View 525 Richmond Road Winchester, NH MLS# 5072791
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$145,000
Studio

Beds

0.0

Baths

525 Richmond Road

Winchester, NH

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Courtesy of MONADNOCK REALTY GROUP LLC
View 159 Ashuelot Main Street Winchester, NH MLS# 5072690
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Save 159 Ashuelot Main Street Winchester, NH MLS# 5072690
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$579,900
4

Beds

2.1

Baths

2,832

Sq.Ft.

159 Ashuelot Main Street

Winchester, NH

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Courtesy of LISTWITHFREEDOM.COM
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.
The time to sell is now! THE TIME TO SELL IS NOW!
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
3

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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    1 of 20
    $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
    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 49 Scotland Road Winchester, NH MLS# 5063001
              Save 49 Scotland Road Winchester, NH MLS# 5063001
              1 of 26
              $199,000
              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 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

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                          Courtesy of RE/MAX TOWN & COUNTRY
                          View 49 Forest Lake Circle Winchester, NH MLS# 5025747
                            Save 49 Forest Lake Circle Winchester, NH MLS# 5025747
                            1 of 25
                            $350,000
                            2

                            Beds

                            1.0

                            Baths

                            937

                            Sq.Ft.

                            49 Forest Lake Circle

                            Winchester, NH

                            NNEREN
                            Courtesy of RE/MAX TOWN & COUNTRY

                            About Winchester

                            Listings in Winchester, NH

                            25

                            Estimated median home price

                            $299,000
                            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 - 100K3
                            $100K - 200K9
                            $200K - 300K1
                            $300K - 400K4
                            $400K - 500K0
                            $500K - 600K3
                            $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
                            Rental0
                            Lots and Land8
                            Condo/Town/CoOp0
                            CoOp0
                            Multi Family1
                            Mobile Home2
                            Farms0

                            (Data as of 1/4/2026)

                            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 1/5/2026”

                            Trends Information provided by ATTOM Data Solutions.