Bennington Vermont Homes for Sale

302 total properties
View 00 Heartwellville View Road # 64 Readsboro, VT MLS# 5080467
  • Recently Listed
Save 00 Heartwellville View Road # 64 Readsboro, VT MLS# 5080467
1 of 4
$18,000
Studio

Beds

0.0

Baths

00 Heartwellville View Road # 64

Readsboro, VT

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Courtesy of FLEX REALTY
View 432 South Street # B-2 Bennington, VT MLS# 5080471
  • Recently Listed
Save 432 South Street # B-2 Bennington, VT MLS# 5080471
1 of 17
$159,900
2

Beds

1.1

Baths

852

Sq.Ft.

432 South Street # B-2

Bennington, VT

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Courtesy of KW VERMONT - BRENDA JONES REAL ESTATE GROUP
View 523 Jennings Brook Drive Bennington, VT MLS# 5080506
  • New Construction
Save 523 Jennings Brook Drive Bennington, VT MLS# 5080506
1 of 4
$350,000
2

Beds

2.0

Baths

1,190

Sq.Ft.

523 Jennings Brook Drive

Bennington, VT

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Courtesy of MAPLE LEAF REAL ESTATE
The time to sell is now! THE TIME TO SELL IS NOW!
View 13 Hall Street Bennington, VT MLS# 5080292
  • Recently Listed
Save 13 Hall Street Bennington, VT MLS# 5080292
1 of 13
$265,000
4

Beds

2.0

Baths

1,882

Sq.Ft.

13 Hall Street

Bennington, VT

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Courtesy of KW VERMONT - BRENDA JONES REAL ESTATE GROUP
View 2041 East Road Bennington, VT MLS# 5080306
  • Recently Listed
Save 2041 East Road Bennington, VT MLS# 5080306
1 of 8
$65,000
Studio

Beds

0.0

Baths

2041 East Road

Bennington, VT

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Courtesy of PERROTT REALTY
View 80 Crossover Road Bennington, VT MLS# 5080317
  • Recently Listed
Save 80 Crossover Road Bennington, VT MLS# 5080317
1 of 17
$65,000
Studio

Beds

0.0

Baths

80 Crossover Road

Bennington, VT

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Courtesy of PERROTT REALTY
View 358 Birch Grove Arlington, VT MLS# 5080373
  • Recently Listed
Save 358 Birch Grove Arlington, VT MLS# 5080373
1 of 60
$425,000
3

Beds

2.0

Baths

1,560

Sq.Ft.

358 Birch Grove

Arlington, VT

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Courtesy of MAPLE LEAF REAL ESTATE
View 121 High Meadow Road Winhall, VT MLS# 5080413
  • Recently Listed
Save 121 High Meadow Road Winhall, VT MLS# 5080413
1 of 33
$1,399,999
6

Beds

4.0

Baths

3,800

Sq.Ft.

121 High Meadow Road

Winhall, VT

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Courtesy of LISTWITHFREEDOM.COM
View 93 Russett Drive Bennington, VT MLS# 5080194
  • Recently Listed
Save 93 Russett Drive Bennington, VT MLS# 5080194
1 of 35
$379,900
4

Beds

2.1

Baths

2,530

Sq.Ft.

93 Russett Drive

Bennington, VT

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Courtesy of MAHAR MCCARTHY REAL ESTATE
View 227 Kestrel Court # 12 Manchester, VT MLS# 5080214
Save 227 Kestrel Court # 12 Manchester, VT MLS# 5080214
1 of 56
$845,000
4

Beds

4.0

Baths

2,924

Sq.Ft.

227 Kestrel Court # 12

Manchester, VT

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Courtesy of JOSIAH ALLEN REAL ESTATE, INC.
View 3191 Route 30 Dorset, VT MLS# 5080252
  • Recently Listed
Save 3191 Route 30 Dorset, VT MLS# 5080252
1 of 41
$939,000
5

Beds

6.0

Baths

3,031

Sq.Ft.

3191 Route 30

Dorset, VT

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Courtesy of JOSIAH ALLEN REAL ESTATE, INC.
View 303 Prospect Street Bennington, VT MLS# 5080054
  • Recently Listed
Save 303 Prospect Street Bennington, VT MLS# 5080054
1 of 35
$370,000
3

Beds

1.1

Baths

1,463

Sq.Ft.

303 Prospect Street

Bennington, VT

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Courtesy of MAPLE LEAF REAL ESTATE
View 760 West Mountain Road Shaftsbury, VT MLS# 5080056
  • Recently Listed with Virtual Tour
Save 760 West Mountain Road Shaftsbury, VT MLS# 5080056
1 of 34
$450,000
3

Beds

2.1

Baths

2,343

Sq.Ft.

760 West Mountain Road

Shaftsbury, VT

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Courtesy of MAHAR MCCARTHY REAL ESTATE
View 1153 King Hill Road Readsboro, VT MLS# 5080184
  • Recently Listed
Save 1153 King Hill Road Readsboro, VT MLS# 5080184
1 of 39
$349,000
4

Beds

2.0

Baths

1,814

Sq.Ft.

1153 King Hill Road

Readsboro, VT

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Courtesy of SOUTHERN VERMONT REALTY GROUP
View 262 Dwyers Camp Road Shaftsbury, VT MLS# 5079887
  • Recently Listed
Save 262 Dwyers Camp Road Shaftsbury, VT MLS# 5079887
1 of 36
$539,000
3

Beds

2.0

Baths

2,065

Sq.Ft.

262 Dwyers Camp Road

Shaftsbury, VT

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Courtesy of KW VERMONT - BRENDA JONES REAL ESTATE GROUP
View 32 Cortland Lane Bennington, VT MLS# 5079776
Save 32 Cortland Lane Bennington, VT MLS# 5079776
1 of 44
$450,000
3

Beds

2.1

Baths

2,152

Sq.Ft.

32 Cortland Lane

Bennington, VT

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Courtesy of HOFFMAN REAL ESTATE
View 60 Hilltop Road # 60 Winhall, VT MLS# 5079990
  • Recently Listed with Virtual Tour
Save 60 Hilltop Road # 60 Winhall, VT MLS# 5079990
1 of 27
$609,000
4

Beds

3.0

Baths

1,650

Sq.Ft.

60 Hilltop Road # 60

Winhall, VT

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Courtesy of FOUR SEASONS SOTHEBY'S INT'L REALTY
View 78 Carbonti Circle Arlington, VT MLS# 5079449
  • Recently Listed with Virtual Tour
Save 78 Carbonti Circle Arlington, VT MLS# 5079449
1 of 17
$339,900
3

Beds

2.0

Baths

1,337

Sq.Ft.

78 Carbonti Circle

Arlington, VT

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Courtesy of KW VERMONT - BRENDA JONES REAL ESTATE GROUP
View 80 Murray Hill South Road # 11 Manchester, VT MLS# 5079461
Save 80 Murray Hill South Road # 11 Manchester, VT MLS# 5079461
1 of 43
$330,000
2

Beds

1.1

Baths

1,163

Sq.Ft.

80 Murray Hill South Road # 11

Manchester, VT

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Courtesy of JOSIAH ALLEN REAL ESTATE, INC.
View 22 Sylvan Ridge Road Winhall, VT MLS# 5079483
  • Recently Listed
Save 22 Sylvan Ridge Road Winhall, VT MLS# 5079483
1 of 32
$695,000
5

Beds

3.1

Baths

2,888

Sq.Ft.

22 Sylvan Ridge Road

Winhall, VT

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Courtesy of WWW.HOMEZU.COM

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 3/25/2026”

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