05301 Homes for Sale

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556 South Main Street Brattleboro, VT MLS# 4926981 - Image 1

556 South Main Street Brattleboro, VT MLS# 4926981 - Image 2

556 South Main Street Brattleboro, VT MLS# 4926981 - Image 3

556 South Main Street Brattleboro, VT MLS# 4926981 - Image 4

556 South Main Street Brattleboro, VT MLS# 4926981 - Image 5

1 of 5

$270,000

Beds

2.0

Baths

2,112

Sq.Ft.

556 South Main Street

Brattleboro, VT

Courtesy of BRATTLEBORO AREA REALTY

15 West Street Brattleboro, VT MLS# 5078134 - Image 1

15 West Street Brattleboro, VT MLS# 5078134 - Image 2

15 West Street Brattleboro, VT MLS# 5078134 - Image 3

15 West Street Brattleboro, VT MLS# 5078134 - Image 4

15 West Street Brattleboro, VT MLS# 5078134 - Image 5

15 West Street Brattleboro, VT MLS# 5078134 - Image 6

15 West Street Brattleboro, VT MLS# 5078134 - Image 7

15 West Street Brattleboro, VT MLS# 5078134 - Image 8

15 West Street Brattleboro, VT MLS# 5078134 - Image 9

15 West Street Brattleboro, VT MLS# 5078134 - Image 10

15 West Street Brattleboro, VT MLS# 5078134 - Image 11

15 West Street Brattleboro, VT MLS# 5078134 - Image 12

15 West Street Brattleboro, VT MLS# 5078134 - Image 13

15 West Street Brattleboro, VT MLS# 5078134 - Image 14

15 West Street Brattleboro, VT MLS# 5078134 - Image 15

15 West Street Brattleboro, VT MLS# 5078134 - Image 16

15 West Street Brattleboro, VT MLS# 5078134 - Image 17

15 West Street Brattleboro, VT MLS# 5078134 - Image 18

15 West Street Brattleboro, VT MLS# 5078134 - Image 19

15 West Street Brattleboro, VT MLS# 5078134 - Image 20

15 West Street Brattleboro, VT MLS# 5078134 - Image 21

15 West Street Brattleboro, VT MLS# 5078134 - Image 22

15 West Street Brattleboro, VT MLS# 5078134 - Image 23

15 West Street Brattleboro, VT MLS# 5078134 - Image 24

15 West Street Brattleboro, VT MLS# 5078134 - Image 25

15 West Street Brattleboro, VT MLS# 5078134 - Image 26

15 West Street Brattleboro, VT MLS# 5078134 - Image 27

15 West Street Brattleboro, VT MLS# 5078134 - Image 28

Recently Listed

1 of 28

$269,000

Beds

1.0

Baths

1,374

Sq.Ft.

15 West Street

Brattleboro, VT

Courtesy of BRATTLEBORO AREA REALTY

1270 Melendy Hill Road Guilford, VT MLS# 5049686 - Image 1

1270 Melendy Hill Road Guilford, VT MLS# 5049686 - Image 2

1270 Melendy Hill Road Guilford, VT MLS# 5049686 - Image 3

1270 Melendy Hill Road Guilford, VT MLS# 5049686 - Image 4

1270 Melendy Hill Road Guilford, VT MLS# 5049686 - Image 5

1270 Melendy Hill Road Guilford, VT MLS# 5049686 - Image 6

1270 Melendy Hill Road Guilford, VT MLS# 5049686 - Image 7

1270 Melendy Hill Road Guilford, VT MLS# 5049686 - Image 8

1270 Melendy Hill Road Guilford, VT MLS# 5049686 - Image 9

1270 Melendy Hill Road Guilford, VT MLS# 5049686 - Image 10

1270 Melendy Hill Road Guilford, VT MLS# 5049686 - Image 11

1270 Melendy Hill Road Guilford, VT MLS# 5049686 - Image 12

1270 Melendy Hill Road Guilford, VT MLS# 5049686 - Image 13

1270 Melendy Hill Road Guilford, VT MLS# 5049686 - Image 14

1270 Melendy Hill Road Guilford, VT MLS# 5049686 - Image 15

1270 Melendy Hill Road Guilford, VT MLS# 5049686 - Image 16

1 of 16

$259,900

Studio

Beds

0.0

Baths

1270 Melendy Hill Road

Guilford, VT

Courtesy of BRATTLEBORO AREA REALTY

THE TIME TO SELL IS NOW!

