View 10 Main Street Winchester, NH MLS# 5065532
    Save 10 Main Street Winchester, NH MLS# 5065532
    1 of 15
    $1,175,000
    11,092

    Sq.Ft.

    10 Main Street

    Winchester, NH

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    Courtesy of KW COASTAL AND LAKES & MOUNTAINS REALTY
    View 295 Manning Hill Road Winchester, NH MLS# 5089279
      Save 295 Manning Hill Road Winchester, NH MLS# 5089279
      1 of 55
      $724,900
      3

      Beds

      2.0

      Baths

      2,671

      Sq.Ft.

      295 Manning Hill Road

      Winchester, NH

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      Courtesy of BHG MASIELLO KEENE
      View 27 Headlands Road Winchester, NH MLS# 5045812
        Save 27 Headlands Road Winchester, NH MLS# 5045812
        1 of 36
        $720,000
        2

        Beds

        1.1

        Baths

        1,351

        Sq.Ft.

        27 Headlands Road

        Winchester, NH

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        Courtesy of RE/MAX TOWN & COUNTRY
        The time to sell is now! THE TIME TO SELL IS NOW!
        View 39 Headlands Road Winchester, NH MLS# 5087379
          Save 39 Headlands Road Winchester, NH MLS# 5087379
          1 of 33
          $698,000
          3

          Beds

          2.0

          Baths

          1,364

          Sq.Ft.

          39 Headlands Road

          Winchester, NH

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          Courtesy of BHG MASIELLO KEENE
          View 49 Old Mtn Turnpike Road Winchester, NH MLS# 5093291
          • Recently Listed with Virtual Tour
          Save 49 Old Mtn Turnpike Road Winchester, NH MLS# 5093291
          1 of 38
          $599,000
          3

          Beds

          2.0

          Baths

          1,528

          Sq.Ft.

          49 Old Mtn Turnpike Road

          Winchester, NH

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          Courtesy of BHG MASIELLO KEENE
          View 15 High Street Winchester, NH MLS# 5085975
            Save 15 High Street Winchester, NH MLS# 5085975
            1 of 15
            $550,000
            10

            Beds

            8.0

            Baths

            4,519

            Sq.Ft.

            15 High Street

            Winchester, NH

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            Courtesy of HORVATH & TREMBLAY LLC
            View 406 Back Ashuelot Road Winchester, NH MLS# 5088004
              Save 406 Back Ashuelot Road Winchester, NH MLS# 5088004
              1 of 56
              $530,000
              7

              Beds

              5.0

              Baths

              5,321

              Sq.Ft.

              406 Back Ashuelot Road

              Winchester, NH

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              Courtesy of BHG MASIELLO KEENE
              View 166 Keene Road Winchester, NH MLS# 5092617
              • Recently Listed
              Save 166 Keene Road Winchester, NH MLS# 5092617
              1 of 60
              $499,900
              3

              Beds

              1.1

              Baths

              1,808

              Sq.Ft.

              166 Keene Road

              Winchester, NH

              NNEREN
              Courtesy of BHG MASIELLO KEENE
              View 305 Richmond Road Winchester, NH MLS# 5093431
              • Recently Listed
              Save 305 Richmond Road Winchester, NH MLS# 5093431
              1 of 8
              $475,000
              5

              Beds

              4.0

              Baths

              2,790

              Sq.Ft.

              305 Richmond Road

              Winchester, NH

              NNEREN
              Courtesy of COLDWELL BANKER REALTY NASHUA
              View 62 Parker Street Winchester, NH MLS# 5087056
                Save 62 Parker Street Winchester, NH MLS# 5087056
                1 of 60
                $459,900
                4

                Beds

                1.1

                Baths

                2,252

                Sq.Ft.

                62 Parker Street

                Winchester, NH

                NNEREN
                Courtesy of R.H. THACKSTON & COMPANY
                View 119 Warwick Road Winchester, NH MLS# 5083510
                  Save 119 Warwick Road Winchester, NH MLS# 5083510
                  1 of 43
                  $440,000
                  3

                  Beds

                  2.0

                  Baths

                  2,232

                  Sq.Ft.

                  119 Warwick Road

                  Winchester, NH

                  NNEREN
                  Courtesy of LAER REALTY PARTNERS
                  View 152 Old Chesterfield Road Winchester, NH MLS# 5093714
                  • Recently Listed
                  Save 152 Old Chesterfield Road Winchester, NH MLS# 5093714
                  1 of 4
                  OPEN HOUSE: Saturday 6/13 11:00 AM - 1:00 PM
                  $425,000
                  1

                  Beds

                  2.0

                  Baths

                  1,232

                  Sq.Ft.

