Brattleboro Vermont Homes for Sale

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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

1 of 24

$535,000

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

$339,000

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

THE TIME TO SELL IS NOW!

408 Old Guilford Road Brattleboro, VT MLS# 5086000 - Image 1

408 Old Guilford Road Brattleboro, VT MLS# 5086000 - Image 2

408 Old Guilford Road Brattleboro, VT MLS# 5086000 - Image 3

408 Old Guilford Road Brattleboro, VT MLS# 5086000 - Image 4

408 Old Guilford Road Brattleboro, VT MLS# 5086000 - Image 5

408 Old Guilford Road Brattleboro, VT MLS# 5086000 - Image 6

408 Old Guilford Road Brattleboro, VT MLS# 5086000 - Image 7

408 Old Guilford Road Brattleboro, VT MLS# 5086000 - Image 8

408 Old Guilford Road Brattleboro, VT MLS# 5086000 - Image 9

408 Old Guilford Road Brattleboro, VT MLS# 5086000 - Image 10

408 Old Guilford Road Brattleboro, VT MLS# 5086000 - Image 11

408 Old Guilford Road Brattleboro, VT MLS# 5086000 - Image 12

408 Old Guilford Road Brattleboro, VT MLS# 5086000 - Image 13

408 Old Guilford Road Brattleboro, VT MLS# 5086000 - Image 14

408 Old Guilford Road Brattleboro, VT MLS# 5086000 - Image 15

408 Old Guilford Road Brattleboro, VT MLS# 5086000 - Image 16

408 Old Guilford Road Brattleboro, VT MLS# 5086000 - Image 17

408 Old Guilford Road Brattleboro, VT MLS# 5086000 - Image 18

408 Old Guilford Road Brattleboro, VT MLS# 5086000 - Image 19

408 Old Guilford Road Brattleboro, VT MLS# 5086000 - Image 20

408 Old Guilford Road Brattleboro, VT MLS# 5086000 - Image 21

408 Old Guilford Road Brattleboro, VT MLS# 5086000 - Image 22

408 Old Guilford Road Brattleboro, VT MLS# 5086000 - Image 23

408 Old Guilford Road Brattleboro, VT MLS# 5086000 - Image 24

408 Old Guilford Road Brattleboro, VT MLS# 5086000 - Image 25

408 Old Guilford Road Brattleboro, VT MLS# 5086000 - Image 26

408 Old Guilford Road Brattleboro, VT MLS# 5086000 - Image 27

408 Old Guilford Road Brattleboro, VT MLS# 5086000 - Image 28

408 Old Guilford Road Brattleboro, VT MLS# 5086000 - Image 29

408 Old Guilford Road Brattleboro, VT MLS# 5086000 - Image 30

408 Old Guilford Road Brattleboro, VT MLS# 5086000 - Image 31

408 Old Guilford Road Brattleboro, VT MLS# 5086000 - Image 32

408 Old Guilford Road Brattleboro, VT MLS# 5086000 - Image 33

408 Old Guilford Road Brattleboro, VT MLS# 5086000 - Image 34

408 Old Guilford Road Brattleboro, VT MLS# 5086000 - Image 35

1 of 35

$329,000

Beds

1.0

Baths

1,480

Sq.Ft.

408 Old Guilford Road

Brattleboro, VT

Courtesy of BRATTLEBORO AREA REALTY

108 Morningside Commons Brattleboro, VT MLS# 5085527 - Image 1

108 Morningside Commons Brattleboro, VT MLS# 5085527 - Image 2

108 Morningside Commons Brattleboro, VT MLS# 5085527 - Image 3

108 Morningside Commons Brattleboro, VT MLS# 5085527 - Image 4

108 Morningside Commons Brattleboro, VT MLS# 5085527 - Image 5

108 Morningside Commons Brattleboro, VT MLS# 5085527 - Image 6

108 Morningside Commons Brattleboro, VT MLS# 5085527 - Image 7

108 Morningside Commons Brattleboro, VT MLS# 5085527 - Image 8

108 Morningside Commons Brattleboro, VT MLS# 5085527 - Image 9

108 Morningside Commons Brattleboro, VT MLS# 5085527 - Image 10

1 of 10

$250,000

Beds

2.0

Baths

1,139

Sq.Ft.

