Windham Vermont Homes for Sale

405 total properties
View 199 Turkey Mountain Road Jamaica, VT MLS# 5079024
Save 199 Turkey Mountain Road Jamaica, VT MLS# 5079024
1 of 60
$499,000
3

Beds

2.1

Baths

2,254

Sq.Ft.

199 Turkey Mountain Road

Jamaica, VT

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Courtesy of BERKSHIRE HATHAWAY HOMESERVICES STRATTON HOME
View 41 Chapin Street Brattleboro, VT MLS# 5087925
  • Recently Listed with Virtual Tour
Save 41 Chapin Street Brattleboro, VT MLS# 5087925
1 of 51
$499,000
4

Beds

2.1

Baths

2,874

Sq.Ft.

41 Chapin Street

Brattleboro, VT

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Courtesy of BRATTLEBORO AREA REALTY
View 555 VT route 9 Wilmington, VT MLS# 5069461
Save 555 VT route 9 Wilmington, VT MLS# 5069461
1 of 42
$498,990
3

Beds

2.0

Baths

1,850

Sq.Ft.

555 VT route 9

Wilmington, VT

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Courtesy of FLEX REALTY
The time to sell is now! THE TIME TO SELL IS NOW!
View 1355 Whitneyville Road Halifax, VT MLS# 5079364
Save 1355 Whitneyville Road Halifax, VT MLS# 5079364
1 of 40
$498,000
3

Beds

2.0

Baths

1,977

Sq.Ft.

1355 Whitneyville Road

Halifax, VT

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Courtesy of FOUR SEASONS SOTHEBY'S INT'L REALTY
View West Hill Road Jamaica, VT MLS# 5021418
Save West Hill Road Jamaica, VT MLS# 5021418
1 of 11
$495,000
Studio

Beds

0.0

Baths

West Hill Road

Jamaica, VT

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Courtesy of FOUNTAINS LAND INC.
View 75 Route 123 Westminster, VT MLS# 5068864
Save 75 Route 123 Westminster, VT MLS# 5068864
1 of 23
$495,000
9,625

Sq.Ft.

75 Route 123

Westminster, VT

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Courtesy of CENTURY 21 NORTH EAST
View 214 Putney Road Brattleboro, VT MLS# 5076579
Save 214 Putney Road Brattleboro, VT MLS# 5076579
1 of 46
$495,000
4

Beds

2.1

Baths

2,756

Sq.Ft.

214 Putney Road

Brattleboro, VT

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Courtesy of FOUR SEASONS SOTHEBY'S INT'L REALTY
View 313 South Pine Banks Road Putney, VT MLS# 5081236
Save 313 South Pine Banks Road Putney, VT MLS# 5081236
1 of 33
$495,000
3

Beds

2.0

Baths

1,536

Sq.Ft.

313 South Pine Banks Road

Putney, VT

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Courtesy of BERKLEY & VELLER GREENWOOD COUNTRY
View 137 Stratton Arlington Road Wardsboro, VT MLS# 5083153
Save 137 Stratton Arlington Road Wardsboro, VT MLS# 5083153
1 of 38
$495,000
4

Beds

1.1

Baths

2,100

Sq.Ft.

137 Stratton Arlington Road

Wardsboro, VT

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Courtesy of DEERFIELD VALLEY REAL ESTATE
View 57 Oak Lane Jamaica, VT MLS# 5081124
Save 57 Oak Lane Jamaica, VT MLS# 5081124
1 of 55
$490,000
3

Beds

2.0

Baths

1,888

Sq.Ft.

57 Oak Lane

Jamaica, VT

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Courtesy of MICHAEL ENGLAND REAL ESTATE
View 706 VT Route 100 Stratton, VT MLS# 5070588
Save 706 VT Route 100 Stratton, VT MLS# 5070588
1 of 36
$489,000
Studio

Beds

0.0

Baths

706 VT Route 100

Stratton, VT

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Courtesy of SOUTHERN VERMONT REALTY GROUP
View 12 Lilla Lane Wilmington, VT MLS# 5070634
Save 12 Lilla Lane Wilmington, VT MLS# 5070634
1 of 21
$489,000
3

Beds

2.0

Baths

2,003

Sq.Ft.

12 Lilla Lane

Wilmington, VT

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Courtesy of BERKLEY & VELLER GREENWOOD/DOVER
View 100 Wright Way Westminster, VT MLS# 5086438
Save 100 Wright Way Westminster, VT MLS# 5086438
1 of 58
$489,000
2

Beds

3.0

Baths

2,610

Sq.Ft.

100 Wright Way

Westminster, VT

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Courtesy of BERKLEY & VELLER GREENWOOD COUNTRY
View 49 Oles Drive Guilford, VT MLS# 5087831
  • Virtual Tour
Save 49 Oles Drive Guilford, VT MLS# 5087831
1 of 51
$489,000
3

Beds

2.0

Baths

1,716

Sq.Ft.

49 Oles Drive

Guilford, VT

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Courtesy of BRATTLEBORO AREA REALTY
View 18 Quail Court Wilmington, VT MLS# 5088610
  • Recently Listed
Save 18 Quail Court Wilmington, VT MLS# 5088610
1 of 33
$489,000
4

Beds

2.0

Baths

2,070

Sq.Ft.

18 Quail Court

Wilmington, VT

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Courtesy of BERKLEY & VELLER GREENWOOD/DOVER
View 47 Upper Howes Way # A-23 Wilmington, VT MLS# 5056974
Save 47 Upper Howes Way # A-23 Wilmington, VT MLS# 5056974
1 of 60
$479,000
3

Beds

2.0

Baths

1,440

Sq.Ft.

47 Upper Howes Way # A-23

Wilmington, VT

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Courtesy of CHIMNEY HILL REALTY
View 1301 Brockway Mills Road Rockingham, VT MLS# 5075031
Save 1301 Brockway Mills Road Rockingham, VT MLS# 5075031
1 of 6
$475,000
Studio

Beds

0.0

Baths

1301 Brockway Mills Road

Rockingham, VT

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Courtesy of BERKLEY & VELLER GREENWOOD COUNTRY
View 81 Chapin Street Brattleboro, VT MLS# 5082621
Save 81 Chapin Street Brattleboro, VT MLS# 5082621
1 of 27
$475,000
3

Beds

3.0

Baths

1,246

Sq.Ft.

81 Chapin Street

Brattleboro, VT

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Courtesy of BERKLEY & VELLER GREENWOOD COUNTRY
View 167 Peck Lane Westminster, VT MLS# 5087841
  • Recently Listed
Save 167 Peck Lane Westminster, VT MLS# 5087841
1 of 60
$475,000
3

Beds

2.1

Baths

3,088

Sq.Ft.

167 Peck Lane

Westminster, VT

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Courtesy of RED MAPLE REALTY LLC
View 30 Chapin Street Brattleboro, VT MLS# 5089156
  • Recently Listed
Save 30 Chapin Street Brattleboro, VT MLS# 5089156
1 of 31
$475,000
3

Beds

2.1

Baths

2,400

Sq.Ft.

30 Chapin Street

Brattleboro, 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 5/18/2026”

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