Chester Maryland Homes for Rent

11 total properties

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26 Queen Anne Way Chester, MD MLS# MDQA2016182

$2,300

Beds

1.1

Baths

1,010

Sq.Ft.

26 Queen Anne Way

Chester, MD

Courtesy of NORTHROP REALTY

109 Country Day Road Chester, MD MLS# MDQA2016132 - Image 1

Recently Listed

1 of 1

$1,133

109 Country Day Road

Chester, MD

Courtesy of COLDWELL BANKER WATERMAN REALTY

226 Bentons Pleasure Road Chester, MD MLS# MDQA2016124 - Image 1

226 Bentons Pleasure Road Chester, MD MLS# MDQA2016124 - Image 2

226 Bentons Pleasure Road Chester, MD MLS# MDQA2016124 - Image 3

226 Bentons Pleasure Road Chester, MD MLS# MDQA2016124 - Image 4

226 Bentons Pleasure Road Chester, MD MLS# MDQA2016124 - Image 5

226 Bentons Pleasure Road Chester, MD MLS# MDQA2016124 - Image 6

226 Bentons Pleasure Road Chester, MD MLS# MDQA2016124 - Image 7

226 Bentons Pleasure Road Chester, MD MLS# MDQA2016124 - Image 8

226 Bentons Pleasure Road Chester, MD MLS# MDQA2016124 - Image 9

226 Bentons Pleasure Road Chester, MD MLS# MDQA2016124 - Image 10

226 Bentons Pleasure Road Chester, MD MLS# MDQA2016124 - Image 11

226 Bentons Pleasure Road Chester, MD MLS# MDQA2016124 - Image 12

226 Bentons Pleasure Road Chester, MD MLS# MDQA2016124 - Image 13

226 Bentons Pleasure Road Chester, MD MLS# MDQA2016124 - Image 14

226 Bentons Pleasure Road Chester, MD MLS# MDQA2016124 - Image 15

226 Bentons Pleasure Road Chester, MD MLS# MDQA2016124 - Image 16

226 Bentons Pleasure Road Chester, MD MLS# MDQA2016124 - Image 17

226 Bentons Pleasure Road Chester, MD MLS# MDQA2016124 - Image 18

226 Bentons Pleasure Road Chester, MD MLS# MDQA2016124 - Image 19

226 Bentons Pleasure Road Chester, MD MLS# MDQA2016124 - Image 20

226 Bentons Pleasure Road Chester, MD MLS# MDQA2016124 - Image 21

226 Bentons Pleasure Road Chester, MD MLS# MDQA2016124 - Image 22

226 Bentons Pleasure Road Chester, MD MLS# MDQA2016124 - Image 23

226 Bentons Pleasure Road Chester, MD MLS# MDQA2016124 - Image 24

226 Bentons Pleasure Road Chester, MD MLS# MDQA2016124 - Image 25

226 Bentons Pleasure Road Chester, MD MLS# MDQA2016124 - Image 26

226 Bentons Pleasure Road Chester, MD MLS# MDQA2016124 - Image 27

226 Bentons Pleasure Road Chester, MD MLS# MDQA2016124 - Image 28

226 Bentons Pleasure Road Chester, MD MLS# MDQA2016124 - Image 29

226 Bentons Pleasure Road Chester, MD MLS# MDQA2016124 - Image 30

226 Bentons Pleasure Road Chester, MD MLS# MDQA2016124 - Image 31

226 Bentons Pleasure Road Chester, MD MLS# MDQA2016124 - Image 32

226 Bentons Pleasure Road Chester, MD MLS# MDQA2016124 - Image 33

226 Bentons Pleasure Road Chester, MD MLS# MDQA2016124 - Image 34

226 Bentons Pleasure Road Chester, MD MLS# MDQA2016124 - Image 35

226 Bentons Pleasure Road Chester, MD MLS# MDQA2016124 - Image 36

226 Bentons Pleasure Road Chester, MD MLS# MDQA2016124 - Image 37

226 Bentons Pleasure Road Chester, MD MLS# MDQA2016124 - Image 38

226 Bentons Pleasure Road Chester, MD MLS# MDQA2016124 - Image 39

226 Bentons Pleasure Road Chester, MD MLS# MDQA2016124 - Image 40

226 Bentons Pleasure Road Chester, MD MLS# MDQA2016124 - Image 41

226 Bentons Pleasure Road Chester, MD MLS# MDQA2016124 - Image 42

226 Bentons Pleasure Road Chester, MD MLS# MDQA2016124 - Image 43

226 Bentons Pleasure Road Chester, MD MLS# MDQA2016124 - Image 44

226 Bentons Pleasure Road Chester, MD MLS# MDQA2016124 - Image 45

226 Bentons Pleasure Road Chester, MD MLS# MDQA2016124 - Image 46

226 Bentons Pleasure Road Chester, MD MLS# MDQA2016124 - Image 47

226 Bentons Pleasure Road Chester, MD MLS# MDQA2016124 - Image 48

226 Bentons Pleasure Road Chester, MD MLS# MDQA2016124 - Image 49

1 of 49

$4,500

Beds

3.0

Baths

2,876

Sq.Ft.

226 Bentons Pleasure Road

Chester, MD

Courtesy of CHANEY HOMES, LLC

THE TIME TO SELL IS NOW!