108 Morningside Commons

Brattleboro, VT

Courtesy of BRATTLEBORO AREA REALTY

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

$395,000

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

$395,000

Studio

Beds

0.0

Baths

3,240

Sq.Ft.

458 Williams Street

Brattleboro, VT

Courtesy of BRATTLEBORO AREA REALTY

16 Willow Street Brattleboro, VT MLS# 5084386 - Image 1

16 Willow Street Brattleboro, VT MLS# 5084386 - Image 2

16 Willow Street Brattleboro, VT MLS# 5084386 - Image 3

16 Willow Street Brattleboro, VT MLS# 5084386 - Image 4

16 Willow Street Brattleboro, VT MLS# 5084386 - Image 5

16 Willow Street Brattleboro, VT MLS# 5084386 - Image 6

16 Willow Street Brattleboro, VT MLS# 5084386 - Image 7

16 Willow Street Brattleboro, VT MLS# 5084386 - Image 8

16 Willow Street Brattleboro, VT MLS# 5084386 - Image 9

16 Willow Street Brattleboro, VT MLS# 5084386 - Image 10

16 Willow Street Brattleboro, VT MLS# 5084386 - Image 11

16 Willow Street Brattleboro, VT MLS# 5084386 - Image 12

16 Willow Street Brattleboro, VT MLS# 5084386 - Image 13

16 Willow Street Brattleboro, VT MLS# 5084386 - Image 14

16 Willow Street Brattleboro, VT MLS# 5084386 - Image 15

16 Willow Street Brattleboro, VT MLS# 5084386 - Image 16

16 Willow Street Brattleboro, VT MLS# 5084386 - Image 17

16 Willow Street Brattleboro, VT MLS# 5084386 - Image 18

16 Willow Street Brattleboro, VT MLS# 5084386 - Image 19

16 Willow Street Brattleboro, VT MLS# 5084386 - Image 20

16 Willow Street Brattleboro, VT MLS# 5084386 - Image 21

16 Willow Street Brattleboro, VT MLS# 5084386 - Image 22

16 Willow Street Brattleboro, VT MLS# 5084386 - Image 23

16 Willow Street Brattleboro, VT MLS# 5084386 - Image 24

16 Willow Street Brattleboro, VT MLS# 5084386 - Image 25

16 Willow Street Brattleboro, VT MLS# 5084386 - Image 26

16 Willow Street Brattleboro, VT MLS# 5084386 - Image 27

16 Willow Street Brattleboro, VT MLS# 5084386 - Image 28

16 Willow Street Brattleboro, VT MLS# 5084386 - Image 29

16 Willow Street Brattleboro, VT MLS# 5084386 - Image 30

16 Willow Street Brattleboro, VT MLS# 5084386 - Image 31

16 Willow Street Brattleboro, VT MLS# 5084386 - Image 32

16 Willow Street Brattleboro, VT MLS# 5084386 - Image 33

16 Willow Street Brattleboro, VT MLS# 5084386 - Image 34

16 Willow Street Brattleboro, VT MLS# 5084386 - Image 35

16 Willow Street Brattleboro, VT MLS# 5084386 - Image 36

16 Willow Street Brattleboro, VT MLS# 5084386 - Image 37

16 Willow Street Brattleboro, VT MLS# 5084386 - Image 38

16 Willow Street Brattleboro, VT MLS# 5084386 - Image 39

1 of 39

$399,900

Beds

1.1

Baths

1,339

Sq.Ft.

