05201 Homes for Sale

111 total properties

Sort By:

103 Jennings Brook Drive # 103 Bennington, VT MLS# 5088382 - Image 1

103 Jennings Brook Drive # 103 Bennington, VT MLS# 5088382 - Image 2

103 Jennings Brook Drive # 103 Bennington, VT MLS# 5088382 - Image 3

103 Jennings Brook Drive # 103 Bennington, VT MLS# 5088382 - Image 4

103 Jennings Brook Drive # 103 Bennington, VT MLS# 5088382 - Image 5

103 Jennings Brook Drive # 103 Bennington, VT MLS# 5088382 - Image 6

103 Jennings Brook Drive # 103 Bennington, VT MLS# 5088382 - Image 7

103 Jennings Brook Drive # 103 Bennington, VT MLS# 5088382 - Image 8

103 Jennings Brook Drive # 103 Bennington, VT MLS# 5088382 - Image 9

103 Jennings Brook Drive # 103 Bennington, VT MLS# 5088382 - Image 10

103 Jennings Brook Drive # 103 Bennington, VT MLS# 5088382 - Image 11

103 Jennings Brook Drive # 103 Bennington, VT MLS# 5088382 - Image 12

103 Jennings Brook Drive # 103 Bennington, VT MLS# 5088382 - Image 13

103 Jennings Brook Drive # 103 Bennington, VT MLS# 5088382 - Image 14

103 Jennings Brook Drive # 103 Bennington, VT MLS# 5088382 - Image 15

103 Jennings Brook Drive # 103 Bennington, VT MLS# 5088382 - Image 16

103 Jennings Brook Drive # 103 Bennington, VT MLS# 5088382 - Image 17

103 Jennings Brook Drive # 103 Bennington, VT MLS# 5088382 - Image 18

103 Jennings Brook Drive # 103 Bennington, VT MLS# 5088382 - Image 19

103 Jennings Brook Drive # 103 Bennington, VT MLS# 5088382 - Image 20

103 Jennings Brook Drive # 103 Bennington, VT MLS# 5088382 - Image 21

103 Jennings Brook Drive # 103 Bennington, VT MLS# 5088382 - Image 22

103 Jennings Brook Drive # 103 Bennington, VT MLS# 5088382 - Image 23

103 Jennings Brook Drive # 103 Bennington, VT MLS# 5088382 - Image 24

103 Jennings Brook Drive # 103 Bennington, VT MLS# 5088382 - Image 25

103 Jennings Brook Drive # 103 Bennington, VT MLS# 5088382 - Image 26

103 Jennings Brook Drive # 103 Bennington, VT MLS# 5088382 - Image 27

103 Jennings Brook Drive # 103 Bennington, VT MLS# 5088382 - Image 28

103 Jennings Brook Drive # 103 Bennington, VT MLS# 5088382 - Image 29

1 of 29

$250,000

Beds

2.0

Baths

1,824

Sq.Ft.

103 Jennings Brook Drive # 103

Bennington, VT

Courtesy of MAHAR MCCARTHY REAL ESTATE

123 Bradford Street Bennington, VT MLS# 5088385 - Image 1

123 Bradford Street Bennington, VT MLS# 5088385 - Image 2

123 Bradford Street Bennington, VT MLS# 5088385 - Image 3

123 Bradford Street Bennington, VT MLS# 5088385 - Image 4

1 of 4

$249,900

Beds

4.0

Baths

2,080

Sq.Ft.