1819 Sherman Drive Chester, MD MLS# MDQA2016102 - Image 1

1819 Sherman Drive Chester, MD MLS# MDQA2016102 - Image 2

1819 Sherman Drive Chester, MD MLS# MDQA2016102 - Image 3

1819 Sherman Drive Chester, MD MLS# MDQA2016102 - Image 4

1819 Sherman Drive Chester, MD MLS# MDQA2016102 - Image 5

1819 Sherman Drive Chester, MD MLS# MDQA2016102 - Image 6

1819 Sherman Drive Chester, MD MLS# MDQA2016102 - Image 7

1819 Sherman Drive Chester, MD MLS# MDQA2016102 - Image 8

1819 Sherman Drive Chester, MD MLS# MDQA2016102 - Image 9

1819 Sherman Drive Chester, MD MLS# MDQA2016102 - Image 10

1819 Sherman Drive Chester, MD MLS# MDQA2016102 - Image 11

1819 Sherman Drive Chester, MD MLS# MDQA2016102 - Image 12

1819 Sherman Drive Chester, MD MLS# MDQA2016102 - Image 13

1819 Sherman Drive Chester, MD MLS# MDQA2016102 - Image 14

1819 Sherman Drive Chester, MD MLS# MDQA2016102 - Image 15

1819 Sherman Drive Chester, MD MLS# MDQA2016102 - Image 16

1819 Sherman Drive Chester, MD MLS# MDQA2016102 - Image 17

1819 Sherman Drive Chester, MD MLS# MDQA2016102 - Image 18

1819 Sherman Drive Chester, MD MLS# MDQA2016102 - Image 19

1819 Sherman Drive Chester, MD MLS# MDQA2016102 - Image 20

1819 Sherman Drive Chester, MD MLS# MDQA2016102 - Image 21

1819 Sherman Drive Chester, MD MLS# MDQA2016102 - Image 22

1819 Sherman Drive Chester, MD MLS# MDQA2016102 - Image 23

1819 Sherman Drive Chester, MD MLS# MDQA2016102 - Image 24

1819 Sherman Drive Chester, MD MLS# MDQA2016102 - Image 25

1819 Sherman Drive Chester, MD MLS# MDQA2016102 - Image 26

1819 Sherman Drive Chester, MD MLS# MDQA2016102 - Image 27

1819 Sherman Drive Chester, MD MLS# MDQA2016102 - Image 28

1819 Sherman Drive Chester, MD MLS# MDQA2016102 - Image 29

1819 Sherman Drive Chester, MD MLS# MDQA2016102 - Image 30

1819 Sherman Drive Chester, MD MLS# MDQA2016102 - Image 31

1819 Sherman Drive Chester, MD MLS# MDQA2016102 - Image 32

1819 Sherman Drive Chester, MD MLS# MDQA2016102 - Image 33

1819 Sherman Drive Chester, MD MLS# MDQA2016102 - Image 34

1819 Sherman Drive Chester, MD MLS# MDQA2016102 - Image 35

1819 Sherman Drive Chester, MD MLS# MDQA2016102 - Image 36

1 of 36

$2,980

Beds

2.0

Baths

1,192

Sq.Ft.

1819 Sherman Drive

Chester, MD

Courtesy of COLDWELL BANKER REALTY

