Brattleboro Vermont Homes for Sale

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59 Highalnd Street Brattleboro, VT MLS# 5109552 - Image 1

59 Highalnd Street Brattleboro, VT MLS# 5109552 - Image 2

59 Highalnd Street Brattleboro, VT MLS# 5109552 - Image 3

59 Highalnd Street Brattleboro, VT MLS# 5109552 - Image 4

59 Highalnd Street Brattleboro, VT MLS# 5109552 - Image 5

59 Highalnd Street Brattleboro, VT MLS# 5109552 - Image 6

59 Highalnd Street Brattleboro, VT MLS# 5109552 - Image 7

59 Highalnd Street Brattleboro, VT MLS# 5109552 - Image 8

59 Highalnd Street Brattleboro, VT MLS# 5109552 - Image 9

59 Highalnd Street Brattleboro, VT MLS# 5109552 - Image 10

59 Highalnd Street Brattleboro, VT MLS# 5109552 - Image 11

59 Highalnd Street Brattleboro, VT MLS# 5109552 - Image 12

59 Highalnd Street Brattleboro, VT MLS# 5109552 - Image 13

59 Highalnd Street Brattleboro, VT MLS# 5109552 - Image 14

59 Highalnd Street Brattleboro, VT MLS# 5109552 - Image 15

59 Highalnd Street Brattleboro, VT MLS# 5109552 - Image 16

59 Highalnd Street Brattleboro, VT MLS# 5109552 - Image 17

59 Highalnd Street Brattleboro, VT MLS# 5109552 - Image 18

59 Highalnd Street Brattleboro, VT MLS# 5109552 - Image 19

59 Highalnd Street Brattleboro, VT MLS# 5109552 - Image 20

59 Highalnd Street Brattleboro, VT MLS# 5109552 - Image 21

59 Highalnd Street Brattleboro, VT MLS# 5109552 - Image 22

59 Highalnd Street Brattleboro, VT MLS# 5109552 - Image 23

59 Highalnd Street Brattleboro, VT MLS# 5109552 - Image 24

59 Highalnd Street Brattleboro, VT MLS# 5109552 - Image 25

59 Highalnd Street Brattleboro, VT MLS# 5109552 - Image 26

59 Highalnd Street Brattleboro, VT MLS# 5109552 - Image 27

59 Highalnd Street Brattleboro, VT MLS# 5109552 - Image 28

59 Highalnd Street Brattleboro, VT MLS# 5109552 - Image 29

59 Highalnd Street Brattleboro, VT MLS# 5109552 - Image 30

59 Highalnd Street Brattleboro, VT MLS# 5109552 - Image 31

59 Highalnd Street Brattleboro, VT MLS# 5109552 - Image 32

59 Highalnd Street Brattleboro, VT MLS# 5109552 - Image 33

59 Highalnd Street Brattleboro, VT MLS# 5109552 - Image 34

59 Highalnd Street Brattleboro, VT MLS# 5109552 - Image 35

59 Highalnd Street Brattleboro, VT MLS# 5109552 - Image 36

59 Highalnd Street Brattleboro, VT MLS# 5109552 - Image 37

59 Highalnd Street Brattleboro, VT MLS# 5109552 - Image 38

59 Highalnd Street Brattleboro, VT MLS# 5109552 - Image 39

59 Highalnd Street Brattleboro, VT MLS# 5109552 - Image 40

59 Highalnd Street Brattleboro, VT MLS# 5109552 - Image 41

59 Highalnd Street Brattleboro, VT MLS# 5109552 - Image 42

59 Highalnd Street Brattleboro, VT MLS# 5109552 - Image 43

59 Highalnd Street Brattleboro, VT MLS# 5109552 - Image 44

59 Highalnd Street Brattleboro, VT MLS# 5109552 - Image 45

59 Highalnd Street Brattleboro, VT MLS# 5109552 - Image 46

59 Highalnd Street Brattleboro, VT MLS# 5109552 - Image 47

59 Highalnd Street Brattleboro, VT MLS# 5109552 - Image 48

59 Highalnd Street Brattleboro, VT MLS# 5109552 - Image 49

Recently Listed

1 of 49

$319,000

Beds

2.0

Baths

1,883

Sq.Ft.

