Brattleboro Vermont Homes for Sale

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19 Canal Street Brattleboro, VT MLS# 5090247 - Image 1

19 Canal Street Brattleboro, VT MLS# 5090247 - Image 2

19 Canal Street Brattleboro, VT MLS# 5090247 - Image 3

19 Canal Street Brattleboro, VT MLS# 5090247 - Image 4

19 Canal Street Brattleboro, VT MLS# 5090247 - Image 5

19 Canal Street Brattleboro, VT MLS# 5090247 - Image 6

19 Canal Street Brattleboro, VT MLS# 5090247 - Image 7

19 Canal Street Brattleboro, VT MLS# 5090247 - Image 8

19 Canal Street Brattleboro, VT MLS# 5090247 - Image 9

19 Canal Street Brattleboro, VT MLS# 5090247 - Image 10

19 Canal Street Brattleboro, VT MLS# 5090247 - Image 11

19 Canal Street Brattleboro, VT MLS# 5090247 - Image 12

19 Canal Street Brattleboro, VT MLS# 5090247 - Image 13

19 Canal Street Brattleboro, VT MLS# 5090247 - Image 14

19 Canal Street Brattleboro, VT MLS# 5090247 - Image 15

19 Canal Street Brattleboro, VT MLS# 5090247 - Image 16

19 Canal Street Brattleboro, VT MLS# 5090247 - Image 17

19 Canal Street Brattleboro, VT MLS# 5090247 - Image 18

19 Canal Street Brattleboro, VT MLS# 5090247 - Image 19

19 Canal Street Brattleboro, VT MLS# 5090247 - Image 20

19 Canal Street Brattleboro, VT MLS# 5090247 - Image 21

19 Canal Street Brattleboro, VT MLS# 5090247 - Image 22

1 of 22

$399,000

Beds

4.0

Baths

3,286

Sq.Ft.

19 Canal Street

Brattleboro, VT

Courtesy of BERKLEY & VELLER GREENWOOD COUNTRY

197 Western Avenue Brattleboro, VT MLS# 5090264 - Image 1

197 Western Avenue Brattleboro, VT MLS# 5090264 - Image 2

197 Western Avenue Brattleboro, VT MLS# 5090264 - Image 3

197 Western Avenue Brattleboro, VT MLS# 5090264 - Image 4

197 Western Avenue Brattleboro, VT MLS# 5090264 - Image 5

197 Western Avenue Brattleboro, VT MLS# 5090264 - Image 6

197 Western Avenue Brattleboro, VT MLS# 5090264 - Image 7

197 Western Avenue Brattleboro, VT MLS# 5090264 - Image 8

197 Western Avenue Brattleboro, VT MLS# 5090264 - Image 9

197 Western Avenue Brattleboro, VT MLS# 5090264 - Image 10

197 Western Avenue Brattleboro, VT MLS# 5090264 - Image 11

197 Western Avenue Brattleboro, VT MLS# 5090264 - Image 12

197 Western Avenue Brattleboro, VT MLS# 5090264 - Image 13

197 Western Avenue Brattleboro, VT MLS# 5090264 - Image 14

197 Western Avenue Brattleboro, VT MLS# 5090264 - Image 15

197 Western Avenue Brattleboro, VT MLS# 5090264 - Image 16

197 Western Avenue Brattleboro, VT MLS# 5090264 - Image 17

197 Western Avenue Brattleboro, VT MLS# 5090264 - Image 18

197 Western Avenue Brattleboro, VT MLS# 5090264 - Image 19

197 Western Avenue Brattleboro, VT MLS# 5090264 - Image 20

197 Western Avenue Brattleboro, VT MLS# 5090264 - Image 21

197 Western Avenue Brattleboro, VT MLS# 5090264 - Image 22

197 Western Avenue Brattleboro, VT MLS# 5090264 - Image 23

197 Western Avenue Brattleboro, VT MLS# 5090264 - Image 24

1 of 24

$399,000

Beds

3.0

Baths

3,700

Sq.Ft.

197 Western Avenue

Brattleboro, VT

Courtesy of BERKLEY & VELLER GREENWOOD COUNTRY

117 Oak Grove Avenue Brattleboro, VT MLS# 5089873 - Image 1

117 Oak Grove Avenue Brattleboro, VT MLS# 5089873 - Image 2

117 Oak Grove Avenue Brattleboro, VT MLS# 5089873 - Image 3

117 Oak Grove Avenue Brattleboro, VT MLS# 5089873 - Image 4

117 Oak Grove Avenue Brattleboro, VT MLS# 5089873 - Image 5

117 Oak Grove Avenue Brattleboro, VT MLS# 5089873 - Image 6

117 Oak Grove Avenue Brattleboro, VT MLS# 5089873 - Image 7

117 Oak Grove Avenue Brattleboro, VT MLS# 5089873 - Image 8

117 Oak Grove Avenue Brattleboro, VT MLS# 5089873 - Image 9

117 Oak Grove Avenue Brattleboro, VT MLS# 5089873 - Image 10

117 Oak Grove Avenue Brattleboro, VT MLS# 5089873 - Image 11

117 Oak Grove Avenue Brattleboro, VT MLS# 5089873 - Image 12

117 Oak Grove Avenue Brattleboro, VT MLS# 5089873 - Image 13

117 Oak Grove Avenue Brattleboro, VT MLS# 5089873 - Image 14

117 Oak Grove Avenue Brattleboro, VT MLS# 5089873 - Image 15

117 Oak Grove Avenue Brattleboro, VT MLS# 5089873 - Image 16

117 Oak Grove Avenue Brattleboro, VT MLS# 5089873 - Image 17

117 Oak Grove Avenue Brattleboro, VT MLS# 5089873 - Image 18

117 Oak Grove Avenue Brattleboro, VT MLS# 5089873 - Image 19

117 Oak Grove Avenue Brattleboro, VT MLS# 5089873 - Image 20

117 Oak Grove Avenue Brattleboro, VT MLS# 5089873 - Image 21

117 Oak Grove Avenue Brattleboro, VT MLS# 5089873 - Image 22

117 Oak Grove Avenue Brattleboro, VT MLS# 5089873 - Image 23

117 Oak Grove Avenue Brattleboro, VT MLS# 5089873 - Image 24

117 Oak Grove Avenue Brattleboro, VT MLS# 5089873 - Image 25

117 Oak Grove Avenue Brattleboro, VT MLS# 5089873 - Image 26

117 Oak Grove Avenue Brattleboro, VT MLS# 5089873 - Image 27

1 of 27

$319,000

Beds

1.0

Baths

1,300

Sq.Ft.