170 Harrier Way # 11 Chester, MD MLS# MDQA2016086 - Image 1

170 Harrier Way # 11 Chester, MD MLS# MDQA2016086 - Image 2

170 Harrier Way # 11 Chester, MD MLS# MDQA2016086 - Image 3

170 Harrier Way # 11 Chester, MD MLS# MDQA2016086 - Image 4

170 Harrier Way # 11 Chester, MD MLS# MDQA2016086 - Image 5

170 Harrier Way # 11 Chester, MD MLS# MDQA2016086 - Image 6

170 Harrier Way # 11 Chester, MD MLS# MDQA2016086 - Image 7

170 Harrier Way # 11 Chester, MD MLS# MDQA2016086 - Image 8

170 Harrier Way # 11 Chester, MD MLS# MDQA2016086 - Image 9

170 Harrier Way # 11 Chester, MD MLS# MDQA2016086 - Image 10

170 Harrier Way # 11 Chester, MD MLS# MDQA2016086 - Image 11

170 Harrier Way # 11 Chester, MD MLS# MDQA2016086 - Image 12

170 Harrier Way # 11 Chester, MD MLS# MDQA2016086 - Image 13

170 Harrier Way # 11 Chester, MD MLS# MDQA2016086 - Image 14

170 Harrier Way # 11 Chester, MD MLS# MDQA2016086 - Image 15

170 Harrier Way # 11 Chester, MD MLS# MDQA2016086 - Image 16

170 Harrier Way # 11 Chester, MD MLS# MDQA2016086 - Image 17

170 Harrier Way # 11 Chester, MD MLS# MDQA2016086 - Image 18

170 Harrier Way # 11 Chester, MD MLS# MDQA2016086 - Image 19

170 Harrier Way # 11 Chester, MD MLS# MDQA2016086 - Image 20

170 Harrier Way # 11 Chester, MD MLS# MDQA2016086 - Image 21

170 Harrier Way # 11 Chester, MD MLS# MDQA2016086 - Image 22

170 Harrier Way # 11 Chester, MD MLS# MDQA2016086 - Image 23

170 Harrier Way # 11 Chester, MD MLS# MDQA2016086 - Image 24

170 Harrier Way # 11 Chester, MD MLS# MDQA2016086 - Image 25

170 Harrier Way # 11 Chester, MD MLS# MDQA2016086 - Image 26

170 Harrier Way # 11 Chester, MD MLS# MDQA2016086 - Image 27

170 Harrier Way # 11 Chester, MD MLS# MDQA2016086 - Image 28

170 Harrier Way # 11 Chester, MD MLS# MDQA2016086 - Image 29

170 Harrier Way # 11 Chester, MD MLS# MDQA2016086 - Image 30

170 Harrier Way # 11 Chester, MD MLS# MDQA2016086 - Image 31

170 Harrier Way # 11 Chester, MD MLS# MDQA2016086 - Image 32

170 Harrier Way # 11 Chester, MD MLS# MDQA2016086 - Image 33

170 Harrier Way # 11 Chester, MD MLS# MDQA2016086 - Image 34

170 Harrier Way # 11 Chester, MD MLS# MDQA2016086 - Image 35

170 Harrier Way # 11 Chester, MD MLS# MDQA2016086 - Image 36

Recently Listed

1 of 36

$3,700

Beds

2.1

Baths

2,003

Sq.Ft.

