View 110 Boatswain Way # 3042 Chester, MD MLS# MDQA2017928
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Save 110 Boatswain Way # 3042 Chester, MD MLS# MDQA2017928
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$739,990
2

Beds

2.1

Baths

1,900

Sq.Ft.

110 Boatswain Way # 3042

Chester, MD

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Courtesy of BERKSHIRE HATHAWAY HOMESERVICES PENFED REALTY - OP
View 121 Merlin Drive Chester, MD MLS# MDQA2017900
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Save 121 Merlin Drive Chester, MD MLS# MDQA2017900
1 of 86
OPEN HOUSE: Sunday 8/23 12:00 PM - 3:00 PM
$719,900
2

Beds

2.0

Baths

2,118

Sq.Ft.

121 Merlin Drive

Chester, MD

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Courtesy of COLDWELL BANKER REALTY
View 230 Switchgrass Way # 12 Chester, MD MLS# MDQA2017860
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Save 230 Switchgrass Way # 12 Chester, MD MLS# MDQA2017860
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$525,000
2

Beds

2.1

Baths

2,003

Sq.Ft.

230 Switchgrass Way # 12

Chester, MD

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Courtesy of REAL BROKER, LLC - CHESTER
The time to sell is now! THE TIME TO SELL IS NOW!
View 205 Anchor Lane Chester, MD MLS# MDQA2017856
    Save 205 Anchor Lane Chester, MD MLS# MDQA2017856
    1 of 48
    $525,000
    5

    Beds

    3.0

    Baths

    3,000

    Sq.Ft.

    205 Anchor Lane

    Chester, MD

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    Courtesy of SAMSON PROPERTIES
    View 114 Cedar Road Chester, MD MLS# MDQA2017822
      Save 114 Cedar Road Chester, MD MLS# MDQA2017822
      1 of 97
      $375,000
      3

      Beds

      2.0

      Baths

      3,128

      Sq.Ft.

      114 Cedar Road

      Chester, MD

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      View 6010 Bridgepointe Drive Chester, MD MLS# MDQA2017824
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      1 of 55
      OPEN HOUSE: Saturday 8/22 9:00 AM - 11:00 AM
      $380,000
      3

      Beds

      2.0

      Baths

      1,885

      Sq.Ft.

      6010 Bridgepointe Drive

      Chester, MD

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      View 233 Peregrine Drive Chester, MD MLS# MDQA2017836
      • Adult Community
      Save 233 Peregrine Drive Chester, MD MLS# MDQA2017836
      1 of 63
      $724,999
      4

      Beds

      3.0

      Baths

      3,151

      Sq.Ft.

      233 Peregrine Drive

      Chester, MD

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      View 1000 Herons Nest Way # 23 Chester, MD MLS# MDQA2017786
      • Adult Community
      Save 1000 Herons Nest Way # 23 Chester, MD MLS# MDQA2017786
      1 of 39
      $490,000
      2

      Beds

      2.1

      Baths

      1000 Herons Nest Way # 23

      Chester, MD

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      Courtesy of SAMSON PROPERTIES
      View 205 Riverside Drive Chester, MD MLS# MDQA2017690
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      Save 205 Riverside Drive Chester, MD MLS# MDQA2017690
      1 of 38
      $749,000
      3

      Beds

      2.0

      Baths

      1,524

      Sq.Ft.

      205 Riverside Drive

      Chester, MD

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      Courtesy of ENGEL & VOLKERS ANNAPOLIS
      View 124 Riverside Drive Chester, MD MLS# MDQA2017718
        Save 124 Riverside Drive Chester, MD MLS# MDQA2017718
        1 of 45
        $499,000
        4

        Beds

        2.1

        Baths

        1,979

        Sq.Ft.

        124 Riverside Drive

        Chester, MD

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        View 1000 Herons Nest Way # 43 Chester, MD MLS# MDQA2017608
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        Save 1000 Herons Nest Way # 43 Chester, MD MLS# MDQA2017608
        1 of 50
        $595,000
        2

        Beds

        2.1

        Baths

        1,832

        Sq.Ft.

        1000 Herons Nest Way # 43

        Chester, MD

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        View 2645 Cox Neck Road Chester, MD MLS# MDQA2017640
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        1 of 61
        $379,900
        3

        Beds

        1.1

        Baths

        1,192

        Sq.Ft.