59 Highalnd Street

Brattleboro, VT

Courtesy of BRATTLEBORO AREA REALTY

59 Highland Street Brattleboro, VT MLS# 5109553 - Image 1

59 Highland Street Brattleboro, VT MLS# 5109553 - Image 2

59 Highland Street Brattleboro, VT MLS# 5109553 - Image 3

59 Highland Street Brattleboro, VT MLS# 5109553 - Image 4

59 Highland Street Brattleboro, VT MLS# 5109553 - Image 5

59 Highland Street Brattleboro, VT MLS# 5109553 - Image 6

59 Highland Street Brattleboro, VT MLS# 5109553 - Image 7

59 Highland Street Brattleboro, VT MLS# 5109553 - Image 8

59 Highland Street Brattleboro, VT MLS# 5109553 - Image 9

59 Highland Street Brattleboro, VT MLS# 5109553 - Image 10

59 Highland Street Brattleboro, VT MLS# 5109553 - Image 11

59 Highland Street Brattleboro, VT MLS# 5109553 - Image 12

59 Highland Street Brattleboro, VT MLS# 5109553 - Image 13

59 Highland Street Brattleboro, VT MLS# 5109553 - Image 14

59 Highland Street Brattleboro, VT MLS# 5109553 - Image 15

59 Highland Street Brattleboro, VT MLS# 5109553 - Image 16

59 Highland Street Brattleboro, VT MLS# 5109553 - Image 17

59 Highland Street Brattleboro, VT MLS# 5109553 - Image 18

59 Highland Street Brattleboro, VT MLS# 5109553 - Image 19

59 Highland Street Brattleboro, VT MLS# 5109553 - Image 20

59 Highland Street Brattleboro, VT MLS# 5109553 - Image 21

59 Highland Street Brattleboro, VT MLS# 5109553 - Image 22

59 Highland Street Brattleboro, VT MLS# 5109553 - Image 23

59 Highland Street Brattleboro, VT MLS# 5109553 - Image 24

59 Highland Street Brattleboro, VT MLS# 5109553 - Image 25

59 Highland Street Brattleboro, VT MLS# 5109553 - Image 26

59 Highland Street Brattleboro, VT MLS# 5109553 - Image 27

59 Highland Street Brattleboro, VT MLS# 5109553 - Image 28

59 Highland Street Brattleboro, VT MLS# 5109553 - Image 29

59 Highland Street Brattleboro, VT MLS# 5109553 - Image 30

59 Highland Street Brattleboro, VT MLS# 5109553 - Image 31

59 Highland Street Brattleboro, VT MLS# 5109553 - Image 32

59 Highland Street Brattleboro, VT MLS# 5109553 - Image 33

59 Highland Street Brattleboro, VT MLS# 5109553 - Image 34

59 Highland Street Brattleboro, VT MLS# 5109553 - Image 35

59 Highland Street Brattleboro, VT MLS# 5109553 - Image 36

59 Highland Street Brattleboro, VT MLS# 5109553 - Image 37

59 Highland Street Brattleboro, VT MLS# 5109553 - Image 38

59 Highland Street Brattleboro, VT MLS# 5109553 - Image 39

59 Highland Street Brattleboro, VT MLS# 5109553 - Image 40

59 Highland Street Brattleboro, VT MLS# 5109553 - Image 41

59 Highland Street Brattleboro, VT MLS# 5109553 - Image 42

59 Highland Street Brattleboro, VT MLS# 5109553 - Image 43

59 Highland Street Brattleboro, VT MLS# 5109553 - Image 44

Recently Listed

1 of 44

$319,000

Beds

2.0

Baths

1,883

Sq.Ft.