170 Harrier Way # 11

Chester, MD

Courtesy of LONG & FOSTER REAL ESTATE, INC.

107 Dundee Avenue # 201 Chester, MD MLS# MDQA2016068 - Image 1

107 Dundee Avenue # 201 Chester, MD MLS# MDQA2016068 - Image 2

107 Dundee Avenue # 201 Chester, MD MLS# MDQA2016068 - Image 3

107 Dundee Avenue # 201 Chester, MD MLS# MDQA2016068 - Image 4

107 Dundee Avenue # 201 Chester, MD MLS# MDQA2016068 - Image 5

107 Dundee Avenue # 201 Chester, MD MLS# MDQA2016068 - Image 6

107 Dundee Avenue # 201 Chester, MD MLS# MDQA2016068 - Image 7

107 Dundee Avenue # 201 Chester, MD MLS# MDQA2016068 - Image 8

107 Dundee Avenue # 201 Chester, MD MLS# MDQA2016068 - Image 9

107 Dundee Avenue # 201 Chester, MD MLS# MDQA2016068 - Image 10

107 Dundee Avenue # 201 Chester, MD MLS# MDQA2016068 - Image 11

107 Dundee Avenue # 201 Chester, MD MLS# MDQA2016068 - Image 12

107 Dundee Avenue # 201 Chester, MD MLS# MDQA2016068 - Image 13

107 Dundee Avenue # 201 Chester, MD MLS# MDQA2016068 - Image 14

107 Dundee Avenue # 201 Chester, MD MLS# MDQA2016068 - Image 15

107 Dundee Avenue # 201 Chester, MD MLS# MDQA2016068 - Image 16

Recently Listed

1 of 16

$1,750

Beds

1.0

Baths

6,338

Sq.Ft.

107 Dundee Avenue # 201

Chester, MD

Courtesy of MARYLAND RESIDENTIAL MANAGEMENT CO

107 Chester Station Lane Chester, MD MLS# MDQA2016026 - Image 1

107 Chester Station Lane Chester, MD MLS# MDQA2016026 - Image 2

107 Chester Station Lane Chester, MD MLS# MDQA2016026 - Image 3

107 Chester Station Lane Chester, MD MLS# MDQA2016026 - Image 4

107 Chester Station Lane Chester, MD MLS# MDQA2016026 - Image 5

107 Chester Station Lane Chester, MD MLS# MDQA2016026 - Image 6

107 Chester Station Lane Chester, MD MLS# MDQA2016026 - Image 7

107 Chester Station Lane Chester, MD MLS# MDQA2016026 - Image 8

1 of 8

$1,550

7,532

Sq.Ft.

107 Chester Station Lane

Chester, MD

Courtesy of COLDWELL BANKER WATERMAN REALTY

2610 Ellicott Drive Chester, MD MLS# MDQA2015772 - Image 1

2610 Ellicott Drive Chester, MD MLS# MDQA2015772 - Image 2

2610 Ellicott Drive Chester, MD MLS# MDQA2015772 - Image 3

2610 Ellicott Drive Chester, MD MLS# MDQA2015772 - Image 4

2610 Ellicott Drive Chester, MD MLS# MDQA2015772 - Image 5

2610 Ellicott Drive Chester, MD MLS# MDQA2015772 - Image 6

2610 Ellicott Drive Chester, MD MLS# MDQA2015772 - Image 7

2610 Ellicott Drive Chester, MD MLS# MDQA2015772 - Image 8

2610 Ellicott Drive Chester, MD MLS# MDQA2015772 - Image 9

2610 Ellicott Drive Chester, MD MLS# MDQA2015772 - Image 10

2610 Ellicott Drive Chester, MD MLS# MDQA2015772 - Image 11

1 of 11

$2,400

Beds

2.0

Baths

1,200

Sq.Ft.

