Bennington Vermont Homes for Sale

279 total properties

Sort By:

Alpendorf Avenue Readsboro, VT MLS# 5055680 - Image 1

Alpendorf Avenue Readsboro, VT MLS# 5055680 - Image 2

Alpendorf Avenue Readsboro, VT MLS# 5055680 - Image 3

Alpendorf Avenue Readsboro, VT MLS# 5055680 - Image 4

Alpendorf Avenue Readsboro, VT MLS# 5055680 - Image 5

Alpendorf Avenue Readsboro, VT MLS# 5055680 - Image 6

Alpendorf Avenue Readsboro, VT MLS# 5055680 - Image 7

Alpendorf Avenue Readsboro, VT MLS# 5055680 - Image 8

1 of 8

$9,999

Studio

Beds

0.0

Baths

Alpendorf Avenue

Readsboro, VT

Courtesy of OWNERENTRY.COM

00 Heartwellville View Road # 32 Readsboro, VT MLS# 5068954 - Image 1

00 Heartwellville View Road # 32 Readsboro, VT MLS# 5068954 - Image 2

00 Heartwellville View Road # 32 Readsboro, VT MLS# 5068954 - Image 3

00 Heartwellville View Road # 32 Readsboro, VT MLS# 5068954 - Image 4

1 of 4

$14,000

Studio

Beds

0.0

Baths

00 Heartwellville View Road # 32

Readsboro, VT

Courtesy of FLEX REALTY

Oberhugel Road Readsboro, VT MLS# 5067787 - Image 1

Oberhugel Road Readsboro, VT MLS# 5067787 - Image 2

Oberhugel Road Readsboro, VT MLS# 5067787 - Image 3

Oberhugel Road Readsboro, VT MLS# 5067787 - Image 4

Oberhugel Road Readsboro, VT MLS# 5067787 - Image 5

Oberhugel Road Readsboro, VT MLS# 5067787 - Image 6

Oberhugel Road Readsboro, VT MLS# 5067787 - Image 7

Oberhugel Road Readsboro, VT MLS# 5067787 - Image 8

Oberhugel Road Readsboro, VT MLS# 5067787 - Image 9

Oberhugel Road Readsboro, VT MLS# 5067787 - Image 10

1 of 10

$14,999

Studio

Beds

0.0

Baths

Oberhugel Road

Readsboro, VT

Courtesy of OWNERENTRY.COM

THE TIME TO SELL IS NOW!

