Windham Vermont Homes for Sale

537 total properties
View 6156 US Route 5 Westminster, VT MLS# 5105470
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Save 6156 US Route 5 Westminster, VT MLS# 5105470
1 of 28
$850,000

6156 US Route 5

Westminster, VT

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Courtesy of ACORN REAL ESTATE GROUP LLC
View 30 Fieldstone Way Londonderry, VT MLS# 5105584
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Save 30 Fieldstone Way Londonderry, VT MLS# 5105584
1 of 54
$875,000
3

Beds

3.1

Baths

3,916

Sq.Ft.

30 Fieldstone Way

Londonderry, VT

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Courtesy of JOSIAH ALLEN REAL ESTATE, INC.
View 6694 Route 11 Londonderry, VT MLS# 5105598
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Save 6694 Route 11 Londonderry, VT MLS# 5105598
1 of 42
OPEN HOUSE: Sunday 8/23 12:00 PM - 2:00 PM
$795,000
4

Beds

2.1

Baths

2,544

Sq.Ft.

6694 Route 11

Londonderry, VT

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Courtesy of WINHALL REAL ESTATE
The time to sell is now! THE TIME TO SELL IS NOW!
View 77 Hatch School Road Halifax, VT MLS# 5105304
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Save 77 Hatch School Road Halifax, VT MLS# 5105304
1 of 33
$110,000
1

Beds

1.0

Baths

784

Sq.Ft.

77 Hatch School Road

Halifax, VT

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Courtesy of RED MAPLE REALTY LLC
View 28 Pine Street Rockingham, VT MLS# 5105312
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Save 28 Pine Street Rockingham, VT MLS# 5105312
1 of 54
$300,000
4

Beds

1.1

Baths

1,632

Sq.Ft.

28 Pine Street

Rockingham, VT

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Courtesy of BHG MASIELLO KEENE
View 0 South Hill Road Jamaica, VT MLS# 5105314
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Save 0 South Hill Road Jamaica, VT MLS# 5105314
1 of 11
$120,000
Studio

Beds

0.0

Baths

0 South Hill Road

Jamaica, VT

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Courtesy of FOUNTAINS LAND INC.
View 0 Schoolhouse Road Jamaica, VT MLS# 5105324
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Save 0 Schoolhouse Road Jamaica, VT MLS# 5105324
1 of 20
$190,000
Studio

Beds

0.0

Baths

0 Schoolhouse Road

Jamaica, VT

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Courtesy of FOUNTAINS LAND INC.
View 1137 Upper Dummerston Road Brattleboro, VT MLS# 5105327
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Save 1137 Upper Dummerston Road Brattleboro, VT MLS# 5105327
1 of 41
$439,000
3

Beds

2.0

Baths

1,600

Sq.Ft.

1137 Upper Dummerston Road

Brattleboro, VT

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Courtesy of BRATTLEBORO AREA REALTY
View 12 Ober tal Drive # Unit C/23C/24 Stratton, VT MLS# 5105334
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Save 12 Ober tal Drive # Unit C/23C/24 Stratton, VT MLS# 5105334
1 of 24
$829,000
4

Beds

2.0

Baths

1,638

Sq.Ft.

12 Ober tal Drive # Unit C/23C/24

Stratton, VT

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Courtesy of FOUR SEASONS SOTHEBY'S INT'L REALTY
View 207 Elliot Street Brattleboro, VT MLS# 5105369
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Save 207 Elliot Street Brattleboro, VT MLS# 5105369
1 of 26
$290,000
5

Beds

1.0

Baths

2,167

Sq.Ft.

207 Elliot Street

Brattleboro, VT

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Courtesy of BERKLEY & VELLER GREENWOOD COUNTRY
View 56 Atkinson Street Rockingham, VT MLS# 5105247
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Save 56 Atkinson Street Rockingham, VT MLS# 5105247
1 of 37
$215,000
Studio

Beds

0.0

Baths

2,690

Sq.Ft.

56 Atkinson Street

Rockingham, VT

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Courtesy of CENTURY 21 NORTH EAST
View 221 Landgrove Road Landgrove, VT MLS# 5105187
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Save 221 Landgrove Road Landgrove, VT MLS# 5105187
1 of 32
$675,000
3

Beds

1.0

Baths

1,575

Sq.Ft.

221 Landgrove Road

Landgrove, VT

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Courtesy of MARY MITCHELL MILLER REAL ESTATE
View 221 Landgrove Road Landgrove, VT MLS# 5105190
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Save 221 Landgrove Road Landgrove, VT MLS# 5105190
1 of 28
$675,000
Studio

Beds

0.0

Baths

221 Landgrove Road

Landgrove, VT

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Courtesy of MARY MITCHELL MILLER REAL ESTATE
View 21 Lawrence Davis Drive Wilmington, VT MLS# 5105074
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Save 21 Lawrence Davis Drive Wilmington, VT MLS# 5105074
1 of 49
$299,000
3

Beds

2.0

Baths

1,296

Sq.Ft.

21 Lawrence Davis Drive

Wilmington, VT

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Courtesy of DEERFIELD VALLEY REAL ESTATE
View 1892 Us Rt 5 Dummerston, VT MLS# 5105255
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Save 1892 Us Rt 5 Dummerston, VT MLS# 5105255
1 of 29
$224,900
2

Beds

1.0

Baths

1,017

Sq.Ft.

1892 Us Rt 5

Dummerston, VT

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Courtesy of HIGHLAND REALTY
View Penny Avenue Stratton, VT MLS# 5104876
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Save Penny Avenue Stratton, VT MLS# 5104876
1 of 9
$49,000
Studio

Beds

0.0

Baths

Penny Avenue

Stratton, VT

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Courtesy of STRATTON REAL ESTATE
View 1888 Winhall Hollow Road Londonderry, VT MLS# 5104960
Save 1888 Winhall Hollow Road Londonderry, VT MLS# 5104960
1 of 4
$450,000
Studio

Beds

0.0

Baths

1888 Winhall Hollow Road

Londonderry, VT

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Courtesy of FOUR SEASONS SOTHEBY'S INT'L REALTY
View 5855 Windham Hill Road Windham, VT MLS# 5104617
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Save 5855 Windham Hill Road Windham, VT MLS# 5104617
1 of 33
$499,000
2

Beds

2.0

Baths

5855 Windham Hill Road

Windham, VT

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Courtesy of FOUR SEASONS SOTHEBY'S INT'L REALTY
View 39 Brookside Drive # 4 Brattleboro, VT MLS# 5104626
Save 39 Brookside Drive # 4 Brattleboro, VT MLS# 5104626
1 of 40
$190,000
2

Beds

1.0

Baths

930

Sq.Ft.

39 Brookside Drive # 4

Brattleboro, VT

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Courtesy of FLEX REALTY
View 13 Winding Hill Brattleboro, VT MLS# 5104665
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Save 13 Winding Hill Brattleboro, VT MLS# 5104665
1 of 23
$115,000
2

Beds

2.0

Baths

1,222

Sq.Ft.

13 Winding Hill

Brattleboro, VT

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Courtesy of BRATTLEBORO AREA REALTY

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 8/19/2026”

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