117 Oak Grove Avenue

Brattleboro, VT

Courtesy of BRATTLEBORO AREA REALTY

THE TIME TO SELL IS NOW!

30 Chapin Street Brattleboro, VT MLS# 5089156 - Image 1

30 Chapin Street Brattleboro, VT MLS# 5089156 - Image 2

30 Chapin Street Brattleboro, VT MLS# 5089156 - Image 3

30 Chapin Street Brattleboro, VT MLS# 5089156 - Image 4

30 Chapin Street Brattleboro, VT MLS# 5089156 - Image 5

30 Chapin Street Brattleboro, VT MLS# 5089156 - Image 6

30 Chapin Street Brattleboro, VT MLS# 5089156 - Image 7

30 Chapin Street Brattleboro, VT MLS# 5089156 - Image 8

30 Chapin Street Brattleboro, VT MLS# 5089156 - Image 9

30 Chapin Street Brattleboro, VT MLS# 5089156 - Image 10

30 Chapin Street Brattleboro, VT MLS# 5089156 - Image 11

30 Chapin Street Brattleboro, VT MLS# 5089156 - Image 12

30 Chapin Street Brattleboro, VT MLS# 5089156 - Image 13

30 Chapin Street Brattleboro, VT MLS# 5089156 - Image 14

30 Chapin Street Brattleboro, VT MLS# 5089156 - Image 15

30 Chapin Street Brattleboro, VT MLS# 5089156 - Image 16

30 Chapin Street Brattleboro, VT MLS# 5089156 - Image 17

30 Chapin Street Brattleboro, VT MLS# 5089156 - Image 18

30 Chapin Street Brattleboro, VT MLS# 5089156 - Image 19

30 Chapin Street Brattleboro, VT MLS# 5089156 - Image 20

30 Chapin Street Brattleboro, VT MLS# 5089156 - Image 21

30 Chapin Street Brattleboro, VT MLS# 5089156 - Image 22

30 Chapin Street Brattleboro, VT MLS# 5089156 - Image 23

30 Chapin Street Brattleboro, VT MLS# 5089156 - Image 24

30 Chapin Street Brattleboro, VT MLS# 5089156 - Image 25

30 Chapin Street Brattleboro, VT MLS# 5089156 - Image 26

30 Chapin Street Brattleboro, VT MLS# 5089156 - Image 27

30 Chapin Street Brattleboro, VT MLS# 5089156 - Image 28

30 Chapin Street Brattleboro, VT MLS# 5089156 - Image 29

30 Chapin Street Brattleboro, VT MLS# 5089156 - Image 30

30 Chapin Street Brattleboro, VT MLS# 5089156 - Image 31

1 of 31

$475,000

Beds

2.1

Baths

2,400

Sq.Ft.

30 Chapin Street

Brattleboro, VT

Courtesy of BERKLEY & VELLER GREENWOOD COUNTRY

69 Grove Street Brattleboro, VT MLS# 5088353 - Image 1

69 Grove Street Brattleboro, VT MLS# 5088353 - Image 2

1 of 2

$245,000

Beds

2.0

Baths

2,148

Sq.Ft.

