Chester Maryland Homes for Sale

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5011 Bridgepointe Drive Chester, MD MLS# MDQA2017274 - Image 1

5011 Bridgepointe Drive Chester, MD MLS# MDQA2017274 - Image 2

5011 Bridgepointe Drive Chester, MD MLS# MDQA2017274 - Image 3

5011 Bridgepointe Drive Chester, MD MLS# MDQA2017274 - Image 4

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5011 Bridgepointe Drive Chester, MD MLS# MDQA2017274 - Image 8

5011 Bridgepointe Drive Chester, MD MLS# MDQA2017274 - Image 9

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5011 Bridgepointe Drive Chester, MD MLS# MDQA2017274 - Image 14

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5011 Bridgepointe Drive Chester, MD MLS# MDQA2017274 - Image 40

5011 Bridgepointe Drive Chester, MD MLS# MDQA2017274 - Image 41

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5011 Bridgepointe Drive Chester, MD MLS# MDQA2017274 - Image 43

5011 Bridgepointe Drive Chester, MD MLS# MDQA2017274 - Image 44

5011 Bridgepointe Drive Chester, MD MLS# MDQA2017274 - Image 45

5011 Bridgepointe Drive Chester, MD MLS# MDQA2017274 - Image 46

1 of 46

OPEN HOUSE: Sunday 8/9 10:30 AM - 12:00 PM

$364,900

Beds

2.1

Baths

1,302

Sq.Ft.

5011 Bridgepointe Drive

Chester, MD

Courtesy of KELLER WILLIAMS REALTY CENTRE

6005 Bridgepointe Drive Chester, MD MLS# MDQA2017340 - Image 1

6005 Bridgepointe Drive Chester, MD MLS# MDQA2017340 - Image 2

6005 Bridgepointe Drive Chester, MD MLS# MDQA2017340 - Image 3

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6005 Bridgepointe Drive Chester, MD MLS# MDQA2017340 - Image 8

6005 Bridgepointe Drive Chester, MD MLS# MDQA2017340 - Image 9

6005 Bridgepointe Drive Chester, MD MLS# MDQA2017340 - Image 10

6005 Bridgepointe Drive Chester, MD MLS# MDQA2017340 - Image 11

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6005 Bridgepointe Drive Chester, MD MLS# MDQA2017340 - Image 35

6005 Bridgepointe Drive Chester, MD MLS# MDQA2017340 - Image 36

6005 Bridgepointe Drive Chester, MD MLS# MDQA2017340 - Image 37

6005 Bridgepointe Drive Chester, MD MLS# MDQA2017340 - Image 38

1 of 38

$349,000

Beds

2.1

Baths

1,302

Sq.Ft.

6005 Bridgepointe Drive

Chester, MD

Courtesy of ROSENDALE REALTY

265 Evelyne Street Chester, MD MLS# MDQA2017258 - Image 1

265 Evelyne Street Chester, MD MLS# MDQA2017258 - Image 2

265 Evelyne Street Chester, MD MLS# MDQA2017258 - Image 3

265 Evelyne Street Chester, MD MLS# MDQA2017258 - Image 4

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265 Evelyne Street Chester, MD MLS# MDQA2017258 - Image 45

265 Evelyne Street Chester, MD MLS# MDQA2017258 - Image 46

265 Evelyne Street Chester, MD MLS# MDQA2017258 - Image 47

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265 Evelyne Street Chester, MD MLS# MDQA2017258 - Image 50

265 Evelyne Street Chester, MD MLS# MDQA2017258 - Image 51

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265 Evelyne Street Chester, MD MLS# MDQA2017258 - Image 53

265 Evelyne Street Chester, MD MLS# MDQA2017258 - Image 54

265 Evelyne Street Chester, MD MLS# MDQA2017258 - Image 55

265 Evelyne Street Chester, MD MLS# MDQA2017258 - Image 56

265 Evelyne Street Chester, MD MLS# MDQA2017258 - Image 57

265 Evelyne Street Chester, MD MLS# MDQA2017258 - Image 58

265 Evelyne Street Chester, MD MLS# MDQA2017258 - Image 59

265 Evelyne Street Chester, MD MLS# MDQA2017258 - Image 60

265 Evelyne Street Chester, MD MLS# MDQA2017258 - Image 61

265 Evelyne Street Chester, MD MLS# MDQA2017258 - Image 62

1 of 62

$620,000

Beds

2.1

Baths

2,119

Sq.Ft.

265 Evelyne Street

Chester, MD

Courtesy of SAMSON PROPERTIES

THE TIME TO SELL IS NOW!

