Bennington Vermont Homes for Sale

408 total properties
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 551 West Fields Road Manchester, VT MLS# 5052301
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Save 551 West Fields Road Manchester, VT MLS# 5052301
1 of 55
$5,995,000
6

Beds

7.2

Baths

10,993

Sq.Ft.

551 West Fields Road

Manchester, VT

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Courtesy of JOSIAH ALLEN REAL ESTATE, INC.
View 178 Conservation Way Sunderland, VT MLS# 5036338
Save 178 Conservation Way Sunderland, VT MLS# 5036338
1 of 3
$5,850,000
58,000

Sq.Ft.

178 Conservation Way

Sunderland, VT

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Courtesy of HOSPITALITY CONSULTANTS, LLC
The time to sell is now! THE TIME TO SELL IS NOW!
View 1060 Upper Hollow Road Dorset, VT MLS# 5075285
Save 1060 Upper Hollow Road Dorset, VT MLS# 5075285
1 of 52
$5,600,000
5

Beds

5.1

Baths

4,674

Sq.Ft.

1060 Upper Hollow Road

Dorset, VT

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Courtesy of JOSIAH ALLEN REAL ESTATE, INC.
View 159 Winhall Hollow Road Winhall, VT MLS# 5104104
Save 159 Winhall Hollow Road Winhall, VT MLS# 5104104
1 of 60
$5,575,000
7

Beds

9.1

Baths

9,915

Sq.Ft.

159 Winhall Hollow Road

Winhall, VT

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Courtesy of WOHLER REALTY GROUP
View 1182 1184 East Manchester Road Manchester, VT MLS# 5063499
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Save 1182 1184 East Manchester Road Manchester, VT MLS# 5063499
1 of 60
$4,995,000
9

Beds

7.3

Baths

7,900

Sq.Ft.

1182 1184 East Manchester Road

Manchester, VT

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Courtesy of FOUR SEASONS SOTHEBY'S INT'L REALTY
View 440 Marcia Lane Dorset, VT MLS# 5105868
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Save 440 Marcia Lane Dorset, VT MLS# 5105868
1 of 60
$4,995,000
5

Beds

6.1

Baths

7,455

Sq.Ft.

440 Marcia Lane

Dorset, VT

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Courtesy of FOUR SEASONS SOTHEBY'S INT'L REALTY
View 325 Twin Willows Lane Dorset, VT MLS# 5108010
Save 325 Twin Willows Lane Dorset, VT MLS# 5108010
1 of 60
$4,200,000
4

Beds

4.2

Baths

7,833

Sq.Ft.

325 Twin Willows Lane

Dorset, VT

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Courtesy of JOSIAH ALLEN REAL ESTATE, INC.
View 515 West Fields Road Manchester, VT MLS# 4974441
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Save 515 West Fields Road Manchester, VT MLS# 4974441
1 of 40
$3,995,000
5

Beds

5.1

Baths

6,500

Sq.Ft.

515 West Fields Road

Manchester, VT

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Courtesy of JOSIAH ALLEN REAL ESTATE, INC.
View 2236 River Road Manchester, VT MLS# 5096230
Save 2236 River Road Manchester, VT MLS# 5096230
1 of 42
$3,900,000
5

Beds

7.0

Baths

11,736

Sq.Ft.

2236 River Road

Manchester, VT

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Courtesy of FOUR SEASONS SOTHEBY'S INT'L REALTY
View 123 Nichols Road Peru, VT MLS# 5102892
Save 123 Nichols Road Peru, VT MLS# 5102892
1 of 60
$3,500,000
6

Beds

5.1

Baths

4,690

Sq.Ft.

123 Nichols Road

Peru, VT

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Courtesy of WOHLER REALTY GROUP
View 114 Cemetery Avenue Manchester, VT MLS# 5064256
Save 114 Cemetery Avenue Manchester, VT MLS# 5064256
1 of 51
$3,250,000
8,288

Sq.Ft.

114 Cemetery Avenue

Manchester, VT

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Courtesy of WOHLER REALTY GROUP
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 68 Green Peak Orchard S. Dorset, VT MLS# 5081997
Save 68 Green Peak Orchard S. Dorset, VT MLS# 5081997
1 of 48
$2,950,000
5

Beds

4.1

Baths

6,900

Sq.Ft.

68 Green Peak Orchard S.

Dorset, VT

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Courtesy of FOUR SEASONS SOTHEBY'S INT'L REALTY
View 120 Summit View Manchester, VT MLS# 5108945
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Save 120 Summit View Manchester, VT MLS# 5108945
1 of 36
$2,950,000
5

Beds

3.2

Baths

4,524

Sq.Ft.

120 Summit View

Manchester, VT

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Courtesy of FOUR SEASONS SOTHEBY'S INT'L REALTY
View 2334 Morse Hill Road Dorset, VT MLS# 5083576
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Save 2334 Morse Hill Road Dorset, VT MLS# 5083576
1 of 47
$2,850,000
2

Beds

3.1

Baths

5,731

Sq.Ft.

2334 Morse Hill Road

Dorset, VT

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Courtesy of FOUR SEASONS SOTHEBY'S INT'L REALTY
View 59 Garden Loop Road Winhall, VT MLS# 5085635
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Save 59 Garden Loop Road Winhall, VT MLS# 5085635
1 of 60
$2,500,000
4

Beds

4.1

Baths

3,762

Sq.Ft.

59 Garden Loop Road

Winhall, VT

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Courtesy of BERKSHIRE HATHAWAY HOMESERVICES STRATTON HOME
View 3039 Route 30 Dorset, VT MLS# 5089828
Save 3039 Route 30 Dorset, VT MLS# 5089828
1 of 44
$2,495,000
4

Beds

5.1

Baths

4,506

Sq.Ft.

3039 Route 30

Dorset, VT

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Courtesy of WINHALL REAL ESTATE
View 33 Stone Lodge Road Winhall, VT MLS# 5076149
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Save 33 Stone Lodge Road Winhall, VT MLS# 5076149
1 of 58
$2,399,000
4

Beds

3.1

Baths

4,536

Sq.Ft.

33 Stone Lodge Road

Winhall, VT

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Courtesy of WOHLER REALTY GROUP
View 00 VT Route 11 Peru, VT MLS# 5072898
Save 00 VT Route 11 Peru, VT MLS# 5072898
1 of 14
$2,395,000
0.0

Baths

00 VT Route 11

Peru, 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 9/30/2026”

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