View 2723 Town View Circle New Windsor, MD MLS# MDCR2033970
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$449,999
3

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2.1

Baths

2,320

Sq.Ft.

2723 Town View Circle

New Windsor, MD

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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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1.1

Baths

1,936

Sq.Ft.

221 Main Street

New Windsor, MD

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The time to sell is now! THE TIME TO SELL IS NOW!
View 1345 Wakefield Valley Road New Windsor, MD MLS# MDCR2033546
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    $565,000
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    2.0

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    1,836

    Sq.Ft.

    1345 Wakefield Valley Road

    New Windsor, MD

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    View 10301 Mckinstry Mill Road New Windsor, MD MLS# MDFR2078882
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      $400,000
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      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
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      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
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        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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        $325,000
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        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
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        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

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          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
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            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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            $430,000
            3

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            2.1

            Baths

            1,892

            Sq.Ft.

            3190 Vista Court

            New Windsor, MD

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            View Parcel # 22 Sams Creek Road New Windsor, MD MLS# MDCR2032994
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              $199,900
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              Baths

              Parcel # 22 Sams Creek Road

              New Windsor, MD

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              View 14844 Toll Road New Windsor, MD MLS# MDFR2077350
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              $439,500
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              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
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              Baths

              936

              Sq.Ft.

              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
                4

                Beds

                3.0

                Baths

                1,584

                Sq.Ft.

                1589 Smiley Drive

                New Windsor, MD

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                View 2833 Town View Circle New Windsor, MD MLS# MDCR2032444
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                $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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                  $419,000
                  2

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                  1.1

                  Baths

                  1,330

                  Sq.Ft.

                  2810 Town View Circle

                  New Windsor, MD

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                  View 2757 Town View Circle New Windsor, MD MLS# MDCR2032432
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                    $449,999
                    3

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                    2.1

                    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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                    $435,000
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                    2.1

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                    2,264

                    Sq.Ft.

                    2845 Union Square Road # 66

                    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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