69 Grove Street

Brattleboro, VT

Courtesy of BERKLEY & VELLER GREENWOOD COUNTRY

390 Pleasant Valley Road Brattleboro, VT MLS# 5088064 - Image 1

390 Pleasant Valley Road Brattleboro, VT MLS# 5088064 - Image 2

390 Pleasant Valley Road Brattleboro, VT MLS# 5088064 - Image 3

390 Pleasant Valley Road Brattleboro, VT MLS# 5088064 - Image 4

390 Pleasant Valley Road Brattleboro, VT MLS# 5088064 - Image 5

390 Pleasant Valley Road Brattleboro, VT MLS# 5088064 - Image 6

390 Pleasant Valley Road Brattleboro, VT MLS# 5088064 - Image 7

390 Pleasant Valley Road Brattleboro, VT MLS# 5088064 - Image 8

390 Pleasant Valley Road Brattleboro, VT MLS# 5088064 - Image 9

390 Pleasant Valley Road Brattleboro, VT MLS# 5088064 - Image 10

390 Pleasant Valley Road Brattleboro, VT MLS# 5088064 - Image 11

390 Pleasant Valley Road Brattleboro, VT MLS# 5088064 - Image 12

390 Pleasant Valley Road Brattleboro, VT MLS# 5088064 - Image 13

390 Pleasant Valley Road Brattleboro, VT MLS# 5088064 - Image 14

390 Pleasant Valley Road Brattleboro, VT MLS# 5088064 - Image 15

390 Pleasant Valley Road Brattleboro, VT MLS# 5088064 - Image 16

390 Pleasant Valley Road Brattleboro, VT MLS# 5088064 - Image 17

390 Pleasant Valley Road Brattleboro, VT MLS# 5088064 - Image 18

390 Pleasant Valley Road Brattleboro, VT MLS# 5088064 - Image 19

390 Pleasant Valley Road Brattleboro, VT MLS# 5088064 - Image 20

390 Pleasant Valley Road Brattleboro, VT MLS# 5088064 - Image 21

390 Pleasant Valley Road Brattleboro, VT MLS# 5088064 - Image 22

390 Pleasant Valley Road Brattleboro, VT MLS# 5088064 - Image 23

390 Pleasant Valley Road Brattleboro, VT MLS# 5088064 - Image 24

390 Pleasant Valley Road Brattleboro, VT MLS# 5088064 - Image 25

390 Pleasant Valley Road Brattleboro, VT MLS# 5088064 - Image 26

390 Pleasant Valley Road Brattleboro, VT MLS# 5088064 - Image 27

390 Pleasant Valley Road Brattleboro, VT MLS# 5088064 - Image 28

390 Pleasant Valley Road Brattleboro, VT MLS# 5088064 - Image 29

390 Pleasant Valley Road Brattleboro, VT MLS# 5088064 - Image 30

390 Pleasant Valley Road Brattleboro, VT MLS# 5088064 - Image 31

390 Pleasant Valley Road Brattleboro, VT MLS# 5088064 - Image 32

390 Pleasant Valley Road Brattleboro, VT MLS# 5088064 - Image 33

390 Pleasant Valley Road Brattleboro, VT MLS# 5088064 - Image 34

390 Pleasant Valley Road Brattleboro, VT MLS# 5088064 - Image 35

390 Pleasant Valley Road Brattleboro, VT MLS# 5088064 - Image 36

390 Pleasant Valley Road Brattleboro, VT MLS# 5088064 - Image 37

390 Pleasant Valley Road Brattleboro, VT MLS# 5088064 - Image 38

390 Pleasant Valley Road Brattleboro, VT MLS# 5088064 - Image 39

390 Pleasant Valley Road Brattleboro, VT MLS# 5088064 - Image 40

390 Pleasant Valley Road Brattleboro, VT MLS# 5088064 - Image 41

390 Pleasant Valley Road Brattleboro, VT MLS# 5088064 - Image 42

390 Pleasant Valley Road Brattleboro, VT MLS# 5088064 - Image 43

390 Pleasant Valley Road Brattleboro, VT MLS# 5088064 - Image 44

390 Pleasant Valley Road Brattleboro, VT MLS# 5088064 - Image 45

390 Pleasant Valley Road Brattleboro, VT MLS# 5088064 - Image 46

390 Pleasant Valley Road Brattleboro, VT MLS# 5088064 - Image 47

390 Pleasant Valley Road Brattleboro, VT MLS# 5088064 - Image 48

390 Pleasant Valley Road Brattleboro, VT MLS# 5088064 - Image 49

390 Pleasant Valley Road Brattleboro, VT MLS# 5088064 - Image 50

390 Pleasant Valley Road Brattleboro, VT MLS# 5088064 - Image 51

390 Pleasant Valley Road Brattleboro, VT MLS# 5088064 - Image 52

390 Pleasant Valley Road Brattleboro, VT MLS# 5088064 - Image 53

390 Pleasant Valley Road Brattleboro, VT MLS# 5088064 - Image 54

390 Pleasant Valley Road Brattleboro, VT MLS# 5088064 - Image 55

Virtual Tour

1 of 55

$1,100,000

Beds

3.1

Baths

4,491

Sq.Ft.

