View 205 Western Avenue Brattleboro, VT MLS# 5107801
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1 of 10
$369,900
928

Sq.Ft.

205 Western Avenue

Brattleboro, VT

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Courtesy of BHG MASIELLO KEENE
View 820 & 28 Western Avenue Brattleboro, VT MLS# 5107807
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Save 820 & 28 Western Avenue Brattleboro, VT MLS# 5107807
1 of 19
$804,650
Studio

Beds

0.0

Baths

7,120

Sq.Ft.

820 & 28 Western Avenue

Brattleboro, VT

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Courtesy of NANCY JENKINS REAL ESTATE
View 21 Winding Hill Brattleboro, VT MLS# 5107649
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1 of 24
$120,000
2

Beds

1.0

Baths

924

Sq.Ft.

21 Winding Hill

Brattleboro, VT

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Courtesy of BRATTLEBORO AREA REALTY
The time to sell is now! THE TIME TO SELL IS NOW!
View 39 Brookside Drive # 5 Brattleboro, VT MLS# 5107706
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Save 39 Brookside Drive # 5 Brattleboro, VT MLS# 5107706
1 of 21
$190,000
2

Beds

1.0

Baths

930

Sq.Ft.

39 Brookside Drive # 5

Brattleboro, VT

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Courtesy of BRATTLEBORO AREA REALTY
View 205 Wantastiquet Drive Brattleboro, VT MLS# 5106903
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Save 205 Wantastiquet Drive Brattleboro, VT MLS# 5106903
1 of 35
$525,000
3

Beds

2.1

Baths

2,330

Sq.Ft.

205 Wantastiquet Drive

Brattleboro, VT

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Courtesy of BRATTLEBORO AREA REALTY
View 171 Buttonwood Drive Brattleboro, VT MLS# 5106916
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Save 171 Buttonwood Drive Brattleboro, VT MLS# 5106916
1 of 19
$499,000
2

Beds

2.0

Baths

1,775

Sq.Ft.

171 Buttonwood Drive

Brattleboro, VT

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Courtesy of BRATTLEBORO AREA REALTY
View 11 Crescent Drive Brattleboro, VT MLS# 5107263
    Save 11 Crescent Drive Brattleboro, VT MLS# 5107263
    1 of 34
    $16,900
    2

    Beds

    1.0

    Baths

    672

    Sq.Ft.

    11 Crescent Drive

    Brattleboro, VT

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    Courtesy of BHG MASIELLO BRATTLEBORO
    View 632 Putney Road Brattleboro, VT MLS# 5106674
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    Save 632 Putney Road Brattleboro, VT MLS# 5106674
    1 of 32
    $600,000
    480

    Sq.Ft.

    632 Putney Road

    Brattleboro, VT

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    Courtesy of BRATTLEBORO AREA REALTY
    View 77 Buttonwood Drive Brattleboro, VT MLS# 5106541
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    Save 77 Buttonwood Drive Brattleboro, VT MLS# 5106541
    1 of 17
    $439,000
    2

    Beds

    2.0

    Baths

    1,550

    Sq.Ft.

    77 Buttonwood Drive

    Brattleboro, VT

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    Courtesy of BRATTLEBORO AREA REALTY
    View 162 Buttonwood Drive Brattleboro, VT MLS# 5106580
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    1 of 19
    $479,000
    2

    Beds

    2.0

    Baths

    1,775

    Sq.Ft.

    162 Buttonwood Drive

    Brattleboro, VT

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    Courtesy of BRATTLEBORO AREA REALTY
    View 75 Moreland Avenue Brattleboro, VT MLS# 5106434
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    1 of 52
    $299,000
    6

    Beds

    3.0

    Baths

    3,125

    Sq.Ft.

    75 Moreland Avenue

    Brattleboro, VT

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    Courtesy of BERKLEY & VELLER GREENWOOD COUNTRY
    View 354 Orchard Street Brattleboro, VT MLS# 5106451
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    Save 354 Orchard Street Brattleboro, VT MLS# 5106451
    1 of 21
    $615,000
    4

    Beds

    2.1

    Baths

    2,212

    Sq.Ft.

