View 19 Toofs Drive Winchester, NH MLS# 5072273
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$299,000
3

Beds

2.0

Baths

1,344

Sq.Ft.

19 Toofs Drive

Winchester, NH

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Courtesy of HKS ASSOCIATES, INC.
View 259 Bolton Road Winchester, NH MLS# 5071991
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Save 259 Bolton Road Winchester, NH MLS# 5071991
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$899,000
2

Beds

2.0

Baths

3,472

Sq.Ft.

259 Bolton Road

Winchester, NH

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Courtesy of EXP REALTY
View 12 Wetherby Drive Winchester, NH MLS# 5071537
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$130,000
2

Beds

2.0

Baths

924

Sq.Ft.

12 Wetherby Drive

Winchester, NH

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Courtesy of ACORN REAL ESTATE GROUP LLC
The time to sell is now! THE TIME TO SELL IS NOW!
View 130 Watson Road Winchester, NH MLS# 5071087
    Save 130 Watson Road Winchester, NH MLS# 5071087
    1 of 52
    $694,900
    3

    Beds

    2.0

    Baths

    2,145

    Sq.Ft.

    130 Watson Road

    Winchester, NH

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    Courtesy of COLDWELL BANKER REALTY NASHUA
    View 82 Howard Street Winchester, NH MLS# 5070537
      Save 82 Howard Street Winchester, NH MLS# 5070537
      1 of 30
      $189,900
      2

      Beds

      2.0

      Baths

      1,060

      Sq.Ft.

      82 Howard Street

      Winchester, NH

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      Courtesy of REALTY ONE GROUP NEXT LEVEL
      View 240 Forest Lake Road Winchester, NH MLS# 5070088
        Save 240 Forest Lake Road Winchester, NH MLS# 5070088
        1 of 34
        $610,000
        4

        Beds

        2.1

        Baths

        2,200

        Sq.Ft.

        240 Forest Lake Road

        Winchester, NH

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        Courtesy of BHG MASIELLO PETERBOROUGH
        View 0 Old Tipping Rock Road Winchester, NH MLS# 5069068
          Save 0 Old Tipping Rock Road Winchester, NH MLS# 5069068
          1 of 4
          $43,000
          Studio

          Beds

          0.0

          Baths

          0 Old Tipping Rock Road

          Winchester, NH

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          Courtesy of BLAIS & ASSOCIATES, REALTORS
          View 73 Lake Shore Drive Winchester, NH MLS# 5067071
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          1 of 55
          $749,900
          4

          Beds

          3.0

          Baths

          2,975

          Sq.Ft.

          73 Lake Shore Drive

          Winchester, NH

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          Courtesy of KELLER WILLIAMS REALTY METRO-KEENE
          View 19 Back Ashuelot Road Winchester, NH MLS# 5064207
            Save 19 Back Ashuelot Road Winchester, NH MLS# 5064207
            1 of 32
            $275,000
            4

            Beds

            2.0

            Baths

            1,493

            Sq.Ft.

            19 Back Ashuelot Road

            Winchester, NH

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            Courtesy of EXP REALTY
            View 50 Parker Street Winchester, NH MLS# 5063854
              Save 50 Parker Street Winchester, NH MLS# 5063854
              1 of 46
              $319,000
              4

              Beds

              1.1

              Baths

              2,535

              Sq.Ft.

              50 Parker Street

              Winchester, NH

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              Courtesy of HKS ASSOCIATES, INC.
              View 49 Scotland Road Winchester, NH MLS# 5063001
                Save 49 Scotland Road Winchester, NH MLS# 5063001
                1 of 26
                $220,000
                3

                Beds

                2.0

                Baths

                960

                Sq.Ft.

                49 Scotland Road

                Winchester, NH

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                Courtesy of BHG MASIELLO KEENE
                View 339 Burt Hill Road Winchester, NH MLS# 5056934
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                1 of 45
                $595,000
                4

                Beds

                2.2

                Baths

                2,200

                Sq.Ft.

                339 Burt Hill Road

                Winchester, NH

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                Courtesy of BEAMAN LAND AND HOME SALES
                View 12 Miner Court Winchester, NH MLS# 5056219
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                  1 of 36
                  $269,000
                  3

                  Beds

                  1.0

                  Baths

                  1,416

                  Sq.Ft.

