Bennington Vermont Homes for Sale

279 total properties
View Lot 6 Stone Lodge Road Winhall, VT MLS# 5076149
  • Recently Listed
Save Lot 6 Stone Lodge Road Winhall, VT MLS# 5076149
1 of 11
$2,425,000
4

Beds

3.1

Baths

4,536

Sq.Ft.

Lot 6 Stone Lodge Road

Winhall, VT

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Courtesy of WOHLER REALTY GROUP
View 9 Old Route 30 Winhall, VT MLS# 5076012
Save 9 Old Route 30 Winhall, VT MLS# 5076012
1 of 35
$695,000
4

Beds

2.0

Baths

2,715

Sq.Ft.

9 Old Route 30

Winhall, VT

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Courtesy of WINHALL REAL ESTATE
View 264 French Hollow Road Winhall, VT MLS# 5076014
  • Recently Listed
Save 264 French Hollow Road Winhall, VT MLS# 5076014
1 of 33
$1,650,000
4

Beds

3.1

Baths

2,813

Sq.Ft.

264 French Hollow Road

Winhall, VT

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Courtesy of WINHALL REAL ESTATE
The time to sell is now! THE TIME TO SELL IS NOW!
View 235 Maple Street Bennington, VT MLS# 5075942
Save 235 Maple Street Bennington, VT MLS# 5075942
1 of 41
$147,999
2

Beds

1.1

Baths

1,060

Sq.Ft.

235 Maple Street

Bennington, VT

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Courtesy of MAPLE LEAF REAL ESTATE
View 326A Bergabhang Drive Stamford, VT MLS# 5075991
  • Recently Listed
Save 326A Bergabhang Drive Stamford, VT MLS# 5075991
1 of 13
$17,000
Studio

Beds

0.0

Baths

326A Bergabhang Drive

Stamford, VT

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Courtesy of DEERFIELD VALLEY REAL ESTATE
View 2511 VT Route 30 Dorset, VT MLS# 5075816
Save 2511 VT Route 30 Dorset, VT MLS# 5075816
1 of 12
$410,000
3

Beds

1.0

Baths

2,040

Sq.Ft.

2511 VT Route 30

Dorset, VT

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Courtesy of FOUR SEASONS SOTHEBY'S INT'L REALTY
View 328 Chester Knoll Drive Bennington, VT MLS# 5075963
  • Recently Listed
Save 328 Chester Knoll Drive Bennington, VT MLS# 5075963
1 of 54
$389,900
3

Beds

3.1

Baths

2,148

Sq.Ft.

328 Chester Knoll Drive

Bennington, VT

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Courtesy of MAPLE LEAF REAL ESTATE
View E1 Rock Ridge Road Winhall, VT MLS# 5075528
Save E1 Rock Ridge Road Winhall, VT MLS# 5075528
1 of 38
$1,095,000
4

Beds

3.0

Baths

3,252

Sq.Ft.

E1 Rock Ridge Road

Winhall, VT

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Courtesy of THE HAVEN GROUP
View 20 Blackberry Lane Peru, VT MLS# 5075483
Save 20 Blackberry Lane Peru, VT MLS# 5075483
1 of 52
$1,550,000
5

Beds

5.0

Baths

4,650

Sq.Ft.

20 Blackberry Lane

Peru, VT

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Courtesy of RE/MAX FOUR SEASONS
View L/O River Road Winhall, VT MLS# 5075425
Save L/O River Road Winhall, VT MLS# 5075425
1 of 2
$125,000
Studio

Beds

0.0

Baths

L/O River Road

Winhall, VT

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Courtesy of THE HAVEN GROUP
View 2759 VT Route 11 Peru, VT MLS# 5075373
  • Virtual Tour
Save 2759 VT Route 11 Peru, VT MLS# 5075373
1 of 45
$1,075,000
13

Beds

10.2

Baths

8,594

Sq.Ft.

2759 VT Route 11

Peru, VT

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Courtesy of FOUR SEASONS SOTHEBY'S INT'L REALTY
View 16 West Road Bennington, VT MLS# 5075253
  • Virtual Tour
Save 16 West Road Bennington, VT MLS# 5075253
1 of 58
$1,495,000
7

Beds

5.1

Baths

6,392

Sq.Ft.

16 West Road

Bennington, VT

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Courtesy of MAHAR MCCARTHY REAL ESTATE
View 1060 Upper Hollow Road Dorset, VT MLS# 5075285
Save 1060 Upper Hollow Road Dorset, VT MLS# 5075285
1 of 60
$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 2759 VT Route 11 Peru, VT MLS# 5075319
  • Virtual Tour
Save 2759 VT Route 11 Peru, VT MLS# 5075319
1 of 47
$1,075,000
8,108

Sq.Ft.

2759 VT Route 11

Peru, VT

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Courtesy of FOUR SEASONS SOTHEBY'S INT'L REALTY
View 5 Wall Street Winhall, VT MLS# 5075341
Save 5 Wall Street Winhall, VT MLS# 5075341
1 of 39
$735,000
4

Beds

3.0

Baths

2,091

Sq.Ft.

5 Wall Street

Winhall, VT

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Courtesy of THE HAVEN GROUP
View 0 Suncrest Road Rupert, VT MLS# 5075271
Save 0 Suncrest Road Rupert, VT MLS# 5075271
1 of 27
$625,000
Studio

Beds

0.0

Baths

0 Suncrest Road

Rupert, VT

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Courtesy of JOSIAH ALLEN REAL ESTATE, INC.
View 40 Bourn Brook Road # 50 Manchester, VT MLS# 5074946
Save 40 Bourn Brook Road # 50 Manchester, VT MLS# 5074946
1 of 16
$215,000
1

Beds

1.0

Baths

616

Sq.Ft.

40 Bourn Brook Road # 50

Manchester, VT

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Courtesy of FOUR SEASONS SOTHEBY'S INT'L REALTY
View 226-228 Northside Drive Bennington, VT MLS# 5074956
Save 226-228 Northside Drive Bennington, VT MLS# 5074956
1 of 25
$1,925,000
5,972

Sq.Ft.

226-228 Northside Drive

Bennington, VT

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Courtesy of HOFFMAN REAL ESTATE
View 818 Old Depot Road Shaftsbury, VT MLS# 5074845
Save 818 Old Depot Road Shaftsbury, VT MLS# 5074845
1 of 23
$120,000
2

Beds

1.0

Baths

880

Sq.Ft.

818 Old Depot Road

Shaftsbury, VT

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Courtesy of GREAT AMERICAN DREAM REALTY
View 109 Evergreen Drive Bennington, VT MLS# 5074746
Save 109 Evergreen Drive Bennington, VT MLS# 5074746
1 of 31
$100,000
3

Beds

1.0

Baths

1,508

Sq.Ft.

109 Evergreen Drive

Bennington, VT

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Courtesy of EXP 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 2/26/2026”

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