Chester Maryland Homes for Sale

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1848 Harbor Drive Chester, MD MLS# MDQA2017062 - Image 1

1848 Harbor Drive Chester, MD MLS# MDQA2017062 - Image 2

1848 Harbor Drive Chester, MD MLS# MDQA2017062 - Image 3

1848 Harbor Drive Chester, MD MLS# MDQA2017062 - Image 4

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1848 Harbor Drive Chester, MD MLS# MDQA2017062 - Image 7

1848 Harbor Drive Chester, MD MLS# MDQA2017062 - Image 8

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1848 Harbor Drive Chester, MD MLS# MDQA2017062 - Image 11

1848 Harbor Drive Chester, MD MLS# MDQA2017062 - Image 12

1848 Harbor Drive Chester, MD MLS# MDQA2017062 - Image 13

1848 Harbor Drive Chester, MD MLS# MDQA2017062 - Image 14

1848 Harbor Drive Chester, MD MLS# MDQA2017062 - Image 15

1848 Harbor Drive Chester, MD MLS# MDQA2017062 - Image 16

1848 Harbor Drive Chester, MD MLS# MDQA2017062 - Image 17

1848 Harbor Drive Chester, MD MLS# MDQA2017062 - Image 18

1848 Harbor Drive Chester, MD MLS# MDQA2017062 - Image 19

1848 Harbor Drive Chester, MD MLS# MDQA2017062 - Image 20

1848 Harbor Drive Chester, MD MLS# MDQA2017062 - Image 21

1848 Harbor Drive Chester, MD MLS# MDQA2017062 - Image 22

1848 Harbor Drive Chester, MD MLS# MDQA2017062 - Image 23

1848 Harbor Drive Chester, MD MLS# MDQA2017062 - Image 24

1848 Harbor Drive Chester, MD MLS# MDQA2017062 - Image 25

1848 Harbor Drive Chester, MD MLS# MDQA2017062 - Image 26

1848 Harbor Drive Chester, MD MLS# MDQA2017062 - Image 27

1848 Harbor Drive Chester, MD MLS# MDQA2017062 - Image 28

1848 Harbor Drive Chester, MD MLS# MDQA2017062 - Image 29

1848 Harbor Drive Chester, MD MLS# MDQA2017062 - Image 30

1848 Harbor Drive Chester, MD MLS# MDQA2017062 - Image 31

1848 Harbor Drive Chester, MD MLS# MDQA2017062 - Image 32

1848 Harbor Drive Chester, MD MLS# MDQA2017062 - Image 33

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1848 Harbor Drive Chester, MD MLS# MDQA2017062 - Image 35

1848 Harbor Drive Chester, MD MLS# MDQA2017062 - Image 36

1848 Harbor Drive Chester, MD MLS# MDQA2017062 - Image 37

1848 Harbor Drive Chester, MD MLS# MDQA2017062 - Image 38

1 of 38

$495,000

Beds

2.0

Baths

1,804

Sq.Ft.

1848 Harbor Drive

Chester, MD

Courtesy of EXP REALTY, LLC

1906 Stevens Drive Chester, MD MLS# MDQA2017056 - Image 1

1906 Stevens Drive Chester, MD MLS# MDQA2017056 - Image 2

1906 Stevens Drive Chester, MD MLS# MDQA2017056 - Image 3

1906 Stevens Drive Chester, MD MLS# MDQA2017056 - Image 4

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1906 Stevens Drive Chester, MD MLS# MDQA2017056 - Image 7

1906 Stevens Drive Chester, MD MLS# MDQA2017056 - Image 8

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1906 Stevens Drive Chester, MD MLS# MDQA2017056 - Image 11

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1906 Stevens Drive Chester, MD MLS# MDQA2017056 - Image 13

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1906 Stevens Drive Chester, MD MLS# MDQA2017056 - Image 15

1906 Stevens Drive Chester, MD MLS# MDQA2017056 - Image 16

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1906 Stevens Drive Chester, MD MLS# MDQA2017056 - Image 21

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1906 Stevens Drive Chester, MD MLS# MDQA2017056 - Image 25