123 Bradford Street

Bennington, VT

Courtesy of KW VERMONT - BRENDA JONES REAL ESTATE GROUP

99 Coolidge Avenue Bennington, VT MLS# 5088016 - Image 1

99 Coolidge Avenue Bennington, VT MLS# 5088016 - Image 2

99 Coolidge Avenue Bennington, VT MLS# 5088016 - Image 3

99 Coolidge Avenue Bennington, VT MLS# 5088016 - Image 4

99 Coolidge Avenue Bennington, VT MLS# 5088016 - Image 5

99 Coolidge Avenue Bennington, VT MLS# 5088016 - Image 6

99 Coolidge Avenue Bennington, VT MLS# 5088016 - Image 7

99 Coolidge Avenue Bennington, VT MLS# 5088016 - Image 8

99 Coolidge Avenue Bennington, VT MLS# 5088016 - Image 9

99 Coolidge Avenue Bennington, VT MLS# 5088016 - Image 10

99 Coolidge Avenue Bennington, VT MLS# 5088016 - Image 11

99 Coolidge Avenue Bennington, VT MLS# 5088016 - Image 12

99 Coolidge Avenue Bennington, VT MLS# 5088016 - Image 13

99 Coolidge Avenue Bennington, VT MLS# 5088016 - Image 14

99 Coolidge Avenue Bennington, VT MLS# 5088016 - Image 15

99 Coolidge Avenue Bennington, VT MLS# 5088016 - Image 16

99 Coolidge Avenue Bennington, VT MLS# 5088016 - Image 17

99 Coolidge Avenue Bennington, VT MLS# 5088016 - Image 18

99 Coolidge Avenue Bennington, VT MLS# 5088016 - Image 19

99 Coolidge Avenue Bennington, VT MLS# 5088016 - Image 20

99 Coolidge Avenue Bennington, VT MLS# 5088016 - Image 21

99 Coolidge Avenue Bennington, VT MLS# 5088016 - Image 22

99 Coolidge Avenue Bennington, VT MLS# 5088016 - Image 23

99 Coolidge Avenue Bennington, VT MLS# 5088016 - Image 24

99 Coolidge Avenue Bennington, VT MLS# 5088016 - Image 25

99 Coolidge Avenue Bennington, VT MLS# 5088016 - Image 26

99 Coolidge Avenue Bennington, VT MLS# 5088016 - Image 27

99 Coolidge Avenue Bennington, VT MLS# 5088016 - Image 28

99 Coolidge Avenue Bennington, VT MLS# 5088016 - Image 29

99 Coolidge Avenue Bennington, VT MLS# 5088016 - Image 30

99 Coolidge Avenue Bennington, VT MLS# 5088016 - Image 31

99 Coolidge Avenue Bennington, VT MLS# 5088016 - Image 32

99 Coolidge Avenue Bennington, VT MLS# 5088016 - Image 33

99 Coolidge Avenue Bennington, VT MLS# 5088016 - Image 34

99 Coolidge Avenue Bennington, VT MLS# 5088016 - Image 35

99 Coolidge Avenue Bennington, VT MLS# 5088016 - Image 36

99 Coolidge Avenue Bennington, VT MLS# 5088016 - Image 37

99 Coolidge Avenue Bennington, VT MLS# 5088016 - Image 38

99 Coolidge Avenue Bennington, VT MLS# 5088016 - Image 39

99 Coolidge Avenue Bennington, VT MLS# 5088016 - Image 40

99 Coolidge Avenue Bennington, VT MLS# 5088016 - Image 41

99 Coolidge Avenue Bennington, VT MLS# 5088016 - Image 42

99 Coolidge Avenue Bennington, VT MLS# 5088016 - Image 43

99 Coolidge Avenue Bennington, VT MLS# 5088016 - Image 44

99 Coolidge Avenue Bennington, VT MLS# 5088016 - Image 45

99 Coolidge Avenue Bennington, VT MLS# 5088016 - Image 46

99 Coolidge Avenue Bennington, VT MLS# 5088016 - Image 47

99 Coolidge Avenue Bennington, VT MLS# 5088016 - Image 48

99 Coolidge Avenue Bennington, VT MLS# 5088016 - Image 49

99 Coolidge Avenue Bennington, VT MLS# 5088016 - Image 50

99 Coolidge Avenue Bennington, VT MLS# 5088016 - Image 51

99 Coolidge Avenue Bennington, VT MLS# 5088016 - Image 52

99 Coolidge Avenue Bennington, VT MLS# 5088016 - Image 53

1 of 53

$219,000

Beds

1.0

Baths

1,047

Sq.Ft.

99 Coolidge Avenue

Bennington, VT

Courtesy of MAPLE LEAF REAL ESTATE

THE TIME TO SELL IS NOW!