        2645 Cox Neck Road

        Chester, MD

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        View 115 Gibson Circle Chester, MD MLS# MDQA2017526
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        Save 115 Gibson Circle Chester, MD MLS# MDQA2017526
        1 of 42
        $565,900
        2

        Beds

        2.1

        Baths

        2,048

        Sq.Ft.

        115 Gibson Circle

        Chester, MD

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        View 2000 Herons Nest Way # 401 Chester, MD MLS# MDQA2017542
        • Adult Community with Virtual Tour
        Save 2000 Herons Nest Way # 401 Chester, MD MLS# MDQA2017542
        1 of 36
        $700,000
        3

        Beds

        2.1

        Baths

        2,602

        Sq.Ft.

        2000 Herons Nest Way # 401

        Chester, MD

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        View 1012 Auckland Way Chester, MD MLS# MDQA2017452
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        Save 1012 Auckland Way Chester, MD MLS# MDQA2017452
        1 of 46
        $599,900
        3

        Beds

        3.1

        Baths

        2,076

        Sq.Ft.

        1012 Auckland Way

        Chester, MD

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        View 807 Auckland Way Chester, MD MLS# MDQA2017442
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          1 of 48
          $425,500
          3

          Beds

          3.1

          Baths

          2,100

          Sq.Ft.

          807 Auckland Way

          Chester, MD

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          View 106 Bodys Neck Road Chester, MD MLS# MDQA2017432
            Save 106 Bodys Neck Road Chester, MD MLS# MDQA2017432
            1 of 48
            $435,000
            3

            Beds

            2.1

            Baths

            1,595

            Sq.Ft.

            106 Bodys Neck Road

            Chester, MD

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            View 132 Wheelhouse Way # 11 Chester, MD MLS# MDQA2017364
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            Save 132 Wheelhouse Way # 11 Chester, MD MLS# MDQA2017364
            1 of 29
            $700,000
            2

            Beds

            2.1

            Baths

            2,003

            Sq.Ft.

            132 Wheelhouse Way # 11

            Chester, MD

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            View 5011 Bridgepointe Drive Chester, MD MLS# MDQA2017274
              Save 5011 Bridgepointe Drive Chester, MD MLS# MDQA2017274
              1 of 46
              OPEN HOUSE: Saturday 8/22 12:00 PM - 2:00 PM
              $354,900
              3

              Beds

              2.1

              Baths

              1,302

              Sq.Ft.

              5011 Bridgepointe Drive

              Chester, MD

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              View 6005 Bridgepointe Drive Chester, MD MLS# MDQA2017340
                Save 6005 Bridgepointe Drive Chester, MD MLS# MDQA2017340
                1 of 38
                $349,000
                3

                Beds

                2.1

                Baths

                1,302

                Sq.Ft.

                6005 Bridgepointe Drive

                Chester, MD

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                Courtesy of ROSENDALE REALTY

                About Chester

                Listings in Chester, MD

                109

                Estimated median home price

                $700,000
                Chester MD Homes for Sale & Properties

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

                Homes for Sale by Price in Chester, MD

                PriceCount
                $0 - 100K1
                $100K - 200K2
                $200K - 300K7
                $300K - 400K14
                $400K - 500K8
                $500K - 600K12
                $600K - 700K12
                $700K - 800K15
                $800K - 900K14
                $900K - 1M16
                $1M - Max8

                Homes for Sale by Type in Chester, MD

                Property TypeCount
                Single Family49
                Townhouse2
                Condo55
                Commercial0
                Rental13
                Lots and Land3
                Condo/Town/CoOp0
                CoOp0
                Multi Family0
                Mobile Home0
                Farms0

                (Data as of 8/20/2026)

                Find Properties in Chester, MD

                Chester, MD Information

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                Information deemed reliable but not guaranteed.

                Information Deemed Reliable But Not Guaranteed. The data relating to real estate for sale on this website appears in part through the BrightMLS Broker ReciprocitySM program, a voluntary cooperative exchange of property listing data between licensed real estate brokerage firms in which Weichert, Realtors® participates, and is provided by BrightMLS through a licensing agreement.

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