45-G Queen Neva Court Chester, MD MLS# MDQA2017164 - Image 1

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45-G Queen Neva Court Chester, MD MLS# MDQA2017164 - Image 40

1 of 40

$349,500

Beds

2.1

Baths

1,312

Sq.Ft.

45-G Queen Neva Court

Chester, MD

Courtesy of COLDWELL BANKER REALTY

54-D Queen Caroline Court Chester, MD MLS# MDQA2017146 - Image 1

54-D Queen Caroline Court Chester, MD MLS# MDQA2017146 - Image 2

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1 of 38

$319,900

Beds

2.1

Baths

1,440

Sq.Ft.

54-D Queen Caroline Court

Chester, MD

Courtesy of ISLAND REALTY, LLC

54F Queen Caroline Court Chester, MD MLS# MDQA2017082 - Image 1

54F Queen Caroline Court Chester, MD MLS# MDQA2017082 - Image 2

54F Queen Caroline Court Chester, MD MLS# MDQA2017082 - Image 3

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54F Queen Caroline Court Chester, MD MLS# MDQA2017082 - Image 45

54F Queen Caroline Court Chester, MD MLS# MDQA2017082 - Image 46

Virtual Tour

1 of 46

$359,900

Beds

2.1

Baths

1,440

Sq.Ft.

54F Queen Caroline Court

Chester, MD

Courtesy of LONG & FOSTER REAL ESTATE, INC.

711 Warbler Way Chester, MD MLS# MDQA2017038 - Image 1

711 Warbler Way Chester, MD MLS# MDQA2017038 - Image 2

711 Warbler Way Chester, MD MLS# MDQA2017038 - Image 3

711 Warbler Way Chester, MD MLS# MDQA2017038 - Image 4

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Adult Community

1 of 38

$769,990

Beds

3.0

Baths

2,791

Sq.Ft.

711 Warbler Way

Chester, MD

Courtesy of KOVO REALTY

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

126 Watermans Cove Lane Chester, MD MLS# MDQA2016908 - Image 1

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126 Watermans Cove Lane Chester, MD MLS# MDQA2016908 - Image 46

126 Watermans Cove Lane Chester, MD MLS# MDQA2016908 - Image 47

126 Watermans Cove Lane Chester, MD MLS# MDQA2016908 - Image 48

Virtual Tour

1 of 48

$559,000

Beds

3.0

Baths

1,536

Sq.Ft.

126 Watermans Cove Lane

Chester, MD

Courtesy of COLDWELL BANKER REALTY

114 Merganser Court Chester, MD MLS# MDQA2016968 - Image 1

114 Merganser Court Chester, MD MLS# MDQA2016968 - Image 2

114 Merganser Court Chester, MD MLS# MDQA2016968 - Image 3

114 Merganser Court Chester, MD MLS# MDQA2016968 - Image 4

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114 Merganser Court Chester, MD MLS# MDQA2016968 - Image 27

1 of 27

OPEN HOUSE: Saturday 8/8 12:00 PM - 2:00 PM

$287,500

Beds

2.0

Baths

1,069

Sq.Ft.

114 Merganser Court

Chester, MD

Courtesy of BENSON & MANGOLD, LLC

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

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208 Blenny Lane Chester, MD MLS# MDQA2016002 - Image 31

208 Blenny Lane Chester, MD MLS# MDQA2016002 - Image 32

208 Blenny Lane Chester, MD MLS# MDQA2016002 - Image 33

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

1 of 34

$399,000

Beds

2.2

Baths

1,899

Sq.Ft.

208 Blenny Lane

Chester, MD

Courtesy of RE/MAX EXECUTIVE

111 Marshgrass Way # 21 Chester, MD MLS# MDQA2016714 - Image 1

111 Marshgrass Way # 21 Chester, MD MLS# MDQA2016714 - Image 2

111 Marshgrass Way # 21 Chester, MD MLS# MDQA2016714 - Image 3

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111 Marshgrass Way # 21 Chester, MD MLS# MDQA2016714 - Image 56

111 Marshgrass Way # 21 Chester, MD MLS# MDQA2016714 - Image 57

Adult Community with Virtual Tour

1 of 57

$680,000

Beds

2.1

Baths

2,602

Sq.Ft.

111 Marshgrass Way # 21

Chester, MD

Courtesy of SAMSON PROPERTIES

29-A Queen Mary Court Chester, MD MLS# MDQA2016898 - Image 1

29-A Queen Mary Court Chester, MD MLS# MDQA2016898 - Image 2

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1 of 68

$559,900

Beds

2.1

Baths

1,425

Sq.Ft.

