View 88 Back Ashuelot Road Winchester, NH MLS# 5105078
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Save 88 Back Ashuelot Road Winchester, NH MLS# 5105078
1 of 35
$349,900
3

Beds

1.1

Baths

1,944

Sq.Ft.

88 Back Ashuelot Road

Winchester, NH

NNEREN
Courtesy of REDFIN CORPORATION
View 10 Burt Hill Road Winchester, NH MLS# 5105670
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Save 10 Burt Hill Road Winchester, NH MLS# 5105670
1 of 39
$369,900
3

Beds

2.0

Baths

1,956

Sq.Ft.

10 Burt Hill Road

Winchester, NH

NNEREN
Courtesy of BHG MASIELLO PETERBOROUGH
View 000 Burt Hill Road Winchester, NH MLS# 5100318
    Save 000 Burt Hill Road Winchester, NH MLS# 5100318
    1 of 32
    $380,000
    Studio

    Beds

    0.0

    Baths

    000 Burt Hill Road

    Winchester, NH

    NNEREN
    Courtesy of MONADNOCK REALTY GROUP LLC
    The time to sell is now! THE TIME TO SELL IS NOW!
    View 253 Back Ashuelot Road Winchester, NH MLS# 5095024
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    Save 253 Back Ashuelot Road Winchester, NH MLS# 5095024
    1 of 53
    $425,000
    1

    Beds

    1.0

    Baths

    1,290

    Sq.Ft.

    253 Back Ashuelot Road

    Winchester, NH

    NNEREN
    Courtesy of BHG MASIELLO KEENE
    View 71 Headlands Road Winchester, NH MLS# 5096976
      Save 71 Headlands Road Winchester, NH MLS# 5096976
      1 of 42
      $445,000
      3

      Beds

      2.0

      Baths

      1,066

      Sq.Ft.

      71 Headlands Road

      Winchester, NH

      NNEREN
      Courtesy of HKS ASSOCIATES, INC.
      View 305 Richmond Road Winchester, NH MLS# 5093431
        Save 305 Richmond Road Winchester, NH MLS# 5093431
        1 of 54
        $475,000
        5

        Beds

        4.0

        Baths

        2,790

        Sq.Ft.

        305 Richmond Road

        Winchester, NH

        NNEREN
        Courtesy of COLDWELL BANKER REALTY NASHUA
        View 166 Keene Road Winchester, NH MLS# 5092617
          Save 166 Keene Road Winchester, NH MLS# 5092617
          1 of 60
          $479,900
          3

          Beds

          1.1

          Baths

          1,808

          Sq.Ft.

          166 Keene Road

          Winchester, NH

          NNEREN
          Courtesy of BHG MASIELLO KEENE
          View 418 Forest Lake Road Winchester, NH MLS# 5101659
            Save 418 Forest Lake Road Winchester, NH MLS# 5101659
            1 of 42
            $499,900
            2

            Beds

            1.1

            Baths

            1,392

            Sq.Ft.

            418 Forest Lake Road

            Winchester, NH

            NNEREN
            Courtesy of RE/MAX TOWN & COUNTRY
            View 484 Scofield Mountain Road Winchester, NH MLS# 5101558
              Save 484 Scofield Mountain Road Winchester, NH MLS# 5101558
              1 of 52
              OPEN HOUSE: Sunday 8/30 10:30 AM - 1:00 PM
              $599,000
              3

              Beds

              2.0

              Baths

              2,516

              Sq.Ft.

              484 Scofield Mountain Road

              Winchester, NH

              NNEREN
              Courtesy of R.H. THACKSTON & COMPANY
              View 295 Manning Hill Road Winchester, NH MLS# 5089279
                Save 295 Manning Hill Road Winchester, NH MLS# 5089279
                1 of 59
                $599,900
                3

                Beds

                2.0

                Baths

                2,671

                Sq.Ft.

                295 Manning Hill Road

                Winchester, NH

                NNEREN
                Courtesy of BHG MASIELLO KEENE
                View 581 Keene Road Winchester, NH MLS# 5094418
                  Save 581 Keene Road Winchester, NH MLS# 5094418
                  1 of 7
                  $629,000
                  5,567

                  Sq.Ft.

                  581 Keene Road

                  Winchester, NH

                  NNEREN
                  Courtesy of H. G. JOHNSON REAL ESTATE
                  View 60 Forest Lake Road Winchester, NH MLS# 5106346
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                  1 of 51
                  $650,000
                  2

                  Beds

                  2.0

                  Baths

                  1,676

                  Sq.Ft.

                  60 Forest Lake Road

                  Winchester, NH

                  NNEREN
                  Courtesy of KELLER WILLIAMS REALTY METRO-KEENE
                  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

                    NNEREN
                    Courtesy of BHG MASIELLO KEENE
                    View 27 Headlands Road Winchester, NH MLS# 5045812
                      Save 27 Headlands Road Winchester, NH MLS# 5045812
                      1 of 36
                      $715,000
                      2

                      Beds

                      1.1

                      Baths

                      1,351

                      Sq.Ft.

                      27 Headlands Road

                      Winchester, NH

                      NNEREN
                      Courtesy of RE/MAX TOWN & COUNTRY
                      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

                        NNEREN
                        Courtesy of KW COASTAL AND LAKES & MOUNTAINS REALTY
                        View 00 Route 10 Winchester, NH MLS# 5075574
                          Save 00 Route 10 Winchester, NH MLS# 5075574
                          1 of 3
                          $2,100,000
                          Studio

                          Beds

                          0.0

                          Baths

                          00 Route 10

                          Winchester, NH

                          NNEREN
                          Courtesy of LANDVEST, INC./NEW HAMPSHIRE
                          View 398 Scofield Mountain Road Winchester, NH MLS# 5086956
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                          Save 398 Scofield Mountain Road Winchester, NH MLS# 5086956
                          1 of 60
                          $3,995,000
                          4

                          Beds

                          5.1

                          Baths

                          5,120

                          Sq.Ft.

                          398 Scofield Mountain Road

                          Winchester, NH

                          NNEREN
                          Courtesy of COLDWELL BANKER REALTY BEDFORD NH

                          About Winchester

                          Listings in Winchester, NH

                          37

                          Estimated median home price

                          $324,900
                          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 - 100K6
                          $100K - 200K8
                          $200K - 300K4
                          $300K - 400K5
                          $400K - 500K5
                          $500K - 600K2
                          $600K - 700K3
                          $700K - 800K1
                          $800K - 900K0
                          $900K - 1M0
                          $1M - Max3

                          Homes for Sale by Type in Winchester, NH

                          Property TypeCount
                          Single Family18
                          Townhouse0
                          Condo0
                          Commercial3
                          Rental1
                          Lots and Land12
                          Condo/Town/CoOp0
                          CoOp0
                          Multi Family3
                          Mobile Home1
                          Farms0

                          (Data as of 8/29/2026)

                          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 8/30/2026”

                          Trends Information provided by ATTOM Data Solutions.