Chester Maryland Homes for Sale

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205 Anchor Lane Chester, MD MLS# MDQA2017856 - Image 1

1 of 1

$535,000

Beds

3.0

Baths

3,000

Sq.Ft.

205 Anchor Lane

Chester, MD

Courtesy of SAMSON PROPERTIES

4000 Herons Nest Way # 22 Chester, MD MLS# MDQA2015800 - Image 1

4000 Herons Nest Way # 22 Chester, MD MLS# MDQA2015800 - Image 2

4000 Herons Nest Way # 22 Chester, MD MLS# MDQA2015800 - Image 3

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4000 Herons Nest Way # 22 Chester, MD MLS# MDQA2015800 - Image 9

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4000 Herons Nest Way # 22 Chester, MD MLS# MDQA2015800 - Image 11

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4000 Herons Nest Way # 22 Chester, MD MLS# MDQA2015800 - Image 16

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4000 Herons Nest Way # 22 Chester, MD MLS# MDQA2015800 - Image 47

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4000 Herons Nest Way # 22 Chester, MD MLS# MDQA2015800 - Image 57

4000 Herons Nest Way # 22 Chester, MD MLS# MDQA2015800 - Image 58

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4000 Herons Nest Way # 22 Chester, MD MLS# MDQA2015800 - Image 69

4000 Herons Nest Way # 22 Chester, MD MLS# MDQA2015800 - Image 70

Adult Community with Virtual Tour

1 of 70

$530,000

Beds

2.1

Baths

1,900

Sq.Ft.

4000 Herons Nest Way # 22

Chester, MD

Courtesy of RE/MAX LEADING EDGE

34-E Queen Anne Way Chester, MD MLS# MDQA2016464 - Image 1

34-E Queen Anne Way Chester, MD MLS# MDQA2016464 - Image 2

34-E Queen Anne Way Chester, MD MLS# MDQA2016464 - Image 3

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34-E Queen Anne Way Chester, MD MLS# MDQA2016464 - Image 8

34-E Queen Anne Way Chester, MD MLS# MDQA2016464 - Image 9

34-E Queen Anne Way Chester, MD MLS# MDQA2016464 - Image 10

34-E Queen Anne Way Chester, MD MLS# MDQA2016464 - Image 11

34-E Queen Anne Way Chester, MD MLS# MDQA2016464 - Image 12

34-E Queen Anne Way Chester, MD MLS# MDQA2016464 - Image 13

34-E Queen Anne Way Chester, MD MLS# MDQA2016464 - Image 14

34-E Queen Anne Way Chester, MD MLS# MDQA2016464 - Image 15

34-E Queen Anne Way Chester, MD MLS# MDQA2016464 - Image 16

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34-E Queen Anne Way Chester, MD MLS# MDQA2016464 - Image 36

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34-E Queen Anne Way Chester, MD MLS# MDQA2016464 - Image 38

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34-E Queen Anne Way Chester, MD MLS# MDQA2016464 - Image 40

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34-E Queen Anne Way Chester, MD MLS# MDQA2016464 - Image 42

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34-E Queen Anne Way Chester, MD MLS# MDQA2016464 - Image 46

34-E Queen Anne Way Chester, MD MLS# MDQA2016464 - Image 47

34-E Queen Anne Way Chester, MD MLS# MDQA2016464 - Image 48

34-E Queen Anne Way Chester, MD MLS# MDQA2016464 - Image 49

34-E Queen Anne Way Chester, MD MLS# MDQA2016464 - Image 50

34-E Queen Anne Way Chester, MD MLS# MDQA2016464 - Image 51

34-E Queen Anne Way Chester, MD MLS# MDQA2016464 - Image 52

Virtual Tour

1 of 52

$515,000

Beds

2.1

Baths

1,586

Sq.Ft.

34-E Queen Anne Way

Chester, MD

Courtesy of TAYLOR PROPERTIES

THE TIME TO SELL IS NOW!

