Bennington Vermont Homes for Sale

402 total properties
View 1716 Depot Street Manchester, VT MLS# 5034419
$1,150,000
3,480

Sq.Ft.

1716 Depot Street

Manchester, VT

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Courtesy of WOHLER REALTY GROUP
View 11 Spruce High Road Winhall, VT MLS# 5108444
$1,150,000
4

Beds

5.1

Baths

3,206

Sq.Ft.

11 Spruce High Road

Winhall, VT

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Courtesy of BERKSHIRE HATHAWAY HOMESERVICES STRATTON HOME
View 153 High Meadow Road Winhall, VT MLS# 5090036
$1,130,000
4

Beds

3.0

Baths

3,357

Sq.Ft.

153 High Meadow Road

Winhall, VT

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Courtesy of WOHLER REALTY GROUP
The time to sell is now! THE TIME TO SELL IS NOW!
View 3269 Route 30 Dorset, VT MLS# 5101738
$1,125,000
4

Beds

3.0

Baths

2,614

Sq.Ft.

3269 Route 30

Dorset, VT

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Courtesy of JOSIAH ALLEN REAL ESTATE, INC.
View 6 Old Ridge Road Winhall, VT MLS# 5090234
  • Virtual Tour
1 of 40
$1,100,000
5

Beds

4.1

Baths

4,453

Sq.Ft.

6 Old Ridge Road

Winhall, VT

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Courtesy of WOHLER REALTY GROUP
View 78 Bonnet Street Manchester, VT MLS# 5101945
  • Virtual Tour
1 of 49
$1,100,000
4

Beds

4.0

Baths

5,164

Sq.Ft.

78 Bonnet Street

Manchester, VT

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Courtesy of TPW REAL ESTATE
View 78 Bonnet Street Manchester, VT MLS# 5102036
$1,100,000
5,164

Sq.Ft.

78 Bonnet Street

Manchester, VT

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Courtesy of TPW REAL ESTATE
View 844 East Manchester Road Manchester, VT MLS# 5110342
  • Recently Listed
1 of 36
$1,075,000
4

Beds

3.2

Baths

3,982

Sq.Ft.

844 East Manchester Road

Manchester, VT

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Courtesy of REAL BROKER LLC
View 363 Alden Road # 9 Sunderland, VT MLS# 5111590
  • Recently Listed
1 of 60
$1,075,000
3

Beds

2.1

Baths

1,536

Sq.Ft.

363 Alden Road # 9

Sunderland, VT

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Courtesy of JOSIAH ALLEN REAL ESTATE, INC.
View 1844 Depot Street Manchester, VT MLS# 5072189
$1,050,000
4,413

Sq.Ft.

1844 Depot Street

Manchester, VT

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Courtesy of WOHLER REALTY GROUP
View 20 West Branch Road Winhall, VT MLS# 5107687
  • Virtual Tour
1 of 43
$1,050,000
4

Beds

4.0

Baths

2,380

Sq.Ft.

20 West Branch Road

Winhall, VT

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Courtesy of STRATTON REAL ESTATE
View 3191 Route 30 Dorset, VT MLS# 5080252
$1,039,000
5

Beds

6.0

Baths

3,031

Sq.Ft.

3191 Route 30

Dorset, VT

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Courtesy of JOSIAH ALLEN REAL ESTATE, INC.
View 134 Grapevine Lane Pownal, VT MLS# 5106582
$999,000
4

Beds

3.1

Baths

7,102

Sq.Ft.

134 Grapevine Lane

Pownal, VT

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Courtesy of FOUR SEASONS SOTHEBY'S INT'L REALTY
View 153 Northside Drive Bennington, VT MLS# 5081713
$997,000
0.0

Baths

153 Northside Drive

Bennington, VT

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Courtesy of FOUR CORNER PROPERTIES LLC
View 153 Northside Drive Bennington, VT MLS# 5092354
$997,000

153 Northside Drive

Bennington, VT

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Courtesy of FOUR CORNER PROPERTIES LLC
View 1594 VT Route 7A Shaftsbury, VT MLS# 5059756
$995,000

1594 VT Route 7A

Shaftsbury, VT

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Courtesy of MAHAR MCCARTHY REAL ESTATE
View 1594 VT Route 7A Shaftsbury, VT MLS# 5070523
  • Virtual Tour
1 of 37
$995,000
0.0

Baths

4,724

Sq.Ft.

1594 VT Route 7A

Shaftsbury, VT

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Courtesy of MAHAR MCCARTHY REAL ESTATE
View 310 Main Street Bennington, VT MLS# 5094475
$995,000
8,875

Sq.Ft.

310 Main Street

Bennington, VT

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Courtesy of TPW REAL ESTATE
View 238 Seminary Avenue Manchester, VT MLS# 5095276
$995,000
5

Beds

3.2

Baths

4,126

Sq.Ft.

238 Seminary Avenue

Manchester, VT

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Courtesy of WOHLER REALTY GROUP
View 2529 Main Street Manchester, VT MLS# 5105906
$995,000
5

Beds

2.0

Baths

3,522

Sq.Ft.

2529 Main Street

Manchester, VT

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Courtesy of FOUR SEASONS SOTHEBY'S INT'L 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 10/2/2026”

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