000 Fort Dummer Heights # 1 and 2 Brattleboro, VT MLS# 4934983 - Image 1

000 Fort Dummer Heights # 1 and 2 Brattleboro, VT MLS# 4934983 - Image 2

000 Fort Dummer Heights # 1 and 2 Brattleboro, VT MLS# 4934983 - Image 3

000 Fort Dummer Heights # 1 and 2 Brattleboro, VT MLS# 4934983 - Image 4

000 Fort Dummer Heights # 1 and 2 Brattleboro, VT MLS# 4934983 - Image 5

000 Fort Dummer Heights # 1 and 2 Brattleboro, VT MLS# 4934983 - Image 6

000 Fort Dummer Heights # 1 and 2 Brattleboro, VT MLS# 4934983 - Image 7

000 Fort Dummer Heights # 1 and 2 Brattleboro, VT MLS# 4934983 - Image 8

000 Fort Dummer Heights # 1 and 2 Brattleboro, VT MLS# 4934983 - Image 9

1 of 9

$250,000

Studio

Beds

0.0

Baths

000 Fort Dummer Heights # 1 and 2

Brattleboro, VT

Courtesy of BRATTLEBORO AREA REALTY

0 Melendy Hill Road Guilford, VT MLS# 5046973 - Image 1

0 Melendy Hill Road Guilford, VT MLS# 5046973 - Image 2

0 Melendy Hill Road Guilford, VT MLS# 5046973 - Image 3

0 Melendy Hill Road Guilford, VT MLS# 5046973 - Image 4

0 Melendy Hill Road Guilford, VT MLS# 5046973 - Image 5

0 Melendy Hill Road Guilford, VT MLS# 5046973 - Image 6

0 Melendy Hill Road Guilford, VT MLS# 5046973 - Image 7

0 Melendy Hill Road Guilford, VT MLS# 5046973 - Image 8

0 Melendy Hill Road Guilford, VT MLS# 5046973 - Image 9

0 Melendy Hill Road Guilford, VT MLS# 5046973 - Image 10

0 Melendy Hill Road Guilford, VT MLS# 5046973 - Image 11

1 of 11

$250,000

Studio

Beds

0.0

Baths

0 Melendy Hill Road

Guilford, VT

Courtesy of BRATTLEBORO AREA REALTY

16 Robin Way Brattleboro, VT MLS# 5076950 - Image 1

16 Robin Way Brattleboro, VT MLS# 5076950 - Image 2

16 Robin Way Brattleboro, VT MLS# 5076950 - Image 3

16 Robin Way Brattleboro, VT MLS# 5076950 - Image 4

16 Robin Way Brattleboro, VT MLS# 5076950 - Image 5

16 Robin Way Brattleboro, VT MLS# 5076950 - Image 6

16 Robin Way Brattleboro, VT MLS# 5076950 - Image 7

16 Robin Way Brattleboro, VT MLS# 5076950 - Image 8

16 Robin Way Brattleboro, VT MLS# 5076950 - Image 9

16 Robin Way Brattleboro, VT MLS# 5076950 - Image 10

16 Robin Way Brattleboro, VT MLS# 5076950 - Image 11

16 Robin Way Brattleboro, VT MLS# 5076950 - Image 12

16 Robin Way Brattleboro, VT MLS# 5076950 - Image 13

16 Robin Way Brattleboro, VT MLS# 5076950 - Image 14

16 Robin Way Brattleboro, VT MLS# 5076950 - Image 15

16 Robin Way Brattleboro, VT MLS# 5076950 - Image 16

16 Robin Way Brattleboro, VT MLS# 5076950 - Image 17

Recently Listed

1 of 17

$245,000

Beds

2.1

Baths

1,680

Sq.Ft.

