View 258 Bolton Road Winchester, NH MLS# 5075645
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$90,000
Studio

Beds

0.0

Baths

258 Bolton Road

Winchester, NH

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Courtesy of GREENWALD REALTY GROUP
View 886 Keene Road Winchester, NH MLS# 5075827
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1 of 13
$259,900
2

Beds

1.0

Baths

1,424

Sq.Ft.

886 Keene Road

Winchester, NH

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Courtesy of RD LEDOGAR REAL ESTATE
View 00 Route 10 Winchester, NH MLS# 5075574
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1 of 3
$2,100,000
Studio

Beds

0.0

Baths

00 Route 10

Winchester, NH

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Courtesy of LANDVEST, INC./NEW HAMPSHIRE
The time to sell is now! THE TIME TO SELL IS NOW!
View 10 Swan Street Winchester, NH MLS# 5075238
    Save 10 Swan Street Winchester, NH MLS# 5075238
    1 of 40
    $305,000
    3

    Beds

    1.0

    Baths

    1,689

    Sq.Ft.

    10 Swan Street

    Winchester, NH

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    Courtesy of ACORN REAL ESTATE GROUP LLC
    View 20 Bilo Avenue Winchester, NH MLS# 5074463
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    1 of 24
    $295,000
    3

    Beds

    1.0

    Baths

    1,145

    Sq.Ft.

    20 Bilo Avenue

    Winchester, NH

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    Courtesy of BHG MASIELLO KEENE
    View 583 Burt Hill Road Winchester, NH MLS# 5074036
      Save 583 Burt Hill Road Winchester, NH MLS# 5074036
      1 of 55
      $549,900
      4

      Beds

      3.0

      Baths

      3,114

      Sq.Ft.

      583 Burt Hill Road

      Winchester, NH

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      Courtesy of HOMESMART SUCCESS REALTY LLC
      View 71 Parker Street Winchester, NH MLS# 5073384
        Save 71 Parker Street Winchester, NH MLS# 5073384
        1 of 32
        $239,000
        3

        Beds

        1.0

        Baths

        1,372

        Sq.Ft.

        71 Parker Street

        Winchester, NH

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        Courtesy of BHG MASIELLO KEENE
        View 525 Richmond Road Winchester, NH MLS# 5072791
          Save 525 Richmond Road Winchester, NH MLS# 5072791
          1 of 26
          $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
          1 of 46
          $549,900
          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
            Save 19 Toofs Drive Winchester, NH MLS# 5072273
            1 of 17
            $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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            1 of 60
            $849,900
            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
              Save 12 Wetherby Drive Winchester, NH MLS# 5071537
              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
                  $170,000
                  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 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
                      • Virtual Tour
                      Save 339 Burt Hill Road Winchester, NH MLS# 5056934
                      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

                          NNEREN
                          Courtesy of R.H. THACKSTON & COMPANY
                          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

                            About Winchester

                            Listings in Winchester, NH

                            28

                            Estimated median home price

                            $277,450
                            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 - 200K8
                            $200K - 300K5
                            $300K - 400K3
                            $400K - 500K0
                            $500K - 600K4
                            $600K - 700K2
                            $700K - 800K1
                            $800K - 900K1
                            $900K - 1M0
                            $1M - Max1

                            Homes for Sale by Type in Winchester, NH

                            Property TypeCount
                            Single Family16
                            Townhouse0
                            Condo0
                            Commercial1
                            Rental1
                            Lots and Land8
                            Condo/Town/CoOp0
                            CoOp0
                            Multi Family1
                            Mobile Home2
                            Farms0

                            (Data as of 2/6/2026)

                            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 2/6/2026”

                            Trends Information provided by ATTOM Data Solutions.