116 Northside Drive Bennington, VT MLS# 5087810 - Image 1

116 Northside Drive Bennington, VT MLS# 5087810 - Image 2

116 Northside Drive Bennington, VT MLS# 5087810 - Image 3

1 of 3

$1,400,000

116 Northside Drive

Bennington, VT

Courtesy of TPW REAL ESTATE

131 Pine Circle Bennington, VT MLS# 5087824 - Image 1

131 Pine Circle Bennington, VT MLS# 5087824 - Image 2

131 Pine Circle Bennington, VT MLS# 5087824 - Image 3

131 Pine Circle Bennington, VT MLS# 5087824 - Image 4

131 Pine Circle Bennington, VT MLS# 5087824 - Image 5

131 Pine Circle Bennington, VT MLS# 5087824 - Image 6

131 Pine Circle Bennington, VT MLS# 5087824 - Image 7

131 Pine Circle Bennington, VT MLS# 5087824 - Image 8

131 Pine Circle Bennington, VT MLS# 5087824 - Image 9

131 Pine Circle Bennington, VT MLS# 5087824 - Image 10

131 Pine Circle Bennington, VT MLS# 5087824 - Image 11

131 Pine Circle Bennington, VT MLS# 5087824 - Image 12

131 Pine Circle Bennington, VT MLS# 5087824 - Image 13

131 Pine Circle Bennington, VT MLS# 5087824 - Image 14

131 Pine Circle Bennington, VT MLS# 5087824 - Image 15

131 Pine Circle Bennington, VT MLS# 5087824 - Image 16

131 Pine Circle Bennington, VT MLS# 5087824 - Image 17

131 Pine Circle Bennington, VT MLS# 5087824 - Image 18

131 Pine Circle Bennington, VT MLS# 5087824 - Image 19

131 Pine Circle Bennington, VT MLS# 5087824 - Image 20

131 Pine Circle Bennington, VT MLS# 5087824 - Image 21

131 Pine Circle Bennington, VT MLS# 5087824 - Image 22

131 Pine Circle Bennington, VT MLS# 5087824 - Image 23

131 Pine Circle Bennington, VT MLS# 5087824 - Image 24

131 Pine Circle Bennington, VT MLS# 5087824 - Image 25

131 Pine Circle Bennington, VT MLS# 5087824 - Image 26

131 Pine Circle Bennington, VT MLS# 5087824 - Image 27

131 Pine Circle Bennington, VT MLS# 5087824 - Image 28

131 Pine Circle Bennington, VT MLS# 5087824 - Image 29

131 Pine Circle Bennington, VT MLS# 5087824 - Image 30

131 Pine Circle Bennington, VT MLS# 5087824 - Image 31

131 Pine Circle Bennington, VT MLS# 5087824 - Image 32

131 Pine Circle Bennington, VT MLS# 5087824 - Image 33

131 Pine Circle Bennington, VT MLS# 5087824 - Image 34

131 Pine Circle Bennington, VT MLS# 5087824 - Image 35

131 Pine Circle Bennington, VT MLS# 5087824 - Image 36

131 Pine Circle Bennington, VT MLS# 5087824 - Image 37

131 Pine Circle Bennington, VT MLS# 5087824 - Image 38

131 Pine Circle Bennington, VT MLS# 5087824 - Image 39

131 Pine Circle Bennington, VT MLS# 5087824 - Image 40

131 Pine Circle Bennington, VT MLS# 5087824 - Image 41

131 Pine Circle Bennington, VT MLS# 5087824 - Image 42

131 Pine Circle Bennington, VT MLS# 5087824 - Image 43

131 Pine Circle Bennington, VT MLS# 5087824 - Image 44

131 Pine Circle Bennington, VT MLS# 5087824 - Image 45

131 Pine Circle Bennington, VT MLS# 5087824 - Image 46

131 Pine Circle Bennington, VT MLS# 5087824 - Image 47

131 Pine Circle Bennington, VT MLS# 5087824 - Image 48

131 Pine Circle Bennington, VT MLS# 5087824 - Image 49

131 Pine Circle Bennington, VT MLS# 5087824 - Image 50

131 Pine Circle Bennington, VT MLS# 5087824 - Image 51

131 Pine Circle Bennington, VT MLS# 5087824 - Image 52

131 Pine Circle Bennington, VT MLS# 5087824 - Image 53

131 Pine Circle Bennington, VT MLS# 5087824 - Image 54

131 Pine Circle Bennington, VT MLS# 5087824 - Image 55

131 Pine Circle Bennington, VT MLS# 5087824 - Image 56

131 Pine Circle Bennington, VT MLS# 5087824 - Image 57

131 Pine Circle Bennington, VT MLS# 5087824 - Image 58

131 Pine Circle Bennington, VT MLS# 5087824 - Image 59

1 of 59

$419,000

Beds

3.0

Baths

2,119

Sq.Ft.

131 Pine Circle

Bennington, VT

Courtesy of MAPLE LEAF REAL ESTATE

22 Morse Road Bennington, VT MLS# 5087850 - Image 1

22 Morse Road Bennington, VT MLS# 5087850 - Image 2

22 Morse Road Bennington, VT MLS# 5087850 - Image 3

1 of 3

$475,000

Studio

Beds

0.0

Baths

22 Morse Road

Bennington, VT

Courtesy of TPW REAL ESTATE

1803 Harwood Hill Road Bennington, VT MLS# 5087666 - Image 1

1803 Harwood Hill Road Bennington, VT MLS# 5087666 - Image 2

1803 Harwood Hill Road Bennington, VT MLS# 5087666 - Image 3

1803 Harwood Hill Road Bennington, VT MLS# 5087666 - Image 4

1803 Harwood Hill Road Bennington, VT MLS# 5087666 - Image 5

1803 Harwood Hill Road Bennington, VT MLS# 5087666 - Image 6

1803 Harwood Hill Road Bennington, VT MLS# 5087666 - Image 7

1803 Harwood Hill Road Bennington, VT MLS# 5087666 - Image 8

1803 Harwood Hill Road Bennington, VT MLS# 5087666 - Image 9

1803 Harwood Hill Road Bennington, VT MLS# 5087666 - Image 10

1803 Harwood Hill Road Bennington, VT MLS# 5087666 - Image 11

1803 Harwood Hill Road Bennington, VT MLS# 5087666 - Image 12

1803 Harwood Hill Road Bennington, VT MLS# 5087666 - Image 13

1803 Harwood Hill Road Bennington, VT MLS# 5087666 - Image 14

1803 Harwood Hill Road Bennington, VT MLS# 5087666 - Image 15

1 of 15

$299,000

Beds

2.0

Baths

1,496

Sq.Ft.

