Bennington Vermont Homes for Sale

408 total properties
View 87 B Hill Road Pownal, VT MLS# 5102082
Save 87 B Hill Road Pownal, VT MLS# 5102082
1 of 41
$399,900
3

Beds

2.1

Baths

2,760

Sq.Ft.

87 B Hill Road

Pownal, VT

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Courtesy of MAPLE LEAF REAL ESTATE
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

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Courtesy of MAPLE LEAF REAL ESTATE
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
0.0

Baths

248 French Hollow Road # 1

Winhall, VT

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Courtesy of WOHLER REALTY GROUP
The time to sell is now! THE TIME TO SELL IS NOW!
View 4574-2 Main Street Manchester, VT MLS# 4981485
Save 4574-2 Main Street Manchester, VT MLS# 4981485
1 of 30
$412,500

4574-2 Main Street

Manchester, VT

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Courtesy of KW VERMONT - BRENDA JONES REAL ESTATE GROUP
View 90 Lawrence Lane Sunderland, VT MLS# 5110485
Save 90 Lawrence Lane Sunderland, VT MLS# 5110485
1 of 38
$415,000
3

Beds

1.0

Baths

1,716

Sq.Ft.

90 Lawrence Lane

Sunderland, VT

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Courtesy of FOUR SEASONS SOTHEBY'S INT'L REALTY
View lot A Frost Pond Road Dorset, VT MLS# 5067701
Save lot A Frost Pond Road Dorset, VT MLS# 5067701
1 of 2
$425,000
0.0

Baths

lot A Frost Pond Road

Dorset, VT

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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 2
$425,000
0.0

Baths

lot B Frost Pond Road

Dorset, VT

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Courtesy of JOSIAH ALLEN REAL ESTATE, INC.
View 393 Morse Hill Road Dorset, VT MLS# 5084308
Save 393 Morse Hill Road Dorset, VT MLS# 5084308
1 of 25
$425,000
3

Beds

2.0

Baths

1,460

Sq.Ft.

393 Morse Hill Road

Dorset, VT

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Courtesy of FOUR SEASONS SOTHEBY'S INT'L REALTY
View 3 Kimball Hill Road # 1 Winhall, VT MLS# 5107205
  • Virtual Tour
Save 3 Kimball Hill Road # 1 Winhall, VT MLS# 5107205
1 of 22
$425,000
3

Beds

2.0

Baths

1,344

Sq.Ft.

3 Kimball Hill Road # 1

Winhall, VT

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Courtesy of FOUR SEASONS SOTHEBY'S INT'L REALTY
View 7330 Main Street Manchester, VT MLS# 5108077
Save 7330 Main Street Manchester, VT MLS# 5108077
1 of 29
$425,000
2

Beds

2.1

Baths

1,490

Sq.Ft.

7330 Main Street

Manchester, VT

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Courtesy of FOUR SEASONS SOTHEBY'S INT'L REALTY
View 249 Pine Hollow Road Pownal, VT MLS# 5110033
Save 249 Pine Hollow Road Pownal, VT MLS# 5110033
1 of 24
$425,000
3

Beds

3.0

Baths

2,089

Sq.Ft.

249 Pine Hollow Road

Pownal, VT

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Courtesy of MAPLE LEAF REAL ESTATE
View 34 Sugar Brook Road # Unit F3 Peru, VT MLS# 5111591
  • Recently Listed
Save 34 Sugar Brook Road # Unit F3 Peru, VT MLS# 5111591
1 of 27
OPEN HOUSE: Sunday 10/11 11:00 AM - 1:00 PM
$425,000
3

Beds

2.1

Baths

1,377

Sq.Ft.

34 Sugar Brook Road # Unit F3

Peru, VT

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Courtesy of CUMMINGS & CO
View 78 Astrachan Drive Bennington, VT MLS# 5113018
Save 78 Astrachan Drive Bennington, VT MLS# 5113018
1 of 36
$425,000
3

Beds

2.0

Baths

1,788

Sq.Ft.

78 Astrachan Drive

Bennington, VT

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Courtesy of HOFFMAN REAL ESTATE
View 5187 VT Route 7A Arlington, VT MLS# 5105741
Save 5187 VT Route 7A Arlington, VT MLS# 5105741
1 of 12
$428,000
4,107

Sq.Ft.

5187 VT Route 7A

Arlington, VT

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Courtesy of FOUR SEASONS SOTHEBY'S INT'L REALTY
View 3310 VT Route 346 Pownal, VT MLS# 5093596
Save 3310 VT Route 346 Pownal, VT MLS# 5093596
1 of 41
$429,000
2

Beds

2.0

Baths

6,686

Sq.Ft.

3310 VT Route 346

Pownal, VT

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Courtesy of HARSCH ASSOCIATES
View 120 Village Street Dorset, VT MLS# 5023329
Save 120 Village Street Dorset, VT MLS# 5023329
1 of 40
$434,500
4

Beds

3.1

Baths

3,861

Sq.Ft.

120 Village Street

Dorset, VT

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Courtesy of JOSIAH ALLEN REAL ESTATE, INC.
View 938 VT Route 7A Shaftsbury, VT MLS# 5097390
Save 938 VT Route 7A Shaftsbury, VT MLS# 5097390
1 of 22
$435,000
8

Beds

4.0

Baths

3,648

Sq.Ft.

938 VT Route 7A

Shaftsbury, VT

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Courtesy of NANCY JENKINS REAL ESTATE
View 14 Vaughn Farm Road # 1 Manchester, VT MLS# 5076544
Save 14 Vaughn Farm Road # 1 Manchester, VT MLS# 5076544
1 of 16
$449,000
3

Beds

2.1

Baths

1,848

Sq.Ft.

14 Vaughn Farm Road # 1

Manchester, VT

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Courtesy of REAL BROKER LLC
View 18 Greenview Drive Bennington, VT MLS# 5111091
  • Recently Listed
Save 18 Greenview Drive Bennington, VT MLS# 5111091
1 of 52
$449,900
4

Beds

2.1

Baths

2,396

Sq.Ft.

18 Greenview Drive

Bennington, VT

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Courtesy of MAHAR MCCARTHY REAL ESTATE
View 4.1 Pearl Buck Drive Winhall, VT MLS# 5073637
Save 4.1 Pearl Buck Drive Winhall, VT MLS# 5073637
1 of 12
$450,000
0.0

Baths

4.1 Pearl Buck Drive

Winhall, VT

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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 10/11/2026”

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