View 300 Woods Point Road Chester, MD MLS# MDQA2017820
  • Virtual Tour
1 of 78
OPEN HOUSE: Saturday 10/3 11:00 AM - 3:00 PM
$2,840,000
3

Beds

2.0

Baths

2,000

Sq.Ft.

300 Woods Point Road

Chester, MD

Bright
Courtesy of TIDEWATER PROPERTIES
View 129 Wheelhouse Way # 21 Chester, MD MLS# MDQA2018858
$1,439,999
3

Beds

2.1

Baths

2,601

Sq.Ft.

129 Wheelhouse Way # 21

Chester, MD

Bright
Courtesy of RISE REAL ESTATE, LLC
View 1509 Calvert Road Chester, MD MLS# MDQA2018902
    1 of 3
    OPEN HOUSE: Saturday 10/3 11:00 AM - 2:00 PM
    $1,350,000
    4

    Beds

    3.0

    Baths

    3,680

    Sq.Ft.

    1509 Calvert Road

    Chester, MD

    Bright
    Courtesy of LONG & FOSTER REAL ESTATE, INC.
    The time to sell is now! THE TIME TO SELL IS NOW!
    View 2513 Cecil Drive Chester, MD MLS# MDQA2018504
    $1,290,000
    5

    Beds

    2.0

    Baths

    2,700

    Sq.Ft.

    2513 Cecil Drive

    Chester, MD

    Bright
    Courtesy of REAL BROKER, LLC - CHESTER
    View 1717 Harbor Drive Chester, MD MLS# MDQA2018534
    • Virtual Tour
    1 of 77
    $1,250,000
    3

    Beds

    2.1

    Baths

    2,742

    Sq.Ft.

    1717 Harbor Drive

    Chester, MD

    Bright
    Courtesy of CHESAPEAKE REAL ESTATE ASSOCIATES, LLC
    View 111 Flycatcher Way Chester, MD MLS# MDQA2018160
    • Adult Community
    1 of 25
    $1,200,000
    5

    Beds

    4.1

    Baths

    3,225

    Sq.Ft.

    111 Flycatcher Way

    Chester, MD

    Bright
    Courtesy of BERKSHIRE HATHAWAY HOMESERVICES PENFED REALTY - OP
    View 162 Kirwans Landing Lane Chester, MD MLS# MDQA2018812
    $1,199,900
    5

    Beds

    3.0

    Baths

    3,000

    Sq.Ft.

    162 Kirwans Landing Lane

    Chester, MD

    Bright
    Courtesy of NEXT STEP REALTY
    View 1757 Harbor Drive Chester, MD MLS# MDQA2014542
    • New Construction
    1 of 64
    $1,198,800
    4

    Beds

    3.1

    Baths

    1757 Harbor Drive

    Chester, MD

    Bright
    Courtesy of KELLER WILLIAMS FLAGSHIP
    View 2855 Cox Neck Road Chester, MD MLS# MDQA2016942
    $1,125,000
    4

    Beds

    4.1

    Baths

    4,413

    Sq.Ft.

    2855 Cox Neck Road

    Chester, MD

    Bright
    Courtesy of WILSON REALTY & STAGING LLC
    View 117 Flycatcher Way Chester, MD MLS# MDQA2018162
    • Adult Community
    1 of 25
    $1,100,000
    3

    Beds

    3.1

    Baths

    2,930

    Sq.Ft.

    117 Flycatcher Way

    Chester, MD

    Bright
    Courtesy of BERKSHIRE HATHAWAY HOMESERVICES PENFED REALTY - OP
    View 123 Flycatcher Way Chester, MD MLS# MDQA2018164
    • Adult Community
    1 of 26
    $1,100,000
    3

    Beds

    3.0

    Baths

    2,789

    Sq.Ft.

