Bennington Vermont Homes for Sale

309 total properties
View 52 Walker Meadow Arlington, VT MLS# 5071909
  • Recently Listed
Save 52 Walker Meadow Arlington, VT MLS# 5071909
1 of 22
$230,000
2

Beds

2.0

Baths

1,920

Sq.Ft.

52 Walker Meadow

Arlington, VT

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Courtesy of FOUR SEASONS SOTHEBY'S INT'L REALTY
View 17 Henry Hill Stamford, VT MLS# 5071700
  • Recently Listed
Save 17 Henry Hill Stamford, VT MLS# 5071700
1 of 3
$219,000
2

Beds

1.0

Baths

1,872

Sq.Ft.

17 Henry Hill

Stamford, VT

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Courtesy of MORESI REAL ESTATE PARTNERS
View 62 Owls Nest Circle # B-8 Manchester, VT MLS# 5071502
  • Recently Listed
Save 62 Owls Nest Circle # B-8 Manchester, VT MLS# 5071502
1 of 22
$595,000
3

Beds

2.1

Baths

1,963

Sq.Ft.

62 Owls Nest Circle # B-8

Manchester, 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 7 Round Tree Road Winhall, VT MLS# 5071605
  • Recently Listed
Save 7 Round Tree Road Winhall, VT MLS# 5071605
1 of 41
$950,000
4

Beds

3.1

Baths

3,031

Sq.Ft.

7 Round Tree Road

Winhall, VT

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Courtesy of BERKSHIRE HATHAWAY HOMESERVICES STRATTON HOME
View 281 Old County Lane Readsboro, VT MLS# 5071471
  • Recently Listed
Save 281 Old County Lane Readsboro, VT MLS# 5071471
1 of 45
$415,000
3

Beds

2.0

Baths

1,816

Sq.Ft.

281 Old County Lane

Readsboro, VT

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Courtesy of SKIHOME REALTY
View 8 Silver Birch Road # 8 Winhall, VT MLS# 5071313
  • Recently Listed
Save 8 Silver Birch Road # 8 Winhall, VT MLS# 5071313
1 of 32
$430,000
3

Beds

2.0

Baths

1,215

Sq.Ft.

8 Silver Birch Road # 8

Winhall, VT

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Courtesy of BERKSHIRE HATHAWAY HOMESERVICES STRATTON HOME
View 44 Lake Road Winhall, VT MLS# 5071173
Save 44 Lake Road Winhall, VT MLS# 5071173
1 of 32
$450,000
5

Beds

3.0

Baths

2,303

Sq.Ft.

44 Lake Road

Winhall, VT

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Courtesy of FOUR SEASONS SOTHEBY'S INT'L REALTY
View 311 North Street Bennington, VT MLS# 5070941
  • Recently Listed
Save 311 North Street Bennington, VT MLS# 5070941
1 of 26
$325,000
1,681

Sq.Ft.

311 North Street

Bennington, VT

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Courtesy of MAPLE LEAF REALTY
View 196 Granger Hollow Road Bennington, VT MLS# 5070958
  • Recently Listed
Save 196 Granger Hollow Road Bennington, VT MLS# 5070958
1 of 27
$320,000
3

Beds

1.0

Baths

1,392

Sq.Ft.

196 Granger Hollow Road

Bennington, VT

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Courtesy of BHG MASIELLO BRATTLEBORO
View 9 Pond View Road # 9 Winhall, VT MLS# 5071102
  • Recently Listed
Save 9 Pond View Road # 9 Winhall, VT MLS# 5071102
1 of 46
$660,000
3

Beds

3.0

Baths

1,650

Sq.Ft.

9 Pond View Road # 9

Winhall, VT

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Courtesy of WOHLER REALTY GROUP
View 41 Moose Hollow Road Winhall, VT MLS# 5070793
  • Recently Listed
Save 41 Moose Hollow Road Winhall, VT MLS# 5070793
1 of 12
$95,000
Studio

Beds

0.0

Baths

41 Moose Hollow Road

Winhall, VT

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Courtesy of FOUR SEASONS SOTHEBY'S INT'L REALTY
View 490 Barnumville Road Manchester, VT MLS# 5070798
  • Recently Listed
Save 490 Barnumville Road Manchester, VT MLS# 5070798
1 of 52
$725,000
3

Beds

2.2

Baths

2,274

Sq.Ft.

490 Barnumville Road

Manchester, VT

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Courtesy of JOSIAH ALLEN REAL ESTATE, INC.
View 19 Deer Run Road Winhall, VT MLS# 5070813
Save 19 Deer Run Road Winhall, VT MLS# 5070813
1 of 21
$485,000
3

Beds

2.0

Baths

2,298

Sq.Ft.

19 Deer Run Road

Winhall, VT

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Courtesy of FOUR SEASONS SOTHEBY'S INT'L REALTY
View 72 Sawmill Road Pownal, VT MLS# 5070819
Save 72 Sawmill Road Pownal, VT MLS# 5070819
1 of 28
$300,000
3

Beds

2.0

Baths

1,188

Sq.Ft.

72 Sawmill Road

Pownal, VT

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Courtesy of RE/MAX TRANSITIONS
View 111 Hicks Avenue Bennington, VT MLS# 5070716
Save 111 Hicks Avenue Bennington, VT MLS# 5070716
1 of 15
$199,900
3

Beds

1.0

Baths

1,248

Sq.Ft.

111 Hicks Avenue

Bennington, VT

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Courtesy of MAHAR MCCARTHY REAL ESTATE
View 253 Owls Head Hill Lane South Dorset, VT MLS# 5070757
  • Recently Listed
Save 253 Owls Head Hill Lane South Dorset, VT MLS# 5070757
1 of 29
$729,000
3

Beds

3.1

Baths

2,262

Sq.Ft.

253 Owls Head Hill Lane South

Dorset, VT

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Courtesy of REAL BROKER LLC
View G12 Cobble Ridge Road Winhall, VT MLS# 5070622
Save G12 Cobble Ridge Road Winhall, VT MLS# 5070622
1 of 33
$775,000
4

Beds

4.0

Baths

2,764

Sq.Ft.

G12 Cobble Ridge Road

Winhall, VT

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Courtesy of FOUR SEASONS SOTHEBY'S INT'L REALTY
View 207 Silver Street Bennington, VT MLS# 5070659
  • Recently Listed
Save 207 Silver Street Bennington, VT MLS# 5070659
1 of 58
$299,000
4

Beds

2.0

Baths

2,000

Sq.Ft.

207 Silver Street

Bennington, VT

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Courtesy of PERROTT REALTY
View 1594 Vermont Route 7A Shaftsbury, VT MLS# 5070523
  • Recently Listed with Virtual Tour
Save 1594 Vermont Route 7A Shaftsbury, VT MLS# 5070523
1 of 37
$995,000
Studio

Beds

0.0

Baths

4,724

Sq.Ft.

1594 Vermont Route 7A

Shaftsbury, VT

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Courtesy of MAHAR MCCARTHY REAL ESTATE
View 136 McKinley Street Bennington, VT MLS# 5070501
Save 136 McKinley Street Bennington, VT MLS# 5070501
1 of 29
$170,000
3

Beds

1.0

Baths

854

Sq.Ft.

136 McKinley Street

Bennington, VT

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Courtesy of EXP REALTY

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 12/15/2025”

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