View 126 Claiborne Street Chester, MD MLS# MDQA2017106
    1 of 44
    OPEN HOUSE: Saturday 5/30 4:00 PM - 6:00 PM
    $787,900
    3

    Beds

    2.1

    Baths

    2,276

    Sq.Ft.

    126 Claiborne Street

    Chester, MD

    Bright
    Courtesy of SAMSON PROPERTIES
    View 1848 Harbor Drive Chester, MD MLS# MDQA2017062
    $480,000
    3

    Beds

    2.0

    Baths

    1,804

    Sq.Ft.

    1848 Harbor Drive

    Chester, MD

    Bright
    Courtesy of EXP REALTY, LLC
    View 1906 Stevens Drive Chester, MD MLS# MDQA2017056
    $464,000
    3

    Beds

    2.0

    Baths

    2,016

    Sq.Ft.

    1906 Stevens Drive

    Chester, MD

    Bright
    Courtesy of RE/MAX EXECUTIVE
    The time to sell is now! THE TIME TO SELL IS NOW!
    View 711 Warbler Way Chester, MD MLS# MDQA2017038
    • Adult Community
    1 of 38
    $789,990
    4

    Beds

    3.0

    Baths

    2,791

    Sq.Ft.

    711 Warbler Way

    Chester, MD

    Bright
    Courtesy of KOVO REALTY
    View 200 Schooner Way Chester, MD MLS# MDQA2016718
    $550,000
    3

    Beds

    3.1

    Baths

    2,100

    Sq.Ft.

    200 Schooner Way

    Chester, MD

    Bright
    Courtesy of LONG & FOSTER REAL ESTATE, INC.
    View 134 Mchenny Court Chester, MD MLS# MDQA2017004
    $599,000
    3

    Beds

    2.1

    Baths

    1,839

    Sq.Ft.

    134 Mchenny Court

    Chester, MD

    Bright
    Courtesy of COLDWELL BANKER REALTY
    View 1921 Harbor Drive Chester, MD MLS# MDQA2017018
    • New Construction
    1 of 35
    $519,900
    3

    Beds

    2.1

    Baths

    2,000

    Sq.Ft.

    1921 Harbor Drive

    Chester, MD

    Bright
    Courtesy of COLDWELL BANKER WATERMAN REALTY
    View 1719 Harbor Drive Chester, MD MLS# MDQA2016982
    • Virtual Tour
    1 of 87
    OPEN HOUSE: Sunday 5/31 12:00 PM - 2:00 PM
    $1,395,000
    3

    Beds

    3.2

    Baths

    4,208

    Sq.Ft.

    1719 Harbor Drive

    Chester, MD

    Bright
    Courtesy of CHESAPEAKE REAL ESTATE ASSOCIATES, LLC
    View 1914 Anchorage Drive Chester, MD MLS# MDQA2017002
    $299,900
    3

    Beds

    2.0

    Baths

    1,800

    Sq.Ft.

    1914 Anchorage Drive

    Chester, MD

    Bright
    Courtesy of CENTURY 21 DOWNTOWN
    View 233 Kingfisher Lane Chester, MD MLS# MDQA2016936
    • Adult Community with Virtual Tour
    1 of 84
    $1,045,000
    5

    Beds

    4.1

    Baths

    3,225

    Sq.Ft.

    233 Kingfisher Lane

    Chester, MD

    Bright
    Courtesy of SAMSON PROPERTIES
    View 2855 Cox Neck Road Chester, MD MLS# MDQA2016942
    $1,250,000
    3

    Beds

    4.1

    Baths

    4,413

    Sq.Ft.

    2855 Cox Neck Road

    Chester, MD

    Bright
    Courtesy of WILSON REALTY & STAGING LLC
    View 200 Newtown Road Chester, MD MLS# MDQA2016754
    • Virtual Tour
    1 of 50
    OPEN HOUSE: Saturday 5/30 11:00 AM - 1:00 PM
    $430,000
    3

    Beds

    2.1

    Baths

    1,296

    Sq.Ft.

    200 Newtown Road

    Chester, MD

    Bright
    Courtesy of SAMSON PROPERTIES
    View 126 Watermans Cove Lane Chester, MD MLS# MDQA2016908
    $579,000
    3

    Beds

    3.0

    Baths

    1,536

    Sq.Ft.

    126 Watermans Cove Lane

    Chester, MD

    Bright
    Courtesy of COLDWELL BANKER REALTY
    View 114 Merganser Court Chester, MD MLS# MDQA2016968
    $295,000
    2

    Beds

    2.0

    Baths

    1,069

    Sq.Ft.

    114 Merganser Court

    Chester, MD

    Bright
    Courtesy of BENSON & MANGOLD, LLC
    View 208 Blenny Lane Chester, MD MLS# MDQA2016002
    $434,900
    3

    Beds

    2.2

    Baths

    1,899

    Sq.Ft.

    208 Blenny Lane

    Chester, MD

    Bright
    Courtesy of RE/MAX EXECUTIVE
    View 111 Marshgrass Way # 21 Chester, MD MLS# MDQA2016714
    • Adult Community with Virtual Tour
    1 of 57
    $680,000
    3

    Beds

    2.1

    Baths

    2,602

    Sq.Ft.

    111 Marshgrass Way # 21

    Chester, MD

    Bright
    Courtesy of SAMSON PROPERTIES
    View 29-A Queen Mary Court Chester, MD MLS# MDQA2016898
    $589,000
    2

    Beds

    2.1

    Baths

    1,425

    Sq.Ft.

    29-A Queen Mary Court

    Chester, MD

    Bright
    Courtesy of JORGE A. ZEA
    View 102 Boatswain Way # 2933 Chester, MD MLS# MDQA2016914
    $829,990
    2

    Beds

    2.1

    Baths

    1,900

    Sq.Ft.

    102 Boatswain Way # 2933

    Chester, MD

    Bright
    Courtesy of KOVO REALTY
    View 1901 Cox Neck Road Chester, MD MLS# MDQA2016792
    $2,350,000
    4

    Beds

    4.1

    Baths

    5,510

    Sq.Ft.

    1901 Cox Neck Road

    Chester, MD

    Bright
    Courtesy of COLDWELL BANKER REALTY
    View 1000 Herons Nest Way # 22 Chester, MD MLS# MDQA2016820
    • Adult Community with Virtual Tour
    1 of 56
    $488,000
    2

    Beds

    2.1

    Baths

    1,900

    Sq.Ft.

    1000 Herons Nest Way # 22

    Chester, MD

    Bright
    Courtesy of RE/MAX EXECUTIVE

    About Chester

    Listings in Chester, MD

    107

    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 - 200K1
    $200K - 300K6
    $300K - 400K11
    $400K - 500K11
    $500K - 600K13
    $600K - 700K15
    $700K - 800K15
    $800K - 900K8
    $900K - 1M10
    $1M - Max15

    Homes for Sale by Type in Chester, MD

    Property TypeCount
    Single Family48
    Townhouse2
    Condo54
    Commercial0
    Rental14
    Lots and Land3
    Condo/Town/CoOp0
    CoOp0
    Multi Family0
    Mobile Home0
    Farms0

    (Data as of 5/29/2026)

    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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