59 Highland Street

Brattleboro, VT

Courtesy of BRATTLEBORO AREA REALTY

72 Flat Street Brattleboro, VT MLS# 5109311 - Image 1

72 Flat Street Brattleboro, VT MLS# 5109311 - Image 2

72 Flat Street Brattleboro, VT MLS# 5109311 - Image 3

72 Flat Street Brattleboro, VT MLS# 5109311 - Image 4

72 Flat Street Brattleboro, VT MLS# 5109311 - Image 5

72 Flat Street Brattleboro, VT MLS# 5109311 - Image 6

72 Flat Street Brattleboro, VT MLS# 5109311 - Image 7

72 Flat Street Brattleboro, VT MLS# 5109311 - Image 8

72 Flat Street Brattleboro, VT MLS# 5109311 - Image 9

72 Flat Street Brattleboro, VT MLS# 5109311 - Image 10

72 Flat Street Brattleboro, VT MLS# 5109311 - Image 11

72 Flat Street Brattleboro, VT MLS# 5109311 - Image 12

72 Flat Street Brattleboro, VT MLS# 5109311 - Image 13

72 Flat Street Brattleboro, VT MLS# 5109311 - Image 14

72 Flat Street Brattleboro, VT MLS# 5109311 - Image 15

72 Flat Street Brattleboro, VT MLS# 5109311 - Image 16

72 Flat Street Brattleboro, VT MLS# 5109311 - Image 17

72 Flat Street Brattleboro, VT MLS# 5109311 - Image 18

72 Flat Street Brattleboro, VT MLS# 5109311 - Image 19

72 Flat Street Brattleboro, VT MLS# 5109311 - Image 20

72 Flat Street Brattleboro, VT MLS# 5109311 - Image 21

72 Flat Street Brattleboro, VT MLS# 5109311 - Image 22

72 Flat Street Brattleboro, VT MLS# 5109311 - Image 23

72 Flat Street Brattleboro, VT MLS# 5109311 - Image 24

72 Flat Street Brattleboro, VT MLS# 5109311 - Image 25

72 Flat Street Brattleboro, VT MLS# 5109311 - Image 26

72 Flat Street Brattleboro, VT MLS# 5109311 - Image 27

72 Flat Street Brattleboro, VT MLS# 5109311 - Image 28

72 Flat Street Brattleboro, VT MLS# 5109311 - Image 29

72 Flat Street Brattleboro, VT MLS# 5109311 - Image 30

72 Flat Street Brattleboro, VT MLS# 5109311 - Image 31

72 Flat Street Brattleboro, VT MLS# 5109311 - Image 32

72 Flat Street Brattleboro, VT MLS# 5109311 - Image 33

72 Flat Street Brattleboro, VT MLS# 5109311 - Image 34

72 Flat Street Brattleboro, VT MLS# 5109311 - Image 35

72 Flat Street Brattleboro, VT MLS# 5109311 - Image 36

72 Flat Street Brattleboro, VT MLS# 5109311 - Image 37

72 Flat Street Brattleboro, VT MLS# 5109311 - Image 38

72 Flat Street Brattleboro, VT MLS# 5109311 - Image 39

72 Flat Street Brattleboro, VT MLS# 5109311 - Image 40

Recently Listed

1 of 40

$150,000

5,380

Sq.Ft.

72 Flat Street

Brattleboro, VT

Courtesy of RED MAPLE REALTY LLC

THE TIME TO SELL IS NOW!

0 Meetinghouse Lane Brattleboro, VT MLS# 5109235 - Image 1

0 Meetinghouse Lane Brattleboro, VT MLS# 5109235 - Image 2

0 Meetinghouse Lane Brattleboro, VT MLS# 5109235 - Image 3

0 Meetinghouse Lane Brattleboro, VT MLS# 5109235 - Image 4

0 Meetinghouse Lane Brattleboro, VT MLS# 5109235 - Image 5

0 Meetinghouse Lane Brattleboro, VT MLS# 5109235 - Image 6

0 Meetinghouse Lane Brattleboro, VT MLS# 5109235 - Image 7

0 Meetinghouse Lane Brattleboro, VT MLS# 5109235 - Image 8

0 Meetinghouse Lane Brattleboro, VT MLS# 5109235 - Image 9

0 Meetinghouse Lane Brattleboro, VT MLS# 5109235 - Image 10

Recently Listed

1 of 10

$135,000

Studio

Beds

0.0

Baths

0 Meetinghouse Lane

Brattleboro, VT

Courtesy of BRATTLEBORO AREA REALTY

145 Belmont Avenue Brattleboro, VT MLS# 5108845 - Image 1

145 Belmont Avenue Brattleboro, VT MLS# 5108845 - Image 2

145 Belmont Avenue Brattleboro, VT MLS# 5108845 - Image 3

145 Belmont Avenue Brattleboro, VT MLS# 5108845 - Image 4

145 Belmont Avenue Brattleboro, VT MLS# 5108845 - Image 5

145 Belmont Avenue Brattleboro, VT MLS# 5108845 - Image 6

145 Belmont Avenue Brattleboro, VT MLS# 5108845 - Image 7

145 Belmont Avenue Brattleboro, VT MLS# 5108845 - Image 8

145 Belmont Avenue Brattleboro, VT MLS# 5108845 - Image 9

145 Belmont Avenue Brattleboro, VT MLS# 5108845 - Image 10

145 Belmont Avenue Brattleboro, VT MLS# 5108845 - Image 11

145 Belmont Avenue Brattleboro, VT MLS# 5108845 - Image 12

145 Belmont Avenue Brattleboro, VT MLS# 5108845 - Image 13

145 Belmont Avenue Brattleboro, VT MLS# 5108845 - Image 14

145 Belmont Avenue Brattleboro, VT MLS# 5108845 - Image 15

145 Belmont Avenue Brattleboro, VT MLS# 5108845 - Image 16

145 Belmont Avenue Brattleboro, VT MLS# 5108845 - Image 17

145 Belmont Avenue Brattleboro, VT MLS# 5108845 - Image 18

145 Belmont Avenue Brattleboro, VT MLS# 5108845 - Image 19

Recently Listed

1 of 19

OPEN HOUSE: Saturday 9/12 10:00 AM - 1:00 PM

$289,000

Beds

1.0

Baths

1,056

Sq.Ft.