1906 Stevens Drive Chester, MD MLS# MDQA2017056 - Image 26

1906 Stevens Drive Chester, MD MLS# MDQA2017056 - Image 27

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1906 Stevens Drive Chester, MD MLS# MDQA2017056 - Image 30

1906 Stevens Drive Chester, MD MLS# MDQA2017056 - Image 31

1906 Stevens Drive Chester, MD MLS# MDQA2017056 - Image 32

1906 Stevens Drive Chester, MD MLS# MDQA2017056 - Image 33

1906 Stevens Drive Chester, MD MLS# MDQA2017056 - Image 34

1906 Stevens Drive Chester, MD MLS# MDQA2017056 - Image 35

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1906 Stevens Drive Chester, MD MLS# MDQA2017056 - Image 40

1906 Stevens Drive Chester, MD MLS# MDQA2017056 - Image 41

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1906 Stevens Drive Chester, MD MLS# MDQA2017056 - Image 45

1906 Stevens Drive Chester, MD MLS# MDQA2017056 - Image 46

1906 Stevens Drive Chester, MD MLS# MDQA2017056 - Image 47

1906 Stevens Drive Chester, MD MLS# MDQA2017056 - Image 48

1906 Stevens Drive Chester, MD MLS# MDQA2017056 - Image 49

Virtual Tour

1 of 49

$464,000

Beds

2.0

Baths

2,016

Sq.Ft.

1906 Stevens Drive

Chester, MD

Courtesy of RE/MAX EXECUTIVE

1921 Harbor Drive Chester, MD MLS# MDQA2017018 - Image 1

1921 Harbor Drive Chester, MD MLS# MDQA2017018 - Image 2

1921 Harbor Drive Chester, MD MLS# MDQA2017018 - Image 3

1921 Harbor Drive Chester, MD MLS# MDQA2017018 - Image 4

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1921 Harbor Drive Chester, MD MLS# MDQA2017018 - Image 8

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1921 Harbor Drive Chester, MD MLS# MDQA2017018 - Image 11

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1921 Harbor Drive Chester, MD MLS# MDQA2017018 - Image 13

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1921 Harbor Drive Chester, MD MLS# MDQA2017018 - Image 15

1921 Harbor Drive Chester, MD MLS# MDQA2017018 - Image 16

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1921 Harbor Drive Chester, MD MLS# MDQA2017018 - Image 33

1921 Harbor Drive Chester, MD MLS# MDQA2017018 - Image 34

1921 Harbor Drive Chester, MD MLS# MDQA2017018 - Image 35

New Construction

1 of 35

$519,900

Beds

2.1

Baths

2,000

Sq.Ft.

1921 Harbor Drive

Chester, MD

Courtesy of COLDWELL BANKER WATERMAN REALTY

THE TIME TO SELL IS NOW!

200 Newtown Road Chester, MD MLS# MDQA2016754 - Image 1

200 Newtown Road Chester, MD MLS# MDQA2016754 - Image 2

200 Newtown Road Chester, MD MLS# MDQA2016754 - Image 3

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200 Newtown Road Chester, MD MLS# MDQA2016754 - Image 49

200 Newtown Road Chester, MD MLS# MDQA2016754 - Image 50

Virtual Tour

1 of 50

$445,000

Beds

2.1

Baths

1,296

Sq.Ft.

200 Newtown Road

Chester, MD

Courtesy of SAMSON PROPERTIES

208 Blenny Lane Chester, MD MLS# MDQA2016002 - Image 1

208 Blenny Lane Chester, MD MLS# MDQA2016002 - Image 2

208 Blenny Lane Chester, MD MLS# MDQA2016002 - Image 3

208 Blenny Lane Chester, MD MLS# MDQA2016002 - Image 4

208 Blenny Lane Chester, MD MLS# MDQA2016002 - Image 5

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208 Blenny Lane Chester, MD MLS# MDQA2016002 - Image 7

208 Blenny Lane Chester, MD MLS# MDQA2016002 - Image 8

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208 Blenny Lane Chester, MD MLS# MDQA2016002 - Image 11

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208 Blenny Lane Chester, MD MLS# MDQA2016002 - Image 34

1 of 34

$434,900

Beds

2.2

Baths

1,899

Sq.Ft.