326A Bergabhang Drive Stamford, VT MLS# 5075991 - Image 1

326A Bergabhang Drive Stamford, VT MLS# 5075991 - Image 2

326A Bergabhang Drive Stamford, VT MLS# 5075991 - Image 3

326A Bergabhang Drive Stamford, VT MLS# 5075991 - Image 4

326A Bergabhang Drive Stamford, VT MLS# 5075991 - Image 5

326A Bergabhang Drive Stamford, VT MLS# 5075991 - Image 6

326A Bergabhang Drive Stamford, VT MLS# 5075991 - Image 7

326A Bergabhang Drive Stamford, VT MLS# 5075991 - Image 8

326A Bergabhang Drive Stamford, VT MLS# 5075991 - Image 9

326A Bergabhang Drive Stamford, VT MLS# 5075991 - Image 10

326A Bergabhang Drive Stamford, VT MLS# 5075991 - Image 11

326A Bergabhang Drive Stamford, VT MLS# 5075991 - Image 12

326A Bergabhang Drive Stamford, VT MLS# 5075991 - Image 13

Recently Listed

1 of 13

$17,000

Studio

Beds

0.0

Baths

326A Bergabhang Drive

Stamford, VT

Courtesy of DEERFIELD VALLEY REAL ESTATE

Lebensdorf Lane Readsboro, VT MLS# 5068765 - Image 1

Lebensdorf Lane Readsboro, VT MLS# 5068765 - Image 2

Lebensdorf Lane Readsboro, VT MLS# 5068765 - Image 3

Lebensdorf Lane Readsboro, VT MLS# 5068765 - Image 4

Lebensdorf Lane Readsboro, VT MLS# 5068765 - Image 5

Lebensdorf Lane Readsboro, VT MLS# 5068765 - Image 6

Lebensdorf Lane Readsboro, VT MLS# 5068765 - Image 7

Lebensdorf Lane Readsboro, VT MLS# 5068765 - Image 8

Lebensdorf Lane Readsboro, VT MLS# 5068765 - Image 9

1 of 9

$19,999

Studio

Beds

0.0

Baths

Lebensdorf Lane

Readsboro, VT

Courtesy of OWNERENTRY.COM

0 Bergrucken Lane # 6-377 Stamford, VT MLS# 5044034 - Image 1

0 Bergrucken Lane # 6-377 Stamford, VT MLS# 5044034 - Image 2

0 Bergrucken Lane # 6-377 Stamford, VT MLS# 5044034 - Image 3

0 Bergrucken Lane # 6-377 Stamford, VT MLS# 5044034 - Image 4

0 Bergrucken Lane # 6-377 Stamford, VT MLS# 5044034 - Image 5

0 Bergrucken Lane # 6-377 Stamford, VT MLS# 5044034 - Image 6

0 Bergrucken Lane # 6-377 Stamford, VT MLS# 5044034 - Image 7

0 Bergrucken Lane # 6-377 Stamford, VT MLS# 5044034 - Image 8

0 Bergrucken Lane # 6-377 Stamford, VT MLS# 5044034 - Image 9

1 of 9

$27,500

Studio

Beds

0.0

Baths

0 Bergrucken Lane # 6-377

Stamford, VT

Courtesy of SOUTHERN VERMONT REALTY GROUP

00 Heartwellville View Road # 34/35 Readsboro, VT MLS# 5068956 - Image 1

00 Heartwellville View Road # 34/35 Readsboro, VT MLS# 5068956 - Image 2

00 Heartwellville View Road # 34/35 Readsboro, VT MLS# 5068956 - Image 3

00 Heartwellville View Road # 34/35 Readsboro, VT MLS# 5068956 - Image 4

1 of 4

$27,999

Studio

Beds

0.0

Baths

00 Heartwellville View Road # 34/35

Readsboro, VT

Courtesy of FLEX REALTY

00 Heartwellville View Road # 38/39 Readsboro, VT MLS# 5068949 - Image 1

00 Heartwellville View Road # 38/39 Readsboro, VT MLS# 5068949 - Image 2

00 Heartwellville View Road # 38/39 Readsboro, VT MLS# 5068949 - Image 3

00 Heartwellville View Road # 38/39 Readsboro, VT MLS# 5068949 - Image 4

1 of 4

$28,000

Studio

Beds

0.0

Baths

00 Heartwellville View Road # 38/39

Readsboro, VT

Courtesy of FLEX REALTY

00 Oberdorf Road # Lot 276 Stamford, VT MLS# 5064834 - Image 1

00 Oberdorf Road # Lot 276 Stamford, VT MLS# 5064834 - Image 2

00 Oberdorf Road # Lot 276 Stamford, VT MLS# 5064834 - Image 3

00 Oberdorf Road # Lot 276 Stamford, VT MLS# 5064834 - Image 4

00 Oberdorf Road # Lot 276 Stamford, VT MLS# 5064834 - Image 5

00 Oberdorf Road # Lot 276 Stamford, VT MLS# 5064834 - Image 6

00 Oberdorf Road # Lot 276 Stamford, VT MLS# 5064834 - Image 7

1 of 7

$29,000

Studio

Beds

0.0

Baths

00 Oberdorf Road # Lot 276

Stamford, VT

Courtesy of SOUTHERN VERMONT REALTY GROUP

159 Oberdorf Road Readsboro, VT MLS# 5037699 - Image 1

159 Oberdorf Road Readsboro, VT MLS# 5037699 - Image 2

