Bennington Vermont Homes for Sale

408 total properties
View 300 Nims Road Dorset, VT MLS# 5112024
  • Recently Listed
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
  • Virtual Tour
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
$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
$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
$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
$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
  • Virtual Tour
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
$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
  • Virtual Tour
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
$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
$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
$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
$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
$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
  • Virtual Tour
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
  • Virtual Tour
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
  • Virtual Tour
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
$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
  • Virtual Tour
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
$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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