145 Belmont Avenue

Brattleboro, VT

Courtesy of BERKLEY & VELLER GREENWOOD COUNTRY

48 Wilsons Woods Road Brattleboro, VT MLS# 5108647 - Image 1

48 Wilsons Woods Road Brattleboro, VT MLS# 5108647 - Image 2

48 Wilsons Woods Road Brattleboro, VT MLS# 5108647 - Image 3

48 Wilsons Woods Road Brattleboro, VT MLS# 5108647 - Image 4

48 Wilsons Woods Road Brattleboro, VT MLS# 5108647 - Image 5

48 Wilsons Woods Road Brattleboro, VT MLS# 5108647 - Image 6

48 Wilsons Woods Road Brattleboro, VT MLS# 5108647 - Image 7

48 Wilsons Woods Road Brattleboro, VT MLS# 5108647 - Image 8

48 Wilsons Woods Road Brattleboro, VT MLS# 5108647 - Image 9

48 Wilsons Woods Road Brattleboro, VT MLS# 5108647 - Image 10

48 Wilsons Woods Road Brattleboro, VT MLS# 5108647 - Image 11

48 Wilsons Woods Road Brattleboro, VT MLS# 5108647 - Image 12

48 Wilsons Woods Road Brattleboro, VT MLS# 5108647 - Image 13

48 Wilsons Woods Road Brattleboro, VT MLS# 5108647 - Image 14

48 Wilsons Woods Road Brattleboro, VT MLS# 5108647 - Image 15

48 Wilsons Woods Road Brattleboro, VT MLS# 5108647 - Image 16

48 Wilsons Woods Road Brattleboro, VT MLS# 5108647 - Image 17

48 Wilsons Woods Road Brattleboro, VT MLS# 5108647 - Image 18

48 Wilsons Woods Road Brattleboro, VT MLS# 5108647 - Image 19

48 Wilsons Woods Road Brattleboro, VT MLS# 5108647 - Image 20

48 Wilsons Woods Road Brattleboro, VT MLS# 5108647 - Image 21

48 Wilsons Woods Road Brattleboro, VT MLS# 5108647 - Image 22

48 Wilsons Woods Road Brattleboro, VT MLS# 5108647 - Image 23

48 Wilsons Woods Road Brattleboro, VT MLS# 5108647 - Image 24

48 Wilsons Woods Road Brattleboro, VT MLS# 5108647 - Image 25

48 Wilsons Woods Road Brattleboro, VT MLS# 5108647 - Image 26

48 Wilsons Woods Road Brattleboro, VT MLS# 5108647 - Image 27

48 Wilsons Woods Road Brattleboro, VT MLS# 5108647 - Image 28

48 Wilsons Woods Road Brattleboro, VT MLS# 5108647 - Image 29

48 Wilsons Woods Road Brattleboro, VT MLS# 5108647 - Image 30

48 Wilsons Woods Road Brattleboro, VT MLS# 5108647 - Image 31

48 Wilsons Woods Road Brattleboro, VT MLS# 5108647 - Image 32

Recently Listed

1 of 32

OPEN HOUSE: Saturday 9/12 11:00 AM - 1:00 PM

$299,000

Beds

1.0

Baths

1,104

Sq.Ft.