390 Pleasant Valley Road

Brattleboro, VT

Courtesy of BRATTLEBORO AREA REALTY

41 Chapin Street Brattleboro, VT MLS# 5087925 - Image 1

41 Chapin Street Brattleboro, VT MLS# 5087925 - Image 2

41 Chapin Street Brattleboro, VT MLS# 5087925 - Image 3

41 Chapin Street Brattleboro, VT MLS# 5087925 - Image 4

41 Chapin Street Brattleboro, VT MLS# 5087925 - Image 5

41 Chapin Street Brattleboro, VT MLS# 5087925 - Image 6

41 Chapin Street Brattleboro, VT MLS# 5087925 - Image 7

41 Chapin Street Brattleboro, VT MLS# 5087925 - Image 8

41 Chapin Street Brattleboro, VT MLS# 5087925 - Image 9

41 Chapin Street Brattleboro, VT MLS# 5087925 - Image 10

41 Chapin Street Brattleboro, VT MLS# 5087925 - Image 11

41 Chapin Street Brattleboro, VT MLS# 5087925 - Image 12

41 Chapin Street Brattleboro, VT MLS# 5087925 - Image 13

41 Chapin Street Brattleboro, VT MLS# 5087925 - Image 14

41 Chapin Street Brattleboro, VT MLS# 5087925 - Image 15

41 Chapin Street Brattleboro, VT MLS# 5087925 - Image 16

41 Chapin Street Brattleboro, VT MLS# 5087925 - Image 17

41 Chapin Street Brattleboro, VT MLS# 5087925 - Image 18

41 Chapin Street Brattleboro, VT MLS# 5087925 - Image 19

41 Chapin Street Brattleboro, VT MLS# 5087925 - Image 20

41 Chapin Street Brattleboro, VT MLS# 5087925 - Image 21

41 Chapin Street Brattleboro, VT MLS# 5087925 - Image 22

41 Chapin Street Brattleboro, VT MLS# 5087925 - Image 23

41 Chapin Street Brattleboro, VT MLS# 5087925 - Image 24

41 Chapin Street Brattleboro, VT MLS# 5087925 - Image 25

41 Chapin Street Brattleboro, VT MLS# 5087925 - Image 26

41 Chapin Street Brattleboro, VT MLS# 5087925 - Image 27

41 Chapin Street Brattleboro, VT MLS# 5087925 - Image 28

41 Chapin Street Brattleboro, VT MLS# 5087925 - Image 29

41 Chapin Street Brattleboro, VT MLS# 5087925 - Image 30

41 Chapin Street Brattleboro, VT MLS# 5087925 - Image 31

41 Chapin Street Brattleboro, VT MLS# 5087925 - Image 32

41 Chapin Street Brattleboro, VT MLS# 5087925 - Image 33

41 Chapin Street Brattleboro, VT MLS# 5087925 - Image 34

41 Chapin Street Brattleboro, VT MLS# 5087925 - Image 35

41 Chapin Street Brattleboro, VT MLS# 5087925 - Image 36

41 Chapin Street Brattleboro, VT MLS# 5087925 - Image 37

41 Chapin Street Brattleboro, VT MLS# 5087925 - Image 38

41 Chapin Street Brattleboro, VT MLS# 5087925 - Image 39

41 Chapin Street Brattleboro, VT MLS# 5087925 - Image 40

41 Chapin Street Brattleboro, VT MLS# 5087925 - Image 41

41 Chapin Street Brattleboro, VT MLS# 5087925 - Image 42

41 Chapin Street Brattleboro, VT MLS# 5087925 - Image 43

41 Chapin Street Brattleboro, VT MLS# 5087925 - Image 44

41 Chapin Street Brattleboro, VT MLS# 5087925 - Image 45

41 Chapin Street Brattleboro, VT MLS# 5087925 - Image 46

41 Chapin Street Brattleboro, VT MLS# 5087925 - Image 47

41 Chapin Street Brattleboro, VT MLS# 5087925 - Image 48

41 Chapin Street Brattleboro, VT MLS# 5087925 - Image 49

41 Chapin Street Brattleboro, VT MLS# 5087925 - Image 50

41 Chapin Street Brattleboro, VT MLS# 5087925 - Image 51

Virtual Tour

1 of 51

$499,000

Beds

2.1

Baths

2,874

Sq.Ft.

41 Chapin Street

Brattleboro, VT

Courtesy of BRATTLEBORO AREA REALTY

171 Green Meadow Brattleboro, VT MLS# 5086904 - Image 1

171 Green Meadow Brattleboro, VT MLS# 5086904 - Image 2

171 Green Meadow Brattleboro, VT MLS# 5086904 - Image 3

171 Green Meadow Brattleboro, VT MLS# 5086904 - Image 4

171 Green Meadow Brattleboro, VT MLS# 5086904 - Image 5

171 Green Meadow Brattleboro, VT MLS# 5086904 - Image 6

171 Green Meadow Brattleboro, VT MLS# 5086904 - Image 7

171 Green Meadow Brattleboro, VT MLS# 5086904 - Image 8

171 Green Meadow Brattleboro, VT MLS# 5086904 - Image 9

171 Green Meadow Brattleboro, VT MLS# 5086904 - Image 10

171 Green Meadow Brattleboro, VT MLS# 5086904 - Image 11

171 Green Meadow Brattleboro, VT MLS# 5086904 - Image 12

171 Green Meadow Brattleboro, VT MLS# 5086904 - Image 13

171 Green Meadow Brattleboro, VT MLS# 5086904 - Image 14

171 Green Meadow Brattleboro, VT MLS# 5086904 - Image 15

171 Green Meadow Brattleboro, VT MLS# 5086904 - Image 16

171 Green Meadow Brattleboro, VT MLS# 5086904 - Image 17

171 Green Meadow Brattleboro, VT MLS# 5086904 - Image 18

171 Green Meadow Brattleboro, VT MLS# 5086904 - Image 19

171 Green Meadow Brattleboro, VT MLS# 5086904 - Image 20

171 Green Meadow Brattleboro, VT MLS# 5086904 - Image 21

171 Green Meadow Brattleboro, VT MLS# 5086904 - Image 22

171 Green Meadow Brattleboro, VT MLS# 5086904 - Image 23

171 Green Meadow Brattleboro, VT MLS# 5086904 - Image 24

171 Green Meadow Brattleboro, VT MLS# 5086904 - Image 25

171 Green Meadow Brattleboro, VT MLS# 5086904 - Image 26

171 Green Meadow Brattleboro, VT MLS# 5086904 - Image 27

171 Green Meadow Brattleboro, VT MLS# 5086904 - Image 28

171 Green Meadow Brattleboro, VT MLS# 5086904 - Image 29

171 Green Meadow Brattleboro, VT MLS# 5086904 - Image 30

171 Green Meadow Brattleboro, VT MLS# 5086904 - Image 31

171 Green Meadow Brattleboro, VT MLS# 5086904 - Image 32

171 Green Meadow Brattleboro, VT MLS# 5086904 - Image 33

171 Green Meadow Brattleboro, VT MLS# 5086904 - Image 34

171 Green Meadow Brattleboro, VT MLS# 5086904 - Image 35

171 Green Meadow Brattleboro, VT MLS# 5086904 - Image 36

171 Green Meadow Brattleboro, VT MLS# 5086904 - Image 37

1 of 37

$595,000

Beds

3.0

Baths

2,172

Sq.Ft.