16 Robin Way

Brattleboro, VT

Courtesy of BERKLEY & VELLER GREENWOOD COUNTRY

116 Morningside Commons Brattleboro, VT MLS# 5046051 - Image 1

116 Morningside Commons Brattleboro, VT MLS# 5046051 - Image 2

116 Morningside Commons Brattleboro, VT MLS# 5046051 - Image 3

116 Morningside Commons Brattleboro, VT MLS# 5046051 - Image 4

116 Morningside Commons Brattleboro, VT MLS# 5046051 - Image 5

116 Morningside Commons Brattleboro, VT MLS# 5046051 - Image 6

116 Morningside Commons Brattleboro, VT MLS# 5046051 - Image 7

116 Morningside Commons Brattleboro, VT MLS# 5046051 - Image 8

116 Morningside Commons Brattleboro, VT MLS# 5046051 - Image 9

116 Morningside Commons Brattleboro, VT MLS# 5046051 - Image 10

116 Morningside Commons Brattleboro, VT MLS# 5046051 - Image 11

116 Morningside Commons Brattleboro, VT MLS# 5046051 - Image 12

116 Morningside Commons Brattleboro, VT MLS# 5046051 - Image 13

116 Morningside Commons Brattleboro, VT MLS# 5046051 - Image 14

116 Morningside Commons Brattleboro, VT MLS# 5046051 - Image 15

116 Morningside Commons Brattleboro, VT MLS# 5046051 - Image 16

116 Morningside Commons Brattleboro, VT MLS# 5046051 - Image 17

116 Morningside Commons Brattleboro, VT MLS# 5046051 - Image 18

116 Morningside Commons Brattleboro, VT MLS# 5046051 - Image 19

116 Morningside Commons Brattleboro, VT MLS# 5046051 - Image 20

116 Morningside Commons Brattleboro, VT MLS# 5046051 - Image 21

116 Morningside Commons Brattleboro, VT MLS# 5046051 - Image 22

116 Morningside Commons Brattleboro, VT MLS# 5046051 - Image 23

116 Morningside Commons Brattleboro, VT MLS# 5046051 - Image 24

116 Morningside Commons Brattleboro, VT MLS# 5046051 - Image 25

116 Morningside Commons Brattleboro, VT MLS# 5046051 - Image 26

116 Morningside Commons Brattleboro, VT MLS# 5046051 - Image 27

116 Morningside Commons Brattleboro, VT MLS# 5046051 - Image 28

116 Morningside Commons Brattleboro, VT MLS# 5046051 - Image 29

116 Morningside Commons Brattleboro, VT MLS# 5046051 - Image 30

116 Morningside Commons Brattleboro, VT MLS# 5046051 - Image 31

116 Morningside Commons Brattleboro, VT MLS# 5046051 - Image 32

116 Morningside Commons Brattleboro, VT MLS# 5046051 - Image 33

1 of 33

$235,000

Beds

2.1

Baths

2,112

Sq.Ft.