16 Willow Street

Brattleboro, VT

Courtesy of BHG MASIELLO KEENE

134 Washington Street Brattleboro, VT MLS# 5084426 - Image 1

134 Washington Street Brattleboro, VT MLS# 5084426 - Image 2

134 Washington Street Brattleboro, VT MLS# 5084426 - Image 3

134 Washington Street Brattleboro, VT MLS# 5084426 - Image 4

134 Washington Street Brattleboro, VT MLS# 5084426 - Image 5

134 Washington Street Brattleboro, VT MLS# 5084426 - Image 6

134 Washington Street Brattleboro, VT MLS# 5084426 - Image 7

134 Washington Street Brattleboro, VT MLS# 5084426 - Image 8

134 Washington Street Brattleboro, VT MLS# 5084426 - Image 9

134 Washington Street Brattleboro, VT MLS# 5084426 - Image 10

134 Washington Street Brattleboro, VT MLS# 5084426 - Image 11

134 Washington Street Brattleboro, VT MLS# 5084426 - Image 12

134 Washington Street Brattleboro, VT MLS# 5084426 - Image 13

134 Washington Street Brattleboro, VT MLS# 5084426 - Image 14

134 Washington Street Brattleboro, VT MLS# 5084426 - Image 15

134 Washington Street Brattleboro, VT MLS# 5084426 - Image 16

134 Washington Street Brattleboro, VT MLS# 5084426 - Image 17

134 Washington Street Brattleboro, VT MLS# 5084426 - Image 18

134 Washington Street Brattleboro, VT MLS# 5084426 - Image 19

134 Washington Street Brattleboro, VT MLS# 5084426 - Image 20

134 Washington Street Brattleboro, VT MLS# 5084426 - Image 21

134 Washington Street Brattleboro, VT MLS# 5084426 - Image 22

134 Washington Street Brattleboro, VT MLS# 5084426 - Image 23

134 Washington Street Brattleboro, VT MLS# 5084426 - Image 24

134 Washington Street Brattleboro, VT MLS# 5084426 - Image 25

134 Washington Street Brattleboro, VT MLS# 5084426 - Image 26

134 Washington Street Brattleboro, VT MLS# 5084426 - Image 27

134 Washington Street Brattleboro, VT MLS# 5084426 - Image 28

134 Washington Street Brattleboro, VT MLS# 5084426 - Image 29

134 Washington Street Brattleboro, VT MLS# 5084426 - Image 30

134 Washington Street Brattleboro, VT MLS# 5084426 - Image 31

134 Washington Street Brattleboro, VT MLS# 5084426 - Image 32

134 Washington Street Brattleboro, VT MLS# 5084426 - Image 33

134 Washington Street Brattleboro, VT MLS# 5084426 - Image 34

134 Washington Street Brattleboro, VT MLS# 5084426 - Image 35

134 Washington Street Brattleboro, VT MLS# 5084426 - Image 36

134 Washington Street Brattleboro, VT MLS# 5084426 - Image 37

1 of 37

$250,000

Beds

1.0

Baths

1,521

Sq.Ft.

134 Washington Street

Brattleboro, VT

Courtesy of EXP REALTY

10 Morningside Commons Brattleboro, VT MLS# 5084283 - Image 1

10 Morningside Commons Brattleboro, VT MLS# 5084283 - Image 2

10 Morningside Commons Brattleboro, VT MLS# 5084283 - Image 3

10 Morningside Commons Brattleboro, VT MLS# 5084283 - Image 4

10 Morningside Commons Brattleboro, VT MLS# 5084283 - Image 5

10 Morningside Commons Brattleboro, VT MLS# 5084283 - Image 6

10 Morningside Commons Brattleboro, VT MLS# 5084283 - Image 7

10 Morningside Commons Brattleboro, VT MLS# 5084283 - Image 8

10 Morningside Commons Brattleboro, VT MLS# 5084283 - Image 9

10 Morningside Commons Brattleboro, VT MLS# 5084283 - Image 10

10 Morningside Commons Brattleboro, VT MLS# 5084283 - Image 11

10 Morningside Commons Brattleboro, VT MLS# 5084283 - Image 12

10 Morningside Commons Brattleboro, VT MLS# 5084283 - Image 13

10 Morningside Commons Brattleboro, VT MLS# 5084283 - Image 14

10 Morningside Commons Brattleboro, VT MLS# 5084283 - Image 15

10 Morningside Commons Brattleboro, VT MLS# 5084283 - Image 16

10 Morningside Commons Brattleboro, VT MLS# 5084283 - Image 17

10 Morningside Commons Brattleboro, VT MLS# 5084283 - Image 18

10 Morningside Commons Brattleboro, VT MLS# 5084283 - Image 19

10 Morningside Commons Brattleboro, VT MLS# 5084283 - Image 20

1 of 20

$199,000

Beds

1.1

Baths

955

Sq.Ft.