1803 Harwood Hill Road

Bennington, VT

Courtesy of FOUR CORNER PROPERTIES LLC

1073 Chapel Road Bennington, VT MLS# 5087361 - Image 1

1073 Chapel Road Bennington, VT MLS# 5087361 - Image 2

1073 Chapel Road Bennington, VT MLS# 5087361 - Image 3

1073 Chapel Road Bennington, VT MLS# 5087361 - Image 4

1073 Chapel Road Bennington, VT MLS# 5087361 - Image 5

1073 Chapel Road Bennington, VT MLS# 5087361 - Image 6

1073 Chapel Road Bennington, VT MLS# 5087361 - Image 7

1073 Chapel Road Bennington, VT MLS# 5087361 - Image 8

1073 Chapel Road Bennington, VT MLS# 5087361 - Image 9

1073 Chapel Road Bennington, VT MLS# 5087361 - Image 10

1073 Chapel Road Bennington, VT MLS# 5087361 - Image 11

1073 Chapel Road Bennington, VT MLS# 5087361 - Image 12

1073 Chapel Road Bennington, VT MLS# 5087361 - Image 13

1073 Chapel Road Bennington, VT MLS# 5087361 - Image 14

1073 Chapel Road Bennington, VT MLS# 5087361 - Image 15

1073 Chapel Road Bennington, VT MLS# 5087361 - Image 16

1073 Chapel Road Bennington, VT MLS# 5087361 - Image 17

1073 Chapel Road Bennington, VT MLS# 5087361 - Image 18

1073 Chapel Road Bennington, VT MLS# 5087361 - Image 19

1073 Chapel Road Bennington, VT MLS# 5087361 - Image 20

1073 Chapel Road Bennington, VT MLS# 5087361 - Image 21

1073 Chapel Road Bennington, VT MLS# 5087361 - Image 22

1073 Chapel Road Bennington, VT MLS# 5087361 - Image 23

1073 Chapel Road Bennington, VT MLS# 5087361 - Image 24

1073 Chapel Road Bennington, VT MLS# 5087361 - Image 25

1073 Chapel Road Bennington, VT MLS# 5087361 - Image 26

1073 Chapel Road Bennington, VT MLS# 5087361 - Image 27

1073 Chapel Road Bennington, VT MLS# 5087361 - Image 28

1073 Chapel Road Bennington, VT MLS# 5087361 - Image 29

1073 Chapel Road Bennington, VT MLS# 5087361 - Image 30

1073 Chapel Road Bennington, VT MLS# 5087361 - Image 31

1073 Chapel Road Bennington, VT MLS# 5087361 - Image 32

1073 Chapel Road Bennington, VT MLS# 5087361 - Image 33

1073 Chapel Road Bennington, VT MLS# 5087361 - Image 34

1073 Chapel Road Bennington, VT MLS# 5087361 - Image 35

1073 Chapel Road Bennington, VT MLS# 5087361 - Image 36

1073 Chapel Road Bennington, VT MLS# 5087361 - Image 37

1073 Chapel Road Bennington, VT MLS# 5087361 - Image 38

1073 Chapel Road Bennington, VT MLS# 5087361 - Image 39

1073 Chapel Road Bennington, VT MLS# 5087361 - Image 40

1073 Chapel Road Bennington, VT MLS# 5087361 - Image 41

1073 Chapel Road Bennington, VT MLS# 5087361 - Image 42

1073 Chapel Road Bennington, VT MLS# 5087361 - Image 43

1073 Chapel Road Bennington, VT MLS# 5087361 - Image 44

1073 Chapel Road Bennington, VT MLS# 5087361 - Image 45

1073 Chapel Road Bennington, VT MLS# 5087361 - Image 46

1073 Chapel Road Bennington, VT MLS# 5087361 - Image 47

1073 Chapel Road Bennington, VT MLS# 5087361 - Image 48

1073 Chapel Road Bennington, VT MLS# 5087361 - Image 49

1073 Chapel Road Bennington, VT MLS# 5087361 - Image 50

1073 Chapel Road Bennington, VT MLS# 5087361 - Image 51

1073 Chapel Road Bennington, VT MLS# 5087361 - Image 52

1073 Chapel Road Bennington, VT MLS# 5087361 - Image 53

1 of 53

$200,000

Studio

Beds

0.0

Baths

1073 Chapel Road

Bennington, VT

Courtesy of PREFERRED PROPERTIES

425 Main Street Bennington, VT MLS# 5087015 - Image 1

425 Main Street Bennington, VT MLS# 5087015 - Image 2

425 Main Street Bennington, VT MLS# 5087015 - Image 3

425 Main Street Bennington, VT MLS# 5087015 - Image 4

425 Main Street Bennington, VT MLS# 5087015 - Image 5

425 Main Street Bennington, VT MLS# 5087015 - Image 6

425 Main Street Bennington, VT MLS# 5087015 - Image 7

425 Main Street Bennington, VT MLS# 5087015 - Image 8

425 Main Street Bennington, VT MLS# 5087015 - Image 9

425 Main Street Bennington, VT MLS# 5087015 - Image 10

