05301 Homes for Sale

89 total properties
View 16 Willow Street Brattleboro, VT MLS# 5084386
$399,900
3

Beds

1.1

Baths

1,339

Sq.Ft.

16 Willow Street

Brattleboro, VT

NNEREN
Courtesy of BHG MASIELLO KEENE
View 176 High Street Brattleboro, VT MLS# 5075240
$459,900
5

Beds

4.0

Baths

3,064

Sq.Ft.

176 High Street

Brattleboro, VT

NNEREN
Courtesy of HOFFMAN REAL ESTATE
View 77 Buttonwood Drive Brattleboro, VT MLS# 5081478
  • Adult Community
1 of 32
$469,000
2

Beds

2.0

Baths

1,550

Sq.Ft.

77 Buttonwood Drive

Brattleboro, VT

NNEREN
Courtesy of BERKLEY & VELLER GREENWOOD COUNTRY
The time to sell is now! THE TIME TO SELL IS NOW!
View 81 Chapin Street Brattleboro, VT MLS# 5082621
$475,000
3

Beds

3.0

Baths

1,246

Sq.Ft.

81 Chapin Street

Brattleboro, VT

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

Beds

2.1

Baths

2,400

Sq.Ft.

30 Chapin Street

Brattleboro, VT

NNEREN
Courtesy of BERKLEY & VELLER GREENWOOD COUNTRY
View 49 Oles Drive Guilford, VT MLS# 5087831
  • Virtual Tour
1 of 51
$489,000
3

Beds

2.0

Baths

1,716

Sq.Ft.

49 Oles Drive

Guilford, VT

NNEREN
Courtesy of BRATTLEBORO AREA REALTY
View 214 Putney Road Brattleboro, VT MLS# 5076579
$495,000
4

Beds

2.1

Baths

2,756

Sq.Ft.

214 Putney Road

Brattleboro, VT

NNEREN
Courtesy of FOUR SEASONS SOTHEBY'S INT'L REALTY
View 41 Chapin Street Brattleboro, VT MLS# 5087925
  • Recently Listed with Virtual Tour
1 of 51
$499,000
4

Beds

2.1

Baths

2,874

Sq.Ft.

41 Chapin Street

Brattleboro, VT

NNEREN
Courtesy of BRATTLEBORO AREA REALTY
View 33 Oak Street Brattleboro, VT MLS# 5086282
  • Recently Listed
1 of 24
$535,000
Studio

Beds

0.0

Baths

4,116

Sq.Ft.

33 Oak Street

Brattleboro, VT

NNEREN
Courtesy of EXP REALTY
View 72 Landmark Hill Drive Brattleboro, VT MLS# 5076290
$550,000
6,466

Sq.Ft.

72 Landmark Hill Drive

Brattleboro, VT

NNEREN
Courtesy of BRATTLEBORO AREA REALTY
View 72 Landmark Hill Drive Brattleboro, VT MLS# 5076291
$550,000
8

Beds

4.0

Baths

6,466

Sq.Ft.

72 Landmark Hill Drive

Brattleboro, VT

NNEREN
Courtesy of BRATTLEBORO AREA REALTY
View 932 Middle Road Dummerston, VT MLS# 5056932
$585,000
Studio

Beds

0.0

Baths

932 Middle Road

Dummerston, VT

NNEREN
Courtesy of ACORN REAL ESTATE GROUP LLC
View 171 Green Meadow Brattleboro, VT MLS# 5086904
  • Recently Listed
1 of 37
$595,000
3

Beds

3.0

Baths

2,172

Sq.Ft.

171 Green Meadow

Brattleboro, VT

NNEREN
Courtesy of BERKLEY & VELLER GREENWOOD COUNTRY
View 143 Hillwinds Road Brattleboro, VT MLS# 5082786
$625,000
5

Beds

3.1

Baths

2,520

Sq.Ft.

143 Hillwinds Road

Brattleboro, VT

NNEREN
Courtesy of BRATTLEBORO AREA REALTY
View 11 Strawberry Hill Brattleboro, VT MLS# 5082239
  • Virtual Tour
1 of 37
$639,000
4

Beds

2.1

Baths

2,573

Sq.Ft.

11 Strawberry Hill

Brattleboro, VT

NNEREN
Courtesy of BERKLEY & VELLER GREENWOOD COUNTRY
View 299 Sunset Lake Road Brattleboro, VT MLS# 5074103
$650,000
3

Beds

2.1

Baths

1,995

Sq.Ft.

299 Sunset Lake Road

Brattleboro, VT

NNEREN
Courtesy of ACORN REAL ESTATE GROUP LLC
View 47 Oak Hill Drive Dummerston, VT MLS# 5083747
$675,000
3

Beds

2.0

Baths

2,100

Sq.Ft.

47 Oak Hill Drive

Dummerston, VT

NNEREN
Courtesy of ACORN REAL ESTATE GROUP LLC
View 423 and 435 Marlboro Road Brattleboro, VT MLS# 5086506
  • Recently Listed
1 of 27
$695,000
10,888

Sq.Ft.

423 and 435 Marlboro Road

Brattleboro, VT

NNEREN
Courtesy of RE/MAX TOWN & COUNTRY
View 5 Hillwinds North Brattleboro, VT MLS# 5081610
$795,000
4

Beds

2.2

Baths

3,600

Sq.Ft.

5 Hillwinds North

Brattleboro, VT

NNEREN
Courtesy of BERKLEY & VELLER GREENWOOD COUNTRY
View 104 Juniper Ridge Road Brattleboro, VT MLS# 5082195
$795,000
4

Beds

3.1

Baths

3,212

Sq.Ft.

104 Juniper Ridge Road

Brattleboro, VT

NNEREN
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 5/18/2026”

Trends Information provided by ATTOM Data Solutions.