116 Morningside Commons

Brattleboro, VT

Courtesy of BRATTLEBORO AREA REALTY

184 Dupre Drive Guilford, VT MLS# 5020773 - Image 1

184 Dupre Drive Guilford, VT MLS# 5020773 - Image 2

184 Dupre Drive Guilford, VT MLS# 5020773 - Image 3

184 Dupre Drive Guilford, VT MLS# 5020773 - Image 4

184 Dupre Drive Guilford, VT MLS# 5020773 - Image 5

184 Dupre Drive Guilford, VT MLS# 5020773 - Image 6

184 Dupre Drive Guilford, VT MLS# 5020773 - Image 7

184 Dupre Drive Guilford, VT MLS# 5020773 - Image 8

184 Dupre Drive Guilford, VT MLS# 5020773 - Image 9

184 Dupre Drive Guilford, VT MLS# 5020773 - Image 10

1 of 10

$199,000

Studio

Beds

0.0

Baths

184 Dupre Drive

Guilford, VT

Courtesy of BELLVILLE REALTY

82 Western Avenue Brattleboro, VT MLS# 4893545 - Image 1

82 Western Avenue Brattleboro, VT MLS# 4893545 - Image 2

82 Western Avenue Brattleboro, VT MLS# 4893545 - Image 3

82 Western Avenue Brattleboro, VT MLS# 4893545 - Image 4

82 Western Avenue Brattleboro, VT MLS# 4893545 - Image 5

82 Western Avenue Brattleboro, VT MLS# 4893545 - Image 6

82 Western Avenue Brattleboro, VT MLS# 4893545 - Image 7

82 Western Avenue Brattleboro, VT MLS# 4893545 - Image 8

82 Western Avenue Brattleboro, VT MLS# 4893545 - Image 9

82 Western Avenue Brattleboro, VT MLS# 4893545 - Image 10

82 Western Avenue Brattleboro, VT MLS# 4893545 - Image 11

82 Western Avenue Brattleboro, VT MLS# 4893545 - Image 12

82 Western Avenue Brattleboro, VT MLS# 4893545 - Image 13

82 Western Avenue Brattleboro, VT MLS# 4893545 - Image 14

82 Western Avenue Brattleboro, VT MLS# 4893545 - Image 15

82 Western Avenue Brattleboro, VT MLS# 4893545 - Image 16

82 Western Avenue Brattleboro, VT MLS# 4893545 - Image 17

82 Western Avenue Brattleboro, VT MLS# 4893545 - Image 18

1 of 18

$195,000

1,110

Sq.Ft.