425 Main Street Bennington, VT MLS# 5087015 - Image 11

425 Main Street Bennington, VT MLS# 5087015 - Image 12

425 Main Street Bennington, VT MLS# 5087015 - Image 13

425 Main Street Bennington, VT MLS# 5087015 - Image 14

425 Main Street Bennington, VT MLS# 5087015 - Image 15

425 Main Street Bennington, VT MLS# 5087015 - Image 16

425 Main Street Bennington, VT MLS# 5087015 - Image 17

425 Main Street Bennington, VT MLS# 5087015 - Image 18

425 Main Street Bennington, VT MLS# 5087015 - Image 19

425 Main Street Bennington, VT MLS# 5087015 - Image 20

1 of 20

$475,000

Beds

4.2

Baths

9,000

Sq.Ft.

425 Main Street

Bennington, VT

Courtesy of BHG MASIELLO BRATTLEBORO

425 Main Street Bennington, VT MLS# 5086748 - Image 1

425 Main Street Bennington, VT MLS# 5086748 - Image 2

425 Main Street Bennington, VT MLS# 5086748 - Image 3

425 Main Street Bennington, VT MLS# 5086748 - Image 4

425 Main Street Bennington, VT MLS# 5086748 - Image 5

425 Main Street Bennington, VT MLS# 5086748 - Image 6

425 Main Street Bennington, VT MLS# 5086748 - Image 7

425 Main Street Bennington, VT MLS# 5086748 - Image 8

425 Main Street Bennington, VT MLS# 5086748 - Image 9

425 Main Street Bennington, VT MLS# 5086748 - Image 10

425 Main Street Bennington, VT MLS# 5086748 - Image 11

425 Main Street Bennington, VT MLS# 5086748 - Image 12

425 Main Street Bennington, VT MLS# 5086748 - Image 13

425 Main Street Bennington, VT MLS# 5086748 - Image 14

425 Main Street Bennington, VT MLS# 5086748 - Image 15

425 Main Street Bennington, VT MLS# 5086748 - Image 16

425 Main Street Bennington, VT MLS# 5086748 - Image 17

425 Main Street Bennington, VT MLS# 5086748 - Image 18

425 Main Street Bennington, VT MLS# 5086748 - Image 19

425 Main Street Bennington, VT MLS# 5086748 - Image 20

425 Main Street Bennington, VT MLS# 5086748 - Image 21

425 Main Street Bennington, VT MLS# 5086748 - Image 22

425 Main Street Bennington, VT MLS# 5086748 - Image 23

425 Main Street Bennington, VT MLS# 5086748 - Image 24

425 Main Street Bennington, VT MLS# 5086748 - Image 25

425 Main Street Bennington, VT MLS# 5086748 - Image 26

425 Main Street Bennington, VT MLS# 5086748 - Image 27

425 Main Street Bennington, VT MLS# 5086748 - Image 28

1 of 28

$475,000

15,179

Sq.Ft.

425 Main Street

Bennington, VT

Courtesy of BHG MASIELLO BRATTLEBORO

205 County Street Bennington, VT MLS# 5086669 - Image 1

205 County Street Bennington, VT MLS# 5086669 - Image 2

205 County Street Bennington, VT MLS# 5086669 - Image 3

205 County Street Bennington, VT MLS# 5086669 - Image 4

205 County Street Bennington, VT MLS# 5086669 - Image 5

205 County Street Bennington, VT MLS# 5086669 - Image 6

205 County Street Bennington, VT MLS# 5086669 - Image 7

205 County Street Bennington, VT MLS# 5086669 - Image 8

205 County Street Bennington, VT MLS# 5086669 - Image 9

205 County Street Bennington, VT MLS# 5086669 - Image 10

205 County Street Bennington, VT MLS# 5086669 - Image 11

205 County Street Bennington, VT MLS# 5086669 - Image 12

205 County Street Bennington, VT MLS# 5086669 - Image 13

205 County Street Bennington, VT MLS# 5086669 - Image 14

205 County Street Bennington, VT MLS# 5086669 - Image 15

205 County Street Bennington, VT MLS# 5086669 - Image 16

205 County Street Bennington, VT MLS# 5086669 - Image 17

205 County Street Bennington, VT MLS# 5086669 - Image 18

205 County Street Bennington, VT MLS# 5086669 - Image 19

205 County Street Bennington, VT MLS# 5086669 - Image 20

205 County Street Bennington, VT MLS# 5086669 - Image 21

205 County Street Bennington, VT MLS# 5086669 - Image 22

205 County Street Bennington, VT MLS# 5086669 - Image 23

1 of 23

$235,000

Beds

2.0

Baths

1,860

Sq.Ft.

