View 510 Auckland Way Chester, MD MLS# MDQA2018734
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$410,000
3

Beds

2.1

Baths

1,899

Sq.Ft.

510 Auckland Way

Chester, MD

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Courtesy of ENGEL & VOLKERS ANNAPOLIS
View 830 Warbler Way # 2833 Chester, MD MLS# MDQA2018800
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$689,990
2

Beds

2.1

Baths

1,900

Sq.Ft.

830 Warbler Way # 2833

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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$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
The time to sell is now! THE TIME TO SELL IS NOW!
View 512 Auckland Way Chester, MD MLS# MDQA2018750
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$375,000
3

Beds

2.2

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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$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 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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Courtesy of BERKSHIRE HATHAWAY HOMESERVICES HOMESALE REALTY
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
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        1 of 82
        $789,000
        3

        Beds

        2.1

        Baths

        2,787

        Sq.Ft.

        402 Macum Creek Drive

        Chester, MD

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        Courtesy of SAMSON PROPERTIES
        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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          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
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          1 of 23
          $599,990
          2

          Beds

          2.0

          Baths

          1,690

          Sq.Ft.

          641 Warbler Way

          Chester, MD

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          View 110 Boatswain Way # 3012 Chester, MD MLS# MDQA2018544
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          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
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          1 of 47
          $719,990
          2

          Beds

          2.1

          Baths

          1,900

          Sq.Ft.

          736 Warbler Way # 2733

          Chester, MD

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          Courtesy of BERKSHIRE HATHAWAY HOMESERVICES PENFED REALTY - OP
          View 233 Cross Creek Court Chester, MD MLS# MDQA2018296
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          1 of 46
          $569,900
          4

          Beds

          2.1

          Baths

          2,332

          Sq.Ft.

          233 Cross Creek Court

          Chester, MD

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          Courtesy of RORY S. COAKLEY REALTY, INC.
          View 41-D Queen Catherine Court Chester, MD MLS# MDQA2018508
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          1 of 50
          $439,000
          3

          Beds

          2.2

          Baths

          1,750

          Sq.Ft.

          41-D Queen Catherine Court

          Chester, MD

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          Courtesy of NORTHROP REALTY

          About Chester

          Listings in Chester, MD

          127

          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 - 500K13
          $500K - 600K20
          $600K - 700K19
          $700K - 800K15
          $800K - 900K13
          $900K - 1M15
          $1M - Max10

          Homes for Sale by Type in Chester, MD

          Property TypeCount
          Single Family59
          Townhouse1
          Condo62
          Commercial1
          Rental22
          Lots and Land3
          Condo/Town/CoOp0
          CoOp0
          Multi Family1
          Mobile Home0
          Farms0

          (Data as of 10/6/2026)

          Find Properties in Chester, MD

          Chester, MD Information

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          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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