10 Morningside Commons

Brattleboro, VT

Courtesy of RED MAPLE REALTY LLC

119 Forest Street Brattleboro, VT MLS# 5083243 - Image 1

119 Forest Street Brattleboro, VT MLS# 5083243 - Image 2

119 Forest Street Brattleboro, VT MLS# 5083243 - Image 3

119 Forest Street Brattleboro, VT MLS# 5083243 - Image 4

119 Forest Street Brattleboro, VT MLS# 5083243 - Image 5

119 Forest Street Brattleboro, VT MLS# 5083243 - Image 6

119 Forest Street Brattleboro, VT MLS# 5083243 - Image 7

119 Forest Street Brattleboro, VT MLS# 5083243 - Image 8

119 Forest Street Brattleboro, VT MLS# 5083243 - Image 9

119 Forest Street Brattleboro, VT MLS# 5083243 - Image 10

119 Forest Street Brattleboro, VT MLS# 5083243 - Image 11

119 Forest Street Brattleboro, VT MLS# 5083243 - Image 12

119 Forest Street Brattleboro, VT MLS# 5083243 - Image 13

119 Forest Street Brattleboro, VT MLS# 5083243 - Image 14

119 Forest Street Brattleboro, VT MLS# 5083243 - Image 15

119 Forest Street Brattleboro, VT MLS# 5083243 - Image 16

119 Forest Street Brattleboro, VT MLS# 5083243 - Image 17

119 Forest Street Brattleboro, VT MLS# 5083243 - Image 18

119 Forest Street Brattleboro, VT MLS# 5083243 - Image 19

119 Forest Street Brattleboro, VT MLS# 5083243 - Image 20

119 Forest Street Brattleboro, VT MLS# 5083243 - Image 21

119 Forest Street Brattleboro, VT MLS# 5083243 - Image 22

119 Forest Street Brattleboro, VT MLS# 5083243 - Image 23

119 Forest Street Brattleboro, VT MLS# 5083243 - Image 24

119 Forest Street Brattleboro, VT MLS# 5083243 - Image 25

119 Forest Street Brattleboro, VT MLS# 5083243 - Image 26

119 Forest Street Brattleboro, VT MLS# 5083243 - Image 27

119 Forest Street Brattleboro, VT MLS# 5083243 - Image 28

119 Forest Street Brattleboro, VT MLS# 5083243 - Image 29

119 Forest Street Brattleboro, VT MLS# 5083243 - Image 30

119 Forest Street Brattleboro, VT MLS# 5083243 - Image 31

119 Forest Street Brattleboro, VT MLS# 5083243 - Image 32

119 Forest Street Brattleboro, VT MLS# 5083243 - Image 33

119 Forest Street Brattleboro, VT MLS# 5083243 - Image 34

119 Forest Street Brattleboro, VT MLS# 5083243 - Image 35

119 Forest Street Brattleboro, VT MLS# 5083243 - Image 36

119 Forest Street Brattleboro, VT MLS# 5083243 - Image 37

119 Forest Street Brattleboro, VT MLS# 5083243 - Image 38

119 Forest Street Brattleboro, VT MLS# 5083243 - Image 39

119 Forest Street Brattleboro, VT MLS# 5083243 - Image 40

119 Forest Street Brattleboro, VT MLS# 5083243 - Image 41

119 Forest Street Brattleboro, VT MLS# 5083243 - Image 42

119 Forest Street Brattleboro, VT MLS# 5083243 - Image 43

119 Forest Street Brattleboro, VT MLS# 5083243 - Image 44

119 Forest Street Brattleboro, VT MLS# 5083243 - Image 45

1 of 45

$329,000

Beds

1.0

Baths

1,218

Sq.Ft.