82 Western Avenue

Brattleboro, VT

Courtesy of BRATTLEBORO AREA REALTY

00 Fort Dummer Heights # 2 Brattleboro, VT MLS# 4934978 - Image 1

00 Fort Dummer Heights # 2 Brattleboro, VT MLS# 4934978 - Image 2

1 of 2

$150,000

Studio

Beds

0.0

Baths

00 Fort Dummer Heights # 2

Brattleboro, VT

Courtesy of BRATTLEBORO AREA REALTY

00 Creamery Road Guilford, VT MLS# 5043886 - Image 1

00 Creamery Road Guilford, VT MLS# 5043886 - Image 2

00 Creamery Road Guilford, VT MLS# 5043886 - Image 3

00 Creamery Road Guilford, VT MLS# 5043886 - Image 4

1 of 4

$139,900

Studio

Beds

0.0

Baths

00 Creamery Road

Guilford, VT

Courtesy of BRATTLEBORO AREA REALTY

0 Fort Dummer Heights # 1 Brattleboro, VT MLS# 4934976 - Image 1

0 Fort Dummer Heights # 1 Brattleboro, VT MLS# 4934976 - Image 2

0 Fort Dummer Heights # 1 Brattleboro, VT MLS# 4934976 - Image 3

1 of 3

$125,000

Studio

Beds

0.0

Baths

0 Fort Dummer Heights # 1

Brattleboro, VT

Courtesy of BRATTLEBORO AREA REALTY

26 Lynwood Drive Brattleboro, VT MLS# 5075775 - Image 1

26 Lynwood Drive Brattleboro, VT MLS# 5075775 - Image 2

26 Lynwood Drive Brattleboro, VT MLS# 5075775 - Image 3

26 Lynwood Drive Brattleboro, VT MLS# 5075775 - Image 4

26 Lynwood Drive Brattleboro, VT MLS# 5075775 - Image 5

26 Lynwood Drive Brattleboro, VT MLS# 5075775 - Image 6

26 Lynwood Drive Brattleboro, VT MLS# 5075775 - Image 7

26 Lynwood Drive Brattleboro, VT MLS# 5075775 - Image 8

26 Lynwood Drive Brattleboro, VT MLS# 5075775 - Image 9

26 Lynwood Drive Brattleboro, VT MLS# 5075775 - Image 10

26 Lynwood Drive Brattleboro, VT MLS# 5075775 - Image 11

26 Lynwood Drive Brattleboro, VT MLS# 5075775 - Image 12

26 Lynwood Drive Brattleboro, VT MLS# 5075775 - Image 13

26 Lynwood Drive Brattleboro, VT MLS# 5075775 - Image 14

26 Lynwood Drive Brattleboro, VT MLS# 5075775 - Image 15

26 Lynwood Drive Brattleboro, VT MLS# 5075775 - Image 16

26 Lynwood Drive Brattleboro, VT MLS# 5075775 - Image 17

26 Lynwood Drive Brattleboro, VT MLS# 5075775 - Image 18

26 Lynwood Drive Brattleboro, VT MLS# 5075775 - Image 19

26 Lynwood Drive Brattleboro, VT MLS# 5075775 - Image 20

26 Lynwood Drive Brattleboro, VT MLS# 5075775 - Image 21

26 Lynwood Drive Brattleboro, VT MLS# 5075775 - Image 22

26 Lynwood Drive Brattleboro, VT MLS# 5075775 - Image 23

26 Lynwood Drive Brattleboro, VT MLS# 5075775 - Image 24

26 Lynwood Drive Brattleboro, VT MLS# 5075775 - Image 25

26 Lynwood Drive Brattleboro, VT MLS# 5075775 - Image 26

26 Lynwood Drive Brattleboro, VT MLS# 5075775 - Image 27

26 Lynwood Drive Brattleboro, VT MLS# 5075775 - Image 28

26 Lynwood Drive Brattleboro, VT MLS# 5075775 - Image 29

26 Lynwood Drive Brattleboro, VT MLS# 5075775 - Image 30

26 Lynwood Drive Brattleboro, VT MLS# 5075775 - Image 31

26 Lynwood Drive Brattleboro, VT MLS# 5075775 - Image 32

26 Lynwood Drive Brattleboro, VT MLS# 5075775 - Image 33

26 Lynwood Drive Brattleboro, VT MLS# 5075775 - Image 34

26 Lynwood Drive Brattleboro, VT MLS# 5075775 - Image 35

26 Lynwood Drive Brattleboro, VT MLS# 5075775 - Image 36

26 Lynwood Drive Brattleboro, VT MLS# 5075775 - Image 37

26 Lynwood Drive Brattleboro, VT MLS# 5075775 - Image 38

26 Lynwood Drive Brattleboro, VT MLS# 5075775 - Image 39

26 Lynwood Drive Brattleboro, VT MLS# 5075775 - Image 40

26 Lynwood Drive Brattleboro, VT MLS# 5075775 - Image 41

26 Lynwood Drive Brattleboro, VT MLS# 5075775 - Image 42

26 Lynwood Drive Brattleboro, VT MLS# 5075775 - Image 43

26 Lynwood Drive Brattleboro, VT MLS# 5075775 - Image 44

26 Lynwood Drive Brattleboro, VT MLS# 5075775 - Image 45

1 of 45

$115,000

Beds

2.0

Baths

1,008

Sq.Ft.

26 Lynwood Drive

Brattleboro, VT

Courtesy of RED MAPLE REALTY LLC

321 Williams Street Brattleboro, VT MLS# 5050347 - Image 1

321 Williams Street Brattleboro, VT MLS# 5050347 - Image 2

1 of 2

$99,900

Beds

3.0

Baths

2,108

Sq.Ft.

321 Williams Street

Brattleboro, VT

Courtesy of BELLVILLE REALTY

321 Williams Street Brattleboro, VT MLS# 5074026 - Image 1

321 Williams Street Brattleboro, VT MLS# 5074026 - Image 2

1 of 2

$99,900

Beds

2.0

Baths

2,108

Sq.Ft.

321 Williams Street

Brattleboro, VT

Courtesy of BELLVILLE REALTY

93 Clark Street Brattleboro, VT MLS# 5050433 - Image 1

93 Clark Street Brattleboro, VT MLS# 5050433 - Image 2

1 of 2

$90,000

Beds

1.0

Baths

1,030

Sq.Ft.