159 Oberdorf Road Readsboro, VT MLS# 5037699 - Image 3

159 Oberdorf Road Readsboro, VT MLS# 5037699 - Image 4

159 Oberdorf Road Readsboro, VT MLS# 5037699 - Image 5

159 Oberdorf Road Readsboro, VT MLS# 5037699 - Image 6

1 of 6

$35,000

Studio

Beds

0.0

Baths

159 Oberdorf Road

Readsboro, VT

Courtesy of MAPLE LEAF REAL ESTATE

0 Barber Pond Road Pownal, VT MLS# 5073107 - Image 1

0 Barber Pond Road Pownal, VT MLS# 5073107 - Image 2

0 Barber Pond Road Pownal, VT MLS# 5073107 - Image 3

0 Barber Pond Road Pownal, VT MLS# 5073107 - Image 4

0 Barber Pond Road Pownal, VT MLS# 5073107 - Image 5

0 Barber Pond Road Pownal, VT MLS# 5073107 - Image 6

0 Barber Pond Road Pownal, VT MLS# 5073107 - Image 7

0 Barber Pond Road Pownal, VT MLS# 5073107 - Image 8

1 of 8

$35,000

Studio

Beds

0.0

Baths

0 Barber Pond Road

Pownal, VT

Courtesy of MAPLE LEAF REAL ESTATE

420 Burgess Road Bennington, VT MLS# 5056952 - Image 1

420 Burgess Road Bennington, VT MLS# 5056952 - Image 2

420 Burgess Road Bennington, VT MLS# 5056952 - Image 3

420 Burgess Road Bennington, VT MLS# 5056952 - Image 4

420 Burgess Road Bennington, VT MLS# 5056952 - Image 5

420 Burgess Road Bennington, VT MLS# 5056952 - Image 6

420 Burgess Road Bennington, VT MLS# 5056952 - Image 7

420 Burgess Road Bennington, VT MLS# 5056952 - Image 8

1 of 8

$59,000

Studio

Beds

0.0

Baths

420 Burgess Road

Bennington, VT

Courtesy of PERROTT REALTY

536 Mill Road Stamford, VT MLS# 5067943 - Image 1

536 Mill Road Stamford, VT MLS# 5067943 - Image 2

536 Mill Road Stamford, VT MLS# 5067943 - Image 3

536 Mill Road Stamford, VT MLS# 5067943 - Image 4

536 Mill Road Stamford, VT MLS# 5067943 - Image 5

536 Mill Road Stamford, VT MLS# 5067943 - Image 6

536 Mill Road Stamford, VT MLS# 5067943 - Image 7

536 Mill Road Stamford, VT MLS# 5067943 - Image 8

536 Mill Road Stamford, VT MLS# 5067943 - Image 9

1 of 9

$60,000

Studio

Beds

0.0

Baths

536 Mill Road

Stamford, VT

Courtesy of SKIHOME REALTY

0 Stratton View Road # 59 Winhall, VT MLS# 5036984 - Image 1

0 Stratton View Road # 59 Winhall, VT MLS# 5036984 - Image 2

0 Stratton View Road # 59 Winhall, VT MLS# 5036984 - Image 3

0 Stratton View Road # 59 Winhall, VT MLS# 5036984 - Image 4

0 Stratton View Road # 59 Winhall, VT MLS# 5036984 - Image 5

0 Stratton View Road # 59 Winhall, VT MLS# 5036984 - Image 6

0 Stratton View Road # 59 Winhall, VT MLS# 5036984 - Image 7

0 Stratton View Road # 59 Winhall, VT MLS# 5036984 - Image 8

1 of 8

$65,000

Studio

Beds

0.0

Baths

0 Stratton View Road # 59

Winhall, VT

Courtesy of MICHAEL ENGLAND REAL ESTATE

0 Stratton View Road # 58 Winhall, VT MLS# 5036988 - Image 1

0 Stratton View Road # 58 Winhall, VT MLS# 5036988 - Image 2

0 Stratton View Road # 58 Winhall, VT MLS# 5036988 - Image 3

0 Stratton View Road # 58 Winhall, VT MLS# 5036988 - Image 4

0 Stratton View Road # 58 Winhall, VT MLS# 5036988 - Image 5

0 Stratton View Road # 58 Winhall, VT MLS# 5036988 - Image 6

0 Stratton View Road # 58 Winhall, VT MLS# 5036988 - Image 7

0 Stratton View Road # 58 Winhall, VT MLS# 5036988 - Image 8

0 Stratton View Road # 58 Winhall, VT MLS# 5036988 - Image 9

1 of 9

$65,000

Studio

Beds

0.0

Baths

0 Stratton View Road # 58

Winhall, VT

Courtesy of MICHAEL ENGLAND REAL ESTATE

0 Hidden Valley Road Shaftsbury, VT MLS# 5055076 - Image 1

1 of 1

$65,000

Studio

Beds

0.0

Baths

0 Hidden Valley Road

Shaftsbury, VT

Courtesy of PERROTT REALTY

0 Sunset Hill Road Pownal, VT MLS# 5067472 - Image 1

0 Sunset Hill Road Pownal, VT MLS# 5067472 - Image 2

0 Sunset Hill Road Pownal, VT MLS# 5067472 - Image 3

0 Sunset Hill Road Pownal, VT MLS# 5067472 - Image 4