1000 Herons Nest Way # 23 Chester, MD MLS# MDQA2017786 - Image 1

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1000 Herons Nest Way # 23 Chester, MD MLS# MDQA2017786 - Image 29

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1000 Herons Nest Way # 23 Chester, MD MLS# MDQA2017786 - Image 36

1000 Herons Nest Way # 23 Chester, MD MLS# MDQA2017786 - Image 37

1000 Herons Nest Way # 23 Chester, MD MLS# MDQA2017786 - Image 38

1000 Herons Nest Way # 23 Chester, MD MLS# MDQA2017786 - Image 39

Adult Community

1 of 39

$490,000

Beds

2.1

Baths

1000 Herons Nest Way # 23

Chester, MD

Courtesy of SAMSON PROPERTIES

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

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

Adult Community with Virtual Tour

1 of 56

$485,000

Beds

2.1

Baths

1,900

Sq.Ft.

1000 Herons Nest Way # 22

Chester, MD

Courtesy of RE/MAX EXECUTIVE

3000 Herons Nest Way # 11 Chester, MD MLS# MDQA2015222 - Image 1

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Adult Community with Virtual Tour

1 of 66

$479,000

Beds

2.1

Baths

2,003

Sq.Ft.

3000 Herons Nest Way # 11

Chester, MD

Courtesy of COLDWELL BANKER REALTY

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

1916 Stevens Drive Chester, MD MLS# MDQA2015554 - Image 2

1916 Stevens Drive Chester, MD MLS# MDQA2015554 - Image 3

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1 of 40

$475,000

Beds

2.1

Baths

1,728

Sq.Ft.

1916 Stevens Drive

Chester, MD

Courtesy of COLDWELL BANKER REALTY

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

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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

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

1906 Harbor Drive Chester, MD MLS# MDQA2015604 - Image 2

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1906 Harbor Drive Chester, MD MLS# MDQA2015604 - Image 16

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1906 Harbor Drive Chester, MD MLS# MDQA2015604 - Image 44

1 of 44

$449,900

Beds

2.0

Baths

1,750

Sq.Ft.

1906 Harbor Drive

Chester, MD

Courtesy of FIVE STAR REAL ESTATE

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

106 Bodys Neck Road Chester, MD MLS# MDQA2017432 - Image 1

106 Bodys Neck Road Chester, MD MLS# MDQA2017432 - Image 2

106 Bodys Neck Road Chester, MD MLS# MDQA2017432 - Image 3

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1 of 46

OPEN HOUSE: Saturday 7/11 11:00 AM - 2:00 PM

$435,000

Beds

2.1

Baths

1,595

Sq.Ft.

106 Bodys Neck Road

Chester, MD

Courtesy of REALTY NAVIGATOR

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

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1 of 34

$434,900

Beds

2.2

Baths

1,899

Sq.Ft.

208 Blenny Lane

Chester, MD

Courtesy of RE/MAX EXECUTIVE

807 Auckland Way Chester, MD MLS# MDQA2017442 - Image 1

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1 of 48

$425,500

Beds

3.1

Baths

2,100

Sq.Ft.

807 Auckland Way

Chester, MD

Courtesy of REAL BROKER, LLC - CHESTER

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

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

Virtual Tour

1 of 50

$420,000

Beds

2.1

Baths

1,296

Sq.Ft.

200 Newtown Road

Chester, MD

Courtesy of SAMSON PROPERTIES

2645 Cox Neck Road Chester, MD MLS# MDQA2017640 - Image 1

2645 Cox Neck Road Chester, MD MLS# MDQA2017640 - Image 2

2645 Cox Neck Road Chester, MD MLS# MDQA2017640 - Image 3

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2645 Cox Neck Road Chester, MD MLS# MDQA2017640 - Image 60

2645 Cox Neck Road Chester, MD MLS# MDQA2017640 - Image 61

Virtual Tour

1 of 61

$399,500

Beds

1.1

Baths

1,192

Sq.Ft.

2645 Cox Neck Road

Chester, MD

Courtesy of COMPASS

About Chester

Listings in Chester, MD: 108
Estimated median home price: $684,995

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	1
$100K - 200K	1
$200K - 300K	4
$300K - 400K	13
$400K - 500K	11
$500K - 600K	14
$600K - 700K	13
$700K - 800K	16
$800K - 900K	9
$900K - 1M	12
$1M - Max	14

Homes for Sale by Type in Chester, MD

Property Type	Count
Single Family	51
Townhouse	3
Condo	52
Commercial	0
Rental	13
Lots and Land	2
Condo/Town/CoOp	0
CoOp	0
Multi Family	0
Mobile Home	0
Farms	0

(Data as of 7/6/2026)

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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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