48 Wilsons Woods Road

Brattleboro, VT

Courtesy of BHG MASIELLO BRATTLEBORO

0 Marlboro Road # 18B Brattleboro, VT MLS# 5107996 - Image 1

0 Marlboro Road # 18B Brattleboro, VT MLS# 5107996 - Image 2

0 Marlboro Road # 18B Brattleboro, VT MLS# 5107996 - Image 3

0 Marlboro Road # 18B Brattleboro, VT MLS# 5107996 - Image 4

0 Marlboro Road # 18B Brattleboro, VT MLS# 5107996 - Image 5

0 Marlboro Road # 18B Brattleboro, VT MLS# 5107996 - Image 6

0 Marlboro Road # 18B Brattleboro, VT MLS# 5107996 - Image 7

0 Marlboro Road # 18B Brattleboro, VT MLS# 5107996 - Image 8

0 Marlboro Road # 18B Brattleboro, VT MLS# 5107996 - Image 9

0 Marlboro Road # 18B Brattleboro, VT MLS# 5107996 - Image 10

0 Marlboro Road # 18B Brattleboro, VT MLS# 5107996 - Image 11

0 Marlboro Road # 18B Brattleboro, VT MLS# 5107996 - Image 12

0 Marlboro Road # 18B Brattleboro, VT MLS# 5107996 - Image 13

0 Marlboro Road # 18B Brattleboro, VT MLS# 5107996 - Image 14

0 Marlboro Road # 18B Brattleboro, VT MLS# 5107996 - Image 15

0 Marlboro Road # 18B Brattleboro, VT MLS# 5107996 - Image 16

Recently Listed

1 of 16

$139,000

Studio

Beds

0.0

Baths

0 Marlboro Road # 18B

Brattleboro, VT

Courtesy of BRATTLEBORO AREA REALTY

14 Deepwood Park Brattleboro, VT MLS# 5108342 - Image 1

14 Deepwood Park Brattleboro, VT MLS# 5108342 - Image 2

14 Deepwood Park Brattleboro, VT MLS# 5108342 - Image 3

14 Deepwood Park Brattleboro, VT MLS# 5108342 - Image 4

14 Deepwood Park Brattleboro, VT MLS# 5108342 - Image 5

14 Deepwood Park Brattleboro, VT MLS# 5108342 - Image 6

14 Deepwood Park Brattleboro, VT MLS# 5108342 - Image 7

14 Deepwood Park Brattleboro, VT MLS# 5108342 - Image 8

14 Deepwood Park Brattleboro, VT MLS# 5108342 - Image 9

14 Deepwood Park Brattleboro, VT MLS# 5108342 - Image 10

14 Deepwood Park Brattleboro, VT MLS# 5108342 - Image 11

14 Deepwood Park Brattleboro, VT MLS# 5108342 - Image 12

14 Deepwood Park Brattleboro, VT MLS# 5108342 - Image 13

14 Deepwood Park Brattleboro, VT MLS# 5108342 - Image 14

14 Deepwood Park Brattleboro, VT MLS# 5108342 - Image 15

14 Deepwood Park Brattleboro, VT MLS# 5108342 - Image 16

14 Deepwood Park Brattleboro, VT MLS# 5108342 - Image 17

14 Deepwood Park Brattleboro, VT MLS# 5108342 - Image 18

14 Deepwood Park Brattleboro, VT MLS# 5108342 - Image 19

14 Deepwood Park Brattleboro, VT MLS# 5108342 - Image 20

14 Deepwood Park Brattleboro, VT MLS# 5108342 - Image 21

14 Deepwood Park Brattleboro, VT MLS# 5108342 - Image 22

14 Deepwood Park Brattleboro, VT MLS# 5108342 - Image 23

14 Deepwood Park Brattleboro, VT MLS# 5108342 - Image 24

14 Deepwood Park Brattleboro, VT MLS# 5108342 - Image 25

14 Deepwood Park Brattleboro, VT MLS# 5108342 - Image 26

14 Deepwood Park Brattleboro, VT MLS# 5108342 - Image 27

14 Deepwood Park Brattleboro, VT MLS# 5108342 - Image 28

14 Deepwood Park Brattleboro, VT MLS# 5108342 - Image 29

14 Deepwood Park Brattleboro, VT MLS# 5108342 - Image 30

14 Deepwood Park Brattleboro, VT MLS# 5108342 - Image 31

14 Deepwood Park Brattleboro, VT MLS# 5108342 - Image 32

14 Deepwood Park Brattleboro, VT MLS# 5108342 - Image 33

14 Deepwood Park Brattleboro, VT MLS# 5108342 - Image 34

Recently Listed

1 of 34

$149,900

Beds

2.0

Baths

1,232

Sq.Ft.

14 Deepwood Park

Brattleboro, VT

Courtesy of BHG MASIELLO BRATTLEBORO

205 Western Avenue Brattleboro, VT MLS# 5107801 - Image 1

205 Western Avenue Brattleboro, VT MLS# 5107801 - Image 2

205 Western Avenue Brattleboro, VT MLS# 5107801 - Image 3

205 Western Avenue Brattleboro, VT MLS# 5107801 - Image 4

205 Western Avenue Brattleboro, VT MLS# 5107801 - Image 5

205 Western Avenue Brattleboro, VT MLS# 5107801 - Image 6

205 Western Avenue Brattleboro, VT MLS# 5107801 - Image 7

205 Western Avenue Brattleboro, VT MLS# 5107801 - Image 8

205 Western Avenue Brattleboro, VT MLS# 5107801 - Image 9

205 Western Avenue Brattleboro, VT MLS# 5107801 - Image 10

Recently Listed

1 of 10

$369,900

928

Sq.Ft.

205 Western Avenue

Brattleboro, VT

Courtesy of BHG MASIELLO KEENE

820 & 28 Western Avenue Brattleboro, VT MLS# 5107807 - Image 1

820 & 28 Western Avenue Brattleboro, VT MLS# 5107807 - Image 2

820 & 28 Western Avenue Brattleboro, VT MLS# 5107807 - Image 3

820 & 28 Western Avenue Brattleboro, VT MLS# 5107807 - Image 4

820 & 28 Western Avenue Brattleboro, VT MLS# 5107807 - Image 5

820 & 28 Western Avenue Brattleboro, VT MLS# 5107807 - Image 6

820 & 28 Western Avenue Brattleboro, VT MLS# 5107807 - Image 7

820 & 28 Western Avenue Brattleboro, VT MLS# 5107807 - Image 8

820 & 28 Western Avenue Brattleboro, VT MLS# 5107807 - Image 9

820 & 28 Western Avenue Brattleboro, VT MLS# 5107807 - Image 10

820 & 28 Western Avenue Brattleboro, VT MLS# 5107807 - Image 11

820 & 28 Western Avenue Brattleboro, VT MLS# 5107807 - Image 12

820 & 28 Western Avenue Brattleboro, VT MLS# 5107807 - Image 13

820 & 28 Western Avenue Brattleboro, VT MLS# 5107807 - Image 14

820 & 28 Western Avenue Brattleboro, VT MLS# 5107807 - Image 15

820 & 28 Western Avenue Brattleboro, VT MLS# 5107807 - Image 16

820 & 28 Western Avenue Brattleboro, VT MLS# 5107807 - Image 17

820 & 28 Western Avenue Brattleboro, VT MLS# 5107807 - Image 18

820 & 28 Western Avenue Brattleboro, VT MLS# 5107807 - Image 19

Recently Listed

1 of 19

$804,650

Studio

Beds

0.0

Baths

7,120

Sq.Ft.