205 County Street

Bennington, VT

Courtesy of PERROTT REALTY

302 Prospect Street Bennington, VT MLS# 5086287 - Image 1

302 Prospect Street Bennington, VT MLS# 5086287 - Image 2

302 Prospect Street Bennington, VT MLS# 5086287 - Image 3

302 Prospect Street Bennington, VT MLS# 5086287 - Image 4

302 Prospect Street Bennington, VT MLS# 5086287 - Image 5

302 Prospect Street Bennington, VT MLS# 5086287 - Image 6

302 Prospect Street Bennington, VT MLS# 5086287 - Image 7

302 Prospect Street Bennington, VT MLS# 5086287 - Image 8

302 Prospect Street Bennington, VT MLS# 5086287 - Image 9

302 Prospect Street Bennington, VT MLS# 5086287 - Image 10

302 Prospect Street Bennington, VT MLS# 5086287 - Image 11

302 Prospect Street Bennington, VT MLS# 5086287 - Image 12

302 Prospect Street Bennington, VT MLS# 5086287 - Image 13

302 Prospect Street Bennington, VT MLS# 5086287 - Image 14

302 Prospect Street Bennington, VT MLS# 5086287 - Image 15

302 Prospect Street Bennington, VT MLS# 5086287 - Image 16

302 Prospect Street Bennington, VT MLS# 5086287 - Image 17

302 Prospect Street Bennington, VT MLS# 5086287 - Image 18

302 Prospect Street Bennington, VT MLS# 5086287 - Image 19

302 Prospect Street Bennington, VT MLS# 5086287 - Image 20

302 Prospect Street Bennington, VT MLS# 5086287 - Image 21

302 Prospect Street Bennington, VT MLS# 5086287 - Image 22

302 Prospect Street Bennington, VT MLS# 5086287 - Image 23

302 Prospect Street Bennington, VT MLS# 5086287 - Image 24

302 Prospect Street Bennington, VT MLS# 5086287 - Image 25

302 Prospect Street Bennington, VT MLS# 5086287 - Image 26

302 Prospect Street Bennington, VT MLS# 5086287 - Image 27

302 Prospect Street Bennington, VT MLS# 5086287 - Image 28

302 Prospect Street Bennington, VT MLS# 5086287 - Image 29

302 Prospect Street Bennington, VT MLS# 5086287 - Image 30

302 Prospect Street Bennington, VT MLS# 5086287 - Image 31

302 Prospect Street Bennington, VT MLS# 5086287 - Image 32

302 Prospect Street Bennington, VT MLS# 5086287 - Image 33

302 Prospect Street Bennington, VT MLS# 5086287 - Image 34

1 of 34

$275,000

Beds

1.1

Baths

1,526

Sq.Ft.

302 Prospect Street

Bennington, VT

Courtesy of HOFFMAN REAL ESTATE

343 Safford Street Bennington, VT MLS# 5086322 - Image 1

343 Safford Street Bennington, VT MLS# 5086322 - Image 2

343 Safford Street Bennington, VT MLS# 5086322 - Image 3

343 Safford Street Bennington, VT MLS# 5086322 - Image 4

343 Safford Street Bennington, VT MLS# 5086322 - Image 5

343 Safford Street Bennington, VT MLS# 5086322 - Image 6

343 Safford Street Bennington, VT MLS# 5086322 - Image 7

343 Safford Street Bennington, VT MLS# 5086322 - Image 8

343 Safford Street Bennington, VT MLS# 5086322 - Image 9

343 Safford Street Bennington, VT MLS# 5086322 - Image 10

343 Safford Street Bennington, VT MLS# 5086322 - Image 11

343 Safford Street Bennington, VT MLS# 5086322 - Image 12

1 of 12

$325,000

Beds

3.0

Baths

2,476

Sq.Ft.

