View 2108 Dennings Road New Windsor, MD MLS# MDCR2034010
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$875,000
4

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3.1

Baths

2108 Dennings Road

New Windsor, MD

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View 2723 Town View Circle New Windsor, MD MLS# MDCR2033970
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$449,999
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2.1

Baths

2,320

Sq.Ft.

2723 Town View Circle

New Windsor, MD

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Courtesy of LONG & FOSTER REAL ESTATE, INC.
View 14746 New Windsor Road New Windsor, MD MLS# MDFR2079832
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    $895,000
    6

    Beds

    4.1

    Baths

    5,020

    Sq.Ft.

    14746 New Windsor Road

    New Windsor, MD

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    The time to sell is now! THE TIME TO SELL IS NOW!
    View 2814 Carlisle Drive # 18 New Windsor, MD MLS# MDCR2033764
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    OPEN HOUSE: Sunday 4/12 11:00 AM - 1:00 PM
    $275,000
    2

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    2.0

    Baths

    971

    Sq.Ft.

    2814 Carlisle Drive # 18

    New Windsor, MD

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    View 221 Main Street New Windsor, MD MLS# MDCR2033414
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    $349,000
    4

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    Baths

    1,936

    Sq.Ft.

    221 Main Street

    New Windsor, MD

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    View 1345 Wakefield Valley Road New Windsor, MD MLS# MDCR2033546
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      $565,000
      3

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      2.0

      Baths

      1,836

      Sq.Ft.

      1345 Wakefield Valley Road

      New Windsor, MD

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      View Lot 6, South Parsonage Lane New Windsor, MD MLS# MDFR2079212
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      $733,048
      3

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      4.0

      Baths

      2,352

      Sq.Ft.

      Lot 6, South Parsonage Lane

      New Windsor, MD

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      View 10301 Mckinstry Mill Road New Windsor, MD MLS# MDFR2078882
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        $400,000
        4

        Beds

        4.1

        Baths

        5,770

        Sq.Ft.

        10301 Mckinstry Mill Road

        New Windsor, MD

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        View 2832 Graybill Court New Windsor, MD MLS# MDCR2033310
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        OPEN HOUSE: Sunday 4/12 2:00 PM - 4:00 PM
        $575,000
        4

        Beds

        2.1

        Baths

        2,548

        Sq.Ft.

        2832 Graybill Court

        New Windsor, MD

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        View 10301 Mckinstry Mill Road New Windsor, MD MLS# MDFR2072334
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          $400,000
          4

          Beds

          4.1

          Baths

          5,770

          Sq.Ft.

          10301 Mckinstry Mill Road

          New Windsor, MD

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          View 227-229 Main Street New Windsor, MD MLS# MDCR2032984
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          1 of 40
          $325,000
          3

          Beds

          2.0

          Baths

          1,800

          Sq.Ft.

          227-229 Main Street

          New Windsor, MD

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          View 227-229 Main Street New Windsor, MD MLS# MDCR2033022
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          $325,000
          3

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          Baths

          227-229 Main Street

          New Windsor, MD

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          View 414 High Street New Windsor, MD MLS# MDCR2033324
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            OPEN HOUSE: Sunday 4/12 12:00 PM - 2:00 PM
            $499,900
            3

            Beds

            2.1

            Baths

            2,668

            Sq.Ft.

            414 High Street

            New Windsor, MD

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            View 118 S Clear Ridge Road New Windsor, MD MLS# MDCR2033246
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              $499,000
              3

              Beds

              2.1

              Baths

              2,050

              Sq.Ft.

              118 S Clear Ridge Road

              New Windsor, MD

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              View 3190 Vista Court New Windsor, MD MLS# MDCR2033178
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              1 of 37
              $430,000
              3

              Beds

              2.1

              Baths

              1,892

              Sq.Ft.

              3190 Vista Court

              New Windsor, MD

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              View 3895 Buffalo Road New Windsor, MD MLS# MDFR2078036
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                $674,999
                4

                Beds

                2.1

                Baths

                2,568

                Sq.Ft.

                3895 Buffalo Road

                New Windsor, MD

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                View Parcel # 22 Sams Creek Road New Windsor, MD MLS# MDCR2032994
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                  1 of 26
                  $199,900
                  Studio

                  Beds

                  0.0

                  Baths

                  Parcel # 22 Sams Creek Road

                  New Windsor, MD

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                  View Bowersox Road New Windsor, MD MLS# MDCR2032738
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                  1 of 1
                  $1,214,317
                  4

                  Beds

                  3.0

                  Baths

                  3,118

                  Sq.Ft.

                  Bowersox Road

                  New Windsor, MD

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                  View 14844 Toll Road New Windsor, MD MLS# MDFR2077350
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                  1 of 30
                  $439,500
                  3

                  Beds

                  2.1

                  Baths

                  1,500

                  Sq.Ft.

                  14844 Toll Road

                  New Windsor, MD

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                  View 1038 Green Valley Road New Windsor, MD MLS# MDCR2031660
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                  $375,000
                  3

                  Beds

                  1.1

                  Baths

                  936

                  Sq.Ft.

                  1038 Green Valley Road

                  New Windsor, MD

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                  About New Windsor

                  Located in central Carroll County just six miles southwest of Westminster, the Town of New Windsor claims the charm of historic architecture.  Many elegant, stately homes harmonize Colonial or Classical Revival and Queen Anne architecture with bungalow styling.  New Windsor is proud of its history of higher education, beginning with the Roman Catholic Calvert College in 1851.  This historic building changed names and ownership over the decades, most recently becoming the New Windsor Service Center in 1944.  New Windsor has managed to preserve its small-town feeling while welcoming many new residents to the charming atmosphere that prevailed 200 years ago. 

                  Listings in New Windsor, MD

                  34

                  Estimated median home price

                  $449,999
                  New Windsor MD Homes for Sale & Properties

                  Weichert Realtors is one of the nation's leading providers of New Windsor, Maryland real estate for sale and home ownership services. Contact Weichert today to buy or sell real estate in New Windsor, MD.

                  Homes for Sale by Price in New Windsor, MD

                  PriceCount
                  $0 - 100K1
                  $100K - 200K2
                  $200K - 300K1
                  $300K - 400K8
                  $400K - 500K8
                  $500K - 600K4
                  $600K - 700K1
                  $700K - 800K3
                  $800K - 900K2
                  $900K - 1M1
                  $1M - Max3

                  Homes for Sale by Type in New Windsor, MD

                  Property TypeCount
                  Single Family20
                  Townhouse5
                  Condo2
                  Commercial1
                  Rental1
                  Lots and Land3
                  Condo/Town/CoOp0
                  CoOp0
                  Multi Family1
                  Mobile Home0
                  Farms2

                  (Data as of 4/11/2026)

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