View 1000 Herons Nest Way # 23 Chester, MD MLS# MDQA2016230
$494,900
2

Beds

2.1

Baths

2,003

Sq.Ft.

1000 Herons Nest Way # 23

Chester, MD

Bright
Courtesy of EXP REALTY, LLC
View 1150 Little Creek Road Chester, MD MLS# MDQA2016206
  • Recently Listed with Virtual Tour
1 of 28
$425,000
3

Beds

1.1

Baths

2,200

Sq.Ft.

1150 Little Creek Road

Chester, MD

Bright
Courtesy of COLDWELL BANKER REALTY
View 54 Queen Caroline Court Chester, MD MLS# MDQA2016254
$324,900
3

Beds

2.1

Baths

1,280

Sq.Ft.

54 Queen Caroline Court

Chester, MD

Bright
Courtesy of REALTY NAVIGATOR
The time to sell is now! THE TIME TO SELL IS NOW!
View 106 Merganser Court Chester, MD MLS# MDQA2016226
$285,000
2

Beds

2.0

Baths

1,069

Sq.Ft.

106 Merganser Court

Chester, MD

Bright
Courtesy of RE/MAX EXECUTIVE
View 27 Queen Mary Court # F Chester, MD MLS# MDQA2016200
    1 of 16
    OPEN HOUSE: Saturday 2/28 11:00 AM - 1:00 PM
    $419,000
    2

    Beds

    2.0

    Baths

    1,380

    Sq.Ft.

    27 Queen Mary Court # F

    Chester, MD

    Bright
    Courtesy of LONG & FOSTER REAL ESTATE, INC.
    View 1868 Roberta Drive Chester, MD MLS# MDQA2016194
      1 of 2
      OPEN HOUSE: Saturday 2/28 1:00 PM - 3:00 PM
      $769,500
      5

      Beds

      3.1

      Baths

      3,250

      Sq.Ft.

      1868 Roberta Drive

      Chester, MD

      Bright
      Courtesy of COLDWELL BANKER REALTY
      View 230 Switchgrass Way # 21 Chester, MD MLS# MDQA2016166
      $694,500
      3

      Beds

      2.1

      Baths

      2,602

      Sq.Ft.

      230 Switchgrass Way # 21

      Chester, MD

      Bright
      Courtesy of LONG & FOSTER REAL ESTATE, INC.
      View 129 Sailcloth Way Chester, MD MLS# MDQA2016176
      • Adult Community
      1 of 35
      $764,900
      3

      Beds

      2.0

      Baths

      2,303

      Sq.Ft.

      129 Sailcloth Way

      Chester, MD

      Bright
      Courtesy of RE/MAX EXECUTIVE
      View 266 Peregrine Drive Chester, MD MLS# MDQA2016140
      • Adult Community
      1 of 3
      $750,000
      4

      Beds

      3.0

      Baths

      2,870

      Sq.Ft.

      266 Peregrine Drive

      Chester, MD

      Bright
      Courtesy of RE/MAX EXECUTIVE
      View 111 Marshgrass Way # 22 Chester, MD MLS# MDQA2016122
      • Adult Community
      1 of 100
      $539,000
      2

      Beds

      2.1

      Baths

      1,900

      Sq.Ft.

      111 Marshgrass Way # 22

      Chester, MD

      Bright
      Courtesy of LONG & FOSTER REAL ESTATE, INC.
      View 110 Boatswain Way # 3033 Chester, MD MLS# MDQA2016094
      $769,990
      2

      Beds

      2.1

      Baths

      1,900

      Sq.Ft.

      110 Boatswain Way # 3033

      Chester, MD

      Bright
      Courtesy of KOVO REALTY
      View 110 Boatswain Way # 3032 Chester, MD MLS# MDQA2016096
      $769,990
      2

      Beds

      2.1

      Baths

      1,900

      Sq.Ft.

      110 Boatswain Way # 3032

      Chester, MD

      Bright
      Courtesy of KOVO REALTY
      View 110 Boatswain Way # 3021 Chester, MD MLS# MDQA2016078
      $799,990
      3

      Beds

      2.1

      Baths

      2,602

      Sq.Ft.

      110 Boatswain Way # 3021

      Chester, MD

      Bright
      Courtesy of KOVO REALTY
      View 110 Boatswain Way # 3031 Chester, MD MLS# MDQA2016080
      $899,990
      3

      Beds

      2.1

      Baths

      2,602

      Sq.Ft.

      110 Boatswain Way # 3031

      Chester, MD

      Bright
      Courtesy of KOVO REALTY
      View 9 Queen Victoria Way Chester, MD MLS# MDQA2015826
      $375,000
      3

      Beds

      2.1

      Baths

      1,680

      Sq.Ft.

      9 Queen Victoria Way

      Chester, MD

      Bright
      Courtesy of RE/MAX EXECUTIVE
      View 1025 Dundee Court Chester, MD MLS# MDQA2016050
      $350,000
      3

      Beds

      2.1

      Baths

      1,400

      Sq.Ft.

      1025 Dundee Court

      Chester, MD

      Bright
      Courtesy of RE/MAX EXECUTIVE
      View 3 Queen Victoria Court Chester, MD MLS# MDQA2016014
        1 of 8
        OPEN HOUSE: Sunday 3/1 12:00 PM - 2:00 PM
        $275,000
        1

        Beds

        1.0

        Baths

        724

        Sq.Ft.

        3 Queen Victoria Court

        Chester, MD

        Bright
        Courtesy of COLDWELL BANKER REALTY
        View 255 Redstart Drive Chester, MD MLS# MDQA2016024
        • Adult Community
        1 of 37
        $829,990
        4

        Beds

        3.0

        Baths

        2,791

        Sq.Ft.

        255 Redstart Drive

        Chester, MD

        Bright
        Courtesy of KOVO REALTY
        View 114 Addison Court Chester, MD MLS# MDQA2015980
        $549,900
        3

        Beds

        2.1

        Baths

        2,342

        Sq.Ft.

        114 Addison Court

        Chester, MD

        Bright
        Courtesy of COLDWELL BANKER WATERMAN REALTY
        View 1363 Calvert Road Chester, MD MLS# MDQA2015954
        • Virtual Tour
        1 of 35
        $469,999
        3

        Beds

        2.0

        Baths

        1,400

        Sq.Ft.

        1363 Calvert Road

        Chester, MD

        Bright
        Courtesy of REVOL REAL ESTATE, LLC

        About Chester

        Listings in Chester, MD

        91

        Estimated median home price

        $599,990
        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 - 100K3
        $100K - 200K0
        $200K - 300K7
        $300K - 400K9
        $400K - 500K13
        $500K - 600K14
        $600K - 700K10
        $700K - 800K12
        $800K - 900K8
        $900K - 1M6
        $1M - Max9

        Homes for Sale by Type in Chester, MD

        Property TypeCount
        Single Family40
        Townhouse0
        Condo48
        Commercial0
        Rental10
        Lots and Land3
        Condo/Town/CoOp0
        CoOp0
        Multi Family0
        Mobile Home0
        Farms0

        (Data as of 2/25/2026)

        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.

        Real estate listings held by brokerage firms other than Weichert, Realtors® are marked with the Broker Reciprocity icon (a little black house) and detailed information about each listing includes the name of the listing broker.

        The information provided by this website is for the personal, non-commercial use of consumers and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.

        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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