View 247 Redstart Drive Chester, MD MLS# MDQA2018802
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$899,990
3

Beds

3.0

Baths

2,772

Sq.Ft.

247 Redstart Drive

Chester, MD

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Courtesy of BERKSHIRE HATHAWAY HOMESERVICES PENFED REALTY - OP
View 1351 Calvert Road Chester, MD MLS# MDQA2018764
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OPEN HOUSE: Saturday 10/3 12:00 PM - 2:00 PM
$645,000
6

Beds

2.1

Baths

2,700

Sq.Ft.

1351 Calvert Road

Chester, MD

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Courtesy of ENGEL & VOLKERS ANNAPOLIS
View 320 Bayberry Drive Chester, MD MLS# MDQA2018766
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$859,900
3

Beds

2.0

Baths

2,331

Sq.Ft.

320 Bayberry Drive

Chester, MD

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Courtesy of RE/MAX LEADING EDGE
The time to sell is now! THE TIME TO SELL IS NOW!
View 512 Auckland Way Chester, MD MLS# MDQA2018750
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Save 512 Auckland Way Chester, MD MLS# MDQA2018750
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$375,000
3

Beds

3.1

Baths

1,899

Sq.Ft.

512 Auckland Way

Chester, MD

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Courtesy of LONG & FOSTER REAL ESTATE, INC.
View 15-E Queen Anne Way # E Chester, MD MLS# MDQA2018746
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OPEN HOUSE: Saturday 10/3 10:00 AM - 12:00 PM
$539,000
2

Beds

2.1

Baths

1,680

Sq.Ft.

15-E Queen Anne Way # E

Chester, MD

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Courtesy of BENSON & MANGOLD, LLC
View 228 Bayberry Drive Chester, MD MLS# MDQA2018728
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$665,000
2

Beds

2.1

Baths

1,993

Sq.Ft.

228 Bayberry Drive

Chester, MD

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Courtesy of LONG & FOSTER REAL ESTATE, INC.
View 1012 Auckland Way Chester, MD MLS# MDQA2018742
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$599,900
3

Beds

3.1

Baths

2,076

Sq.Ft.

1012 Auckland Way

Chester, MD

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Courtesy of REDFIN CORP
View 47-F Queen Anne Way Chester, MD MLS# MDQA2018626
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$550,000
2

Beds

2.1

Baths

1,616

Sq.Ft.

47-F Queen Anne Way

Chester, MD

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Courtesy of NORTHROP REALTY
View 53-E Queen Caroline Court Chester, MD MLS# MDQA2018730
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$329,000
2

Beds

2.1

Baths

1,440

Sq.Ft.

53-E Queen Caroline Court

Chester, MD

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Courtesy of EXP REALTY, LLC
View 231 Evelyne Street Chester, MD MLS# MDQA2018740
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OPEN HOUSE: Sunday 10/4 11:00 AM - 1:00 PM
$815,000
4

Beds

2.1

Baths

2,870

Sq.Ft.

231 Evelyne Street

Chester, MD

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Courtesy of WILSON REALTY & STAGING LLC
View 1010 Auckland Way Chester, MD MLS# MDQA2018726
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$595,000
3

Beds

3.1

Baths

2,100

Sq.Ft.

1010 Auckland Way

Chester, MD

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View 200 Church Street Chester, MD MLS# MDQA2018584
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    1 of 28
    $350,000
    2

    Beds

    2.0

    Baths

    1,274

    Sq.Ft.

    200 Church Street

    Chester, MD

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    Courtesy of RE/MAX EXECUTIVE
    View 12 Queen Anne Way # J Chester, MD MLS# MDQA2018696
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      1 of 27
      $379,900
      1

      Beds

      1.1

      Baths

      1,260

      Sq.Ft.

      12 Queen Anne Way # J

      Chester, MD

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      Courtesy of CHESAPEAKE REAL ESTATE ASSOCIATES, LLC
      View 402 Macum Creek Drive Chester, MD MLS# MDQA2018418
        Save 402 Macum Creek Drive Chester, MD MLS# MDQA2018418
        1 of 82
        OPEN HOUSE: Sunday 10/4 10:00 AM - 12:00 PM
        $789,000
        3

        Beds

        2.1

        Baths

        2,787

        Sq.Ft.

        402 Macum Creek Drive

        Chester, MD

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        View 6005 Bridgepointe Drive Chester, MD MLS# MDQA2018634
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          1 of 54
          $349,000
          3

          Beds

          2.1

          Baths

          1,302

          Sq.Ft.

          6005 Bridgepointe Drive

          Chester, MD

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          Courtesy of ROSENDALE REALTY
          View 326 Castle Marina Road Chester, MD MLS# MDQA2018594
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          Save 326 Castle Marina Road Chester, MD MLS# MDQA2018594
          1 of 83
          $525,000
          5

          Beds

          3.1

          Baths

          3,552

          Sq.Ft.

          326 Castle Marina Road

          Chester, MD

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          Courtesy of COLDWELL BANKER WATERMAN REALTY
          View 641 Warbler Way Chester, MD MLS# MDQA2018602
          • Adult Community
          Save 641 Warbler Way Chester, MD MLS# MDQA2018602
          1 of 23
          $599,990
          2

          Beds

          2.0

          Baths

          1,690

          Sq.Ft.

          641 Warbler Way

          Chester, MD

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          View 1868 Roberta Drive Chester, MD MLS# MDQA2018570
            Save 1868 Roberta Drive Chester, MD MLS# MDQA2018570
            1 of 48
            $400,000
            5

            Beds

            3.1

            Baths

            3,250

            Sq.Ft.

            1868 Roberta Drive

            Chester, MD

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            Courtesy of ALEX COOPER AUCTIONEERS, INC.
            View 110 Boatswain Way # 3012 Chester, MD MLS# MDQA2018544
            • Adult Community
            Save 110 Boatswain Way # 3012 Chester, MD MLS# MDQA2018544
            1 of 54
            $619,990
            2

            Beds

            2.1

            Baths

            2,003

            Sq.Ft.

            110 Boatswain Way # 3012

            Chester, MD

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            View 736 Warbler Way # 2733 Chester, MD MLS# MDQA2018548
            • Adult Community
            Save 736 Warbler Way # 2733 Chester, MD MLS# MDQA2018548
            1 of 47
            $719,990
            2

            Beds

            2.1

            Baths

            1,900

            Sq.Ft.

            736 Warbler Way # 2733

            Chester, MD

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            About Chester

            Listings in Chester, MD

            125

            Estimated median home price

            $674,900
            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 - 100K2
            $100K - 200K2
            $200K - 300K5
            $300K - 400K13
            $400K - 500K12
            $500K - 600K20
            $600K - 700K18
            $700K - 800K14
            $800K - 900K14
            $900K - 1M14
            $1M - Max11

            Homes for Sale by Type in Chester, MD

            Property TypeCount
            Single Family58
            Townhouse1
            Condo61
            Commercial1
            Rental21
            Lots and Land3
            Condo/Town/CoOp0
            CoOp0
            Multi Family1
            Mobile Home0
            Farms0

            (Data as of 10/3/2026)

            Find Properties in Chester, MD

            Chester, MD Information

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