    123 Flycatcher Way

    Chester, MD

    Bright
    Courtesy of BERKSHIRE HATHAWAY HOMESERVICES PENFED REALTY - OP
    View 110 Boatswain Way # 3044 Chester, MD MLS# MDQA2017984
    $999,990
    3

    Beds

    2.1

    Baths

    2,602

    Sq.Ft.

    110 Boatswain Way # 3044

    Chester, MD

    Bright
    Courtesy of BERKSHIRE HATHAWAY HOMESERVICES PENFED REALTY - OP
    View 114 Kinglet Court Chester, MD MLS# MDQA2018804
    • Recently Listed
    1 of 25
    $999,990
    3

    Beds

    3.0

    Baths

    2,772

    Sq.Ft.

    114 Kinglet Court

    Chester, MD

    Bright
    Courtesy of BERKSHIRE HATHAWAY HOMESERVICES PENFED REALTY - OP
    View 111 Marshgrass Way # 41 Chester, MD MLS# MDQA2017940
    • Adult Community
    1 of 56
    OPEN HOUSE: Sunday 10/4 11:00 AM - 1:00 PM
    $998,000
    3

    Beds

    2.1

    Baths

    2,602

    Sq.Ft.

    111 Marshgrass Way # 41

    Chester, MD

    Bright
    Courtesy of LONG & FOSTER REAL ESTATE, INC.
    View 215 Kingfisher Lane Chester, MD MLS# MDQA2016702
    • Adult Community with Virtual Tour
    1 of 44
    OPEN HOUSE: Saturday 10/3 1:00 PM - 3:00 PM
    $995,000
    5

    Beds

    4.1

    Baths

    3,225

    Sq.Ft.

    215 Kingfisher Lane

    Chester, MD

    Bright
    Courtesy of RE/MAX EXECUTIVE
    View 203 Riverside Drive Chester, MD MLS# MDQA2018004
    • New Construction
    1 of 63
    $989,800
    5

    Beds

    3.1

    Baths

    3,036

    Sq.Ft.

    203 Riverside Drive

    Chester, MD

    Bright
    Courtesy of LONG & FOSTER REAL ESTATE, INC.
    View 2702 Sherman Drive Chester, MD MLS# MDQA2017858
    $989,000
    5

    Beds

    2.2

    Baths

    2,752

    Sq.Ft.

    2702 Sherman Drive

    Chester, MD

    Bright
    Courtesy of SAMSON PROPERTIES
    View 102 Boatswain Way # 2934 Chester, MD MLS# MDQA2016676
    $969,990
    3

    Beds

    2.1

    Baths

    2,602

    Sq.Ft.

    102 Boatswain Way # 2934

    Chester, MD

    Bright
    Courtesy of KOVO REALTY
    View 118 Kinglet Court Chester, MD MLS# MDQA2018806
    • Recently Listed
    1 of 26
    $969,990
    2

    Beds

    2.1

    Baths

    2,010

    Sq.Ft.

    118 Kinglet Court

    Chester, MD

    Bright
    Courtesy of BERKSHIRE HATHAWAY HOMESERVICES PENFED REALTY - OP
    View 110 Boatswain Way # 3034 Chester, MD MLS# MDQA2016092
    $949,990
    3

    Beds

    2.1

    Baths

    2,602

    Sq.Ft.

    110 Boatswain Way # 3034

    Chester, MD

    Bright
    Courtesy of KOVO REALTY

    About Chester

    Listings in Chester, MD

    118

    Estimated median home price

    $669,950
    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 - 300K4
    $300K - 400K13
    $400K - 500K11
    $500K - 600K18
    $600K - 700K18
    $700K - 800K11
    $800K - 900K14
    $900K - 1M14
    $1M - Max11

    Homes for Sale by Type in Chester, MD

    Property TypeCount
    Single Family57
    Townhouse1
    Condo55
    Commercial1
    Rental21
    Lots and Land3
    Condo/Town/CoOp0
    CoOp0
    Multi Family1
    Mobile Home0
    Farms0

    (Data as of 10/1/2026)

    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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