2610 Ellicott Drive

Chester, MD

Courtesy of COLDWELL BANKER WATERMAN REALTY

170 Harrier Way # 22 Chester, MD MLS# MDQA2015684 - Image 1

170 Harrier Way # 22 Chester, MD MLS# MDQA2015684 - Image 2

170 Harrier Way # 22 Chester, MD MLS# MDQA2015684 - Image 3

170 Harrier Way # 22 Chester, MD MLS# MDQA2015684 - Image 4

170 Harrier Way # 22 Chester, MD MLS# MDQA2015684 - Image 5

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170 Harrier Way # 22 Chester, MD MLS# MDQA2015684 - Image 7

170 Harrier Way # 22 Chester, MD MLS# MDQA2015684 - Image 8

170 Harrier Way # 22 Chester, MD MLS# MDQA2015684 - Image 9

170 Harrier Way # 22 Chester, MD MLS# MDQA2015684 - Image 10

170 Harrier Way # 22 Chester, MD MLS# MDQA2015684 - Image 11

170 Harrier Way # 22 Chester, MD MLS# MDQA2015684 - Image 12

170 Harrier Way # 22 Chester, MD MLS# MDQA2015684 - Image 13

170 Harrier Way # 22 Chester, MD MLS# MDQA2015684 - Image 14

170 Harrier Way # 22 Chester, MD MLS# MDQA2015684 - Image 15

170 Harrier Way # 22 Chester, MD MLS# MDQA2015684 - Image 16

170 Harrier Way # 22 Chester, MD MLS# MDQA2015684 - Image 17

170 Harrier Way # 22 Chester, MD MLS# MDQA2015684 - Image 18

170 Harrier Way # 22 Chester, MD MLS# MDQA2015684 - Image 19

170 Harrier Way # 22 Chester, MD MLS# MDQA2015684 - Image 20

170 Harrier Way # 22 Chester, MD MLS# MDQA2015684 - Image 21

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170 Harrier Way # 22 Chester, MD MLS# MDQA2015684 - Image 23

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170 Harrier Way # 22 Chester, MD MLS# MDQA2015684 - Image 25

170 Harrier Way # 22 Chester, MD MLS# MDQA2015684 - Image 26

170 Harrier Way # 22 Chester, MD MLS# MDQA2015684 - Image 27

170 Harrier Way # 22 Chester, MD MLS# MDQA2015684 - Image 28

170 Harrier Way # 22 Chester, MD MLS# MDQA2015684 - Image 29

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170 Harrier Way # 22 Chester, MD MLS# MDQA2015684 - Image 31

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170 Harrier Way # 22 Chester, MD MLS# MDQA2015684 - Image 33

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170 Harrier Way # 22 Chester, MD MLS# MDQA2015684 - Image 35

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170 Harrier Way # 22 Chester, MD MLS# MDQA2015684 - Image 37

170 Harrier Way # 22 Chester, MD MLS# MDQA2015684 - Image 38

170 Harrier Way # 22 Chester, MD MLS# MDQA2015684 - Image 39

170 Harrier Way # 22 Chester, MD MLS# MDQA2015684 - Image 40

170 Harrier Way # 22 Chester, MD MLS# MDQA2015684 - Image 41

170 Harrier Way # 22 Chester, MD MLS# MDQA2015684 - Image 42

170 Harrier Way # 22 Chester, MD MLS# MDQA2015684 - Image 43

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170 Harrier Way # 22 Chester, MD MLS# MDQA2015684 - Image 45

170 Harrier Way # 22 Chester, MD MLS# MDQA2015684 - Image 46

170 Harrier Way # 22 Chester, MD MLS# MDQA2015684 - Image 47

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170 Harrier Way # 22 Chester, MD MLS# MDQA2015684 - Image 49

