View 1704 Bayside Drive Chester, MD MLS# MDQA2015660
$1,100,000
3

Beds

2.1

Baths

1,830

Sq.Ft.

1704 Bayside Drive

Chester, MD

Bright
Courtesy of COTTAGE STREET REALTY LLC
View 127 Flycatcher Way Chester, MD MLS# MDQA2015632
  • Adult Community
1 of 49
$1,100,000
2

Beds

2.0

Baths

1,993

Sq.Ft.

127 Flycatcher Way

Chester, MD

Bright
Courtesy of KOVO REALTY
View 123 Flycatcher Way Chester, MD MLS# MDQA2015634
  • Adult Community
1 of 47
$1,300,000
3

Beds

3.0

Baths

2,789

Sq.Ft.

123 Flycatcher Way

Chester, MD

Bright
Courtesy of KOVO REALTY
The time to sell is now! THE TIME TO SELL IS NOW!
View 117 Flycatcher Way Chester, MD MLS# MDQA2015636
  • Adult Community
1 of 49
$1,400,000
3

Beds

3.1

Baths

2,930

Sq.Ft.

117 Flycatcher Way

Chester, MD

Bright
Courtesy of KOVO REALTY
View 111 Flycatcher Way Chester, MD MLS# MDQA2015638
  • Adult Community
1 of 48
$1,400,000
5

Beds

4.1

Baths

3,225

Sq.Ft.

111 Flycatcher Way

Chester, MD

Bright
Courtesy of KOVO REALTY
View 1916 Stevens Drive Chester, MD MLS# MDQA2015554
    1 of 41
    OPEN HOUSE: Sunday 3/15 12:30 PM - 2:30 PM
    $489,000
    3

    Beds

    2.0

    Baths

    1,728

    Sq.Ft.

    1916 Stevens Drive

    Chester, MD

    Bright
    Courtesy of COLDWELL BANKER REALTY
    View 203 Riverside Drive Chester, MD MLS# MDQA2014798
    • New Construction
    1 of 68
    $1,099,900
    5

    Beds

    3.1

    Baths

    3,036

    Sq.Ft.

    203 Riverside Drive

    Chester, MD

    Bright
    Courtesy of LONG & FOSTER REAL ESTATE, INC.
    View 112 Chessie Court Chester, MD MLS# MDQA2015532
    $519,900
    3

    Beds

    2.1

    Baths

    2,066

    Sq.Ft.

    112 Chessie Court

    Chester, MD

    Bright
    Courtesy of CHANEY HOMES, LLC
    View Harbor Drive Chester, MD MLS# MDQA2015496
    • New Construction
    1 of 12
    $519,900
    Studio

    Beds

    0.0

    Baths

    1,250

    Sq.Ft.

    Harbor Drive

    Chester, MD

    Bright
    Courtesy of COLDWELL BANKER WATERMAN REALTY
    View 202 Mchenny Court Chester, MD MLS# MDQA2015440
    • Virtual Tour
    1 of 63
    $825,000
    3

    Beds

    2.1

    Baths

    2,520

    Sq.Ft.

    202 Mchenny Court

    Chester, MD

    Bright
    Courtesy of COLDWELL BANKER REALTY
    View 630 Warbler Way # 2232 Chester, MD MLS# MDQA2015436
    $644,990
    2

    Beds

    2.1

    Baths

    1,900

    Sq.Ft.

    630 Warbler Way # 2232

    Chester, MD

    Bright
    Courtesy of KOVO REALTY
    View 630 Warbler Way # 2233 Chester, MD MLS# MDQA2015438
    $644,990
    2

    Beds

    2.1

    Baths

    1,900

    Sq.Ft.

    630 Warbler Way # 2233

    Chester, MD

    Bright
    Courtesy of KOVO REALTY
    View 3000 Herons Nest Way # 11 Chester, MD MLS# MDQA2015222
    • Adult Community with Virtual Tour
    1 of 66
    OPEN HOUSE: Sunday 3/15 12:00 PM - 2:00 PM
    $555,800
    2

    Beds

    2.1

    Baths

    2,003

    Sq.Ft.

    3000 Herons Nest Way # 11

    Chester, MD

    Bright
    Courtesy of COLDWELL BANKER REALTY
    View 132 Wheelhouse Way Chester, MD MLS# MDQA2015138
    • Adult Community
    1 of 68
    $1,249,990
    2

    Beds

    2.1

    Baths

    1,900

    Sq.Ft.

    132 Wheelhouse Way

    Chester, MD

    Bright
    Courtesy of KOVO REALTY
    View 1870 Harbor Drive Chester, MD MLS# MDQA2015064
    • Virtual Tour
    1 of 34
    $320,000
    2

    Beds

    1.0

    Baths

    832

    Sq.Ft.

    1870 Harbor Drive

    Chester, MD

    Bright
    Courtesy of RE/MAX EXECUTIVE
    View 135 Nauset Lane Chester, MD MLS# MDQA2015026
    • Adult Community with Virtual Tour
    1 of 81
    $814,900
    3

    Beds

    3.0

    Baths

    2,795

    Sq.Ft.

    135 Nauset Lane

    Chester, MD

    Bright
    Courtesy of REAL BROKER, LLC - ANNAPOLIS
    View 630 Warbler Way # 2224 Chester, MD MLS# MDQA2014898
    $714,990
    2

    Beds

    2.1

    Baths

    2,602

    Sq.Ft.

    630 Warbler Way # 2224

    Chester, MD

    Bright
    Courtesy of KOVO REALTY
    View 630 Warbler Way # 2223 Chester, MD MLS# MDQA2014900
    $574,900
    2

    Beds

    2.1

    Baths

    1,900

    Sq.Ft.

    630 Warbler Way # 2223

    Chester, MD

    Bright
    Courtesy of KOVO REALTY
    View 141 Switchgrass Way # 34 Chester, MD MLS# MDQA2014868
    • Adult Community with Virtual Tour
    1 of 61
    $684,950
    3

    Beds

    2.1

    Baths

    2,600

    Sq.Ft.

    141 Switchgrass Way # 34

    Chester, MD

    Bright
    Courtesy of RE/MAX EXECUTIVE
    View 635 Dominion Road Chester, MD MLS# MDQA2014836
    • Virtual Tour
    1 of 50
    $895,000
    3

    Beds

    3.2

    Baths

    2,818

    Sq.Ft.

    635 Dominion Road

    Chester, MD

    Bright
    Courtesy of COLDWELL BANKER REALTY

    About Chester

    Listings in Chester, MD

    100

    Estimated median home price

    $622,490
    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 - 200K0
    $200K - 300K7
    $300K - 400K11
    $400K - 500K16
    $500K - 600K14
    $600K - 700K9
    $700K - 800K12
    $800K - 900K11
    $900K - 1M7
    $1M - Max11

    Homes for Sale by Type in Chester, MD

    Property TypeCount
    Single Family45
    Townhouse1
    Condo51
    Commercial0
    Rental11
    Lots and Land3
    Condo/Town/CoOp0
    CoOp0
    Multi Family0
    Mobile Home0
    Farms0

    (Data as of 3/15/2026)

    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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