119 Forest Street

Brattleboro, VT

Courtesy of BRATTLEBORO AREA REALTY

143 Hillwinds Road Brattleboro, VT MLS# 5082786 - Image 1

143 Hillwinds Road Brattleboro, VT MLS# 5082786 - Image 2

143 Hillwinds Road Brattleboro, VT MLS# 5082786 - Image 3

143 Hillwinds Road Brattleboro, VT MLS# 5082786 - Image 4

143 Hillwinds Road Brattleboro, VT MLS# 5082786 - Image 5

143 Hillwinds Road Brattleboro, VT MLS# 5082786 - Image 6

143 Hillwinds Road Brattleboro, VT MLS# 5082786 - Image 7

143 Hillwinds Road Brattleboro, VT MLS# 5082786 - Image 8

143 Hillwinds Road Brattleboro, VT MLS# 5082786 - Image 9

143 Hillwinds Road Brattleboro, VT MLS# 5082786 - Image 10

143 Hillwinds Road Brattleboro, VT MLS# 5082786 - Image 11

143 Hillwinds Road Brattleboro, VT MLS# 5082786 - Image 12

143 Hillwinds Road Brattleboro, VT MLS# 5082786 - Image 13

143 Hillwinds Road Brattleboro, VT MLS# 5082786 - Image 14

143 Hillwinds Road Brattleboro, VT MLS# 5082786 - Image 15

143 Hillwinds Road Brattleboro, VT MLS# 5082786 - Image 16

143 Hillwinds Road Brattleboro, VT MLS# 5082786 - Image 17

143 Hillwinds Road Brattleboro, VT MLS# 5082786 - Image 18

143 Hillwinds Road Brattleboro, VT MLS# 5082786 - Image 19

143 Hillwinds Road Brattleboro, VT MLS# 5082786 - Image 20

143 Hillwinds Road Brattleboro, VT MLS# 5082786 - Image 21

143 Hillwinds Road Brattleboro, VT MLS# 5082786 - Image 22

143 Hillwinds Road Brattleboro, VT MLS# 5082786 - Image 23

143 Hillwinds Road Brattleboro, VT MLS# 5082786 - Image 24

143 Hillwinds Road Brattleboro, VT MLS# 5082786 - Image 25

143 Hillwinds Road Brattleboro, VT MLS# 5082786 - Image 26

143 Hillwinds Road Brattleboro, VT MLS# 5082786 - Image 27

143 Hillwinds Road Brattleboro, VT MLS# 5082786 - Image 28

143 Hillwinds Road Brattleboro, VT MLS# 5082786 - Image 29

143 Hillwinds Road Brattleboro, VT MLS# 5082786 - Image 30

143 Hillwinds Road Brattleboro, VT MLS# 5082786 - Image 31

143 Hillwinds Road Brattleboro, VT MLS# 5082786 - Image 32

143 Hillwinds Road Brattleboro, VT MLS# 5082786 - Image 33

143 Hillwinds Road Brattleboro, VT MLS# 5082786 - Image 34

143 Hillwinds Road Brattleboro, VT MLS# 5082786 - Image 35

143 Hillwinds Road Brattleboro, VT MLS# 5082786 - Image 36

143 Hillwinds Road Brattleboro, VT MLS# 5082786 - Image 37

143 Hillwinds Road Brattleboro, VT MLS# 5082786 - Image 38

143 Hillwinds Road Brattleboro, VT MLS# 5082786 - Image 39

143 Hillwinds Road Brattleboro, VT MLS# 5082786 - Image 40

143 Hillwinds Road Brattleboro, VT MLS# 5082786 - Image 41

143 Hillwinds Road Brattleboro, VT MLS# 5082786 - Image 42

143 Hillwinds Road Brattleboro, VT MLS# 5082786 - Image 43

143 Hillwinds Road Brattleboro, VT MLS# 5082786 - Image 44

143 Hillwinds Road Brattleboro, VT MLS# 5082786 - Image 45

143 Hillwinds Road Brattleboro, VT MLS# 5082786 - Image 46

1 of 46

$625,000

Beds

3.1

Baths

2,520

Sq.Ft.