    354 Orchard Street

    Brattleboro, VT

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    Courtesy of BRATTLEBORO AREA REALTY
    View 1137 Upper Dummerston Road Brattleboro, VT MLS# 5105327
      Save 1137 Upper Dummerston Road Brattleboro, VT MLS# 5105327
      1 of 41
      $439,000
      3

      Beds

      2.0

      Baths

      1,600

      Sq.Ft.

      1137 Upper Dummerston Road

      Brattleboro, VT

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      Courtesy of BRATTLEBORO AREA REALTY
      View 207 Elliot Street Brattleboro, VT MLS# 5105369
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      Save 207 Elliot Street Brattleboro, VT MLS# 5105369
      1 of 26
      $290,000
      5

      Beds

      1.0

      Baths

      2,167

      Sq.Ft.

      207 Elliot Street

      Brattleboro, VT

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      Courtesy of BERKLEY & VELLER GREENWOOD COUNTRY
      View 39 Brookside Drive # 4 Brattleboro, VT MLS# 5104626
        Save 39 Brookside Drive # 4 Brattleboro, VT MLS# 5104626
        1 of 40
        $190,000
        2

        Beds

        1.0

        Baths

        930

        Sq.Ft.

        39 Brookside Drive # 4

        Brattleboro, VT

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        Courtesy of FLEX REALTY
        View 13 Winding Hill Road Brattleboro, VT MLS# 5104665
          Save 13 Winding Hill Road Brattleboro, VT MLS# 5104665
          1 of 23
          $115,000
          2

          Beds

          2.0

          Baths

          1,222

          Sq.Ft.

          13 Winding Hill Road

          Brattleboro, VT

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          Courtesy of BRATTLEBORO AREA REALTY
          View 147 Morningside Commons Brattleboro, VT MLS# 5104720
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          Save 147 Morningside Commons Brattleboro, VT MLS# 5104720
          1 of 50
          $250,000
          2

          Beds

          1.1

          Baths

          1,056

          Sq.Ft.

          147 Morningside Commons

          Brattleboro, VT

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          Courtesy of BHG MASIELLO BRATTLEBORO
          View 116 Green Meadow Road Brattleboro, VT MLS# 5104900
            Save 116 Green Meadow Road Brattleboro, VT MLS# 5104900
            1 of 59
            $390,000
            2

            Beds

            3.0

            Baths

            1,614

            Sq.Ft.

            116 Green Meadow Road

            Brattleboro, VT

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            Courtesy of KELLER WILLIAMS REALTY METRO-KEENE
            View 9 Evergreen Lane Brattleboro, VT MLS# 5104214
              Save 9 Evergreen Lane Brattleboro, VT MLS# 5104214
              1 of 35
              $240,000
              2

              Beds

              1.1

              Baths

              1,248

              Sq.Ft.

              9 Evergreen Lane

              Brattleboro, VT

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              Courtesy of BHG MASIELLO KEENE
              View 68 East Bonnyvale Lane Brattleboro, VT MLS# 5103897
                Save 68 East Bonnyvale Lane Brattleboro, VT MLS# 5103897
                1 of 30
                $299,000
                3

                Beds

                2.0

                Baths

                1,400

                Sq.Ft.

                68 East Bonnyvale Lane

                Brattleboro, VT

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                Courtesy of BERKLEY & VELLER GREENWOOD COUNTRY

                About Brattleboro

                Listings in Brattleboro, VT

                85

                Estimated median home price

                $325,000
                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 - 200K13
                $200K - 300K21
                $300K - 400K17
                $400K - 500K14
                $500K - 600K5
                $600K - 700K3
                $700K - 800K2
                $800K - 900K1
                $900K - 1M1
                $1M - Max3

                Homes for Sale by Type in Brattleboro, VT

                Property TypeCount
                Single Family31
                Townhouse0
                Condo12
                Commercial10
                Rental9
                Lots and Land7
                Condo/Town/CoOp0
                CoOp0
                Multi Family20
                Mobile Home5
                Farms0

                (Data as of 9/2/2026)

                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 9/2/2026”

                Trends Information provided by ATTOM Data Solutions.