Bennington Vermont Homes for Sale

388 total properties

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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

00 Heartwellville View Road # 64 Readsboro, VT MLS# 5080467 - Image 1

00 Heartwellville View Road # 64 Readsboro, VT MLS# 5080467 - Image 2

00 Heartwellville View Road # 64 Readsboro, VT MLS# 5080467 - Image 3

00 Heartwellville View Road # 64 Readsboro, VT MLS# 5080467 - Image 4

1 of 4

$18,000

Studio

Beds

0.0

Baths

00 Heartwellville View Road # 64

Readsboro, VT

Courtesy of FLEX REALTY

THE TIME TO SELL IS NOW!

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

Rue Madeline Readsboro, VT MLS# 5096789 - Image 1

Rue Madeline Readsboro, VT MLS# 5096789 - Image 2

Rue Madeline Readsboro, VT MLS# 5096789 - Image 3

Rue Madeline Readsboro, VT MLS# 5096789 - Image 4

Rue Madeline Readsboro, VT MLS# 5096789 - Image 5

Rue Madeline Readsboro, VT MLS# 5096789 - Image 6

Recently Listed

1 of 6

$22,000

Studio

Beds

0.0

Baths

Rue Madeline

Readsboro, VT

Courtesy of RIDGELINE REAL ESTATE

00 Lebensdorf Lane Readsboro, VT MLS# 5087402 - Image 1

00 Lebensdorf Lane Readsboro, VT MLS# 5087402 - Image 2

00 Lebensdorf Lane Readsboro, VT MLS# 5087402 - Image 3

00 Lebensdorf Lane Readsboro, VT MLS# 5087402 - Image 4

00 Lebensdorf Lane Readsboro, VT MLS# 5087402 - Image 5

1 of 5

$25,000

Studio

Beds

0.0

Baths

00 Lebensdorf Lane

Readsboro, 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

270 Bergabhang Drive # 270 Stamford, VT MLS# 5090335 - Image 1

270 Bergabhang Drive # 270 Stamford, VT MLS# 5090335 - Image 2

270 Bergabhang Drive # 270 Stamford, VT MLS# 5090335 - Image 3

270 Bergabhang Drive # 270 Stamford, VT MLS# 5090335 - Image 4

1 of 4

$29,900

Studio

Beds

0.0

Baths

270 Bergabhang Drive # 270

Stamford, VT

Courtesy of REAL BROKER LLC

24 Asa's Way Bennington, VT MLS# 5086022 - Image 1

24 Asa's Way Bennington, VT MLS# 5086022 - Image 2

24 Asa's Way Bennington, VT MLS# 5086022 - Image 3

24 Asa's Way Bennington, VT MLS# 5086022 - Image 4

24 Asa's Way Bennington, VT MLS# 5086022 - Image 5

24 Asa's Way Bennington, VT MLS# 5086022 - Image 6

24 Asa's Way Bennington, VT MLS# 5086022 - Image 7

1 of 7

$55,000

Studio

Beds

0.0

Baths

24 Asa's Way

Bennington, VT

Courtesy of MAHAR MCCARTHY REAL ESTATE

29 Asa's Way Bennington, VT MLS# 5086024 - Image 1

29 Asa's Way Bennington, VT MLS# 5086024 - Image 2

29 Asa's Way Bennington, VT MLS# 5086024 - Image 3

29 Asa's Way Bennington, VT MLS# 5086024 - Image 4

29 Asa's Way Bennington, VT MLS# 5086024 - Image 5

1 of 5

$55,000

Studio

Beds

0.0

Baths

29 Asa's Way

Bennington, VT

Courtesy of MAHAR MCCARTHY REAL ESTATE

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

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

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

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

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

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

1 of 6

$56,900

Studio

Beds

0.0

Baths

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

Readsboro, VT

Courtesy of FLEX REALTY

