Bennington Vermont Homes for Sale

409 total properties
View 18 Greenview Drive Bennington, VT MLS# 5111091
  • Recently Listed
Save 18 Greenview Drive Bennington, VT MLS# 5111091
1 of 52
$449,900
4

Beds

2.1

Baths

2,396

Sq.Ft.

18 Greenview Drive

Bennington, VT

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Courtesy of MAHAR MCCARTHY REAL ESTATE
View 4.1 Pearl Buck Drive Winhall, VT MLS# 5073637
Save 4.1 Pearl Buck Drive Winhall, VT MLS# 5073637
1 of 12
$450,000
0.0

Baths

4.1 Pearl Buck Drive

Winhall, VT

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Courtesy of WOHLER REALTY GROUP
View 56 Lower Taylor Hill Road Winhall, VT MLS# 5074721
Save 56 Lower Taylor Hill Road Winhall, VT MLS# 5074721
1 of 14
$450,000
0.0

Baths

56 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 33 Transport Drive Bennington, VT MLS# 5077867
Save 33 Transport Drive Bennington, VT MLS# 5077867
1 of 47
$450,000
3,200

Sq.Ft.

33 Transport Drive

Bennington, VT

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Courtesy of MAPLE LEAF REAL ESTATE
View 320 Dewey Street Bennington, VT MLS# 5084120
Save 320 Dewey Street Bennington, VT MLS# 5084120
1 of 20
$450,000

320 Dewey Street

Bennington, VT

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Courtesy of MAPLE LEAF REAL ESTATE
View 136 Fox Run Road Arlington, VT MLS# 5089945
Save 136 Fox Run Road Arlington, VT MLS# 5089945
1 of 58
$450,000
2

Beds

1.1

Baths

1,504

Sq.Ft.

136 Fox Run Road

Arlington, VT

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Courtesy of WOHLER REALTY GROUP
View 193 Finley Drive Bennington, VT MLS# 5094280
Save 193 Finley Drive Bennington, VT MLS# 5094280
1 of 48
$450,000
2

Beds

2.1

Baths

3,105

Sq.Ft.

193 Finley Drive

Bennington, VT

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Courtesy of HOFFMAN REAL ESTATE
View 349 Elm Street Bennington, VT MLS# 5111024
Save 349 Elm Street Bennington, VT MLS# 5111024
1 of 40
$450,000
3

Beds

1.1

Baths

1,650

Sq.Ft.

349 Elm Street

Bennington, VT

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Courtesy of MAHAR MCCARTHY REAL ESTATE
View 498 Town Line Road Bennington, VT MLS# 5095717
Save 498 Town Line Road Bennington, VT MLS# 5095717
1 of 54
$460,000
4

Beds

2.1

Baths

3,312

Sq.Ft.

498 Town Line Road

Bennington, VT

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Courtesy of DIAMOND REALTY
View 1376 Shaftsbury Hollow Road Shaftsbury, VT MLS# 5106977
Save 1376 Shaftsbury Hollow Road Shaftsbury, VT MLS# 5106977
1 of 17
$469,000
2

Beds

1.0

Baths

1,144

Sq.Ft.

1376 Shaftsbury Hollow Road

Shaftsbury, VT

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Courtesy of FOUR CORNER PROPERTIES LLC
View 425 Main Street Bennington, VT MLS# 5086748
Save 425 Main Street Bennington, VT MLS# 5086748
1 of 28
$475,000
15,179

Sq.Ft.

425 Main Street

Bennington, VT

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Courtesy of BHG MASIELLO BRATTLEBORO
View 425 Main Street Bennington, VT MLS# 5087015
Save 425 Main Street Bennington, VT MLS# 5087015
1 of 20
$475,000
6

Beds

4.2

Baths

9,000

Sq.Ft.

425 Main Street

Bennington, VT

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Courtesy of BHG MASIELLO BRATTLEBORO
View 22 Morse Road Bennington, VT MLS# 5087850
Save 22 Morse Road Bennington, VT MLS# 5087850
1 of 3
$475,000
0.0

Baths

22 Morse Road

Bennington, VT

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Courtesy of TPW REAL ESTATE
View 6 Snowflake Lane Winhall, VT MLS# 5110111
Save 6 Snowflake Lane Winhall, VT MLS# 5110111
1 of 29
$475,000
3

Beds

2.0

Baths

1,633

Sq.Ft.

6 Snowflake Lane

Winhall, VT

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Courtesy of JOSIAH ALLEN REAL ESTATE, INC.
View 262 Dwyers Camp Road Shaftsbury, VT MLS# 5079887
Save 262 Dwyers Camp Road Shaftsbury, VT MLS# 5079887
1 of 39
$479,000
3

Beds

2.0

Baths

2,065

Sq.Ft.

262 Dwyers Camp Road

Shaftsbury, VT

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Courtesy of KW VERMONT - BRENDA JONES REAL ESTATE GROUP
View 55 McIntosh Lane Bennington, VT MLS# 5113685
  • Recently Listed
Save 55 McIntosh Lane Bennington, VT MLS# 5113685
1 of 36
$480,000
4

Beds

2.1

Baths

3,120

Sq.Ft.

55 McIntosh Lane

Bennington, VT

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Courtesy of MAPLE LEAF REAL ESTATE
View 5131 Main Road Stamford, VT MLS# 5099200
  • Virtual Tour
Save 5131 Main Road Stamford, VT MLS# 5099200
1 of 50
$489,000
4

Beds

2.0

Baths

2,144

Sq.Ft.

5131 Main Road

Stamford, VT

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Courtesy of FLEX REALTY
View 1180 North Road Sunderland, VT MLS# 5105091
Save 1180 North Road Sunderland, VT MLS# 5105091
1 of 30
$489,000
4

Beds

2.1

Baths

2,240

Sq.Ft.

1180 North Road

Sunderland, VT

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Courtesy of EXP REALTY
View 292 Forest Mountain Road Peru, VT MLS# 5108157
  • Virtual Tour
Save 292 Forest Mountain Road Peru, VT MLS# 5108157
1 of 37
$489,000
3

Beds

2.0

Baths

1,830

Sq.Ft.

292 Forest Mountain Road

Peru, VT

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Courtesy of FOUR SEASONS SOTHEBY'S INT'L REALTY
View 88 Sugar Brook Road # C1 Peru, VT MLS# 5108352
Save 88 Sugar Brook Road # C1 Peru, VT MLS# 5108352
1 of 52
$489,000
3

Beds

2.1

Baths

1,603

Sq.Ft.

88 Sugar Brook Road # C1

Peru, VT

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Courtesy of BROMLEY REAL ESTATE

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 10/13/2026”

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