171 Green Meadow

Brattleboro, VT

Courtesy of BERKLEY & VELLER GREENWOOD COUNTRY

33 Oak Street Brattleboro, VT MLS# 5086282 - Image 1

33 Oak Street Brattleboro, VT MLS# 5086282 - Image 2

33 Oak Street Brattleboro, VT MLS# 5086282 - Image 3

33 Oak Street Brattleboro, VT MLS# 5086282 - Image 4

33 Oak Street Brattleboro, VT MLS# 5086282 - Image 5

33 Oak Street Brattleboro, VT MLS# 5086282 - Image 6

33 Oak Street Brattleboro, VT MLS# 5086282 - Image 7

33 Oak Street Brattleboro, VT MLS# 5086282 - Image 8

33 Oak Street Brattleboro, VT MLS# 5086282 - Image 9

33 Oak Street Brattleboro, VT MLS# 5086282 - Image 10

33 Oak Street Brattleboro, VT MLS# 5086282 - Image 11

33 Oak Street Brattleboro, VT MLS# 5086282 - Image 12

33 Oak Street Brattleboro, VT MLS# 5086282 - Image 13

33 Oak Street Brattleboro, VT MLS# 5086282 - Image 14

33 Oak Street Brattleboro, VT MLS# 5086282 - Image 15

33 Oak Street Brattleboro, VT MLS# 5086282 - Image 16

33 Oak Street Brattleboro, VT MLS# 5086282 - Image 17

33 Oak Street Brattleboro, VT MLS# 5086282 - Image 18

33 Oak Street Brattleboro, VT MLS# 5086282 - Image 19

33 Oak Street Brattleboro, VT MLS# 5086282 - Image 20

33 Oak Street Brattleboro, VT MLS# 5086282 - Image 21

33 Oak Street Brattleboro, VT MLS# 5086282 - Image 22

33 Oak Street Brattleboro, VT MLS# 5086282 - Image 23

33 Oak Street Brattleboro, VT MLS# 5086282 - Image 24

33 Oak Street Brattleboro, VT MLS# 5086282 - Image 25

33 Oak Street Brattleboro, VT MLS# 5086282 - Image 26

33 Oak Street Brattleboro, VT MLS# 5086282 - Image 27

33 Oak Street Brattleboro, VT MLS# 5086282 - Image 28

33 Oak Street Brattleboro, VT MLS# 5086282 - Image 29

33 Oak Street Brattleboro, VT MLS# 5086282 - Image 30

33 Oak Street Brattleboro, VT MLS# 5086282 - Image 31

33 Oak Street Brattleboro, VT MLS# 5086282 - Image 32

1 of 32

$475,000

Studio

Beds

0.0

Baths

4,116

Sq.Ft.

33 Oak Street

Brattleboro, VT

Courtesy of EXP REALTY

550 South Main Street Brattleboro, VT MLS# 5086341 - Image 1

550 South Main Street Brattleboro, VT MLS# 5086341 - Image 2

550 South Main Street Brattleboro, VT MLS# 5086341 - Image 3

550 South Main Street Brattleboro, VT MLS# 5086341 - Image 4

550 South Main Street Brattleboro, VT MLS# 5086341 - Image 5

550 South Main Street Brattleboro, VT MLS# 5086341 - Image 6

550 South Main Street Brattleboro, VT MLS# 5086341 - Image 7

550 South Main Street Brattleboro, VT MLS# 5086341 - Image 8

550 South Main Street Brattleboro, VT MLS# 5086341 - Image 9

550 South Main Street Brattleboro, VT MLS# 5086341 - Image 10

550 South Main Street Brattleboro, VT MLS# 5086341 - Image 11

550 South Main Street Brattleboro, VT MLS# 5086341 - Image 12

550 South Main Street Brattleboro, VT MLS# 5086341 - Image 13

550 South Main Street Brattleboro, VT MLS# 5086341 - Image 14

550 South Main Street Brattleboro, VT MLS# 5086341 - Image 15

550 South Main Street Brattleboro, VT MLS# 5086341 - Image 16

550 South Main Street Brattleboro, VT MLS# 5086341 - Image 17

1 of 17

$329,000

Beds

2.0

Baths

1,280

Sq.Ft.

550 South Main Street

Brattleboro, VT

Courtesy of BRATTLEBORO AREA REALTY

423 and 435 Marlboro Road Brattleboro, VT MLS# 5086506 - Image 1

423 and 435 Marlboro Road Brattleboro, VT MLS# 5086506 - Image 2

423 and 435 Marlboro Road Brattleboro, VT MLS# 5086506 - Image 3

423 and 435 Marlboro Road Brattleboro, VT MLS# 5086506 - Image 4

423 and 435 Marlboro Road Brattleboro, VT MLS# 5086506 - Image 5

423 and 435 Marlboro Road Brattleboro, VT MLS# 5086506 - Image 6

423 and 435 Marlboro Road Brattleboro, VT MLS# 5086506 - Image 7

423 and 435 Marlboro Road Brattleboro, VT MLS# 5086506 - Image 8

423 and 435 Marlboro Road Brattleboro, VT MLS# 5086506 - Image 9

423 and 435 Marlboro Road Brattleboro, VT MLS# 5086506 - Image 10

423 and 435 Marlboro Road Brattleboro, VT MLS# 5086506 - Image 11

423 and 435 Marlboro Road Brattleboro, VT MLS# 5086506 - Image 12

423 and 435 Marlboro Road Brattleboro, VT MLS# 5086506 - Image 13

423 and 435 Marlboro Road Brattleboro, VT MLS# 5086506 - Image 14

423 and 435 Marlboro Road Brattleboro, VT MLS# 5086506 - Image 15

423 and 435 Marlboro Road Brattleboro, VT MLS# 5086506 - Image 16

423 and 435 Marlboro Road Brattleboro, VT MLS# 5086506 - Image 17

423 and 435 Marlboro Road Brattleboro, VT MLS# 5086506 - Image 18

423 and 435 Marlboro Road Brattleboro, VT MLS# 5086506 - Image 19

423 and 435 Marlboro Road Brattleboro, VT MLS# 5086506 - Image 20

423 and 435 Marlboro Road Brattleboro, VT MLS# 5086506 - Image 21

423 and 435 Marlboro Road Brattleboro, VT MLS# 5086506 - Image 22

423 and 435 Marlboro Road Brattleboro, VT MLS# 5086506 - Image 23

423 and 435 Marlboro Road Brattleboro, VT MLS# 5086506 - Image 24

423 and 435 Marlboro Road Brattleboro, VT MLS# 5086506 - Image 25

423 and 435 Marlboro Road Brattleboro, VT MLS# 5086506 - Image 26

423 and 435 Marlboro Road Brattleboro, VT MLS# 5086506 - Image 27

1 of 27

$695,000

10,888

Sq.Ft.