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

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

$59,900

Studio

Beds

0.0

Baths

0 Sunset Hill Road

Pownal, VT

Courtesy of EDGE REALTY VERMONT

3 W Hill Drive Readsboro, VT MLS# 5085630 - Image 1

3 W Hill Drive Readsboro, VT MLS# 5085630 - Image 2

3 W Hill Drive Readsboro, VT MLS# 5085630 - Image 3

3 W Hill Drive Readsboro, VT MLS# 5085630 - Image 4

3 W Hill Drive Readsboro, VT MLS# 5085630 - Image 5

3 W Hill Drive Readsboro, VT MLS# 5085630 - Image 6

3 W Hill Drive Readsboro, VT MLS# 5085630 - Image 7

3 W Hill Drive Readsboro, VT MLS# 5085630 - Image 8

3 W Hill Drive Readsboro, VT MLS# 5085630 - Image 9

3 W Hill Drive Readsboro, VT MLS# 5085630 - Image 10

3 W Hill Drive Readsboro, VT MLS# 5085630 - Image 11

3 W Hill Drive Readsboro, VT MLS# 5085630 - Image 12

1 of 12

$64,000

Studio

Beds

0.0

Baths

3 W Hill Drive

Readsboro, VT

Courtesy of DEREK GREENE

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

2041 East Road Bennington, VT MLS# 5080306 - Image 1

2041 East Road Bennington, VT MLS# 5080306 - Image 2

2041 East Road Bennington, VT MLS# 5080306 - Image 3

2041 East Road Bennington, VT MLS# 5080306 - Image 4

2041 East Road Bennington, VT MLS# 5080306 - Image 5

2041 East Road Bennington, VT MLS# 5080306 - Image 6

2041 East Road Bennington, VT MLS# 5080306 - Image 7

2041 East Road Bennington, VT MLS# 5080306 - Image 8

1 of 8

$65,000

Studio

Beds

0.0

Baths

2041 East Road

Bennington, VT

Courtesy of PERROTT REALTY

80 Crossover Road Bennington, VT MLS# 5080317 - Image 1

80 Crossover Road Bennington, VT MLS# 5080317 - Image 2

80 Crossover Road Bennington, VT MLS# 5080317 - Image 3

80 Crossover Road Bennington, VT MLS# 5080317 - Image 4

80 Crossover Road Bennington, VT MLS# 5080317 - Image 5

80 Crossover Road Bennington, VT MLS# 5080317 - Image 6

80 Crossover Road Bennington, VT MLS# 5080317 - Image 7

80 Crossover Road Bennington, VT MLS# 5080317 - Image 8

80 Crossover Road Bennington, VT MLS# 5080317 - Image 9

80 Crossover Road Bennington, VT MLS# 5080317 - Image 10

80 Crossover Road Bennington, VT MLS# 5080317 - Image 11

80 Crossover Road Bennington, VT MLS# 5080317 - Image 12

80 Crossover Road Bennington, VT MLS# 5080317 - Image 13

80 Crossover Road Bennington, VT MLS# 5080317 - Image 14

80 Crossover Road Bennington, VT MLS# 5080317 - Image 15

80 Crossover Road Bennington, VT MLS# 5080317 - Image 16

80 Crossover Road Bennington, VT MLS# 5080317 - Image 17

1 of 17

$65,000

Studio

Beds

0.0

Baths

80 Crossover Road

Bennington, VT

Courtesy of PERROTT REALTY

0 Brambley Lane Bennington, VT MLS# 5092066 - Image 1

0 Brambley Lane Bennington, VT MLS# 5092066 - Image 2

0 Brambley Lane Bennington, VT MLS# 5092066 - Image 3

1 of 3

$74,900

Studio

Beds

0.0

Baths

0 Brambley Lane

Bennington, VT

Courtesy of HOFFMAN 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 6/30/2026”

Trends Information provided by ATTOM Data Solutions.

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Bennington Vermont Homes for Sale

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Bennington Vermont Homes for Sale