View 205 Riverside Drive Chester, MD MLS# MDQA2017690
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$749,000
3

Beds

2.0

Baths

1,524

Sq.Ft.

205 Riverside Drive

Chester, MD

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View 134 Richard Ingle Way Chester, MD MLS# MDQA2017930
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OPEN HOUSE: Saturday 8/1 11:00 AM - 1:00 PM
$749,000
4

Beds

3.1

Baths

2,185

Sq.Ft.

134 Richard Ingle Way

Chester, MD

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Courtesy of REDFIN CORP
View 1868 Roberta Drive Chester, MD MLS# MDQA2016194
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$724,500
5

Beds

3.1

Baths

3,250

Sq.Ft.

1868 Roberta Drive

Chester, MD

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Courtesy of COLDWELL BANKER REALTY
The time to sell is now! THE TIME TO SELL IS NOW!
View 121 Merlin Drive Chester, MD MLS# MDQA2017900
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$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 266 Peregrine Drive Chester, MD MLS# MDQA2016140
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Save 266 Peregrine Drive Chester, MD MLS# MDQA2016140
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$707,000
4

Beds

3.0

Baths

2,870

Sq.Ft.

266 Peregrine Drive

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
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$700,000
2

Beds

2.1

Baths

2,003

Sq.Ft.

132 Wheelhouse Way # 11

Chester, MD

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View 2000 Herons Nest Way # 401 Chester, MD MLS# MDQA2017542
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Save 2000 Herons Nest Way # 401 Chester, MD MLS# MDQA2017542
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$700,000
3

Beds

2.1

Baths

2,602

Sq.Ft.

2000 Herons Nest Way # 401

Chester, MD

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View 110 Boatswain Way # 3033 Chester, MD MLS# MDQA2016094
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Save 110 Boatswain Way # 3033 Chester, MD MLS# MDQA2016094
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$699,990
2

Beds

2.1

Baths

1,900

Sq.Ft.

110 Boatswain Way # 3033

Chester, MD

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View 110 Boatswain Way # 3032 Chester, MD MLS# MDQA2016096
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$689,990
2

Beds

2.1

Baths

1,900

Sq.Ft.

110 Boatswain Way # 3032

Chester, MD

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View 2702 Harrington Road Chester, MD MLS# MDQA2017816
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$689,000
3

Beds

2.0

Baths

2,075

Sq.Ft.

2702 Harrington Road

Chester, MD

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View 111 Marshgrass Way # 21 Chester, MD MLS# MDQA2016714
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Save 111 Marshgrass Way # 21 Chester, MD MLS# MDQA2016714
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$680,000
3

Beds

2.1

Baths

2,602

Sq.Ft.

111 Marshgrass Way # 21

Chester, MD

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View Lot 6 Norman Court Chester, MD MLS# MDQA2008126
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Save Lot 6 Norman Court Chester, MD MLS# MDQA2008126
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$674,900
4

Beds

2.1

Baths

Lot 6 Norman Court

Chester, MD

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View 176 Flagstaff Way # 2412 Chester, MD MLS# MDQA2015806
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Save 176 Flagstaff Way # 2412 Chester, MD MLS# MDQA2015806
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$659,990
2

Beds

2.1

Baths

2,003

Sq.Ft.

176 Flagstaff Way # 2412

Chester, MD

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View 200 Harrier Way # 21 Chester, MD MLS# MDQA2014528
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$639,900
3

Beds

2.1

Baths

2,600

Sq.Ft.

200 Harrier Way # 21

Chester, MD

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View 102 Boatswain Way # 2911 Chester, MD MLS# MDQA2017980
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$629,990
2

Beds

2.1

Baths

2,003

Sq.Ft.

102 Boatswain Way # 2911

Chester, MD

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Courtesy of BERKSHIRE HATHAWAY HOMESERVICES PENFED REALTY - OP
View 315 Bentons Pleasure Road Chester, MD MLS# MDQA2017854
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    $629,900
    3

    Beds

    2.0

    Baths

    1,688

    Sq.Ft.

    315 Bentons Pleasure Road

    Chester, MD

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    View 265 Evelyne Street Chester, MD MLS# MDQA2017258
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      1 of 62
      $620,000
      3

      Beds

      2.1

      Baths

      2,119

      Sq.Ft.

      265 Evelyne Street

      Chester, MD

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      Courtesy of SAMSON PROPERTIES
      View 102 Boatswain Way # 2912 Chester, MD MLS# MDQA2018092
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      $609,990
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      Beds

      2.1

      Baths

      2,003

      Sq.Ft.

      102 Boatswain Way # 2912

      Chester, MD

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      View 176 Flagstaff Way # 2411 Chester, MD MLS# MDQA2015804
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      Save 176 Flagstaff Way # 2411 Chester, MD MLS# MDQA2015804
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      $599,990
      2

      Beds

      2.1

      Baths

      2,003

      Sq.Ft.

      176 Flagstaff Way # 2411

      Chester, MD

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      View 102 Boatswain Way # 2912 Chester, MD MLS# MDQA2016670
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      $599,990
      2

      Beds

      2.1

      Baths

      2,003

      Sq.Ft.

      102 Boatswain Way # 2912

      Chester, MD

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      Courtesy of KOVO REALTY

      About Chester

      Listings in Chester, MD

      108

      Estimated median home price

      $684,500
      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 - 200K1
      $200K - 300K5
      $300K - 400K16
      $400K - 500K11
      $500K - 600K12
      $600K - 700K13
      $700K - 800K15
      $800K - 900K8
      $900K - 1M15
      $1M - Max11

      Homes for Sale by Type in Chester, MD

      Property TypeCount
      Single Family49
      Townhouse3
      Condo54
      Commercial0
      Rental11
      Lots and Land2
      Condo/Town/CoOp0
      CoOp0
      Multi Family0
      Mobile Home0
      Farms0

      (Data as of 7/29/2026)

      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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      Some properties which appear for sale on this website may no longer be available because they are under contract, have sold or are no longer being offered for sale.

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