423 and 435 Marlboro Road

Brattleboro, VT

Courtesy of RE/MAX TOWN & COUNTRY

458 Williams Street Brattleboro, VT MLS# 5084518 - Image 1

458 Williams Street Brattleboro, VT MLS# 5084518 - Image 2

458 Williams Street Brattleboro, VT MLS# 5084518 - Image 3

458 Williams Street Brattleboro, VT MLS# 5084518 - Image 4

458 Williams Street Brattleboro, VT MLS# 5084518 - Image 5

458 Williams Street Brattleboro, VT MLS# 5084518 - Image 6

458 Williams Street Brattleboro, VT MLS# 5084518 - Image 7

458 Williams Street Brattleboro, VT MLS# 5084518 - Image 8

458 Williams Street Brattleboro, VT MLS# 5084518 - Image 9

458 Williams Street Brattleboro, VT MLS# 5084518 - Image 10

458 Williams Street Brattleboro, VT MLS# 5084518 - Image 11

458 Williams Street Brattleboro, VT MLS# 5084518 - Image 12

458 Williams Street Brattleboro, VT MLS# 5084518 - Image 13

458 Williams Street Brattleboro, VT MLS# 5084518 - Image 14

458 Williams Street Brattleboro, VT MLS# 5084518 - Image 15

458 Williams Street Brattleboro, VT MLS# 5084518 - Image 16

458 Williams Street Brattleboro, VT MLS# 5084518 - Image 17

458 Williams Street Brattleboro, VT MLS# 5084518 - Image 18

458 Williams Street Brattleboro, VT MLS# 5084518 - Image 19

458 Williams Street Brattleboro, VT MLS# 5084518 - Image 20

458 Williams Street Brattleboro, VT MLS# 5084518 - Image 21

458 Williams Street Brattleboro, VT MLS# 5084518 - Image 22

458 Williams Street Brattleboro, VT MLS# 5084518 - Image 23

458 Williams Street Brattleboro, VT MLS# 5084518 - Image 24

458 Williams Street Brattleboro, VT MLS# 5084518 - Image 25

458 Williams Street Brattleboro, VT MLS# 5084518 - Image 26

1 of 26

$349,900

3,240

Sq.Ft.

458 Williams Street

Brattleboro, VT

Courtesy of BRATTLEBORO AREA REALTY

458 Williams Street Brattleboro, VT MLS# 5084519 - Image 1

458 Williams Street Brattleboro, VT MLS# 5084519 - Image 2

458 Williams Street Brattleboro, VT MLS# 5084519 - Image 3

458 Williams Street Brattleboro, VT MLS# 5084519 - Image 4

458 Williams Street Brattleboro, VT MLS# 5084519 - Image 5

458 Williams Street Brattleboro, VT MLS# 5084519 - Image 6

458 Williams Street Brattleboro, VT MLS# 5084519 - Image 7

458 Williams Street Brattleboro, VT MLS# 5084519 - Image 8

458 Williams Street Brattleboro, VT MLS# 5084519 - Image 9

458 Williams Street Brattleboro, VT MLS# 5084519 - Image 10

458 Williams Street Brattleboro, VT MLS# 5084519 - Image 11

458 Williams Street Brattleboro, VT MLS# 5084519 - Image 12

458 Williams Street Brattleboro, VT MLS# 5084519 - Image 13

458 Williams Street Brattleboro, VT MLS# 5084519 - Image 14

458 Williams Street Brattleboro, VT MLS# 5084519 - Image 15

458 Williams Street Brattleboro, VT MLS# 5084519 - Image 16

458 Williams Street Brattleboro, VT MLS# 5084519 - Image 17

458 Williams Street Brattleboro, VT MLS# 5084519 - Image 18

458 Williams Street Brattleboro, VT MLS# 5084519 - Image 19

458 Williams Street Brattleboro, VT MLS# 5084519 - Image 20

458 Williams Street Brattleboro, VT MLS# 5084519 - Image 21

458 Williams Street Brattleboro, VT MLS# 5084519 - Image 22

458 Williams Street Brattleboro, VT MLS# 5084519 - Image 23

458 Williams Street Brattleboro, VT MLS# 5084519 - Image 24

458 Williams Street Brattleboro, VT MLS# 5084519 - Image 25

458 Williams Street Brattleboro, VT MLS# 5084519 - Image 26

1 of 26

$349,900

Studio

Beds

0.0

Baths

3,240

Sq.Ft.

458 Williams Street

Brattleboro, VT

Courtesy of BRATTLEBORO AREA REALTY

104 Juniper Ridge Road Brattleboro, VT MLS# 5082195 - Image 1

104 Juniper Ridge Road Brattleboro, VT MLS# 5082195 - Image 2

104 Juniper Ridge Road Brattleboro, VT MLS# 5082195 - Image 3

104 Juniper Ridge Road Brattleboro, VT MLS# 5082195 - Image 4

104 Juniper Ridge Road Brattleboro, VT MLS# 5082195 - Image 5

104 Juniper Ridge Road Brattleboro, VT MLS# 5082195 - Image 6

104 Juniper Ridge Road Brattleboro, VT MLS# 5082195 - Image 7

104 Juniper Ridge Road Brattleboro, VT MLS# 5082195 - Image 8

104 Juniper Ridge Road Brattleboro, VT MLS# 5082195 - Image 9

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104 Juniper Ridge Road Brattleboro, VT MLS# 5082195 - Image 40

104 Juniper Ridge Road Brattleboro, VT MLS# 5082195 - Image 41

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104 Juniper Ridge Road Brattleboro, VT MLS# 5082195 - Image 43

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104 Juniper Ridge Road Brattleboro, VT MLS# 5082195 - Image 45