820 & 28 Western Avenue

Brattleboro, VT

Courtesy of NANCY JENKINS REAL ESTATE

21 Winding Hill Brattleboro, VT MLS# 5107649 - Image 1

21 Winding Hill Brattleboro, VT MLS# 5107649 - Image 2

21 Winding Hill Brattleboro, VT MLS# 5107649 - Image 3

21 Winding Hill Brattleboro, VT MLS# 5107649 - Image 4

21 Winding Hill Brattleboro, VT MLS# 5107649 - Image 5

21 Winding Hill Brattleboro, VT MLS# 5107649 - Image 6

21 Winding Hill Brattleboro, VT MLS# 5107649 - Image 7

21 Winding Hill Brattleboro, VT MLS# 5107649 - Image 8

21 Winding Hill Brattleboro, VT MLS# 5107649 - Image 9

21 Winding Hill Brattleboro, VT MLS# 5107649 - Image 10

21 Winding Hill Brattleboro, VT MLS# 5107649 - Image 11

21 Winding Hill Brattleboro, VT MLS# 5107649 - Image 12

21 Winding Hill Brattleboro, VT MLS# 5107649 - Image 13

21 Winding Hill Brattleboro, VT MLS# 5107649 - Image 14

21 Winding Hill Brattleboro, VT MLS# 5107649 - Image 15

21 Winding Hill Brattleboro, VT MLS# 5107649 - Image 16

21 Winding Hill Brattleboro, VT MLS# 5107649 - Image 17

21 Winding Hill Brattleboro, VT MLS# 5107649 - Image 18

21 Winding Hill Brattleboro, VT MLS# 5107649 - Image 19

21 Winding Hill Brattleboro, VT MLS# 5107649 - Image 20

21 Winding Hill Brattleboro, VT MLS# 5107649 - Image 21

21 Winding Hill Brattleboro, VT MLS# 5107649 - Image 22

21 Winding Hill Brattleboro, VT MLS# 5107649 - Image 23

21 Winding Hill Brattleboro, VT MLS# 5107649 - Image 24

Recently Listed

1 of 24

$120,000

Beds

1.0

Baths

924

Sq.Ft.

21 Winding Hill

Brattleboro, VT

Courtesy of BRATTLEBORO AREA REALTY

39 Brookside Drive # 5 Brattleboro, VT MLS# 5107706 - Image 1

39 Brookside Drive # 5 Brattleboro, VT MLS# 5107706 - Image 2

39 Brookside Drive # 5 Brattleboro, VT MLS# 5107706 - Image 3

39 Brookside Drive # 5 Brattleboro, VT MLS# 5107706 - Image 4

39 Brookside Drive # 5 Brattleboro, VT MLS# 5107706 - Image 5

39 Brookside Drive # 5 Brattleboro, VT MLS# 5107706 - Image 6

39 Brookside Drive # 5 Brattleboro, VT MLS# 5107706 - Image 7

39 Brookside Drive # 5 Brattleboro, VT MLS# 5107706 - Image 8

39 Brookside Drive # 5 Brattleboro, VT MLS# 5107706 - Image 9

39 Brookside Drive # 5 Brattleboro, VT MLS# 5107706 - Image 10

39 Brookside Drive # 5 Brattleboro, VT MLS# 5107706 - Image 11

39 Brookside Drive # 5 Brattleboro, VT MLS# 5107706 - Image 12

39 Brookside Drive # 5 Brattleboro, VT MLS# 5107706 - Image 13

39 Brookside Drive # 5 Brattleboro, VT MLS# 5107706 - Image 14

39 Brookside Drive # 5 Brattleboro, VT MLS# 5107706 - Image 15

39 Brookside Drive # 5 Brattleboro, VT MLS# 5107706 - Image 16

39 Brookside Drive # 5 Brattleboro, VT MLS# 5107706 - Image 17

39 Brookside Drive # 5 Brattleboro, VT MLS# 5107706 - Image 18

39 Brookside Drive # 5 Brattleboro, VT MLS# 5107706 - Image 19

39 Brookside Drive # 5 Brattleboro, VT MLS# 5107706 - Image 20

39 Brookside Drive # 5 Brattleboro, VT MLS# 5107706 - Image 21

Recently Listed

1 of 21

$190,000

Beds

1.0

Baths

930

Sq.Ft.

