Bennington Vermont Homes for Sale

293 total properties
View 536 Mill Road Stamford, VT MLS# 5067943
Save 536 Mill Road Stamford, VT MLS# 5067943
1 of 9
$60,000
Studio

Beds

0.0

Baths

536 Mill Road

Stamford, VT

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Courtesy of SKIHOME REALTY
View 102 McCormick Lane Sunderland, VT MLS# 5067994
Save 102 McCormick Lane Sunderland, VT MLS# 5067994
1 of 24
$471,000
3

Beds

2.0

Baths

1,357

Sq.Ft.

102 McCormick Lane

Sunderland, VT

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Courtesy of JOSIAH ALLEN REAL ESTATE, MANCHESTER BRANCH OFFICE
View 46-48 Lower Taylor Hill Road Winhall, VT MLS# 5067625
  • Virtual Tour
Save 46-48 Lower Taylor Hill Road Winhall, VT MLS# 5067625
1 of 19
$420,000
2

Beds

2.0

Baths

1,798

Sq.Ft.

46-48 Lower Taylor Hill Road

Winhall, VT

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Courtesy of FOUR SEASONS SOTHEBY'S INT'L REALTY
The time to sell is now! THE TIME TO SELL IS NOW!
View lot A Frost Pond Road Dorset, VT MLS# 5067701
Save lot A Frost Pond Road Dorset, VT MLS# 5067701
1 of 1
$425,000
Studio

Beds

0.0

Baths

lot A Frost Pond Road

Dorset, VT

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Courtesy of JOSIAH ALLEN REAL ESTATE, INC.
View lot B Frost Pond Road Dorset, VT MLS# 5067704
Save lot B Frost Pond Road Dorset, VT MLS# 5067704
1 of 1
$425,000
Studio

Beds

0.0

Baths

lot B Frost Pond Road

Dorset, VT

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Courtesy of JOSIAH ALLEN REAL ESTATE, INC.
View Oberhugel Road Readsboro, VT MLS# 5067787
Save Oberhugel Road Readsboro, VT MLS# 5067787
1 of 10
$14,999
Studio

Beds

0.0

Baths

Oberhugel Road

Readsboro, VT

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Courtesy of OWNERENTRY.COM
View 00 Ross Road Winhall, VT MLS# 5067562
Save 00 Ross Road Winhall, VT MLS# 5067562
1 of 25
$385,000
Studio

Beds

0.0

Baths

00 Ross Road

Winhall, VT

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Courtesy of JOSIAH ALLEN REAL ESTATE, INC.
View 0 Sunset Hill Road Pownal, VT MLS# 5067472
Save 0 Sunset Hill Road Pownal, VT MLS# 5067472
1 of 17
$65,000
Studio

Beds

0.0

Baths

0 Sunset Hill Road

Pownal, VT

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Courtesy of EDGE REALTY VERMONT
View 87 Grinka Farm Drive Readsboro, VT MLS# 5067519
Save 87 Grinka Farm Drive Readsboro, VT MLS# 5067519
1 of 41
$520,000
4

Beds

2.1

Baths

2,120

Sq.Ft.

87 Grinka Farm Drive

Readsboro, VT

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Courtesy of SOUTHERN VERMONT REALTY GROUP
View 107 Coolidge Avenue Bennington, VT MLS# 5067313
Save 107 Coolidge Avenue Bennington, VT MLS# 5067313
1 of 22
$249,900
4

Beds

2.0

Baths

1,702

Sq.Ft.

107 Coolidge Avenue

Bennington, VT

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Courtesy of HOFFMAN REAL ESTATE
View 126 Simeon Dean Road Shaftsbury, VT MLS# 5067147
Save 126 Simeon Dean Road Shaftsbury, VT MLS# 5067147
1 of 60
$579,900
1

Beds

1.0

Baths

2,529

Sq.Ft.

126 Simeon Dean Road

Shaftsbury, VT

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Courtesy of GREEN MOUNTAIN PREMIERE PROPERTIES
View 126 Simeon Dean Road Shaftsbury, VT MLS# 5067149
Save 126 Simeon Dean Road Shaftsbury, VT MLS# 5067149
1 of 60
$579,900
4

Beds

3.0

Baths

2,529

Sq.Ft.

126 Simeon Dean Road

Shaftsbury, VT

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Courtesy of GREEN MOUNTAIN PREMIERE PROPERTIES
View 777 Butternut Gutter Arlington, VT MLS# 5066949
Save 777 Butternut Gutter Arlington, VT MLS# 5066949
1 of 26
$165,000
Studio

Beds

0.0

Baths

777 Butternut Gutter

Arlington, VT

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Courtesy of JOSIAH ALLEN REAL ESTATE, INC.
View 58 Mount Anthony Road Bennington, VT MLS# 5067086
  • Virtual Tour
Save 58 Mount Anthony Road Bennington, VT MLS# 5067086
1 of 54
$675,000
3

Beds

2.1

Baths

2,715

Sq.Ft.

58 Mount Anthony Road

Bennington, VT

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Courtesy of MAHAR MCCARTHY REAL ESTATE
View 4677 Vt Route 100 Readsboro, VT MLS# 5066738
Save 4677 Vt Route 100 Readsboro, VT MLS# 5066738
1 of 6
$175,000
2

Beds

1.0

Baths

792

Sq.Ft.

4677 Vt Route 100

Readsboro, VT

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Courtesy of MAPLE LEAF REALTY
View 4928 Main Street # #2 Manchester, VT MLS# 5066452
Save 4928 Main Street # #2 Manchester, VT MLS# 5066452
1 of 27
$675,000
2

Beds

2.0

Baths

1,432

Sq.Ft.

4928 Main Street # #2

Manchester, VT

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Courtesy of FOUR SEASONS SOTHEBY'S INT'L REALTY
View 496 County Road Stamford, VT MLS# 5066745
Save 496 County Road Stamford, VT MLS# 5066745
1 of 18
$249,900
2

Beds

1.0

Baths

1,120

Sq.Ft.

496 County Road

Stamford, VT

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Courtesy of KW VERMONT - BRENDA JONES REAL ESTATE GROUP
View 00 Bergrucken Lane # 119-120 Readsboro, VT MLS# 5066429
Save 00 Bergrucken Lane # 119-120 Readsboro, VT MLS# 5066429
1 of 6
$27,000
Studio

Beds

0.0

Baths

00 Bergrucken Lane # 119-120

Readsboro, VT

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Courtesy of SOUTHERN VERMONT REALTY GROUP
View 00 Alpendorf Avenue # 88 Readsboro, VT MLS# 5066431
Save 00 Alpendorf Avenue # 88 Readsboro, VT MLS# 5066431
1 of 6
$17,000
Studio

Beds

0.0

Baths

00 Alpendorf Avenue # 88

Readsboro, VT

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Courtesy of SOUTHERN VERMONT REALTY GROUP
View 114 Colebrook Road Arlington, VT MLS# 5066245
Save 114 Colebrook Road Arlington, VT MLS# 5066245
1 of 34
$375,000
3

Beds

2.1

Baths

2,800

Sq.Ft.

114 Colebrook Road

Arlington, VT

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Courtesy of OWNERENTRY.COM

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 12/20/2025”

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