0 Sunset Hill Road Pownal, VT MLS# 5067472 - Image 5

0 Sunset Hill Road Pownal, VT MLS# 5067472 - Image 6

0 Sunset Hill Road Pownal, VT MLS# 5067472 - Image 7

0 Sunset Hill Road Pownal, VT MLS# 5067472 - Image 8

0 Sunset Hill Road Pownal, VT MLS# 5067472 - Image 9

0 Sunset Hill Road Pownal, VT MLS# 5067472 - Image 10

0 Sunset Hill Road Pownal, VT MLS# 5067472 - Image 11

0 Sunset Hill Road Pownal, VT MLS# 5067472 - Image 12

0 Sunset Hill Road Pownal, VT MLS# 5067472 - Image 13

0 Sunset Hill Road Pownal, VT MLS# 5067472 - Image 14

0 Sunset Hill Road Pownal, VT MLS# 5067472 - Image 15

0 Sunset Hill Road Pownal, VT MLS# 5067472 - Image 16

0 Sunset Hill Road Pownal, VT MLS# 5067472 - Image 17

1 of 17

$65,000

Studio

Beds

0.0

Baths

0 Sunset Hill Road

Pownal, VT

Courtesy of EDGE REALTY VERMONT

1337 Chunks Brook Road Sandgate, VT MLS# 5070480 - Image 1

1337 Chunks Brook Road Sandgate, VT MLS# 5070480 - Image 2

1337 Chunks Brook Road Sandgate, VT MLS# 5070480 - Image 3

1337 Chunks Brook Road Sandgate, VT MLS# 5070480 - Image 4

1337 Chunks Brook Road Sandgate, VT MLS# 5070480 - Image 5

1337 Chunks Brook Road Sandgate, VT MLS# 5070480 - Image 6

1337 Chunks Brook Road Sandgate, VT MLS# 5070480 - Image 7

1337 Chunks Brook Road Sandgate, VT MLS# 5070480 - Image 8

1337 Chunks Brook Road Sandgate, VT MLS# 5070480 - Image 9

1337 Chunks Brook Road Sandgate, VT MLS# 5070480 - Image 10

1337 Chunks Brook Road Sandgate, VT MLS# 5070480 - Image 11

1 of 11

$69,000

Studio

Beds

0.0

Baths

1337 Chunks Brook Road

Sandgate, VT

Courtesy of DEREK GREENE

00 Heartwellville View Road # 64/65/66/69/70 Readsboro, VT MLS# 5066003 - Image 1

00 Heartwellville View Road # 64/65/66/69/70 Readsboro, VT MLS# 5066003 - Image 2

00 Heartwellville View Road # 64/65/66/69/70 Readsboro, VT MLS# 5066003 - Image 3

00 Heartwellville View Road # 64/65/66/69/70 Readsboro, VT MLS# 5066003 - Image 4

00 Heartwellville View Road # 64/65/66/69/70 Readsboro, VT MLS# 5066003 - Image 5

00 Heartwellville View Road # 64/65/66/69/70 Readsboro, VT MLS# 5066003 - Image 6

1 of 6

$74,900

Studio

Beds

0.0

Baths

00 Heartwellville View Road # 64/65/66/69/70

Readsboro, VT

Courtesy of FLEX REALTY

108 Baker Drive Bennington, VT MLS# 5070452 - Image 1

108 Baker Drive Bennington, VT MLS# 5070452 - Image 2

108 Baker Drive Bennington, VT MLS# 5070452 - Image 3

108 Baker Drive Bennington, VT MLS# 5070452 - Image 4

108 Baker Drive Bennington, VT MLS# 5070452 - Image 5

108 Baker Drive Bennington, VT MLS# 5070452 - Image 6

108 Baker Drive Bennington, VT MLS# 5070452 - Image 7

108 Baker Drive Bennington, VT MLS# 5070452 - Image 8

108 Baker Drive Bennington, VT MLS# 5070452 - Image 9

108 Baker Drive Bennington, VT MLS# 5070452 - Image 10

108 Baker Drive Bennington, VT MLS# 5070452 - Image 11

108 Baker Drive Bennington, VT MLS# 5070452 - Image 12

108 Baker Drive Bennington, VT MLS# 5070452 - Image 13

108 Baker Drive Bennington, VT MLS# 5070452 - Image 14

108 Baker Drive Bennington, VT MLS# 5070452 - Image 15

108 Baker Drive Bennington, VT MLS# 5070452 - Image 16

108 Baker Drive Bennington, VT MLS# 5070452 - Image 17

1 of 17

$79,900

Beds

2.0

Baths

980

Sq.Ft.

108 Baker Drive

Bennington, VT

Courtesy of MONARCH 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 2/26/2026”

Trends Information provided by ATTOM Data Solutions.

Looking for an Associate?

Already Working with an Associate?

Bennington Vermont Homes for Sale

Select all that apply

Bedrooms

Bathrooms

Home Type

Features

Lot Size

Square Footage

Year Built

Listing Activity

Days on Weichert

Add Surrounding City

Bennington Vermont Homes for Sale