Bennington Vermont Homes for Sale

280 total properties
View 00 Heartwellville View Road # 32 Readsboro, VT MLS# 5068954
Save 00 Heartwellville View Road # 32 Readsboro, VT MLS# 5068954
1 of 4
$14,000
Studio

Beds

0.0

Baths

00 Heartwellville View Road # 32

Readsboro, VT

NNEREN
Courtesy of FLEX REALTY
View 00 Heartwellville View Road # 34/35 Readsboro, VT MLS# 5068956
Save 00 Heartwellville View Road # 34/35 Readsboro, VT MLS# 5068956
1 of 4
$27,999
Studio

Beds

0.0

Baths

00 Heartwellville View Road # 34/35

Readsboro, VT

NNEREN
Courtesy of FLEX REALTY
View 113 Main Street Bennington, VT MLS# 5068744
Save 113 Main Street Bennington, VT MLS# 5068744
1 of 50
$230,000
3

Beds

1.0

Baths

1,092

Sq.Ft.

113 Main Street

Bennington, VT

NNEREN
Courtesy of MAPLE LEAF REAL ESTATE
The time to sell is now! THE TIME TO SELL IS NOW!
View Lebensdorf Lane Readsboro, VT MLS# 5068765
Save Lebensdorf Lane Readsboro, VT MLS# 5068765
1 of 9
$19,999
Studio

Beds

0.0

Baths

Lebensdorf Lane

Readsboro, VT

NNEREN
Courtesy of OWNERENTRY.COM
View 48 Canal Drive Readsboro, VT MLS# 5068458
Save 48 Canal Drive Readsboro, VT MLS# 5068458
1 of 54
$235,000
3

Beds

2.0

Baths

2,128

Sq.Ft.

48 Canal Drive

Readsboro, VT

NNEREN
Courtesy of FLEX REALTY
View 248 French Hollow Road # 1 Winhall, VT MLS# 5068233
Save 248 French Hollow Road # 1 Winhall, VT MLS# 5068233
1 of 4
$400,000
Studio

Beds

0.0

Baths

248 French Hollow Road # 1

Winhall, VT

NNEREN
Courtesy of WOHLER REALTY GROUP
View 00 Bill T Drive Readsboro, VT MLS# 5068152
Save 00 Bill T Drive Readsboro, VT MLS# 5068152
1 of 3
$109,000
Studio

Beds

0.0

Baths

00 Bill T Drive

Readsboro, VT

NNEREN
Courtesy of DEERFIELD VALLEY REAL ESTATE
View 536 Mill Road Stamford, VT MLS# 5067943
Save 536 Mill Road Stamford, VT MLS# 5067943
1 of 9
$60,000
Studio

Beds

0.0

Baths

536 Mill Road

Stamford, VT

NNEREN
Courtesy of SKIHOME REALTY
View 102 McCormick Lane Sunderland, VT MLS# 5067994
Save 102 McCormick Lane Sunderland, VT MLS# 5067994
1 of 24
$471,000
3

Beds

2.0

Baths

1,357

Sq.Ft.

102 McCormick Lane

Sunderland, VT

NNEREN
Courtesy of JOSIAH ALLEN REAL ESTATE, MANCHESTER BRANCH OFFICE
View lot A Frost Pond Road Dorset, VT MLS# 5067701
Save lot A Frost Pond Road Dorset, VT MLS# 5067701
1 of 1
$425,000
Studio

Beds

0.0

Baths

lot A Frost Pond Road

Dorset, VT

NNEREN
Courtesy of JOSIAH ALLEN REAL ESTATE, INC.
View lot B Frost Pond Road Dorset, VT MLS# 5067704
Save lot B Frost Pond Road Dorset, VT MLS# 5067704
1 of 1
$425,000
Studio

Beds

0.0

Baths

lot B Frost Pond Road

Dorset, VT

NNEREN
Courtesy of JOSIAH ALLEN REAL ESTATE, INC.
View 0 Sunset Hill Road Pownal, VT MLS# 5067472
Save 0 Sunset Hill Road Pownal, VT MLS# 5067472
1 of 17
$65,000
Studio

Beds

0.0

Baths

0 Sunset Hill Road

Pownal, VT

NNEREN
Courtesy of EDGE REALTY VERMONT
View 87 Grinka Farm Drive Readsboro, VT MLS# 5067519
Save 87 Grinka Farm Drive Readsboro, VT MLS# 5067519
1 of 41
$520,000
4

Beds

2.1

Baths

2,120

Sq.Ft.

87 Grinka Farm Drive

Readsboro, VT

NNEREN
Courtesy of SOUTHERN VERMONT REALTY GROUP
View 126 Simeon Dean Road Shaftsbury, VT MLS# 5067147
Save 126 Simeon Dean Road Shaftsbury, VT MLS# 5067147
1 of 60
$579,900
1

Beds

1.0

Baths

2,529

Sq.Ft.

126 Simeon Dean Road

Shaftsbury, VT

NNEREN
Courtesy of GREEN MOUNTAIN PREMIERE PROPERTIES
View 126 Simeon Dean Road Shaftsbury, VT MLS# 5067149
Save 126 Simeon Dean Road Shaftsbury, VT MLS# 5067149
1 of 60
$579,900
4

Beds

3.0

Baths

2,529

Sq.Ft.

126 Simeon Dean Road

Shaftsbury, VT

NNEREN
Courtesy of GREEN MOUNTAIN PREMIERE PROPERTIES
View 58 Mount Anthony Road Bennington, VT MLS# 5067086
  • Virtual Tour
Save 58 Mount Anthony Road Bennington, VT MLS# 5067086
1 of 53
$675,000
3

Beds

2.1

Baths

2,715

Sq.Ft.

58 Mount Anthony Road

Bennington, VT

NNEREN
Courtesy of MAHAR MCCARTHY REAL ESTATE
View 4928 Main Street # #2 Manchester, VT MLS# 5066452
Save 4928 Main Street # #2 Manchester, VT MLS# 5066452
1 of 27
$675,000
2

Beds

2.0

Baths

1,432

Sq.Ft.

4928 Main Street # #2

Manchester, VT

NNEREN
Courtesy of FOUR SEASONS SOTHEBY'S INT'L REALTY
View 114 Colebrook Road Arlington, VT MLS# 5066245
Save 114 Colebrook Road Arlington, VT MLS# 5066245
1 of 34
$375,000
3

Beds

2.1

Baths

2,800

Sq.Ft.

114 Colebrook Road

Arlington, VT

NNEREN
Courtesy of OWNERENTRY.COM
View 00 Heartwellville View Road # 64/65/66/69/70 Readsboro, VT MLS# 5066003
Save 00 Heartwellville View Road # 64/65/66/69/70 Readsboro, VT MLS# 5066003
1 of 6
$74,900
Studio

Beds

0.0

Baths

00 Heartwellville View Road # 64/65/66/69/70

Readsboro, VT

NNEREN
Courtesy of FLEX REALTY
View 3746-3738 Main Street # 1 Manchester, VT MLS# 5065565
  • New Construction
Save 3746-3738 Main Street # 1 Manchester, VT MLS# 5065565
1 of 9
$1,350,000
3

Beds

4.1

Baths

3,415

Sq.Ft.

3746-3738 Main Street # 1

Manchester, VT

NNEREN
Courtesy of WOHLER REALTY GROUP

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.