Bennington Vermont Homes for Sale

300 total properties
View 190 VT Route 11 # 1 Peru, VT MLS# 5052368
Save 190 VT Route 11 # 1 Peru, VT MLS# 5052368
1 of 53
$625,000
3

Beds

2.0

Baths

1,894

Sq.Ft.

190 VT Route 11 # 1

Peru, VT

NNEREN
Courtesy of WOHLER REALTY GROUP
View 755 Main Street Bennington, VT MLS# 5051990
Save 755 Main Street Bennington, VT MLS# 5051990
1 of 16
$145,000
3

Beds

1.1

Baths

1,485

Sq.Ft.

755 Main Street

Bennington, VT

NNEREN
Courtesy of KW VERMONT - BRENDA JONES REAL ESTATE GROUP
View 2 Cold Spring Road Shaftsbury, VT MLS# 5051869
Save 2 Cold Spring Road Shaftsbury, VT MLS# 5051869
1 of 52
$725,000
5

Beds

2.0

Baths

2,424

Sq.Ft.

2 Cold Spring Road

Shaftsbury, VT

NNEREN
Courtesy of MAHAR MCCARTHY REAL ESTATE
The time to sell is now! THE TIME TO SELL IS NOW!
View 16 Hunters Ridge Winhall, VT MLS# 5051353
Save 16 Hunters Ridge Winhall, VT MLS# 5051353
1 of 55
$2,225,000
4

Beds

4.1

Baths

5,000

Sq.Ft.

16 Hunters Ridge

Winhall, VT

NNEREN
Courtesy of FOUR SEASONS SOTHEBY'S INT'L REALTY
View 1949 South Road Peru, VT MLS# 5050848
Save 1949 South Road Peru, VT MLS# 5050848
1 of 36
$1,790,000
4

Beds

3.0

Baths

2,545

Sq.Ft.

1949 South Road

Peru, VT

NNEREN
Courtesy of WOHLER REALTY GROUP
View 24 Cassie Lane Bennington, VT MLS# 5050692
  • New Construction
Save 24 Cassie Lane Bennington, VT MLS# 5050692
1 of 14
$96,906
2

Beds

2.0

Baths

777

Sq.Ft.

24 Cassie Lane

Bennington, VT

NNEREN
Courtesy of EXP REALTY
View 10 Cassie Lane Bennington, VT MLS# 5050693
  • New Construction
Save 10 Cassie Lane Bennington, VT MLS# 5050693
1 of 15
$96,906
2

Beds

2.0

Baths

777

Sq.Ft.

10 Cassie Lane

Bennington, VT

NNEREN
Courtesy of EXP REALTY
View 32 Cassie Lane Bennington, VT MLS# 5050696
  • New Construction
Save 32 Cassie Lane Bennington, VT MLS# 5050696
1 of 16
$96,406
2

Beds

2.0

Baths

777

Sq.Ft.

32 Cassie Lane

Bennington, VT

NNEREN
Courtesy of EXP REALTY
View 41 Audrey Lane Bennington, VT MLS# 5050698
  • New Construction
Save 41 Audrey Lane Bennington, VT MLS# 5050698
1 of 16
$96,906
2

Beds

2.0

Baths

777

Sq.Ft.

41 Audrey Lane

Bennington, VT

NNEREN
Courtesy of EXP REALTY
View A Windsor Road Manchester, VT MLS# 5051011
Save A Windsor Road Manchester, VT MLS# 5051011
1 of 22
$895,000
Studio

Beds

0.0

Baths

A Windsor Road

Manchester, VT

NNEREN
Courtesy of WOHLER REALTY GROUP
View 1061 Granger Hollow Road Shaftsbury, VT MLS# 5050332
Save 1061 Granger Hollow Road Shaftsbury, VT MLS# 5050332
1 of 36
$460,000
3

Beds

2.0

Baths

2,108

Sq.Ft.

1061 Granger Hollow Road

Shaftsbury, VT

NNEREN
Courtesy of MAHAR MCCARTHY REAL ESTATE
View 972 VT Rte 7A Shaftsbury, VT MLS# 5050360
Save 972 VT Rte 7A Shaftsbury, VT MLS# 5050360
1 of 24
$495,000
5,878

Sq.Ft.

972 VT Rte 7A

Shaftsbury, VT

NNEREN
Courtesy of TPW REAL ESTATE
View 22 Bromley Forest Road Winhall, VT MLS# 5050002
Save 22 Bromley Forest Road Winhall, VT MLS# 5050002
1 of 25
$565,000
4

Beds

2.1

Baths

2,408

Sq.Ft.

22 Bromley Forest Road

Winhall, VT

NNEREN
Courtesy of WINHALL REAL ESTATE
View 8570 VT Route 9 Woodford, VT MLS# 5049906
Save 8570 VT Route 9 Woodford, VT MLS# 5049906
1 of 42
$499,000
3,874

Sq.Ft.

8570 VT Route 9

Woodford, VT

NNEREN
Courtesy of FOUR SEASONS SOTHEBY'S INT'L REALTY
View 0 Maple Ridge Road # B-2 Winhall, VT MLS# 5049936
Save 0 Maple Ridge Road # B-2 Winhall, VT MLS# 5049936
1 of 33
$775,000
4

Beds

3.0

Baths

2,317

Sq.Ft.

0 Maple Ridge Road # B-2

Winhall, VT

NNEREN
Courtesy of WINHALL REAL ESTATE
View 3530 VT Route 346 Pownal, VT MLS# 5049618
Save 3530 VT Route 346 Pownal, VT MLS# 5049618
1 of 34
$249,900
3

Beds

2.0

Baths

1,810

Sq.Ft.

3530 VT Route 346

Pownal, VT

NNEREN
Courtesy of HOFFMAN REAL ESTATE
View 2588 Vermont Route 11 Peru, VT MLS# 5049624
Save 2588 Vermont Route 11 Peru, VT MLS# 5049624
1 of 38
$485,000
4

Beds

3.0

Baths

2,073

Sq.Ft.

2588 Vermont Route 11

Peru, VT

NNEREN
Courtesy of FOUR SEASONS SOTHEBY'S INT'L REALTY
View 397 Fern Hill Dorset, VT MLS# 5049720
Save 397 Fern Hill Dorset, VT MLS# 5049720
1 of 60
$1,600,000
5

Beds

4.1

Baths

4,243

Sq.Ft.

397 Fern Hill

Dorset, VT

NNEREN
Courtesy of JOSIAH ALLEN REAL ESTATE, INC.
View 3746-3738 Main Street Manchester, VT MLS# 5049752
Save 3746-3738 Main Street Manchester, VT MLS# 5049752
1 of 9
$1,350,000
3

Beds

4.1

Baths

3,415

Sq.Ft.

3746-3738 Main Street

Manchester, VT

NNEREN
Courtesy of WOHLER REALTY GROUP
View D-9 Cobble Ridge Road Winhall, VT MLS# 5049354
Save D-9 Cobble Ridge Road Winhall, VT MLS# 5049354
1 of 31
$749,000
3

Beds

3.0

Baths

2,317

Sq.Ft.

D-9 Cobble Ridge Road

Winhall, VT

NNEREN
Courtesy of WINHALL REAL ESTATE

Information deemed reliable but not guaranteed.

“Copyright 2025 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 12/18/2025”

Trends Information provided by ATTOM Data Solutions.