29-A Queen Mary Court

Chester, MD

Courtesy of JORGE A. ZEA

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

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

1000 Herons Nest Way # 22 Chester, MD MLS# MDQA2016820 - Image 3

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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

$485,000

Beds

2.1

Baths

1,900

Sq.Ft.

1000 Herons Nest Way # 22

Chester, MD

Courtesy of RE/MAX EXECUTIVE

111 Marshgrass Way # 43 Chester, MD MLS# MDQA2016724 - Image 1

111 Marshgrass Way # 43 Chester, MD MLS# MDQA2016724 - Image 2

111 Marshgrass Way # 43 Chester, MD MLS# MDQA2016724 - Image 3

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111 Marshgrass Way # 43 Chester, MD MLS# MDQA2016724 - Image 64

111 Marshgrass Way # 43 Chester, MD MLS# MDQA2016724 - Image 65

Adult Community

1 of 65

$765,000

Beds

2.1

Baths

111 Marshgrass Way # 43

Chester, MD

Courtesy of COLDWELL BANKER REALTY

2008 Bridgepointe Drive Chester, MD MLS# MDQA2016728 - Image 1

2008 Bridgepointe Drive Chester, MD MLS# MDQA2016728 - Image 2

2008 Bridgepointe Drive Chester, MD MLS# MDQA2016728 - Image 3

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2008 Bridgepointe Drive Chester, MD MLS# MDQA2016728 - Image 38

2008 Bridgepointe Drive Chester, MD MLS# MDQA2016728 - Image 39

2008 Bridgepointe Drive Chester, MD MLS# MDQA2016728 - Image 40

2008 Bridgepointe Drive Chester, MD MLS# MDQA2016728 - Image 41

Virtual Tour

1 of 41

$355,000

Beds

2.0

Baths

1,804

Sq.Ft.

2008 Bridgepointe Drive

Chester, MD

Courtesy of RE/MAX EXECUTIVE

102 Boatswain Way # 2912 Chester, MD MLS# MDQA2016670 - Image 1

102 Boatswain Way # 2912 Chester, MD MLS# MDQA2016670 - Image 2

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102 Boatswain Way # 2912 Chester, MD MLS# MDQA2016670 - Image 60

102 Boatswain Way # 2912 Chester, MD MLS# MDQA2016670 - Image 61

102 Boatswain Way # 2912 Chester, MD MLS# MDQA2016670 - Image 62

102 Boatswain Way # 2912 Chester, MD MLS# MDQA2016670 - Image 63

Adult Community

1 of 63

$599,990

Beds

2.1

Baths

2,003

Sq.Ft.

102 Boatswain Way # 2912

Chester, MD

Courtesy of KOVO REALTY

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

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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

8-F Queen Victoria Way Chester, MD MLS# MDQA2016442 - Image 1

8-F Queen Victoria Way Chester, MD MLS# MDQA2016442 - Image 2

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8-F Queen Victoria Way Chester, MD MLS# MDQA2016442 - Image 30

Virtual Tour

1 of 30

$240,000

Beds

1.0

Baths

724

Sq.Ft.

8-F Queen Victoria Way

Chester, MD

Courtesy of LONG & FOSTER REAL ESTATE, INC.

110 Boatswain Way # 3043 Chester, MD MLS# MDQA2016360 - Image 1

110 Boatswain Way # 3043 Chester, MD MLS# MDQA2016360 - Image 2

110 Boatswain Way # 3043 Chester, MD MLS# MDQA2016360 - Image 3

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110 Boatswain Way # 3043 Chester, MD MLS# MDQA2016360 - Image 50

110 Boatswain Way # 3043 Chester, MD MLS# MDQA2016360 - Image 51

110 Boatswain Way # 3043 Chester, MD MLS# MDQA2016360 - Image 52

Adult Community

1 of 52

$799,990

Beds

2.1

Baths

1,900

Sq.Ft.

110 Boatswain Way # 3043

Chester, MD

Courtesy of KOVO REALTY

About Chester

Listings in Chester, MD: 115
Estimated median home price: $689,990

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

Price	Count
$0 - 100K	1
$100K - 200K	2
$200K - 300K	8
$300K - 400K	14
$400K - 500K	10
$500K - 600K	12
$600K - 700K	14
$700K - 800K	15
$800K - 900K	12
$900K - 1M	15
$1M - Max	12

Homes for Sale by Type in Chester, MD

Property Type	Count
Single Family	53
Townhouse	2
Condo	57
Commercial	0
Rental	13
Lots and Land	3
Condo/Town/CoOp	0
CoOp	0
Multi Family	0
Mobile Home	0
Farms	0

(Data as of 8/7/2026)

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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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