Bennington Vermont Homes for Sale

402 total properties
View 284 Elm Street # A&B Manchester, VT MLS# 5112612
  • Recently Listed
Save 284 Elm Street # A&B Manchester, VT MLS# 5112612
1 of 27
$895,000
6

Beds

6.2

Baths

4,608

Sq.Ft.

284 Elm Street # A&B

Manchester, VT

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Courtesy of FOUR SEASONS SOTHEBY'S INT'L REALTY
View 60 West Ridge Road Winhall, VT MLS# 5112394
  • Recently Listed
Save 60 West Ridge Road Winhall, VT MLS# 5112394
1 of 1
$2,950,000
4

Beds

4.0

Baths

3,621

Sq.Ft.

60 West Ridge Road

Winhall, VT

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Courtesy of STRATTON REAL ESTATE
View 1112 Main Road Stamford, VT MLS# 5112111
  • Recently Listed
Save 1112 Main Road Stamford, VT MLS# 5112111
1 of 41
$279,500
3

Beds

2.0

Baths

1,747

Sq.Ft.

1112 Main Road

Stamford, VT

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Courtesy of BISHOP WEST REAL ESTATE, INC.
The time to sell is now! THE TIME TO SELL IS NOW!
View 400 Spring Brook Road Arlington, VT MLS# 5112267
  • Recently Listed
Save 400 Spring Brook Road Arlington, VT MLS# 5112267
1 of 60
$1,375,000
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 448 Village Glen Manchester, VT MLS# 5112675
  • Recently Listed
Save 448 Village Glen Manchester, VT MLS# 5112675
1 of 37
$999,000
4

Beds

3.1

Baths

3,658

Sq.Ft.

448 Village Glen

Manchester, VT

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Courtesy of VARICK ASSOCIATES LTD
View 300 Nims Road Dorset, VT MLS# 5112024
  • Recently Listed
Save 300 Nims Road Dorset, VT MLS# 5112024
1 of 6
$6,250,000
6

Beds

6.3

Baths

14,480

Sq.Ft.

300 Nims Road

Dorset, VT

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Courtesy of FOUR SEASONS SOTHEBY'S INT'L REALTY
View 4378 Route 30 Dorset, VT MLS# 5112032
  • Recently Listed
Save 4378 Route 30 Dorset, VT MLS# 5112032
1 of 44
$349,900
2

Beds

1.1

Baths

1,122

Sq.Ft.

4378 Route 30

Dorset, VT

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Courtesy of JOSIAH ALLEN REAL ESTATE, INC.
View 81 Pond View Road Winhall, VT MLS# 5112039
  • Recently Listed
Save 81 Pond View Road Winhall, VT MLS# 5112039
1 of 56
$700,000
3

Beds

3.0

Baths

1,650

Sq.Ft.

81 Pond View Road

Winhall, VT

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Courtesy of BERKSHIRE HATHAWAY HOMESERVICES STRATTON HOME
View 180 High Meadow Road Winhall, VT MLS# 5111779
  • Recently Listed
Save 180 High Meadow Road Winhall, VT MLS# 5111779
1 of 34
$1,500,000
5

Beds

4.0

Baths

4,173

Sq.Ft.

180 High Meadow Road

Winhall, VT

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Courtesy of 42 NORTH LP
View 165 High Meadow Road Winhall, VT MLS# 5111781
  • Recently Listed
Save 165 High Meadow Road Winhall, VT MLS# 5111781
1 of 40
$2,250,000
4

Beds

4.1

Baths

3,034

Sq.Ft.

165 High Meadow Road

Winhall, VT

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Courtesy of 42 NORTH LP
View 45 Benson Fuller Drive Winhall, VT MLS# 5111782
  • Recently Listed
Save 45 Benson Fuller Drive Winhall, VT MLS# 5111782
1 of 30
$899,000
4

Beds

3.0

Baths

2,421

Sq.Ft.

45 Benson Fuller Drive

Winhall, VT

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Courtesy of 42 NORTH LP
View 15 Nearing Road Winhall, VT MLS# 5111784
  • Recently Listed
Save 15 Nearing Road Winhall, VT MLS# 5111784
1 of 33
$799,000
3

Beds

3.1

Baths

2,366

Sq.Ft.

15 Nearing Road

Winhall, VT

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Courtesy of 42 NORTH LP
View 691 Indian Paint Brush Road # E-13R and E-14R Winhall, VT MLS# 5111789
  • Recently Listed
Save 691 Indian Paint Brush Road # E-13R and E-14R Winhall, VT MLS# 5111789
1 of 2
$500,000
0.0

Baths

691 Indian Paint Brush Road # E-13R and E-14R

Winhall, VT

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Courtesy of 42 NORTH LP
View 110 Coulter Street Bennington, VT MLS# 5111698
  • Recently Listed
Save 110 Coulter Street Bennington, VT MLS# 5111698
1 of 48
$329,000
3

Beds

1.1

Baths

1,563

Sq.Ft.

110 Coulter Street

Bennington, VT

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Courtesy of MAPLE LEAF REAL ESTATE
View 2100 Monument Avenue Bennington, VT MLS# 5111680
  • Recently Listed
Save 2100 Monument Avenue Bennington, VT MLS# 5111680
1 of 55
$975,000
4

Beds

3.0

Baths

3,326

Sq.Ft.

2100 Monument Avenue

Bennington, VT

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Courtesy of FOUR SEASONS SOTHEBY'S INT'L REALTY
View 51 Eleanors Way Shaftsbury, VT MLS# 5111490
Save 51 Eleanors Way Shaftsbury, VT MLS# 5111490
1 of 43
$240,000
2

Beds

2.0

Baths

1,536

Sq.Ft.

51 Eleanors Way

Shaftsbury, VT

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Courtesy of HOFFMAN REAL ESTATE
View 370 Southshire Drive Bennington, VT MLS# 5111572
  • Recently Listed
Save 370 Southshire Drive Bennington, VT MLS# 5111572
1 of 40
$695,000
4

Beds

3.1

Baths

5,769

Sq.Ft.

370 Southshire Drive

Bennington, VT

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Courtesy of MAPLE LEAF REAL ESTATE
View 363 Alden Road # 9 Sunderland, VT MLS# 5111590
  • Recently Listed
Save 363 Alden Road # 9 Sunderland, VT MLS# 5111590
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 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
$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 230 Beech Street Bennington, VT MLS# 5111369
Save 230 Beech Street Bennington, VT MLS# 5111369
1 of 37
$249,500
3

Beds

2.0

Baths

1,271

Sq.Ft.

230 Beech Street

Bennington, VT

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Courtesy of HOFFMAN 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 10/3/2026”

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