39 Brookside Drive # 5

Brattleboro, VT

Courtesy of BRATTLEBORO AREA REALTY

632 Putney Road Brattleboro, VT MLS# 5106674 - Image 1

632 Putney Road Brattleboro, VT MLS# 5106674 - Image 2

632 Putney Road Brattleboro, VT MLS# 5106674 - Image 3

632 Putney Road Brattleboro, VT MLS# 5106674 - Image 4

632 Putney Road Brattleboro, VT MLS# 5106674 - Image 5

632 Putney Road Brattleboro, VT MLS# 5106674 - Image 6

632 Putney Road Brattleboro, VT MLS# 5106674 - Image 7

632 Putney Road Brattleboro, VT MLS# 5106674 - Image 8

632 Putney Road Brattleboro, VT MLS# 5106674 - Image 9

632 Putney Road Brattleboro, VT MLS# 5106674 - Image 10

632 Putney Road Brattleboro, VT MLS# 5106674 - Image 11

632 Putney Road Brattleboro, VT MLS# 5106674 - Image 12

632 Putney Road Brattleboro, VT MLS# 5106674 - Image 13

632 Putney Road Brattleboro, VT MLS# 5106674 - Image 14

632 Putney Road Brattleboro, VT MLS# 5106674 - Image 15

632 Putney Road Brattleboro, VT MLS# 5106674 - Image 16

632 Putney Road Brattleboro, VT MLS# 5106674 - Image 17

632 Putney Road Brattleboro, VT MLS# 5106674 - Image 18

632 Putney Road Brattleboro, VT MLS# 5106674 - Image 19

632 Putney Road Brattleboro, VT MLS# 5106674 - Image 20

632 Putney Road Brattleboro, VT MLS# 5106674 - Image 21

632 Putney Road Brattleboro, VT MLS# 5106674 - Image 22

632 Putney Road Brattleboro, VT MLS# 5106674 - Image 23

632 Putney Road Brattleboro, VT MLS# 5106674 - Image 24

632 Putney Road Brattleboro, VT MLS# 5106674 - Image 25

632 Putney Road Brattleboro, VT MLS# 5106674 - Image 26

632 Putney Road Brattleboro, VT MLS# 5106674 - Image 27

632 Putney Road Brattleboro, VT MLS# 5106674 - Image 28

632 Putney Road Brattleboro, VT MLS# 5106674 - Image 29

632 Putney Road Brattleboro, VT MLS# 5106674 - Image 30

632 Putney Road Brattleboro, VT MLS# 5106674 - Image 31

632 Putney Road Brattleboro, VT MLS# 5106674 - Image 32

Recently Listed

1 of 32

$600,000

480

Sq.Ft.

632 Putney Road

Brattleboro, VT

Courtesy of BRATTLEBORO AREA REALTY

77 Buttonwood Drive Brattleboro, VT MLS# 5106541 - Image 1

77 Buttonwood Drive Brattleboro, VT MLS# 5106541 - Image 2

77 Buttonwood Drive Brattleboro, VT MLS# 5106541 - Image 3

77 Buttonwood Drive Brattleboro, VT MLS# 5106541 - Image 4

77 Buttonwood Drive Brattleboro, VT MLS# 5106541 - Image 5

77 Buttonwood Drive Brattleboro, VT MLS# 5106541 - Image 6

77 Buttonwood Drive Brattleboro, VT MLS# 5106541 - Image 7

77 Buttonwood Drive Brattleboro, VT MLS# 5106541 - Image 8

77 Buttonwood Drive Brattleboro, VT MLS# 5106541 - Image 9

77 Buttonwood Drive Brattleboro, VT MLS# 5106541 - Image 10

77 Buttonwood Drive Brattleboro, VT MLS# 5106541 - Image 11

77 Buttonwood Drive Brattleboro, VT MLS# 5106541 - Image 12

77 Buttonwood Drive Brattleboro, VT MLS# 5106541 - Image 13

77 Buttonwood Drive Brattleboro, VT MLS# 5106541 - Image 14

77 Buttonwood Drive Brattleboro, VT MLS# 5106541 - Image 15

77 Buttonwood Drive Brattleboro, VT MLS# 5106541 - Image 16

77 Buttonwood Drive Brattleboro, VT MLS# 5106541 - Image 17

Recently Listed

1 of 17

$439,000

Beds

2.0

Baths

1,550

Sq.Ft.

77 Buttonwood Drive

Brattleboro, VT

Courtesy of BRATTLEBORO AREA REALTY

162 Buttonwood Drive Brattleboro, VT MLS# 5106580 - Image 1

162 Buttonwood Drive Brattleboro, VT MLS# 5106580 - Image 2

162 Buttonwood Drive Brattleboro, VT MLS# 5106580 - Image 3

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162 Buttonwood Drive Brattleboro, VT MLS# 5106580 - Image 15

162 Buttonwood Drive Brattleboro, VT MLS# 5106580 - Image 16

162 Buttonwood Drive Brattleboro, VT MLS# 5106580 - Image 17

162 Buttonwood Drive Brattleboro, VT MLS# 5106580 - Image 18

162 Buttonwood Drive Brattleboro, VT MLS# 5106580 - Image 19

Recently Listed

1 of 19

$479,000

Beds

2.0

Baths

1,775

Sq.Ft.

