05257 Homes for Sale

16 total properties
View 2 North Street Bennington, VT MLS# 5111442
  • Recently Listed
Save 2 North Street Bennington, VT MLS# 5111442
1 of 57
$219,000
2

Beds

1.0

Baths

1,397

Sq.Ft.

2 North Street

Bennington, VT

NNEREN
Courtesy of MAPLE LEAF REAL ESTATE
View 436 Matteson Road Bennington, VT MLS# 5108314
Save 436 Matteson Road Bennington, VT MLS# 5108314
1 of 50
$589,900
3

Beds

3.1

Baths

2,800

Sq.Ft.

436 Matteson Road

Bennington, VT

NNEREN
Courtesy of KW VERMONT - BRENDA JONES REAL ESTATE GROUP
View 735 Granger Hollow Road Shaftsbury, VT MLS# 5106851
Save 735 Granger Hollow Road Shaftsbury, VT MLS# 5106851
1 of 46
$399,900
3

Beds

2.1

Baths

1,920

Sq.Ft.

735 Granger Hollow Road

Shaftsbury, VT

NNEREN
Courtesy of MAPLE LEAF REAL ESTATE
The time to sell is now! THE TIME TO SELL IS NOW!
View 2 Bromley Lane Bennington, VT MLS# 5106470
Save 2 Bromley Lane Bennington, VT MLS# 5106470
1 of 31
$395,000
4

Beds

1.1

Baths

1,816

Sq.Ft.

2 Bromley Lane

Bennington, VT

NNEREN
Courtesy of PACELLI ZEPKA CORPORATION
View 33 Asa's Way # 16 Bennington, VT MLS# 5104588
Save 33 Asa's Way # 16 Bennington, VT MLS# 5104588
1 of 1
$58,000
0.0

Baths

33 Asa's Way # 16

Bennington, VT

NNEREN
Courtesy of MAPLE LEAF REAL ESTATE
View 81 Honeysuckle Lane Bennington, VT MLS# 5093651
  • Virtual Tour
Save 81 Honeysuckle Lane Bennington, VT MLS# 5093651
1 of 32
$595,000
5

Beds

3.0

Baths

5,524

Sq.Ft.

81 Honeysuckle Lane

Bennington, VT

NNEREN
Courtesy of MAHAR MCCARTHY REAL ESTATE
View 8 West Street Bennington, VT MLS# 5087836
  • Virtual Tour
Save 8 West Street Bennington, VT MLS# 5087836
1 of 33
$249,000
3

Beds

1.1

Baths

1,408

Sq.Ft.

8 West Street

Bennington, VT

NNEREN
Courtesy of MAHAR MCCARTHY REAL ESTATE
View 24 Asa's Way Bennington, VT MLS# 5086022
Save 24 Asa's Way Bennington, VT MLS# 5086022
1 of 7
$55,000
0.0

Baths

24 Asa's Way

Bennington, VT

NNEREN
Courtesy of MAHAR MCCARTHY REAL ESTATE
View 29 Asa's Way Bennington, VT MLS# 5086024
Save 29 Asa's Way Bennington, VT MLS# 5086024
1 of 5
$55,000
0.0

Baths

29 Asa's Way

Bennington, VT

NNEREN
Courtesy of MAHAR MCCARTHY REAL ESTATE
View 683 Water Street Bennington, VT MLS# 5084514
Save 683 Water Street Bennington, VT MLS# 5084514
1 of 43
$319,900
3

Beds

2.0

Baths

1,500

Sq.Ft.

683 Water Street

Bennington, VT

NNEREN
Courtesy of KW VERMONT - BRENDA JONES REAL ESTATE GROUP
View 20 Sage Street Bennington, VT MLS# 5083528
Save 20 Sage Street Bennington, VT MLS# 5083528
1 of 30
$199,900
4

Beds

1.0

Baths

1,127

Sq.Ft.

20 Sage Street

Bennington, VT

NNEREN
Courtesy of EXP REALTY
View 1030 Water Street Bennington, VT MLS# 5077444
Save 1030 Water Street Bennington, VT MLS# 5077444
1 of 7
$975,000
44,193

Sq.Ft.

1030 Water Street

Bennington, VT

NNEREN
Courtesy of TPW REAL ESTATE
View 196 Granger Hollow Road Shaftsbury, VT MLS# 5070958
Save 196 Granger Hollow Road Shaftsbury, VT MLS# 5070958
1 of 27
$269,900
3

Beds

1.0

Baths

1,392

Sq.Ft.

196 Granger Hollow Road

Shaftsbury, VT

NNEREN
Courtesy of BHG MASIELLO BRATTLEBORO
View 196 Granger Hollow Road Shaftsbury, VT MLS# 5072211
Save 196 Granger Hollow Road Shaftsbury, VT MLS# 5072211
1 of 27
$269,900
4

Beds

2.0

Baths

2,190

Sq.Ft.

196 Granger Hollow Road

Shaftsbury, VT

NNEREN
Courtesy of BHG MASIELLO BRATTLEBORO
View 258 Harvest Hills Drive Shaftsbury, VT MLS# 5070069
Save 258 Harvest Hills Drive Shaftsbury, VT MLS# 5070069
1 of 37
$385,000
3

Beds

2.0

Baths

2,067

Sq.Ft.

258 Harvest Hills Drive

Shaftsbury, VT

NNEREN
Courtesy of HOFFMAN REAL ESTATE
View 100 McCarthy Acres Road Shaftsbury, VT MLS# 5053470
Save 100 McCarthy Acres Road Shaftsbury, VT MLS# 5053470
1 of 37
$329,000
5

Beds

3.0

Baths

2,938

Sq.Ft.

100 McCarthy Acres Road

Shaftsbury, VT

NNEREN
Courtesy of MAPLE LEAF REAL ESTATE

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 9/30/2026”

Trends Information provided by ATTOM Data Solutions.