143 Hillwinds Road

Brattleboro, VT

Courtesy of BRATTLEBORO AREA REALTY

81 Chapin Street Brattleboro, VT MLS# 5082621 - Image 1

81 Chapin Street Brattleboro, VT MLS# 5082621 - Image 2

81 Chapin Street Brattleboro, VT MLS# 5082621 - Image 3

81 Chapin Street Brattleboro, VT MLS# 5082621 - Image 4

81 Chapin Street Brattleboro, VT MLS# 5082621 - Image 5

81 Chapin Street Brattleboro, VT MLS# 5082621 - Image 6

81 Chapin Street Brattleboro, VT MLS# 5082621 - Image 7

81 Chapin Street Brattleboro, VT MLS# 5082621 - Image 8

81 Chapin Street Brattleboro, VT MLS# 5082621 - Image 9

81 Chapin Street Brattleboro, VT MLS# 5082621 - Image 10

81 Chapin Street Brattleboro, VT MLS# 5082621 - Image 11

81 Chapin Street Brattleboro, VT MLS# 5082621 - Image 12

81 Chapin Street Brattleboro, VT MLS# 5082621 - Image 13

81 Chapin Street Brattleboro, VT MLS# 5082621 - Image 14

81 Chapin Street Brattleboro, VT MLS# 5082621 - Image 15

81 Chapin Street Brattleboro, VT MLS# 5082621 - Image 16

81 Chapin Street Brattleboro, VT MLS# 5082621 - Image 17

81 Chapin Street Brattleboro, VT MLS# 5082621 - Image 18

81 Chapin Street Brattleboro, VT MLS# 5082621 - Image 19

81 Chapin Street Brattleboro, VT MLS# 5082621 - Image 20

81 Chapin Street Brattleboro, VT MLS# 5082621 - Image 21

81 Chapin Street Brattleboro, VT MLS# 5082621 - Image 22

81 Chapin Street Brattleboro, VT MLS# 5082621 - Image 23

81 Chapin Street Brattleboro, VT MLS# 5082621 - Image 24

81 Chapin Street Brattleboro, VT MLS# 5082621 - Image 25

81 Chapin Street Brattleboro, VT MLS# 5082621 - Image 26

81 Chapin Street Brattleboro, VT MLS# 5082621 - Image 27

1 of 27

$475,000

Beds

3.0

Baths

1,246

Sq.Ft.

81 Chapin Street

Brattleboro, VT

Courtesy of BERKLEY & VELLER GREENWOOD COUNTRY

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

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104 Juniper Ridge Road Brattleboro, VT MLS# 5082195 - Image 15

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

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

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

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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

11 Strawberry Hill Brattleboro, VT MLS# 5082239 - Image 1

11 Strawberry Hill Brattleboro, VT MLS# 5082239 - Image 2

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11 Strawberry Hill Brattleboro, VT MLS# 5082239 - Image 35

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11 Strawberry Hill Brattleboro, VT MLS# 5082239 - Image 37

Virtual Tour

1 of 37

$639,000

Beds

2.1

Baths

2,573

Sq.Ft.

11 Strawberry Hill

Brattleboro, VT

Courtesy of BERKLEY & VELLER GREENWOOD COUNTRY

72 Morningside Commons Brattleboro, VT MLS# 5081559 - Image 1

72 Morningside Commons Brattleboro, VT MLS# 5081559 - Image 2

72 Morningside Commons Brattleboro, VT MLS# 5081559 - Image 3

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72 Morningside Commons Brattleboro, VT MLS# 5081559 - Image 50

72 Morningside Commons Brattleboro, VT MLS# 5081559 - Image 51

1 of 51

$244,900

Beds

1.1

Baths

1,056

Sq.Ft.

72 Morningside Commons

Brattleboro, VT

Courtesy of BHG MASIELLO BRATTLEBORO

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 16

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5 Hillwinds North Brattleboro, VT MLS# 5081610 - Image 31

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5 Hillwinds North Brattleboro, VT MLS# 5081610 - Image 33

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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

1 of 37

$795,000

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

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

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

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219 High Street # 3 Brattleboro, VT MLS# 5081405 - Image 23

1 of 23

$159,000

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

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

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

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

77 Buttonwood Drive Brattleboro, VT MLS# 5081478 - Image 19

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

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

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

Adult Community

1 of 32

$469,000

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

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

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

1 of 15

$159,500

Beds

1.0

Baths

685

Sq.Ft.

39 Brookside Drive # 7

Brattleboro, VT

Courtesy of BRATTLEBORO AREA REALTY

About Brattleboro

Listings in Brattleboro, VT: 77
Estimated median home price: $339,000

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	4
$100K - 200K	8
$200K - 300K	18
$300K - 400K	26
$400K - 500K	6
$500K - 600K	4
$600K - 700K	3
$700K - 800K	2
$800K - 900K	2
$900K - 1M	0
$1M - Max	4

Homes for Sale by Type in Brattleboro, VT

Property Type	Count
Single Family	37
Townhouse	0
Condo	10
Commercial	9
Rental	10
Lots and Land	5
Condo/Town/CoOp	0
CoOp	0
Multi Family	16
Mobile Home	0
Farms	0

(Data as of 5/27/2026)

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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 5/27/2026”

Trends Information provided by ATTOM Data Solutions.

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