208 Blenny Lane

Chester, MD

Courtesy of RE/MAX EXECUTIVE

1000 Herons Nest Way # 22 Chester, MD MLS# MDQA2016820 - Image 1

1000 Herons Nest Way # 22 Chester, MD MLS# MDQA2016820 - Image 2

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1000 Herons Nest Way # 22 Chester, MD MLS# MDQA2016820 - Image 55

1000 Herons Nest Way # 22 Chester, MD MLS# MDQA2016820 - Image 56

Adult Community with Virtual Tour

1 of 56

$488,000

Beds

2.1

Baths

1,900

Sq.Ft.

1000 Herons Nest Way # 22

Chester, MD

Courtesy of RE/MAX EXECUTIVE

1872 Harbor Drive Chester, MD MLS# MDQA2016514 - Image 1

1872 Harbor Drive Chester, MD MLS# MDQA2016514 - Image 2

1872 Harbor Drive Chester, MD MLS# MDQA2016514 - Image 3

1872 Harbor Drive Chester, MD MLS# MDQA2016514 - Image 4

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1872 Harbor Drive Chester, MD MLS# MDQA2016514 - Image 23

1 of 23

$455,000

Beds

2.0

Baths

1,486

Sq.Ft.

1872 Harbor Drive

Chester, MD

Courtesy of CROSS STREET REALTORS LLC

1000 Herons Nest Way # 23 Chester, MD MLS# MDQA2016230 - Image 1

1000 Herons Nest Way # 23 Chester, MD MLS# MDQA2016230 - Image 2

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Adult Community

1 of 32

$494,900

Beds

2.1

Baths

2,003

Sq.Ft.

1000 Herons Nest Way # 23

Chester, MD

Courtesy of EXP REALTY, LLC

111 Marshgrass Way # 22 Chester, MD MLS# MDQA2016122 - Image 1

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Adult Community

1 of 102

$529,900

Beds

2.1

Baths

1,900

Sq.Ft.

111 Marshgrass Way # 22

Chester, MD

Courtesy of LONG & FOSTER REAL ESTATE, INC.

1906 Harbor Drive Chester, MD MLS# MDQA2015604 - Image 1

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1 of 44

$464,900

Beds

2.0

Baths

1,750

Sq.Ft.

1906 Harbor Drive

Chester, MD

Courtesy of FIVE STAR REAL ESTATE

807 Auckland Way Chester, MD MLS# MDQA2015692 - Image 1

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1 of 47

$425,000

Beds

3.1

Baths

2,100

Sq.Ft.

807 Auckland Way

Chester, MD

Courtesy of REAL BROKER, LLC

1916 Stevens Drive Chester, MD MLS# MDQA2015554 - Image 1

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1 of 41

$475,000

Beds

2.1

Baths

1,728

Sq.Ft.

1916 Stevens Drive

Chester, MD

Courtesy of COLDWELL BANKER REALTY

1340 Queen Anne Drive Chester, MD MLS# MDQA2011168 - Image 1

1340 Queen Anne Drive Chester, MD MLS# MDQA2011168 - Image 2

1340 Queen Anne Drive Chester, MD MLS# MDQA2011168 - Image 3

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1 of 27

$439,900

Beds

2.0

Baths

1,248

Sq.Ft.

1340 Queen Anne Drive

Chester, MD

Courtesy of RE/MAX EXECUTIVE

About Chester

Listings in Chester, MD: 107
Estimated median home price: $650,000

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	2
$100K - 200K	1
$200K - 300K	7
$300K - 400K	11
$400K - 500K	11
$500K - 600K	14
$600K - 700K	15
$700K - 800K	16
$800K - 900K	7
$900K - 1M	11
$1M - Max	12

Homes for Sale by Type in Chester, MD

Property Type	Count
Single Family	45
Townhouse	2
Condo	56
Commercial	0
Rental	13
Lots and Land	4
Condo/Town/CoOp	0
CoOp	0
Multi Family	0
Mobile Home	0
Farms	0

(Data as of 5/19/2026)

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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 Sale

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