View 143 Hillwinds Road Brattleboro, VT MLS# 5082786
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OPEN HOUSE: Saturday 4/11 11:00 AM - 1:00 PM
$625,000
5

Beds

3.1

Baths

2,520

Sq.Ft.

143 Hillwinds Road

Brattleboro, VT

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View 81 Chapin Street Brattleboro, VT MLS# 5082621
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OPEN HOUSE: Saturday 4/11 11:00 AM - 1:00 PM
$495,000
3

Beds

3.0

Baths

1,246

Sq.Ft.

81 Chapin Street

Brattleboro, VT

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View 104 Juniper Ridge Road Brattleboro, VT MLS# 5082195
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1 of 60
$795,000
4

Beds

3.1

Baths

3,212

Sq.Ft.

104 Juniper Ridge Road

Brattleboro, VT

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The time to sell is now! THE TIME TO SELL IS NOW!
View 11 Strawberry Hill Brattleboro, VT MLS# 5082239
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Save 11 Strawberry Hill Brattleboro, VT MLS# 5082239
1 of 37
$639,000
4

Beds

2.1

Baths

2,573

Sq.Ft.

11 Strawberry Hill

Brattleboro, VT

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View 160 Sunny Acres Road Brattleboro, VT MLS# 5082293
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Save 160 Sunny Acres Road Brattleboro, VT MLS# 5082293
1 of 29
$335,000
3

Beds

2.0

Baths

2,160

Sq.Ft.

160 Sunny Acres Road

Brattleboro, VT

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View 116 Birge Street # 2 Brattleboro, VT MLS# 5081546
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Save 116 Birge Street # 2 Brattleboro, VT MLS# 5081546
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$285,000
1

Beds

1.0

Baths

1,320

Sq.Ft.

116 Birge Street # 2

Brattleboro, VT

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View 72 Morningside Commons Brattleboro, VT MLS# 5081559
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1 of 51
$244,900
2

Beds

1.1

Baths

1,056

Sq.Ft.

72 Morningside Commons

Brattleboro, VT

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View 5 Hillwinds North Brattleboro, VT MLS# 5081610
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1 of 37
$795,000
4

Beds

2.2

Baths

3,600

Sq.Ft.

5 Hillwinds North

Brattleboro, VT

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View 219 High Street # 3 Brattleboro, VT MLS# 5081405
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1 of 23
$159,000
1

Beds

1.0

Baths

592

Sq.Ft.

219 High Street # 3

Brattleboro, VT

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View 77 Buttonwood Drive Brattleboro, VT MLS# 5081478
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1 of 32
$499,000
2

Beds

2.0

Baths

1,550

Sq.Ft.

77 Buttonwood Drive

Brattleboro, VT

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View 39 Brookside Drive # 7 Brattleboro, VT MLS# 5081287
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$159,500
1

Beds

1.0

Baths

685

Sq.Ft.

39 Brookside Drive # 7

Brattleboro, VT

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View 211 Vernon Street Brattleboro, VT MLS# 5080992
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$300,000
4,920

Sq.Ft.

211 Vernon Street

Brattleboro, VT

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View 70 Arbor Hill Commons # 14 Brattleboro, VT MLS# 5080289
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1 of 19
$295,000
2

Beds

2.0

Baths

1,850

Sq.Ft.

70 Arbor Hill Commons # 14

Brattleboro, VT

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View 387 Meadow Brook Road Brattleboro, VT MLS# 5079663
    Save 387 Meadow Brook Road Brattleboro, VT MLS# 5079663
    1 of 41
    $429,000
    4

    Beds

    2.0

    Baths

    1,568

    Sq.Ft.

    387 Meadow Brook Road

    Brattleboro, VT

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    View 40 Brookside Drive # 8 Brattleboro, VT MLS# 5078814
      Save 40 Brookside Drive # 8 Brattleboro, VT MLS# 5078814
      1 of 21
      $179,000
      1

      Beds

      1.0

      Baths

      700

      Sq.Ft.

      40 Brookside Drive # 8

      Brattleboro, VT

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      View 56 Lee Road Brattleboro, VT MLS# 5078629
        Save 56 Lee Road Brattleboro, VT MLS# 5078629
        1 of 32
        $449,000
        3

        Beds

        2.0

        Baths

        1,660

        Sq.Ft.

        56 Lee Road

        Brattleboro, VT

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        View 60 Brookside Drive # 1 Brattleboro, VT MLS# 5078540
          Save 60 Brookside Drive # 1 Brattleboro, VT MLS# 5078540
          1 of 14
          $120,000
          1

          Beds

          1.0

          Baths

          700

          Sq.Ft.

          60 Brookside Drive # 1

          Brattleboro, VT

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          View 15 West Street Brattleboro, VT MLS# 5078134
            Save 15 West Street Brattleboro, VT MLS# 5078134
            1 of 28
            $269,000
            4

            Beds

            1.0

            Baths

            1,374

            Sq.Ft.

            15 West Street

            Brattleboro, VT

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            View 135 Country Hill Brattleboro, VT MLS# 5077870
              Save 135 Country Hill Brattleboro, VT MLS# 5077870
              1 of 26
              $395,000
              3

              Beds

              2.1

              Baths

              2,128

              Sq.Ft.

              135 Country Hill

              Brattleboro, VT

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              View 23 Deepwood Park Brattleboro, VT MLS# 5077950
                Save 23 Deepwood Park Brattleboro, VT MLS# 5077950
                1 of 18
                $49,000
                3

                Beds

                1.0

                Baths

                924

                Sq.Ft.

                23 Deepwood Park

                Brattleboro, VT

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                About Brattleboro

                Listings in Brattleboro, VT

                65

                Estimated median home price

                $335,000
                Brattleboro VT Homes for Sale & Properties

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

                Homes for Sale by Price in Brattleboro, VT

                PriceCount
                $0 - 100K5
                $100K - 200K7
                $200K - 300K17
                $300K - 400K13
                $400K - 500K8
                $500K - 600K3
                $600K - 700K2
                $700K - 800K2
                $800K - 900K1
                $900K - 1M1
                $1M - Max6

                Homes for Sale by Type in Brattleboro, VT

                Property TypeCount
                Single Family29
                Townhouse0
                Condo11
                Commercial9
                Rental11
                Lots and Land5
                Condo/Town/CoOp0
                CoOp0
                Multi Family10
                Mobile Home1
                Farms0

                (Data as of 4/9/2026)

                Find Properties in Brattleboro, VT

                Brattleboro, 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 4/9/2026”

                Trends Information provided by ATTOM Data Solutions.