View 253 Back Ashuelot Road Winchester, NH MLS# 5095024
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Save 253 Back Ashuelot Road Winchester, NH MLS# 5095024
1 of 32
$450,000
1

Beds

1.0

Baths

1,290

Sq.Ft.

253 Back Ashuelot Road

Winchester, NH

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

Sq.Ft.

581 Keene Road

Winchester, NH

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Courtesy of H. G. JOHNSON REAL ESTATE
View 190 Ashuelot Street Winchester, NH MLS# 5094108
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Save 190 Ashuelot Street Winchester, NH MLS# 5094108
1 of 13
$129,000
3

Beds

1.0

Baths

1,457

Sq.Ft.

190 Ashuelot Street

Winchester, NH

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Courtesy of BHG MASIELLO KEENE
The time to sell is now! THE TIME TO SELL IS NOW!
View 65 Mechanic Street Winchester, NH MLS# 5094140
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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

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Courtesy of BHG MASIELLO KEENE
View 152 Old Chesterfield Road Winchester, NH MLS# 5093714
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Save 152 Old Chesterfield Road Winchester, NH MLS# 5093714
1 of 31
$425,000
1

Beds

2.0

Baths

1,232

Sq.Ft.

152 Old Chesterfield Road

Winchester, NH

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Courtesy of BHG MASIELLO KEENE
View 49 Old Mtn Turnpike Road Winchester, NH MLS# 5093291
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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 305 Richmond Road Winchester, NH MLS# 5093431
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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 258 Bolton Road Winchester, NH MLS# 5093249
    Save 258 Bolton Road Winchester, NH MLS# 5093249
    1 of 18
    $70,000
    Studio

    Beds

    0.0

    Baths

    258 Bolton Road

    Winchester, NH

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    Courtesy of WHITEHILL ESTATES & HOMES
    View 166 Keene Road Winchester, NH MLS# 5092617
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    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 20 Lake Shore Drive Winchester, NH MLS# 5091522
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    1 of 8
    $135,000
    Studio

    Beds

    0.0

    Baths

    20 Lake Shore Drive

    Winchester, NH

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    Courtesy of KELLER WILLIAMS REALTY METRO-KEENE
    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 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 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

          NNEREN
          Courtesy of BHG MASIELLO KEENE
          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

            NNEREN
            Courtesy of BHG MASIELLO 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 398 Scofield Mountain Road Winchester, NH MLS# 5086956
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              Save 398 Scofield Mountain Road Winchester, NH MLS# 5086956
              1 of 60
              $4,250,000
              4

              Beds

              5.1

              Baths

              5,120

              Sq.Ft.

              398 Scofield Mountain Road

              Winchester, NH

              NNEREN
              Courtesy of COLDWELL BANKER REALTY BEDFORD NH
              View 62 Parker Street Winchester, NH MLS# 5087056
                Save 62 Parker Street Winchester, NH MLS# 5087056
                1 of 60
                $439,900
                4

                Beds

                1.1

                Baths

                2,252

                Sq.Ft.

                62 Parker Street

                Winchester, NH

                NNEREN
                Courtesy of R.H. THACKSTON & COMPANY
                View 19 Back Ashuelot Road Winchester, NH MLS# 5086470
                  Save 19 Back Ashuelot Road Winchester, NH MLS# 5086470
                  1 of 26
                  $295,000
                  4

                  Beds

                  2.0

                  Baths

                  1,493

                  Sq.Ft.

                  19 Back Ashuelot Road

                  Winchester, NH

                  NNEREN
                  Courtesy of EXP REALTY
                  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

                    NNEREN
                    Courtesy of HORVATH & TREMBLAY LLC
                    View South Scofield Mountain Road Winchester, NH MLS# 5085562
                      Save South Scofield Mountain Road Winchester, NH MLS# 5085562
                      1 of 14
                      $289,900
                      Studio

                      Beds

                      0.0

                      Baths

                      South Scofield Mountain Road

                      Winchester, NH

                      NNEREN
                      Courtesy of R.H. THACKSTON & COMPANY

                      About Winchester

                      Listings in Winchester, NH

                      46

                      Estimated median home price

                      $297,450
                      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 - 100K8
                      $100K - 200K10
                      $200K - 300K7
                      $300K - 400K6
                      $400K - 500K5
                      $500K - 600K3
                      $600K - 700K2
                      $700K - 800K2
                      $800K - 900K0
                      $900K - 1M0
                      $1M - Max3

                      Homes for Sale by Type in Winchester, NH

                      Property TypeCount
                      Single Family19
                      Townhouse0
                      Condo0
                      Commercial3
                      Rental2
                      Lots and Land18
                      Condo/Town/CoOp0
                      CoOp0
                      Multi Family5
                      Mobile Home1
                      Farms0

                      (Data as of 6/16/2026)

                      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 6/17/2026”

                      Trends Information provided by ATTOM Data Solutions.