93 Clark Street

Brattleboro, VT

Courtesy of BRATTLEBORO AREA REALTY

24 Summit Circle Brattleboro, VT MLS# 5009351 - Image 1

24 Summit Circle Brattleboro, VT MLS# 5009351 - Image 2

1 of 2

$80,000

Studio

Beds

0.0

Baths

24 Summit Circle

Brattleboro, VT

Courtesy of BERKLEY & VELLER GREENWOOD COUNTRY

23 Deepwood Park Brattleboro, VT MLS# 5077950 - Image 1

23 Deepwood Park Brattleboro, VT MLS# 5077950 - Image 2

23 Deepwood Park Brattleboro, VT MLS# 5077950 - Image 3

23 Deepwood Park Brattleboro, VT MLS# 5077950 - Image 4

23 Deepwood Park Brattleboro, VT MLS# 5077950 - Image 5

23 Deepwood Park Brattleboro, VT MLS# 5077950 - Image 6

23 Deepwood Park Brattleboro, VT MLS# 5077950 - Image 7

23 Deepwood Park Brattleboro, VT MLS# 5077950 - Image 8

23 Deepwood Park Brattleboro, VT MLS# 5077950 - Image 9

23 Deepwood Park Brattleboro, VT MLS# 5077950 - Image 10

23 Deepwood Park Brattleboro, VT MLS# 5077950 - Image 11

23 Deepwood Park Brattleboro, VT MLS# 5077950 - Image 12

23 Deepwood Park Brattleboro, VT MLS# 5077950 - Image 13

23 Deepwood Park Brattleboro, VT MLS# 5077950 - Image 14

23 Deepwood Park Brattleboro, VT MLS# 5077950 - Image 15

Recently Listed

1 of 15

$59,900

Beds

1.0

Baths

924

Sq.Ft.

23 Deepwood Park

Brattleboro, VT

Courtesy of BRATTLEBORO AREA REALTY

0 Cooke Road Brattleboro, VT MLS# 5068751 - Image 1

0 Cooke Road Brattleboro, VT MLS# 5068751 - Image 2

0 Cooke Road Brattleboro, VT MLS# 5068751 - Image 3

0 Cooke Road Brattleboro, VT MLS# 5068751 - Image 4

0 Cooke Road Brattleboro, VT MLS# 5068751 - Image 5

0 Cooke Road Brattleboro, VT MLS# 5068751 - Image 6

0 Cooke Road Brattleboro, VT MLS# 5068751 - Image 7

0 Cooke Road Brattleboro, VT MLS# 5068751 - Image 8

1 of 8

$48,000

Studio

Beds

0.0

Baths

0 Cooke Road

Brattleboro, VT

Courtesy of BRATTLEBORO AREA REALTY

97 Glen Street Brattleboro, VT MLS# 5067558 - Image 1

97 Glen Street Brattleboro, VT MLS# 5067558 - Image 2

97 Glen Street Brattleboro, VT MLS# 5067558 - Image 3

97 Glen Street Brattleboro, VT MLS# 5067558 - Image 4

97 Glen Street Brattleboro, VT MLS# 5067558 - Image 5

97 Glen Street Brattleboro, VT MLS# 5067558 - Image 6

97 Glen Street Brattleboro, VT MLS# 5067558 - Image 7

97 Glen Street Brattleboro, VT MLS# 5067558 - Image 8

97 Glen Street Brattleboro, VT MLS# 5067558 - Image 9

97 Glen Street Brattleboro, VT MLS# 5067558 - Image 10

97 Glen Street Brattleboro, VT MLS# 5067558 - Image 11

97 Glen Street Brattleboro, VT MLS# 5067558 - Image 12

97 Glen Street Brattleboro, VT MLS# 5067558 - Image 13

97 Glen Street Brattleboro, VT MLS# 5067558 - Image 14

97 Glen Street Brattleboro, VT MLS# 5067558 - Image 15

97 Glen Street Brattleboro, VT MLS# 5067558 - Image 16

97 Glen Street Brattleboro, VT MLS# 5067558 - Image 17

97 Glen Street Brattleboro, VT MLS# 5067558 - Image 18

97 Glen Street Brattleboro, VT MLS# 5067558 - Image 19

97 Glen Street Brattleboro, VT MLS# 5067558 - Image 20

97 Glen Street Brattleboro, VT MLS# 5067558 - Image 21

97 Glen Street Brattleboro, VT MLS# 5067558 - Image 22

97 Glen Street Brattleboro, VT MLS# 5067558 - Image 23

97 Glen Street Brattleboro, VT MLS# 5067558 - Image 24

Adult Community

1 of 24

$29,900

Beds

1.0

Baths

684

Sq.Ft.

97 Glen Street

Brattleboro, VT

Courtesy of BRATTLEBORO AREA REALTY

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 3/6/2026”

Trends Information provided by ATTOM Data Solutions.

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05301 Homes for Sale

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05301 Homes for Sale