343 Safford Street

Bennington, VT

Courtesy of FOUR CORNER PROPERTIES LLC

340 Pleasant Street Bennington, VT MLS# 5085882 - Image 1

340 Pleasant Street Bennington, VT MLS# 5085882 - Image 2

340 Pleasant Street Bennington, VT MLS# 5085882 - Image 3

340 Pleasant Street Bennington, VT MLS# 5085882 - Image 4

340 Pleasant Street Bennington, VT MLS# 5085882 - Image 5

340 Pleasant Street Bennington, VT MLS# 5085882 - Image 6

340 Pleasant Street Bennington, VT MLS# 5085882 - Image 7

340 Pleasant Street Bennington, VT MLS# 5085882 - Image 8

340 Pleasant Street Bennington, VT MLS# 5085882 - Image 9

340 Pleasant Street Bennington, VT MLS# 5085882 - Image 10

340 Pleasant Street Bennington, VT MLS# 5085882 - Image 11

340 Pleasant Street Bennington, VT MLS# 5085882 - Image 12

340 Pleasant Street Bennington, VT MLS# 5085882 - Image 13

340 Pleasant Street Bennington, VT MLS# 5085882 - Image 14

340 Pleasant Street Bennington, VT MLS# 5085882 - Image 15

340 Pleasant Street Bennington, VT MLS# 5085882 - Image 16

340 Pleasant Street Bennington, VT MLS# 5085882 - Image 17

340 Pleasant Street Bennington, VT MLS# 5085882 - Image 18

340 Pleasant Street Bennington, VT MLS# 5085882 - Image 19

340 Pleasant Street Bennington, VT MLS# 5085882 - Image 20

340 Pleasant Street Bennington, VT MLS# 5085882 - Image 21

340 Pleasant Street Bennington, VT MLS# 5085882 - Image 22

340 Pleasant Street Bennington, VT MLS# 5085882 - Image 23

340 Pleasant Street Bennington, VT MLS# 5085882 - Image 24

1 of 24

$215,000

Beds

2.0

Baths

1,300

Sq.Ft.

340 Pleasant Street

Bennington, 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

113 South Street # 302 Bennington, VT MLS# 5086029 - Image 1

113 South Street # 302 Bennington, VT MLS# 5086029 - Image 2

113 South Street # 302 Bennington, VT MLS# 5086029 - Image 3

113 South Street # 302 Bennington, VT MLS# 5086029 - Image 4

113 South Street # 302 Bennington, VT MLS# 5086029 - Image 5

113 South Street # 302 Bennington, VT MLS# 5086029 - Image 6

113 South Street # 302 Bennington, VT MLS# 5086029 - Image 7

113 South Street # 302 Bennington, VT MLS# 5086029 - Image 8

113 South Street # 302 Bennington, VT MLS# 5086029 - Image 9

113 South Street # 302 Bennington, VT MLS# 5086029 - Image 10

113 South Street # 302 Bennington, VT MLS# 5086029 - Image 11

113 South Street # 302 Bennington, VT MLS# 5086029 - Image 12

113 South Street # 302 Bennington, VT MLS# 5086029 - Image 13

113 South Street # 302 Bennington, VT MLS# 5086029 - Image 14

113 South Street # 302 Bennington, VT MLS# 5086029 - Image 15

113 South Street # 302 Bennington, VT MLS# 5086029 - Image 16

113 South Street # 302 Bennington, VT MLS# 5086029 - Image 17

113 South Street # 302 Bennington, VT MLS# 5086029 - Image 18

113 South Street # 302 Bennington, VT MLS# 5086029 - Image 19

113 South Street # 302 Bennington, VT MLS# 5086029 - Image 20

113 South Street # 302 Bennington, VT MLS# 5086029 - Image 21

113 South Street # 302 Bennington, VT MLS# 5086029 - Image 22

113 South Street # 302 Bennington, VT MLS# 5086029 - Image 23

113 South Street # 302 Bennington, VT MLS# 5086029 - Image 24

113 South Street # 302 Bennington, VT MLS# 5086029 - Image 25

113 South Street # 302 Bennington, VT MLS# 5086029 - Image 26

113 South Street # 302 Bennington, VT MLS# 5086029 - Image 27

113 South Street # 302 Bennington, VT MLS# 5086029 - Image 28

113 South Street # 302 Bennington, VT MLS# 5086029 - Image 29

113 South Street # 302 Bennington, VT MLS# 5086029 - Image 30

1 of 30

$300,000

Beds

1.1

Baths

1,120

Sq.Ft.

113 South Street # 302

Bennington, VT

Courtesy of HOFFMAN REAL ESTATE

1083 Main Street Bennington, VT MLS# 5086144 - Image 1

1083 Main Street Bennington, VT MLS# 5086144 - Image 2

1083 Main Street Bennington, VT MLS# 5086144 - Image 3

1083 Main Street Bennington, VT MLS# 5086144 - Image 4

1083 Main Street Bennington, VT MLS# 5086144 - Image 5

1083 Main Street Bennington, VT MLS# 5086144 - Image 6

1083 Main Street Bennington, VT MLS# 5086144 - Image 7

1083 Main Street Bennington, VT MLS# 5086144 - Image 8

1083 Main Street Bennington, VT MLS# 5086144 - Image 9

1083 Main Street Bennington, VT MLS# 5086144 - Image 10

1083 Main Street Bennington, VT MLS# 5086144 - Image 11

1083 Main Street Bennington, VT MLS# 5086144 - Image 12

1083 Main Street Bennington, VT MLS# 5086144 - Image 13

1083 Main Street Bennington, VT MLS# 5086144 - Image 14

1083 Main Street Bennington, VT MLS# 5086144 - Image 15

1083 Main Street Bennington, VT MLS# 5086144 - Image 16

1083 Main Street Bennington, VT MLS# 5086144 - Image 17

1083 Main Street Bennington, VT MLS# 5086144 - Image 18

1083 Main Street Bennington, VT MLS# 5086144 - Image 19

1083 Main Street Bennington, VT MLS# 5086144 - Image 20

1083 Main Street Bennington, VT MLS# 5086144 - Image 21

1083 Main Street Bennington, VT MLS# 5086144 - Image 22

1083 Main Street Bennington, VT MLS# 5086144 - Image 23

1083 Main Street Bennington, VT MLS# 5086144 - Image 24

1083 Main Street Bennington, VT MLS# 5086144 - Image 25

1083 Main Street Bennington, VT MLS# 5086144 - Image 26

1083 Main Street Bennington, VT MLS# 5086144 - Image 27

1 of 27

$209,900

Beds

1.0

Baths

1,075

Sq.Ft.

