View 102 Boatswain Way # 2912 Chester, MD MLS# MDQA2018092
$609,990
2

Beds

2.1

Baths

2,003

Sq.Ft.

102 Boatswain Way # 2912

Chester, MD

Bright
Courtesy of BERKSHIRE HATHAWAY HOMESERVICES PENFED REALTY - OP
View 176 Flagstaff Way # 2411 Chester, MD MLS# MDQA2015804
$599,990
2

Beds

2.1

Baths

2,003

Sq.Ft.

176 Flagstaff Way # 2411

Chester, MD

Bright
Courtesy of KOVO REALTY
View 102 Boatswain Way # 2912 Chester, MD MLS# MDQA2016670
$599,990
2

Beds

2.1

Baths

2,003

Sq.Ft.

102 Boatswain Way # 2912

Chester, MD

Bright
Courtesy of KOVO REALTY
The time to sell is now! THE TIME TO SELL IS NOW!
View 1012 Auckland Way Chester, MD MLS# MDQA2017452
  • Virtual Tour
1 of 46
$599,900
3

Beds

3.1

Baths

2,076

Sq.Ft.

1012 Auckland Way

Chester, MD

Bright
Courtesy of REDFIN CORP
View 1000 Herons Nest Way # 43 Chester, MD MLS# MDQA2017608
  • Adult Community with Virtual Tour
1 of 50
$595,000
2

Beds

2.1

Baths

1,832

Sq.Ft.

1000 Herons Nest Way # 43

Chester, MD

Bright
Courtesy of COLDWELL BANKER REALTY
View 115 Gibson Circle Chester, MD MLS# MDQA2017526
  • Virtual Tour
1 of 42
$565,900
2

Beds

2.1

Baths

2,048

Sq.Ft.

115 Gibson Circle

Chester, MD

Bright
Courtesy of LONG & FOSTER REAL ESTATE, INC.
View 29-A Queen Mary Court Chester, MD MLS# MDQA2016898
$559,900
2

Beds

2.1

Baths

1,425

Sq.Ft.

29-A Queen Mary Court

Chester, MD

Bright
Courtesy of JORGE A. ZEA
View 126 Watermans Cove Lane Chester, MD MLS# MDQA2016908
$559,000
3

Beds

3.0

Baths

1,536

Sq.Ft.

126 Watermans Cove Lane

Chester, MD

Bright
Courtesy of COLDWELL BANKER REALTY
View 532 Cross Creek Court Chester, MD MLS# MDQA2017890
$555,000
4

Beds

2.1

Baths

2,486

Sq.Ft.

532 Cross Creek Court

Chester, MD

Bright
Courtesy of LONG & FOSTER REAL ESTATE, INC.
View 205 Anchor Lane Chester, MD MLS# MDQA2017856
    1 of 48
    OPEN HOUSE: Saturday 8/8 11:00 AM - 1:00 PM
    $535,000
    5

    Beds

    3.0

    Baths

    3,000

    Sq.Ft.

    205 Anchor Lane

    Chester, MD

    Bright
    Courtesy of SAMSON PROPERTIES
    View 230 Switchgrass Way # 12 Chester, MD MLS# MDQA2017860
    $525,000
    2

    Beds

    2.1

    Baths

    2,003

    Sq.Ft.

    230 Switchgrass Way # 12

    Chester, MD

    Bright
    Courtesy of REAL BROKER, LLC - CHESTER
    View 4000 Herons Nest Way # 22 Chester, MD MLS# MDQA2015800
    • Adult Community with Virtual Tour
    1 of 70
    $515,000
    2

    Beds

    2.1

    Baths

    1,900

    Sq.Ft.

    4000 Herons Nest Way # 22

    Chester, MD

    Bright
    Courtesy of RE/MAX LEADING EDGE
    View 34-E Queen Anne Way Chester, MD MLS# MDQA2016464
    $515,000
    2

    Beds

    2.1

    Baths

    1,586

    Sq.Ft.

    34-E Queen Anne Way

    Chester, MD

    Bright
    Courtesy of TAYLOR PROPERTIES
    View 124 Riverside Drive Chester, MD MLS# MDQA2017718
    $499,000
    4

    Beds

    2.1

    Baths

    1,979

    Sq.Ft.

    124 Riverside Drive

    Chester, MD

    Bright
    Courtesy of DOUGLAS REALTY LLC
    View 1000 Herons Nest Way # 23 Chester, MD MLS# MDQA2017786
    $490,000
    2

    Beds

    2.1

    Baths

    1000 Herons Nest Way # 23

    Chester, MD

    Bright
    Courtesy of SAMSON PROPERTIES
    View 1000 Herons Nest Way # 22 Chester, MD MLS# MDQA2016820
    • Adult Community with Virtual Tour
    1 of 56
    $485,000
    2

    Beds

    2.1

    Baths

    1,900

    Sq.Ft.

    1000 Herons Nest Way # 22

    Chester, MD

    Bright
    Courtesy of RE/MAX EXECUTIVE
    View 3000 Herons Nest Way # 11 Chester, MD MLS# MDQA2015222
    • Adult Community with Virtual Tour
    1 of 66
    $479,000
    2

    Beds

    2.1

    Baths

    2,003

    Sq.Ft.

    3000 Herons Nest Way # 11

    Chester, MD

    Bright
    Courtesy of COLDWELL BANKER REALTY
    View 1916 Stevens Drive Chester, MD MLS# MDQA2015554
    $470,000
    3

    Beds

    2.1

    Baths

    1,728

    Sq.Ft.

    1916 Stevens Drive

    Chester, MD

    Bright
    Courtesy of COLDWELL BANKER REALTY
    View 1340 Queen Anne Drive Chester, MD MLS# MDQA2011168
    $439,900
    3

    Beds

    2.0

    Baths

    1,248

    Sq.Ft.

    1340 Queen Anne Drive

    Chester, MD

    Bright
    Courtesy of RE/MAX EXECUTIVE
    View 106 Bodys Neck Road Chester, MD MLS# MDQA2017432
    $435,000
    3

    Beds

    2.1

    Baths

    1,595

    Sq.Ft.

    106 Bodys Neck Road

    Chester, MD

    Bright
    Courtesy of REALTY NAVIGATOR

    About Chester

    Listings in Chester, MD

    114

    Estimated median home price

    $694,990
    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 - 100K1
    $100K - 200K2
    $200K - 300K8
    $300K - 400K14
    $400K - 500K10
    $500K - 600K12
    $600K - 700K13
    $700K - 800K15
    $800K - 900K12
    $900K - 1M15
    $1M - Max12

    Homes for Sale by Type in Chester, MD

    Property TypeCount
    Single Family52
    Townhouse2
    Condo57
    Commercial0
    Rental12
    Lots and Land3
    Condo/Town/CoOp0
    CoOp0
    Multi Family0
    Mobile Home0
    Farms0

    (Data as of 8/6/2026)

    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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