View 111-113 Booth Terrace Bennington, VT MLS# 5081825
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$289,000
6

Beds

4.0

Baths

2,520

Sq.Ft.

111-113 Booth Terrace

Bennington, VT

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Courtesy of EXP REALTY
View 111-113 Booth Terrace Bennington, VT MLS# 5081847
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1 of 38
$289,000
6

Beds

2.1

Baths

2,520

Sq.Ft.

111-113 Booth Terrace

Bennington, VT

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Courtesy of EXP REALTY
View 116-118 South Branch Street Bennington, VT MLS# 5081518
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1 of 9
$295,000
4

Beds

2.0

Baths

2,206

Sq.Ft.

116-118 South Branch Street

Bennington, VT

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Courtesy of MAHAR MCCARTHY REAL ESTATE
The time to sell is now! THE TIME TO SELL IS NOW!
View 124 South Branch Street Bennington, VT MLS# 5081521
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1 of 13
$295,000
4

Beds

2.0

Baths

2,022

Sq.Ft.

124 South Branch Street

Bennington, VT

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Courtesy of MAHAR MCCARTHY REAL ESTATE
View 695 Dermody Road Bennington, VT MLS# 5081523
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Save 695 Dermody Road Bennington, VT MLS# 5081523
1 of 36
$375,000
3

Beds

1.1

Baths

1,748

Sq.Ft.

695 Dermody Road

Bennington, VT

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Courtesy of MAHAR MCCARTHY REAL ESTATE
View 209 Grove Street Bennington, VT MLS# 5081606
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1 of 21
$235,000
4

Beds

2.0

Baths

1,652

Sq.Ft.

209 Grove Street

Bennington, VT

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Courtesy of MAHAR MCCARTHY REAL ESTATE
View 153 Northside Drive Bennington, VT MLS# 5081713
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1 of 7
$997,000
Studio

Beds

0.0

Baths

153 Northside Drive

Bennington, VT

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Courtesy of FOUR CORNER PROPERTIES LLC
View 106 Park Street # 2 Bennington, VT MLS# 5081071
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1 of 44
$199,000
2

Beds

2.1

Baths

1,156

Sq.Ft.

106 Park Street # 2

Bennington, VT

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Courtesy of MAPLE LEAF REAL ESTATE
View 159 Phyllis Lane Bennington, VT MLS# 5081088
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$800,000

159 Phyllis Lane

Bennington, VT

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Courtesy of TPW REAL ESTATE
View 527 Jennings Brook Drive Bennington, VT MLS# 5080868
  • New Construction
Save 527 Jennings Brook Drive Bennington, VT MLS# 5080868
1 of 4
$350,000
2

Beds

2.0

Baths

1,190

Sq.Ft.

527 Jennings Brook Drive

Bennington, VT

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Courtesy of MAPLE LEAF REAL ESTATE
View 399 Bard Road Bennington, VT MLS# 5081020
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1 of 60
$220,000
Studio

Beds

0.0

Baths

399 Bard Road

Bennington, VT

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Courtesy of PREFERRED PROPERTIES
View 525 Jennings Brook Drive Bennington, VT MLS# 5080662
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1 of 5
$350,000
2

Beds

2.0

Baths

1,190

Sq.Ft.

525 Jennings Brook Drive

Bennington, VT

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Courtesy of MAPLE LEAF REAL ESTATE
View 432 South Street # B-2 Bennington, VT MLS# 5080471
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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
View 13 Hall Street Bennington, VT MLS# 5080292
    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
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    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
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    $65,000
    Studio

    Beds

    0.0

    Baths

    80 Crossover Road

    Bennington, VT

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    Courtesy of PERROTT REALTY
    View 93 Russett Drive Bennington, VT MLS# 5080194
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    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 303 Prospect Street Bennington, VT MLS# 5080054
      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 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

        About Bennington

        Listings in Bennington, VT

        82

        Estimated median home price

        $299,500
        Bennington VT Homes for Sale & Properties

        Weichert Realtors is one of the nation's leading providers of Bennington, Vermont real estate for sale and home ownership services. Contact Weichert today to buy or sell real estate in Bennington, VT.

        Homes for Sale by Price in Bennington, VT

        PriceCount
        $0 - 100K10
        $100K - 200K8
        $200K - 300K25
        $300K - 400K16
        $400K - 500K3
        $500K - 600K4
        $600K - 700K3
        $700K - 800K1
        $800K - 900K1
        $900K - 1M3
        $1M - Max8

        Homes for Sale by Type in Bennington, VT

        Property TypeCount
        Single Family31
        Townhouse0
        Condo6
        Commercial16
        Rental5
        Lots and Land10
        Condo/Town/CoOp0
        CoOp0
        Multi Family15
        Mobile Home4
        Farms0

        (Data as of 4/3/2026)

        Find Properties in Bennington, VT

        Bennington, VT Information

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        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 4/3/2026”

        Trends Information provided by ATTOM Data Solutions.