1083 Main Street

Bennington, VT

Courtesy of KW VERMONT - BRENDA JONES REAL ESTATE GROUP

856 Matteson Road Bennington, VT MLS# 5085559 - Image 1

856 Matteson Road Bennington, VT MLS# 5085559 - Image 2

856 Matteson Road Bennington, VT MLS# 5085559 - Image 3

856 Matteson Road Bennington, VT MLS# 5085559 - Image 4

856 Matteson Road Bennington, VT MLS# 5085559 - Image 5

856 Matteson Road Bennington, VT MLS# 5085559 - Image 6

856 Matteson Road Bennington, VT MLS# 5085559 - Image 7

856 Matteson Road Bennington, VT MLS# 5085559 - Image 8

856 Matteson Road Bennington, VT MLS# 5085559 - Image 9

856 Matteson Road Bennington, VT MLS# 5085559 - Image 10

856 Matteson Road Bennington, VT MLS# 5085559 - Image 11

856 Matteson Road Bennington, VT MLS# 5085559 - Image 12

856 Matteson Road Bennington, VT MLS# 5085559 - Image 13

856 Matteson Road Bennington, VT MLS# 5085559 - Image 14

856 Matteson Road Bennington, VT MLS# 5085559 - Image 15

856 Matteson Road Bennington, VT MLS# 5085559 - Image 16

856 Matteson Road Bennington, VT MLS# 5085559 - Image 17

856 Matteson Road Bennington, VT MLS# 5085559 - Image 18

856 Matteson Road Bennington, VT MLS# 5085559 - Image 19

856 Matteson Road Bennington, VT MLS# 5085559 - Image 20

856 Matteson Road Bennington, VT MLS# 5085559 - Image 21

856 Matteson Road Bennington, VT MLS# 5085559 - Image 22

856 Matteson Road Bennington, VT MLS# 5085559 - Image 23

856 Matteson Road Bennington, VT MLS# 5085559 - Image 24

856 Matteson Road Bennington, VT MLS# 5085559 - Image 25

856 Matteson Road Bennington, VT MLS# 5085559 - Image 26

856 Matteson Road Bennington, VT MLS# 5085559 - Image 27

856 Matteson Road Bennington, VT MLS# 5085559 - Image 28

856 Matteson Road Bennington, VT MLS# 5085559 - Image 29

856 Matteson Road Bennington, VT MLS# 5085559 - Image 30

856 Matteson Road Bennington, VT MLS# 5085559 - Image 31

856 Matteson Road Bennington, VT MLS# 5085559 - Image 32

856 Matteson Road Bennington, VT MLS# 5085559 - Image 33

856 Matteson Road Bennington, VT MLS# 5085559 - Image 34

856 Matteson Road Bennington, VT MLS# 5085559 - Image 35

856 Matteson Road Bennington, VT MLS# 5085559 - Image 36

856 Matteson Road Bennington, VT MLS# 5085559 - Image 37

856 Matteson Road Bennington, VT MLS# 5085559 - Image 38

856 Matteson Road Bennington, VT MLS# 5085559 - Image 39

856 Matteson Road Bennington, VT MLS# 5085559 - Image 40

856 Matteson Road Bennington, VT MLS# 5085559 - Image 41

856 Matteson Road Bennington, VT MLS# 5085559 - Image 42

856 Matteson Road Bennington, VT MLS# 5085559 - Image 43

1 of 43

$579,000

Beds

2.0

Baths

2,501

Sq.Ft.

856 Matteson Road

Bennington, VT

Courtesy of MAPLE LEAF REAL ESTATE

2 Hamlin Avenue Bennington, VT MLS# 5085771 - Image 1

2 Hamlin Avenue Bennington, VT MLS# 5085771 - Image 2

2 Hamlin Avenue Bennington, VT MLS# 5085771 - Image 3

2 Hamlin Avenue Bennington, VT MLS# 5085771 - Image 4

2 Hamlin Avenue Bennington, VT MLS# 5085771 - Image 5

2 Hamlin Avenue Bennington, VT MLS# 5085771 - Image 6

1 of 6

$199,900

Beds

2.0

Baths

1,176

Sq.Ft.

2 Hamlin Avenue

Bennington, VT

Courtesy of FOUR CORNER PROPERTIES LLC

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 7/4/2026”

Trends Information provided by ATTOM Data Solutions.

Looking for an Associate?

Already Working with an Associate?

05201 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

05201 Homes for Sale