05301 Homes for Sale

89 total properties
View 33 Oak Street Brattleboro, VT MLS# 5086282
  • Recently Listed
Save 33 Oak Street Brattleboro, VT MLS# 5086282
1 of 24
$535,000
Studio

Beds

0.0

Baths

4,116

Sq.Ft.

33 Oak Street

Brattleboro, VT

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Courtesy of EXP REALTY
View 77 Buttonwood Drive Brattleboro, VT MLS# 5081478
  • Adult Community
Save 77 Buttonwood Drive Brattleboro, VT MLS# 5081478
1 of 32
$499,000
2

Beds

2.0

Baths

1,550

Sq.Ft.

77 Buttonwood Drive

Brattleboro, VT

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Courtesy of BERKLEY & VELLER GREENWOOD COUNTRY
View 41 Chapin Street Brattleboro, VT MLS# 5087925
  • Recently Listed with Virtual Tour
Save 41 Chapin Street Brattleboro, VT MLS# 5087925
1 of 51
$499,000
4

Beds

2.1

Baths

2,874

Sq.Ft.

41 Chapin Street

Brattleboro, VT

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Courtesy of BRATTLEBORO AREA REALTY
The time to sell is now! THE TIME TO SELL IS NOW!
View 214 Putney Road Brattleboro, VT MLS# 5076579
Save 214 Putney Road Brattleboro, VT MLS# 5076579
1 of 46
$495,000
4

Beds

2.1

Baths

2,756

Sq.Ft.

214 Putney Road

Brattleboro, VT

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Courtesy of FOUR SEASONS SOTHEBY'S INT'L REALTY
View 49 Oles Drive Guilford, VT MLS# 5087831
  • Virtual Tour
Save 49 Oles Drive Guilford, VT MLS# 5087831
1 of 51
$489,000
3

Beds

2.0

Baths

1,716

Sq.Ft.

49 Oles Drive

Guilford, VT

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Courtesy of BRATTLEBORO AREA REALTY
View 81 Chapin Street Brattleboro, VT MLS# 5082621
Save 81 Chapin Street Brattleboro, VT MLS# 5082621
1 of 27
$475,000
3

Beds

3.0

Baths

1,246

Sq.Ft.

81 Chapin Street

Brattleboro, VT

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Courtesy of BERKLEY & VELLER GREENWOOD COUNTRY
View 30 Chapin Street Brattleboro, VT MLS# 5089156
  • Recently Listed
Save 30 Chapin Street Brattleboro, VT MLS# 5089156
1 of 31
$475,000
3

Beds

2.1

Baths

2,400

Sq.Ft.

30 Chapin Street

Brattleboro, VT

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Courtesy of BERKLEY & VELLER GREENWOOD COUNTRY
View 176 High Street Brattleboro, VT MLS# 5075240
Save 176 High Street Brattleboro, VT MLS# 5075240
1 of 34
$459,900
5

Beds

4.0

Baths

3,064

Sq.Ft.

176 High Street

Brattleboro, VT

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Courtesy of HOFFMAN REAL ESTATE
View 16 Willow Street Brattleboro, VT MLS# 5084386
Save 16 Willow Street Brattleboro, VT MLS# 5084386
1 of 39
$399,900
3

Beds

1.1

Baths

1,339

Sq.Ft.

16 Willow Street

Brattleboro, VT

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Courtesy of BHG MASIELLO KEENE
View 28 Wilsons Woods Road Brattleboro, VT MLS# 5088372
  • Recently Listed
Save 28 Wilsons Woods Road Brattleboro, VT MLS# 5088372
1 of 27
$399,000
4

Beds

3.0

Baths

2,464

Sq.Ft.

28 Wilsons Woods Road

Brattleboro, VT

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Courtesy of BHG MASIELLO BRATTLEBORO
View 87 Orchard Street # 87 Brattleboro, VT MLS# 5075118
Save 87 Orchard Street # 87 Brattleboro, VT MLS# 5075118
1 of 32
$397,000
4

Beds

3.1

Baths

2,800

Sq.Ft.

87 Orchard Street # 87

Brattleboro, VT

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Courtesy of BRATTLEBORO AREA REALTY
View 135 Country Hill Brattleboro, VT MLS# 5077870
Save 135 Country Hill Brattleboro, VT MLS# 5077870
1 of 26
$395,000
3

Beds

2.1

Baths

2,128

Sq.Ft.

135 Country Hill

Brattleboro, VT

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Courtesy of BRATTLEBORO AREA REALTY
View 458 Williams Street Brattleboro, VT MLS# 5084518
Save 458 Williams Street Brattleboro, VT MLS# 5084518
1 of 26
$395,000
3,240

Sq.Ft.

458 Williams Street

Brattleboro, VT

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Courtesy of BRATTLEBORO AREA REALTY
View 458 Williams Street Brattleboro, VT MLS# 5084519
Save 458 Williams Street Brattleboro, VT MLS# 5084519
1 of 26
$395,000
Studio

Beds

0.0

Baths

3,240

Sq.Ft.

458 Williams Street

Brattleboro, VT

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Courtesy of BRATTLEBORO AREA REALTY
View 44 Cedar Street Brattleboro, VT MLS# 5086268
Save 44 Cedar Street Brattleboro, VT MLS# 5086268
1 of 39
$389,000
3

Beds

1.1

Baths

1,163

Sq.Ft.

44 Cedar Street

Brattleboro, VT

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Courtesy of BERKLEY & VELLER GREENWOOD COUNTRY
View 25 Cottage Street Brattleboro, VT MLS# 4950677
Save 25 Cottage Street Brattleboro, VT MLS# 4950677
1 of 5
$380,000
6

Beds

4.0

Baths

3,264

Sq.Ft.

25 Cottage Street

Brattleboro, VT

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Courtesy of BRATTLEBORO AREA REALTY
View 183 Bear Hill Road Dummerston, VT MLS# 5044114
Save 183 Bear Hill Road Dummerston, VT MLS# 5044114
1 of 48
$380,000
3

Beds

1.1

Baths

2,433

Sq.Ft.

183 Bear Hill Road

Dummerston, VT

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Courtesy of EXP REALTY
View 25 Speno Court Brattleboro, VT MLS# 5087868
  • Recently Listed
Save 25 Speno Court Brattleboro, VT MLS# 5087868
1 of 34
$379,000
3

Beds

2.0

Baths

1,966

Sq.Ft.

25 Speno Court

Brattleboro, VT

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Courtesy of BERKLEY & VELLER GREENWOOD COUNTRY
View 10 Birge Street Brattleboro, VT MLS# 4928848
Save 10 Birge Street Brattleboro, VT MLS# 4928848
1 of 1
$370,000
5

Beds

4.0

Baths

3,002

Sq.Ft.

10 Birge Street

Brattleboro, VT

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Courtesy of BRATTLEBORO AREA REALTY
View 85 Stockwell Drive Brattleboro, VT MLS# 5064216
Save 85 Stockwell Drive Brattleboro, VT MLS# 5064216
1 of 25
$365,000
5

Beds

3.0

Baths

2,254

Sq.Ft.

85 Stockwell Drive

Brattleboro, VT

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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 5/15/2026”

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