104 Juniper Ridge Road Brattleboro, VT MLS# 5082195 - Image 46

104 Juniper Ridge Road Brattleboro, VT MLS# 5082195 - Image 47

104 Juniper Ridge Road Brattleboro, VT MLS# 5082195 - Image 48

104 Juniper Ridge Road Brattleboro, VT MLS# 5082195 - Image 49

104 Juniper Ridge Road Brattleboro, VT MLS# 5082195 - Image 50

104 Juniper Ridge Road Brattleboro, VT MLS# 5082195 - Image 51

104 Juniper Ridge Road Brattleboro, VT MLS# 5082195 - Image 52

104 Juniper Ridge Road Brattleboro, VT MLS# 5082195 - Image 53

104 Juniper Ridge Road Brattleboro, VT MLS# 5082195 - Image 54

104 Juniper Ridge Road Brattleboro, VT MLS# 5082195 - Image 55

104 Juniper Ridge Road Brattleboro, VT MLS# 5082195 - Image 56

104 Juniper Ridge Road Brattleboro, VT MLS# 5082195 - Image 57

104 Juniper Ridge Road Brattleboro, VT MLS# 5082195 - Image 58

104 Juniper Ridge Road Brattleboro, VT MLS# 5082195 - Image 59

104 Juniper Ridge Road Brattleboro, VT MLS# 5082195 - Image 60

1 of 60

$795,000

Beds

3.1

Baths

3,212

Sq.Ft.

104 Juniper Ridge Road

Brattleboro, VT

Courtesy of BRATTLEBORO AREA REALTY

116 Birge Street # 2 Brattleboro, VT MLS# 5081546 - Image 1

116 Birge Street # 2 Brattleboro, VT MLS# 5081546 - Image 2

116 Birge Street # 2 Brattleboro, VT MLS# 5081546 - Image 3

116 Birge Street # 2 Brattleboro, VT MLS# 5081546 - Image 4

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116 Birge Street # 2 Brattleboro, VT MLS# 5081546 - Image 9

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116 Birge Street # 2 Brattleboro, VT MLS# 5081546 - Image 13

116 Birge Street # 2 Brattleboro, VT MLS# 5081546 - Image 14

116 Birge Street # 2 Brattleboro, VT MLS# 5081546 - Image 15

116 Birge Street # 2 Brattleboro, VT MLS# 5081546 - Image 16

116 Birge Street # 2 Brattleboro, VT MLS# 5081546 - Image 17

1 of 17

$255,000

Beds

1.0

Baths

1,320

Sq.Ft.

116 Birge Street # 2

Brattleboro, VT

Courtesy of BRATTLEBORO AREA REALTY

5 Hillwinds North Brattleboro, VT MLS# 5081610 - Image 1

5 Hillwinds North Brattleboro, VT MLS# 5081610 - Image 2

5 Hillwinds North Brattleboro, VT MLS# 5081610 - Image 3

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5 Hillwinds North Brattleboro, VT MLS# 5081610 - Image 28

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5 Hillwinds North Brattleboro, VT MLS# 5081610 - Image 35

5 Hillwinds North Brattleboro, VT MLS# 5081610 - Image 36

5 Hillwinds North Brattleboro, VT MLS# 5081610 - Image 37

5 Hillwinds North Brattleboro, VT MLS# 5081610 - Image 38

1 of 38

$769,900

Beds

2.2

Baths

3,600

Sq.Ft.

5 Hillwinds North

Brattleboro, VT

Courtesy of BERKLEY & VELLER GREENWOOD COUNTRY

219 High Street # 3 Brattleboro, VT MLS# 5081405 - Image 1

219 High Street # 3 Brattleboro, VT MLS# 5081405 - Image 2

219 High Street # 3 Brattleboro, VT MLS# 5081405 - Image 3

219 High Street # 3 Brattleboro, VT MLS# 5081405 - Image 4

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219 High Street # 3 Brattleboro, VT MLS# 5081405 - Image 8

219 High Street # 3 Brattleboro, VT MLS# 5081405 - Image 9

219 High Street # 3 Brattleboro, VT MLS# 5081405 - Image 10

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219 High Street # 3 Brattleboro, VT MLS# 5081405 - Image 15

219 High Street # 3 Brattleboro, VT MLS# 5081405 - Image 16

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219 High Street # 3 Brattleboro, VT MLS# 5081405 - Image 21

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219 High Street # 3 Brattleboro, VT MLS# 5081405 - Image 24

219 High Street # 3 Brattleboro, VT MLS# 5081405 - Image 25

1 of 25

$139,000

Beds

1.0

Baths

592

Sq.Ft.

219 High Street # 3

Brattleboro, VT

Courtesy of BRATTLEBORO AREA REALTY

77 Buttonwood Drive Brattleboro, VT MLS# 5081478 - Image 1

77 Buttonwood Drive Brattleboro, VT MLS# 5081478 - Image 2

77 Buttonwood Drive Brattleboro, VT MLS# 5081478 - Image 3

77 Buttonwood Drive Brattleboro, VT MLS# 5081478 - Image 4

77 Buttonwood Drive Brattleboro, VT MLS# 5081478 - Image 5

77 Buttonwood Drive Brattleboro, VT MLS# 5081478 - Image 6

77 Buttonwood Drive Brattleboro, VT MLS# 5081478 - Image 7

77 Buttonwood Drive Brattleboro, VT MLS# 5081478 - Image 8

77 Buttonwood Drive Brattleboro, VT MLS# 5081478 - Image 9

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77 Buttonwood Drive Brattleboro, VT MLS# 5081478 - Image 11

77 Buttonwood Drive Brattleboro, VT MLS# 5081478 - Image 12

77 Buttonwood Drive Brattleboro, VT MLS# 5081478 - Image 13

77 Buttonwood Drive Brattleboro, VT MLS# 5081478 - Image 14

77 Buttonwood Drive Brattleboro, VT MLS# 5081478 - Image 15

77 Buttonwood Drive Brattleboro, VT MLS# 5081478 - Image 16

77 Buttonwood Drive Brattleboro, VT MLS# 5081478 - Image 17

77 Buttonwood Drive Brattleboro, VT MLS# 5081478 - Image 18

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77 Buttonwood Drive Brattleboro, VT MLS# 5081478 - Image 20