162 Buttonwood Drive

Brattleboro, VT

Courtesy of BRATTLEBORO AREA REALTY

354 Orchard Street Brattleboro, VT MLS# 5106451 - Image 1

354 Orchard Street Brattleboro, VT MLS# 5106451 - Image 2

354 Orchard Street Brattleboro, VT MLS# 5106451 - Image 3

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354 Orchard Street Brattleboro, VT MLS# 5106451 - Image 28

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354 Orchard Street Brattleboro, VT MLS# 5106451 - Image 31

354 Orchard Street Brattleboro, VT MLS# 5106451 - Image 32

354 Orchard Street Brattleboro, VT MLS# 5106451 - Image 33

354 Orchard Street Brattleboro, VT MLS# 5106451 - Image 34

354 Orchard Street Brattleboro, VT MLS# 5106451 - Image 35

354 Orchard Street Brattleboro, VT MLS# 5106451 - Image 36

354 Orchard Street Brattleboro, VT MLS# 5106451 - Image 37

Recently Listed

1 of 37

OPEN HOUSE: Saturday 9/12 11:00 AM - 1:00 PM

$615,000

Beds

2.1

Baths

2,212

Sq.Ft.

354 Orchard Street

Brattleboro, VT

Courtesy of BRATTLEBORO AREA REALTY

205 Wantastiquet Drive Brattleboro, VT MLS# 5106903 - Image 1

205 Wantastiquet Drive Brattleboro, VT MLS# 5106903 - Image 2

205 Wantastiquet Drive Brattleboro, VT MLS# 5106903 - Image 3

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205 Wantastiquet Drive Brattleboro, VT MLS# 5106903 - Image 25

205 Wantastiquet Drive Brattleboro, VT MLS# 5106903 - Image 26

205 Wantastiquet Drive Brattleboro, VT MLS# 5106903 - Image 27

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205 Wantastiquet Drive Brattleboro, VT MLS# 5106903 - Image 33

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205 Wantastiquet Drive Brattleboro, VT MLS# 5106903 - Image 35

1 of 35

$525,000

Beds

2.1

Baths

2,330

Sq.Ft.

205 Wantastiquet Drive

Brattleboro, VT

Courtesy of BRATTLEBORO AREA REALTY

171 Buttonwood Drive Brattleboro, VT MLS# 5106916 - Image 1

171 Buttonwood Drive Brattleboro, VT MLS# 5106916 - Image 2

171 Buttonwood Drive Brattleboro, VT MLS# 5106916 - Image 3

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171 Buttonwood Drive Brattleboro, VT MLS# 5106916 - Image 19

1 of 19

$499,000

Beds

2.0

Baths

1,775

Sq.Ft.

171 Buttonwood Drive

Brattleboro, VT

Courtesy of BRATTLEBORO AREA REALTY

11 Crescent Drive Brattleboro, VT MLS# 5107263 - Image 1

11 Crescent Drive Brattleboro, VT MLS# 5107263 - Image 2

11 Crescent Drive Brattleboro, VT MLS# 5107263 - Image 3

11 Crescent Drive Brattleboro, VT MLS# 5107263 - Image 4

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11 Crescent Drive Brattleboro, VT MLS# 5107263 - Image 26

11 Crescent Drive Brattleboro, VT MLS# 5107263 - Image 27

11 Crescent Drive Brattleboro, VT MLS# 5107263 - Image 28

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11 Crescent Drive Brattleboro, VT MLS# 5107263 - Image 31

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11 Crescent Drive Brattleboro, VT MLS# 5107263 - Image 33

11 Crescent Drive Brattleboro, VT MLS# 5107263 - Image 34

1 of 34

$16,900

Beds

1.0

Baths

672

Sq.Ft.

11 Crescent Drive

Brattleboro, VT

Courtesy of BHG MASIELLO BRATTLEBORO

75 Moreland Avenue Brattleboro, VT MLS# 5106434 - Image 1

75 Moreland Avenue Brattleboro, VT MLS# 5106434 - Image 2

75 Moreland Avenue Brattleboro, VT MLS# 5106434 - Image 3

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75 Moreland Avenue Brattleboro, VT MLS# 5106434 - Image 41

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75 Moreland Avenue Brattleboro, VT MLS# 5106434 - Image 45

75 Moreland Avenue Brattleboro, VT MLS# 5106434 - Image 46

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75 Moreland Avenue Brattleboro, VT MLS# 5106434 - Image 49

75 Moreland Avenue Brattleboro, VT MLS# 5106434 - Image 50

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75 Moreland Avenue Brattleboro, VT MLS# 5106434 - Image 52

1 of 52

$299,000

Beds

3.0

Baths

3,125

Sq.Ft.

75 Moreland Avenue

Brattleboro, VT

Courtesy of BERKLEY & VELLER GREENWOOD COUNTRY

About Brattleboro

Listings in Brattleboro, VT: 92
Estimated median home price: $307,500

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	17
$200K - 300K	24
$300K - 400K	16
$400K - 500K	14
$500K - 600K	5
$600K - 700K	3
$700K - 800K	2
$800K - 900K	2
$900K - 1M	1
$1M - Max	3

Homes for Sale by Type in Brattleboro, VT

Property Type	Count
Single Family	33
Townhouse	0
Condo	11
Commercial	12
Rental	9
Lots and Land	9
Condo/Town/CoOp	0
CoOp	0
Multi Family	21
Mobile Home	6
Farms	0

(Data as of 9/11/2026)

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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 9/12/2026”

Trends Information provided by ATTOM Data Solutions.

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