Bennington Vermont Homes for Sale

406 total properties
View 1649 E Manchester Road Manchester, VT MLS# 5100596
Save 1649 E Manchester Road Manchester, VT MLS# 5100596
1 of 40
$579,900
5

Beds

2.0

Baths

2,050

Sq.Ft.

1649 E Manchester Road

Manchester, VT

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Courtesy of HOMECOIN.COM
View 1039 Berwal Road Arlington, VT MLS# 5099912
Save 1039 Berwal Road Arlington, VT MLS# 5099912
1 of 56
$550,000
4

Beds

2.1

Baths

3,394

Sq.Ft.

1039 Berwal Road

Arlington, VT

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Courtesy of WOHLER REALTY GROUP
View 866 East Manchester Road Manchester, VT MLS# 5099980
Save 866 East Manchester Road Manchester, VT MLS# 5099980
1 of 55
$1,475,000
5

Beds

4.0

Baths

4,491

Sq.Ft.

866 East Manchester Road

Manchester, VT

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Courtesy of FOUR SEASONS SOTHEBY'S INT'L REALTY
The time to sell is now! THE TIME TO SELL IS NOW!
View 0 Mountain Haunts Winhall, VT MLS# 5099438
Save 0 Mountain Haunts Winhall, VT MLS# 5099438
1 of 11
$260,000
0.0

Baths

0 Mountain Haunts

Winhall, VT

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Courtesy of MICHAEL ENGLAND REAL ESTATE
View 128 NorthSide Drive Bennington, VT MLS# 5099392
Save 128 NorthSide Drive Bennington, VT MLS# 5099392
1 of 28
$265,000
3

Beds

1.1

Baths

1,688

Sq.Ft.

128 NorthSide Drive

Bennington, VT

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Courtesy of MAHAR MCCARTHY REAL ESTATE
View 1278 Harrington Road Bennington, VT MLS# 5099405
Save 1278 Harrington Road Bennington, VT MLS# 5099405
1 of 30
$595,000
3

Beds

2.0

Baths

2,379

Sq.Ft.

1278 Harrington Road

Bennington, VT

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Courtesy of MAHAR MCCARTHY REAL ESTATE
View 5131 Main Road Stamford, VT MLS# 5099200
  • Virtual Tour
Save 5131 Main Road Stamford, VT MLS# 5099200
1 of 50
$489,000
4

Beds

2.0

Baths

2,144

Sq.Ft.

5131 Main Road

Stamford, VT

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Courtesy of FLEX REALTY
View 0 Route 30 Winhall, VT MLS# 5099207
Save 0 Route 30 Winhall, VT MLS# 5099207
1 of 4
$20,000
0.0

Baths

0 Route 30

Winhall, VT

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Courtesy of MICHAEL ENGLAND REAL ESTATE
View 7066 Main Street Readsboro, VT MLS# 5098898
  • Virtual Tour
Save 7066 Main Street Readsboro, VT MLS# 5098898
1 of 19
$199,900
3

Beds

2.0

Baths

1,718

Sq.Ft.

7066 Main Street

Readsboro, VT

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Courtesy of BISHOP WEST REAL ESTATE, INC.
View 549 Houran Road Bennington, VT MLS# 5098985
Save 549 Houran Road Bennington, VT MLS# 5098985
1 of 36
$259,000
4

Beds

2.0

Baths

1,768

Sq.Ft.

549 Houran Road

Bennington, VT

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Courtesy of EXP REALTY
View 712 VT Route 30 Dorset, VT MLS# 5099135
Save 712 VT Route 30 Dorset, VT MLS# 5099135
1 of 57
$325,000
2

Beds

1.0

Baths

1,686

Sq.Ft.

712 VT Route 30

Dorset, VT

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Courtesy of WOHLER REALTY GROUP
View 241 High Hill Road Manchester, VT MLS# 5099394
Save 241 High Hill Road Manchester, VT MLS# 5099394
1 of 26
$2,300,000
5

Beds

3.1

Baths

3,332

Sq.Ft.

241 High Hill Road

Manchester, VT

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Courtesy of FOUR SEASONS SOTHEBY'S INT'L REALTY
View 144 High Meadow Road Winhall, VT MLS# 5098800
  • Virtual Tour
Save 144 High Meadow Road Winhall, VT MLS# 5098800
1 of 46
$1,599,000
6

Beds

5.1

Baths

5,568

Sq.Ft.

144 High Meadow Road

Winhall, VT

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Courtesy of WOHLER REALTY GROUP
View 253 Perkins Road Rupert, VT MLS# 5098562
Save 253 Perkins Road Rupert, VT MLS# 5098562
1 of 36
$399,000
4

Beds

2.0

Baths

2,768

Sq.Ft.

253 Perkins Road

Rupert, VT

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Courtesy of FOUR SEASONS SOTHEBY'S INT'L REALTY
View 84 Frost Pond Road Dorset, VT MLS# 5098268
Save 84 Frost Pond Road Dorset, VT MLS# 5098268
1 of 32
$1,795,000
5

Beds

3.0

Baths

5,287

Sq.Ft.

84 Frost Pond Road

Dorset, VT

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Courtesy of FOUR SEASONS SOTHEBY'S INT'L REALTY
View 1253 Old West Road Arlington, VT MLS# 5098377
Save 1253 Old West Road Arlington, VT MLS# 5098377
1 of 38
$350,000
2

Beds

2.0

Baths

1,648

Sq.Ft.

1253 Old West Road

Arlington, VT

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Courtesy of EXP REALTY
View 400 Spring Brook Road Arlington, VT MLS# 5098420
Save 400 Spring Brook Road Arlington, VT MLS# 5098420
1 of 60
$1,500,000
4

Beds

3.1

Baths

3,828

Sq.Ft.

400 Spring Brook Road

Arlington, VT

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Courtesy of HOFFMAN REAL ESTATE
View 1613 West Road Manchester, VT MLS# 5098207
Save 1613 West Road Manchester, VT MLS# 5098207
1 of 29
$3,250,000
5

Beds

4.3

Baths

8,156

Sq.Ft.

1613 West Road

Manchester, VT

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Courtesy of FOUR SEASONS SOTHEBY'S INT'L REALTY
View 25 Benson Fuller Road Winhall, VT MLS# 5098019
  • Virtual Tour
Save 25 Benson Fuller Road Winhall, VT MLS# 5098019
1 of 38
$795,000
4

Beds

3.1

Baths

4,104

Sq.Ft.

25 Benson Fuller Road

Winhall, VT

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Courtesy of FOUR SEASONS SOTHEBY'S INT'L REALTY
View 305 Weeks Street Bennington, VT MLS# 5098061
Save 305 Weeks Street Bennington, VT MLS# 5098061
1 of 53
$205,000
3

Beds

1.1

Baths

1,632

Sq.Ft.

305 Weeks Street

Bennington, VT

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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 10/5/2026”

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