Bennington Vermont Homes for Sale

297 total properties
View 1 & 2 Joy Lane Arlington, VT MLS# 5058622
Save 1 & 2 Joy Lane Arlington, VT MLS# 5058622
1 of 17
$85,000
Studio

Beds

0.0

Baths

1 & 2 Joy Lane

Arlington, VT

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Courtesy of WOHLER REALTY GROUP
View 932 McNamara Road Dorset, VT MLS# 5058749
Save 932 McNamara Road Dorset, VT MLS# 5058749
1 of 40
$1,525,000
4

Beds

3.0

Baths

3,931

Sq.Ft.

932 McNamara Road

Dorset, VT

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Courtesy of WOHLER REALTY GROUP
View 4325 VT Route 7A Shaftsbury, VT MLS# 5058810
Save 4325 VT Route 7A Shaftsbury, VT MLS# 5058810
1 of 51
$599,900
4,500

Sq.Ft.

4325 VT Route 7A

Shaftsbury, VT

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Courtesy of KW VERMONT - BRENDA JONES REAL ESTATE GROUP
The time to sell is now! THE TIME TO SELL IS NOW!
View 211 School Street Bennington, VT MLS# 5058301
Save 211 School Street Bennington, VT MLS# 5058301
1 of 38
$315,000
2,280

Sq.Ft.

211 School Street

Bennington, VT

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Courtesy of MAPLE LEAF REALTY
View 6982 Main Street Readsboro, VT MLS# 5058361
Save 6982 Main Street Readsboro, VT MLS# 5058361
1 of 29
$250,000
9

Beds

5.0

Baths

3,810

Sq.Ft.

6982 Main Street

Readsboro, VT

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Courtesy of ACORN REAL ESTATE GROUP LLC
View 1138 Main Road Stamford, VT MLS# 5058792
Save 1138 Main Road Stamford, VT MLS# 5058792
1 of 37
$224,500
5

Beds

2.0

Baths

2,212

Sq.Ft.

1138 Main Road

Stamford, VT

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Courtesy of MONARCH REALTY
View 17 Roundtree Road Winhall, VT MLS# 5058098
  • Virtual Tour
Save 17 Roundtree Road Winhall, VT MLS# 5058098
1 of 37
$999,000
4

Beds

3.1

Baths

2,280

Sq.Ft.

17 Roundtree Road

Winhall, VT

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Courtesy of WINHALL REAL ESTATE
View 231 Bergrucken Lane # 121-122 Readsboro, VT MLS# 5057963
Save 231 Bergrucken Lane # 121-122 Readsboro, VT MLS# 5057963
1 of 41
$360,000
3

Beds

1.0

Baths

1,432

Sq.Ft.

231 Bergrucken Lane # 121-122

Readsboro, VT

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Courtesy of SOUTHERN VERMONT REALTY GROUP
View 230 School Street Bennington, VT MLS# 5058163
Save 230 School Street Bennington, VT MLS# 5058163
1 of 21
$2,950,000
75,000

Sq.Ft.

230 School Street

Bennington, VT

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Courtesy of TPW REAL ESTATE
View 392 Powderhorn Road Manchester, VT MLS# 5057453
Save 392 Powderhorn Road Manchester, VT MLS# 5057453
1 of 46
$805,000
4

Beds

2.1

Baths

2,220

Sq.Ft.

392 Powderhorn Road

Manchester, VT

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Courtesy of FOUR SEASONS SOTHEBY'S INT'L REALTY
View 2744 Danby Mountain Road Dorset, VT MLS# 5057017
Save 2744 Danby Mountain Road Dorset, VT MLS# 5057017
1 of 38
$749,000
3

Beds

2.1

Baths

4,683

Sq.Ft.

2744 Danby Mountain Road

Dorset, VT

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Courtesy of FOUR SEASONS SOTHEBY'S INT'L REALTY
View 239 - 241 Elm Street Bennington, VT MLS# 5057051
Save 239 - 241 Elm Street Bennington, VT MLS# 5057051
1 of 17
$270,000
6

Beds

3.0

Baths

2,900

Sq.Ft.

239 - 241 Elm Street

Bennington, VT

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Courtesy of RIDGELINE REAL ESTATE
View 235 Elm Street Bennington, VT MLS# 5057052
Save 235 Elm Street Bennington, VT MLS# 5057052
1 of 26
$295,000
6

Beds

3.0

Baths

2,640

Sq.Ft.

235 Elm Street

Bennington, VT

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Courtesy of RIDGELINE REAL ESTATE
View 420 Burgess Road Bennington, VT MLS# 5056952
Save 420 Burgess Road Bennington, VT MLS# 5056952
1 of 8
$59,000
Studio

Beds

0.0

Baths

420 Burgess Road

Bennington, VT

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Courtesy of PERROTT REALTY
View 100 Walsh Road Sandgate, VT MLS# 5056928
Save 100 Walsh Road Sandgate, VT MLS# 5056928
1 of 43
$375,000
3

Beds

2.0

Baths

2,400

Sq.Ft.

100 Walsh Road

Sandgate, VT

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Courtesy of TPW REAL ESTATE
View 215 VT Route 30 Dorset, VT MLS# 5056222
Save 215 VT Route 30 Dorset, VT MLS# 5056222
1 of 43
$2,300,000
Studio

Beds

0.0

Baths

215 VT Route 30

Dorset, VT

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Courtesy of WOHLER REALTY GROUP
View 258 Mending Walls Road Manchester, VT MLS# 5055850
Save 258 Mending Walls Road Manchester, VT MLS# 5055850
1 of 23
$750,000
4

Beds

3.1

Baths

3,784

Sq.Ft.

258 Mending Walls Road

Manchester, VT

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Courtesy of BERKSHIRE HATHAWAY HOMESERVICES STRATTON HOME
View Alpendorf Avenue Readsboro, VT MLS# 5055680
Save Alpendorf Avenue Readsboro, VT MLS# 5055680
1 of 8
$9,999
Studio

Beds

0.0

Baths

Alpendorf Avenue

Readsboro, VT

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Courtesy of OWNERENTRY.COM
View 26-30 Sage Street Bennington, VT MLS# 5055729
Save 26-30 Sage Street Bennington, VT MLS# 5055729
1 of 27
$279,000
9

Beds

3.0

Baths

3,176

Sq.Ft.

26-30 Sage Street

Bennington, VT

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Courtesy of MAPLE LEAF REALTY
View 475 Sunrise Lane Arlington, VT MLS# 5055333
Save 475 Sunrise Lane Arlington, VT MLS# 5055333
1 of 44
$585,000
4

Beds

2.1

Baths

3,000

Sq.Ft.

475 Sunrise Lane

Arlington, VT

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Courtesy of JOSIAH ALLEN REAL ESTATE, INC.

Information deemed reliable but not guaranteed.

“Copyright 2025 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 12/19/2025”

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