                  12 Miner Court

                  Winchester, NH

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                  Courtesy of BHG MASIELLO KEENE
                  View 90 Old Swanzey Road Winchester, NH MLS# 5055910
                    Save 90 Old Swanzey Road Winchester, NH MLS# 5055910
                    1 of 8
                    $100,000
                    Studio

                    Beds

                    0.0

                    Baths

                    90 Old Swanzey Road

                    Winchester, NH

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                    Courtesy of R.H. THACKSTON & COMPANY
                    View 0 Old Hinsdale Road Winchester, NH MLS# 5052965
                      Save 0 Old Hinsdale Road Winchester, NH MLS# 5052965
                      1 of 16
                      $169,900
                      Studio

                      Beds

                      0.0

                      Baths

                      0 Old Hinsdale Road

                      Winchester, NH

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                      Courtesy of R.H. THACKSTON & COMPANY
                      View 153 Back Ashuelot Road Winchester, NH MLS# 5048916
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                      1 of 60
                      $355,000
                      3

                      Beds

                      3.1

                      Baths

                      2,688

                      Sq.Ft.

                      153 Back Ashuelot Road

                      Winchester, NH

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                      Courtesy of KELLER WILLIAMS REALTY-METROPOLITAN
                      View 27 Headlands Road Winchester, NH MLS# 5045812
                        Save 27 Headlands Road Winchester, NH MLS# 5045812
                        1 of 36
                        $725,000
                        2

                        Beds

                        1.1

                        Baths

                        1,351

                        Sq.Ft.

                        27 Headlands Road

                        Winchester, NH

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                        Courtesy of RE/MAX TOWN & COUNTRY
                        View 406 Back Ashuelot Road Winchester, NH MLS# 5041951
                          Save 406 Back Ashuelot Road Winchester, NH MLS# 5041951
                          1 of 39
                          $600,000
                          7

                          Beds

                          5.0

                          Baths

                          5,607

                          Sq.Ft.

                          406 Back Ashuelot Road

                          Winchester, NH

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                          Courtesy of BRATTLEBORO AREA REALTY
                          View 7 Lake Shore Drive Winchester, NH MLS# 5034563
                            Save 7 Lake Shore Drive Winchester, NH MLS# 5034563
                            1 of 13
                            $150,000
                            Studio

                            Beds

                            0.0

                            Baths

                            7 Lake Shore Drive

                            Winchester, NH

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                            Courtesy of KELLER WILLIAMS REALTY METRO-KEENE
                            View 45 Forest Lake Circle Winchester, NH MLS# 5025856
                              Save 45 Forest Lake Circle Winchester, NH MLS# 5025856
                              1 of 19
                              $370,000
                              4

                              Beds

                              2.0

                              Baths

                              1,500

                              Sq.Ft.

                              45 Forest Lake Circle

                              Winchester, NH

                              NNEREN
                              Courtesy of RE/MAX TOWN & COUNTRY

                              About Winchester

                              Listings in Winchester, NH

                              28

                              Estimated median home price

                              $249,000
                              Winchester NH Homes for Sale & Properties

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

                              Homes for Sale by Price in Winchester, NH

                              PriceCount
                              $0 - 100K5
                              $100K - 200K8
                              $200K - 300K4
                              $300K - 400K4
                              $400K - 500K0
                              $500K - 600K2
                              $600K - 700K2
                              $700K - 800K2
                              $800K - 900K1
                              $900K - 1M0
                              $1M - Max0

                              Homes for Sale by Type in Winchester, NH

                              Property TypeCount
                              Single Family13
                              Townhouse0
                              Condo0
                              Commercial1
                              Rental1
                              Lots and Land10
                              Condo/Town/CoOp0
                              CoOp0
                              Multi Family1
                              Mobile Home3
                              Farms0

                              (Data as of 12/24/2025)

                              Find Properties in Winchester, NH

                              Winchester, NH Information

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                              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 12/24/2025”

                              Trends Information provided by ATTOM Data Solutions.