLS# 5094302
1 of 36
$575,000
4

Beds

4.0

Baths

1,211

Sq.Ft.

9 Beaver Pond Lane

Jamaica, VT

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Courtesy of THE HAVEN GROUP
View 157 Newfane Hill Road Newfane, VT MLS# 5096005
  • Recently Listed
Save 157 Newfane Hill Road Newfane, VT MLS# 5096005
1 of 37
$575,000
3

Beds

2.1

Baths

2,950

Sq.Ft.

157 Newfane Hill Road

Newfane, VT

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Courtesy of BERKLEY & VELLER GREENWOOD COUNTRY
View 3148 Route 11 Londonderry, VT MLS# 5074646
Save 3148 Route 11 Londonderry, VT MLS# 5074646
1 of 60
$565,000
3

Beds

2.0

Baths

1,944

Sq.Ft.

3148 Route 11

Londonderry, VT

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Courtesy of EXP REALTY
View 1886 Winhall Hollow Road Londonderry, VT MLS# 5098182
  • Recently Listed
Save 1886 Winhall Hollow Road Londonderry, VT MLS# 5098182
1 of 22
$565,000
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 14 High Top Road # B124 Wilmington, VT MLS# 5086258
Save 14 High Top Road # B124 Wilmington, VT MLS# 5086258
1 of 60
$560,000
3

Beds

3.0

Baths

2,397

Sq.Ft.

14 High Top Road # B124

Wilmington, VT

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Courtesy of CHIMNEY HILL REALTY
View 155 Pratt Bridge Road Jamaica, VT MLS# 5094845
Save 155 Pratt Bridge Road Jamaica, VT MLS# 5094845
1 of 55
$559,000
4

Beds

2.1

Baths

2,000

Sq.Ft.

155 Pratt Bridge Road

Jamaica, VT

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Courtesy of BERKSHIRE HATHAWAY HOMESERVICES STRATTON HOME
View 72 Landmark Hill Drive Brattleboro, VT MLS# 5076290
Save 72 Landmark Hill Drive Brattleboro, VT MLS# 5076290
1 of 26
$550,000
6,466

Sq.Ft.

72 Landmark Hill Drive

Brattleboro, VT

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Courtesy of BRATTLEBORO AREA REALTY
View 72 Landmark Hill Drive Brattleboro, VT MLS# 5076291
Save 72 Landmark Hill Drive Brattleboro, VT MLS# 5076291
1 of 26
$550,000
8

Beds

4.0

Baths

6,466

Sq.Ft.

72 Landmark Hill Drive

Brattleboro, VT

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Courtesy of BRATTLEBORO AREA REALTY
View 1229 Sheldon Hill Road Wardsboro, VT MLS# 5084477
Save 1229 Sheldon Hill Road Wardsboro, VT MLS# 5084477
1 of 44
$550,000
4

Beds

2.0

Baths

2,580

Sq.Ft.

1229 Sheldon Hill Road

Wardsboro, VT

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Courtesy of CUMMINGS & CO
View 188 Rattlesnake Mountain Road Townshend, VT MLS# 5087936
Save 188 Rattlesnake Mountain Road Townshend, VT MLS# 5087936
1 of 39
$550,000
Studio

Beds

0.0

Baths

188 Rattlesnake Mountain Road

Townshend, VT

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Courtesy of MICHAEL ENGLAND REAL ESTATE
View 439 Dover Road Newfane, VT MLS# 5096050
Save 439 Dover Road Newfane, VT MLS# 5096050
1 of 37
$550,000
3

Beds

3.0

Baths

1,804

Sq.Ft.

439 Dover Road

Newfane, VT

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Courtesy of BERKLEY & VELLER GREENWOOD COUNTRY

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 7/8/2026”

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