                  152 Old Chesterfield Road

                  Winchester, NH

                  NNEREN
                  Courtesy of BHG MASIELLO KEENE
                  View 26 Mechanic Street Winchester, NH MLS# 5085187
                    Save 26 Mechanic Street Winchester, NH MLS# 5085187
                    1 of 41
                    $384,999
                    4

                    Beds

                    2.1

                    Baths

                    2,736

                    Sq.Ft.

                    26 Mechanic Street

                    Winchester, NH

                    NNEREN
                    Courtesy of HKS ASSOCIATES, INC.
                    View 30 Acorn Drive Winchester, NH MLS# 5089587
                      Save 30 Acorn Drive Winchester, NH MLS# 5089587
                      1 of 46
                      $355,000
                      2

                      Beds

                      2.0

                      Baths

                      1,612

                      Sq.Ft.

                      30 Acorn Drive

                      Winchester, NH

                      NNEREN
                      Courtesy of KELLER WILLIAMS REALTY METRO-KEENE
                      View 12 Pudding Hill Road Winchester, NH MLS# 5082878
                        Save 12 Pudding Hill Road Winchester, NH MLS# 5082878
                        1 of 46
                        $350,000
                        3

                        Beds

                        2.0

                        Baths

                        1,546

                        Sq.Ft.

                        12 Pudding Hill Road

                        Winchester, NH

                        NNEREN
                        Courtesy of KELLER WILLIAMS REALTY METRO-KEENE
                        View 49 Forest Lake Circle Winchester, NH MLS# 5025747
                          Save 49 Forest Lake Circle Winchester, NH MLS# 5025747
                          1 of 25
                          $345,000
                          2

                          Beds

                          1.0

                          Baths

                          937

                          Sq.Ft.

                          49 Forest Lake Circle

                          Winchester, NH

                          NNEREN
                          Courtesy of RE/MAX TOWN & COUNTRY
                          View 30 Melvin Bridge Road Winchester, NH MLS# 5089356
                            Save 30 Melvin Bridge Road Winchester, NH MLS# 5089356
                            1 of 52
                            $325,000
                            4

                            Beds

                            1.2

                            Baths

                            1,750

                            Sq.Ft.

                            30 Melvin Bridge Road

                            Winchester, NH

                            NNEREN
                            Courtesy of BHG MASIELLO KEENE
                            View 7 Purcell Road Winchester, NH MLS# 5084770
                              Save 7 Purcell Road Winchester, NH MLS# 5084770
                              1 of 22
                              $319,000
                              3

                              Beds

                              1.1

                              Baths

                              1,805

                              Sq.Ft.

                              7 Purcell Road

                              Winchester, NH

                              NNEREN
                              Courtesy of CENTURY 21 HIGHVIEW REALTY
                              View 82 Howard Street Winchester, NH MLS# 5080764
                                Save 82 Howard Street Winchester, NH MLS# 5080764
                                1 of 11
                                $300,000
                                3

                                Beds

                                2.0

                                Baths

                                1,100

                                Sq.Ft.

                                82 Howard Street

                                Winchester, NH

                                NNEREN
                                Courtesy of AMERABAY
                                View 65 Mechanic Street Winchester, NH MLS# 5094140
                                • Recently Listed
                                Save 65 Mechanic Street Winchester, NH MLS# 5094140
                                1 of 19
                                $299,900
                                4

                                Beds

                                2.0

                                Baths

                                2,128

                                Sq.Ft.

                                65 Mechanic Street

                                Winchester, NH

                                NNEREN
                                Courtesy of BHG MASIELLO KEENE

                                About Winchester

                                Listings in Winchester, NH

                                44

                                Estimated median home price

                                $292,500
                                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 - 100K8
                                $100K - 200K9
                                $200K - 300K7
                                $300K - 400K6
                                $400K - 500K5
                                $500K - 600K3
                                $600K - 700K1
                                $700K - 800K2
                                $800K - 900K0
                                $900K - 1M0
                                $1M - Max3

                                Homes for Sale by Type in Winchester, NH

                                Property TypeCount
                                Single Family18
                                Townhouse0
                                Condo0
                                Commercial2
                                Rental1
                                Lots and Land18
                                Condo/Town/CoOp0
                                CoOp0
                                Multi Family5
                                Mobile Home1
                                Farms0

                                (Data as of 6/11/2026)

                                Find Properties in Winchester, NH

                                Winchester, NH 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 6/12/2026”

                                Trends Information provided by ATTOM Data Solutions.