77 Buttonwood Drive Brattleboro, VT MLS# 5081478 - Image 21

77 Buttonwood Drive Brattleboro, VT MLS# 5081478 - Image 22

77 Buttonwood Drive Brattleboro, VT MLS# 5081478 - Image 23

77 Buttonwood Drive Brattleboro, VT MLS# 5081478 - Image 24

77 Buttonwood Drive Brattleboro, VT MLS# 5081478 - Image 25

77 Buttonwood Drive Brattleboro, VT MLS# 5081478 - Image 26

77 Buttonwood Drive Brattleboro, VT MLS# 5081478 - Image 27

77 Buttonwood Drive Brattleboro, VT MLS# 5081478 - Image 28

77 Buttonwood Drive Brattleboro, VT MLS# 5081478 - Image 29

77 Buttonwood Drive Brattleboro, VT MLS# 5081478 - Image 30

77 Buttonwood Drive Brattleboro, VT MLS# 5081478 - Image 31

77 Buttonwood Drive Brattleboro, VT MLS# 5081478 - Image 32

Adult Community

1 of 32

$429,000

Beds

2.0

Baths

1,550

Sq.Ft.

77 Buttonwood Drive

Brattleboro, VT

Courtesy of BERKLEY & VELLER GREENWOOD COUNTRY

39 Brookside Drive # 7 Brattleboro, VT MLS# 5081287 - Image 1

39 Brookside Drive # 7 Brattleboro, VT MLS# 5081287 - Image 2

39 Brookside Drive # 7 Brattleboro, VT MLS# 5081287 - Image 3

39 Brookside Drive # 7 Brattleboro, VT MLS# 5081287 - Image 4

39 Brookside Drive # 7 Brattleboro, VT MLS# 5081287 - Image 5

39 Brookside Drive # 7 Brattleboro, VT MLS# 5081287 - Image 6

39 Brookside Drive # 7 Brattleboro, VT MLS# 5081287 - Image 7

39 Brookside Drive # 7 Brattleboro, VT MLS# 5081287 - Image 8

39 Brookside Drive # 7 Brattleboro, VT MLS# 5081287 - Image 9

39 Brookside Drive # 7 Brattleboro, VT MLS# 5081287 - Image 10

39 Brookside Drive # 7 Brattleboro, VT MLS# 5081287 - Image 11

39 Brookside Drive # 7 Brattleboro, VT MLS# 5081287 - Image 12

39 Brookside Drive # 7 Brattleboro, VT MLS# 5081287 - Image 13

39 Brookside Drive # 7 Brattleboro, VT MLS# 5081287 - Image 14

39 Brookside Drive # 7 Brattleboro, VT MLS# 5081287 - Image 15

1 of 15

$149,900

Beds

1.0

Baths

685

Sq.Ft.

39 Brookside Drive # 7

Brattleboro, VT

Courtesy of BRATTLEBORO AREA REALTY

211 Vernon Street Brattleboro, VT MLS# 5080992 - Image 1

211 Vernon Street Brattleboro, VT MLS# 5080992 - Image 2

211 Vernon Street Brattleboro, VT MLS# 5080992 - Image 3

211 Vernon Street Brattleboro, VT MLS# 5080992 - Image 4

211 Vernon Street Brattleboro, VT MLS# 5080992 - Image 5

211 Vernon Street Brattleboro, VT MLS# 5080992 - Image 6

211 Vernon Street Brattleboro, VT MLS# 5080992 - Image 7

211 Vernon Street Brattleboro, VT MLS# 5080992 - Image 8

211 Vernon Street Brattleboro, VT MLS# 5080992 - Image 9

211 Vernon Street Brattleboro, VT MLS# 5080992 - Image 10

211 Vernon Street Brattleboro, VT MLS# 5080992 - Image 11

211 Vernon Street Brattleboro, VT MLS# 5080992 - Image 12

211 Vernon Street Brattleboro, VT MLS# 5080992 - Image 13

211 Vernon Street Brattleboro, VT MLS# 5080992 - Image 14

211 Vernon Street Brattleboro, VT MLS# 5080992 - Image 15

211 Vernon Street Brattleboro, VT MLS# 5080992 - Image 16

211 Vernon Street Brattleboro, VT MLS# 5080992 - Image 17

211 Vernon Street Brattleboro, VT MLS# 5080992 - Image 18

211 Vernon Street Brattleboro, VT MLS# 5080992 - Image 19

211 Vernon Street Brattleboro, VT MLS# 5080992 - Image 20

211 Vernon Street Brattleboro, VT MLS# 5080992 - Image 21

211 Vernon Street Brattleboro, VT MLS# 5080992 - Image 22

211 Vernon Street Brattleboro, VT MLS# 5080992 - Image 23

211 Vernon Street Brattleboro, VT MLS# 5080992 - Image 24

1 of 24

$300,000

4,920

Sq.Ft.

211 Vernon Street

Brattleboro, VT

Courtesy of BERKLEY & VELLER GREENWOOD COUNTRY

About Brattleboro

Listings in Brattleboro, VT: 87
Estimated median home price: $344,900

Brattleboro VT Homes for Sale & Properties

Weichert Realtors is one of the nation's leading providers of Brattleboro, Vermont real estate for sale and home ownership services. Contact Weichert today to buy or sell real estate in Brattleboro, VT.

Homes for Sale by Price in Brattleboro, VT

Price	Count
$0 - 100K	5
$100K - 200K	7
$200K - 300K	18
$300K - 400K	29
$400K - 500K	12
$500K - 600K	5
$600K - 700K	1
$700K - 800K	3
$800K - 900K	2
$900K - 1M	1
$1M - Max	4

Homes for Sale by Type in Brattleboro, VT

Property Type	Count
Single Family	36
Townhouse	0
Condo	12
Commercial	10
Rental	8
Lots and Land	6
Condo/Town/CoOp	0
CoOp	0
Multi Family	21
Mobile Home	2
Farms	0

(Data as of 7/25/2026)

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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 7/26/2026”

Trends Information provided by ATTOM Data Solutions.

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