View 14844 Toll Road New Windsor, MD MLS# MDFR2077350
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$449,500
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1,500

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14844 Toll Road

New Windsor, MD

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View 1038 Green Valley Road New Windsor, MD MLS# MDCR2031660
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OPEN HOUSE: Saturday 3/7 12:00 PM - 2:00 PM
$375,000
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936

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1038 Green Valley Road

New Windsor, MD

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View 1589 Smiley Drive New Windsor, MD MLS# MDCR2032790
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    $549,000
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    3.0

    Baths

    1,584

    Sq.Ft.

    1589 Smiley Drive

    New Windsor, MD

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    The time to sell is now! THE TIME TO SELL IS NOW!
    View 1005 Gullo Road New Windsor, MD MLS# MDCR2032580
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    $450,000
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    2,114

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    1005 Gullo Road

    New Windsor, MD

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    View 2833 Town View Circle New Windsor, MD MLS# MDCR2032444
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      OPEN HOUSE: Saturday 3/7 1:00 PM - 3:00 PM
      $525,000
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      3.0

      Baths

      2,044

      Sq.Ft.

      2833 Town View Circle

      New Windsor, MD

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      View 2810 Town View Circle New Windsor, MD MLS# MDCR2032540
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        $429,000
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        1.0

        Baths

        1,330

        Sq.Ft.

        2810 Town View Circle

        New Windsor, MD

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        View 107 S Springdale Avenue New Windsor, MD MLS# MDCR2032426
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          $474,900
          3

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          3.0

          Baths

          2,232

          Sq.Ft.

          107 S Springdale Avenue

          New Windsor, MD

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          View 2757 Town View Circle New Windsor, MD MLS# MDCR2032432
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            $449,999
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            Baths

            2,300

            Sq.Ft.

            2757 Town View Circle

            New Windsor, MD

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            View 2845 Union Square Road # 66 New Windsor, MD MLS# MDCR2032248
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            $450,000
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            2,264

            Sq.Ft.

            2845 Union Square Road # 66

            New Windsor, MD

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            View 3501 Sams Creek New Windsor, MD MLS# MDFR2075632
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            $2,350,000
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            3,688

            Sq.Ft.

            3501 Sams Creek

            New Windsor, MD

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            $2,350,000
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            3,688

            Sq.Ft.

            3501 Sams Creek

            New Windsor, MD

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            View 2823 Graybill Court New Windsor, MD MLS# MDCR2031882
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            $565,000
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            2.2

            Baths

            3,037

            Sq.Ft.

            2823 Graybill Court

            New Windsor, MD

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            View 1037 Western Chapel New Windsor, MD MLS# MDCR2031684
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              $425,000
              3

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              2.0

              Baths

              2,344

              Sq.Ft.

              1037 Western Chapel

              New Windsor, MD

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              View New Windsor New Windsor, MD MLS# MDFR2073236
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                $725,000
                Studio

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                New Windsor

                New Windsor, MD

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                View 3816 Jim Smith Lane A New Windsor, MD MLS# MDFR2071694
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                  $199,900
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                  3816 Jim Smith Lane A

                  New Windsor, MD

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                  View 2461 Old New Windsor Pike New Windsor, MD MLS# MDCR2030176
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                  $714,900
                  3

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                  2.0

                  Baths

                  1,817

                  Sq.Ft.

                  2461 Old New Windsor Pike

                  New Windsor, MD

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                  View 15030 New Windsor Road New Windsor, MD MLS# MDFR2067662
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                  1 of 63
                  $1,051,000
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                  2,962

                  Sq.Ft.

                  15030 New Windsor Road

                  New Windsor, MD

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                  View Dennings Road New Windsor, MD MLS# MDCR2029130
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                  1 of 19
                  $850,000
                  4

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                  2.1

                  Baths

                  3,457

                  Sq.Ft.

                  Dennings Road

                  New Windsor, MD

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                  View 2900 Marston Road New Windsor, MD MLS# MDCR2029056
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                    1 of 34
                    $400,000
                    5,100

                    Sq.Ft.

                    2900 Marston Road

                    New Windsor, MD

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                    View 2613 Liberty Road New Windsor, MD MLS# MDCR2028988
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                      $100,000
                      2

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                      1.0

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                      2613 Liberty 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

                      23

                      Estimated median home price

                      $474,900
                      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 - 200K1
                      $200K - 300K0
                      $300K - 400K3
                      $400K - 500K7
                      $500K - 600K3
                      $600K - 700K0
                      $700K - 800K4
                      $800K - 900K1
                      $900K - 1M0
                      $1M - Max3

                      Homes for Sale by Type in New Windsor, MD

                      Property TypeCount
                      Single Family14
                      Townhouse3
                      Condo1
                      Commercial2
                      Rental1
                      Lots and Land2
                      Condo/Town/CoOp0
                      CoOp0
                      Multi Family0
                      Mobile Home0
                      Farms1

                      (Data as of 3/1/2026)

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