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170 Harrier Way # 22 Chester, MD MLS# MDQA2015684 - Image 67

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170 Harrier Way # 22 Chester, MD MLS# MDQA2015684 - Image 71

170 Harrier Way # 22 Chester, MD MLS# MDQA2015684 - Image 72

170 Harrier Way # 22 Chester, MD MLS# MDQA2015684 - Image 73

170 Harrier Way # 22 Chester, MD MLS# MDQA2015684 - Image 74

170 Harrier Way # 22 Chester, MD MLS# MDQA2015684 - Image 75

170 Harrier Way # 22 Chester, MD MLS# MDQA2015684 - Image 76

170 Harrier Way # 22 Chester, MD MLS# MDQA2015684 - Image 77

Adult Community

1 of 77

$3,700

Beds

2.1

Baths

1,900

Sq.Ft.

170 Harrier Way # 22

Chester, MD

Courtesy of KELLER WILLIAMS SELECT REALTORS OF ANNAPOLIS

1820 Chester Drive Chester, MD MLS# MDQA2015242 - Image 1

1820 Chester Drive Chester, MD MLS# MDQA2015242 - Image 2

1820 Chester Drive Chester, MD MLS# MDQA2015242 - Image 3

1820 Chester Drive Chester, MD MLS# MDQA2015242 - Image 4

1820 Chester Drive Chester, MD MLS# MDQA2015242 - Image 5

1820 Chester Drive Chester, MD MLS# MDQA2015242 - Image 6

1820 Chester Drive Chester, MD MLS# MDQA2015242 - Image 7

1820 Chester Drive Chester, MD MLS# MDQA2015242 - Image 8

1820 Chester Drive Chester, MD MLS# MDQA2015242 - Image 9

1820 Chester Drive Chester, MD MLS# MDQA2015242 - Image 10

1820 Chester Drive Chester, MD MLS# MDQA2015242 - Image 11

1820 Chester Drive Chester, MD MLS# MDQA2015242 - Image 12

1820 Chester Drive Chester, MD MLS# MDQA2015242 - Image 13

1 of 13

$2,400

Beds

2.0

Baths

1,222

Sq.Ft.

1820 Chester Drive

Chester, MD

Courtesy of MARYLAND RESIDENTIAL MANAGEMENT CO

2201 Main Street # 1B Chester, MD MLS# MDQA2010856 - Image 1

2201 Main Street # 1B Chester, MD MLS# MDQA2010856 - Image 2

2201 Main Street # 1B Chester, MD MLS# MDQA2010856 - Image 3

2201 Main Street # 1B Chester, MD MLS# MDQA2010856 - Image 4

2201 Main Street # 1B Chester, MD MLS# MDQA2010856 - Image 5

2201 Main Street # 1B Chester, MD MLS# MDQA2010856 - Image 6

1 of 6

$500

2201 Main Street # 1B

Chester, MD

Courtesy of WEESE PROPERTIES, LLC

About Chester

Listings in Chester, MD: 89
Estimated median home price: $639,450

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

Price	Count
$0 - 100K	3
$100K - 200K	0
$200K - 300K	7
$300K - 400K	8
$400K - 500K	12
$500K - 600K	14
$600K - 700K	11
$700K - 800K	12
$800K - 900K	8
$900K - 1M	5
$1M - Max	9

Homes for Sale by Type in Chester, MD

Property Type	Count
Single Family	38
Townhouse	0
Condo	48
Commercial	0
Rental	11
Lots and Land	3
Condo/Town/CoOp	0
CoOp	0
Multi Family	0
Mobile Home	0
Farms	0

(Data as of 2/21/2026)

Find Properties in Chester, MD

Chester, MD Information

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21619

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 Reciprocity^SM 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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Chester Maryland Homes for Rent

About Chester

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Homes for Sale by Price in Chester, MD

Homes for Sale by Type in Chester, MD

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Chester Maryland Homes for Rent

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