Chester Maryland Homes for Sale

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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

6005 Bridgepointe Drive Chester, MD MLS# MDQA2017340 - Image 4

6005 Bridgepointe Drive Chester, MD MLS# MDQA2017340 - Image 5

6005 Bridgepointe Drive Chester, MD MLS# MDQA2017340 - Image 6

6005 Bridgepointe Drive Chester, MD MLS# MDQA2017340 - Image 7

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

6005 Bridgepointe Drive Chester, MD MLS# MDQA2017340 - Image 12

6005 Bridgepointe Drive Chester, MD MLS# MDQA2017340 - Image 13

6005 Bridgepointe Drive Chester, MD MLS# MDQA2017340 - Image 14

6005 Bridgepointe Drive Chester, MD MLS# MDQA2017340 - Image 15

6005 Bridgepointe Drive Chester, MD MLS# MDQA2017340 - Image 16

6005 Bridgepointe Drive Chester, MD MLS# MDQA2017340 - Image 17

6005 Bridgepointe Drive Chester, MD MLS# MDQA2017340 - Image 18

6005 Bridgepointe Drive Chester, MD MLS# MDQA2017340 - Image 19

6005 Bridgepointe Drive Chester, MD MLS# MDQA2017340 - Image 20

6005 Bridgepointe Drive Chester, MD MLS# MDQA2017340 - Image 21

6005 Bridgepointe Drive Chester, MD MLS# MDQA2017340 - Image 22

6005 Bridgepointe Drive Chester, MD MLS# MDQA2017340 - Image 23

6005 Bridgepointe Drive Chester, MD MLS# MDQA2017340 - Image 24

6005 Bridgepointe Drive Chester, MD MLS# MDQA2017340 - Image 25

6005 Bridgepointe Drive Chester, MD MLS# MDQA2017340 - Image 26

6005 Bridgepointe Drive Chester, MD MLS# MDQA2017340 - Image 27

6005 Bridgepointe Drive Chester, MD MLS# MDQA2017340 - Image 28

6005 Bridgepointe Drive Chester, MD MLS# MDQA2017340 - Image 29

6005 Bridgepointe Drive Chester, MD MLS# MDQA2017340 - Image 30

6005 Bridgepointe Drive Chester, MD MLS# MDQA2017340 - Image 31

6005 Bridgepointe Drive Chester, MD MLS# MDQA2017340 - Image 32

6005 Bridgepointe Drive Chester, MD MLS# MDQA2017340 - Image 33

6005 Bridgepointe Drive Chester, MD MLS# MDQA2017340 - Image 34

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

265 Evelyne Street Chester, MD MLS# MDQA2017258 - Image 5

265 Evelyne Street Chester, MD MLS# MDQA2017258 - Image 6

265 Evelyne Street Chester, MD MLS# MDQA2017258 - Image 7

265 Evelyne Street Chester, MD MLS# MDQA2017258 - Image 8

265 Evelyne Street Chester, MD MLS# MDQA2017258 - Image 9

265 Evelyne Street Chester, MD MLS# MDQA2017258 - Image 10

265 Evelyne Street Chester, MD MLS# MDQA2017258 - Image 11

265 Evelyne Street Chester, MD MLS# MDQA2017258 - Image 12

265 Evelyne Street Chester, MD MLS# MDQA2017258 - Image 13

265 Evelyne Street Chester, MD MLS# MDQA2017258 - Image 14

265 Evelyne Street Chester, MD MLS# MDQA2017258 - Image 15

265 Evelyne Street Chester, MD MLS# MDQA2017258 - Image 16

265 Evelyne Street Chester, MD MLS# MDQA2017258 - Image 17

265 Evelyne Street Chester, MD MLS# MDQA2017258 - Image 18

265 Evelyne Street Chester, MD MLS# MDQA2017258 - Image 19

265 Evelyne Street Chester, MD MLS# MDQA2017258 - Image 20

265 Evelyne Street Chester, MD MLS# MDQA2017258 - Image 21

265 Evelyne Street Chester, MD MLS# MDQA2017258 - Image 22

265 Evelyne Street Chester, MD MLS# MDQA2017258 - Image 23

265 Evelyne Street Chester, MD MLS# MDQA2017258 - Image 24

265 Evelyne Street Chester, MD MLS# MDQA2017258 - Image 25

265 Evelyne Street Chester, MD MLS# MDQA2017258 - Image 26

265 Evelyne Street Chester, MD MLS# MDQA2017258 - Image 27

265 Evelyne Street Chester, MD MLS# MDQA2017258 - Image 28

265 Evelyne Street Chester, MD MLS# MDQA2017258 - Image 29

265 Evelyne Street Chester, MD MLS# MDQA2017258 - Image 30

265 Evelyne Street Chester, MD MLS# MDQA2017258 - Image 31

265 Evelyne Street Chester, MD MLS# MDQA2017258 - Image 32

265 Evelyne Street Chester, MD MLS# MDQA2017258 - Image 33

265 Evelyne Street Chester, MD MLS# MDQA2017258 - Image 34

265 Evelyne Street Chester, MD MLS# MDQA2017258 - Image 35

265 Evelyne Street Chester, MD MLS# MDQA2017258 - Image 36

265 Evelyne Street Chester, MD MLS# MDQA2017258 - Image 37

265 Evelyne Street Chester, MD MLS# MDQA2017258 - Image 38

265 Evelyne Street Chester, MD MLS# MDQA2017258 - Image 39

265 Evelyne Street Chester, MD MLS# MDQA2017258 - Image 40

265 Evelyne Street Chester, MD MLS# MDQA2017258 - Image 41

265 Evelyne Street Chester, MD MLS# MDQA2017258 - Image 42

265 Evelyne Street Chester, MD MLS# MDQA2017258 - Image 43

265 Evelyne Street Chester, MD MLS# MDQA2017258 - Image 44

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

265 Evelyne Street Chester, MD MLS# MDQA2017258 - Image 48

265 Evelyne Street Chester, MD MLS# MDQA2017258 - Image 49

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

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

265 Evelyne Street Chester, MD MLS# MDQA2017258 - Image 52

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

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 37

45-G Queen Neva Court Chester, MD MLS# MDQA2017164 - Image 38

45-G Queen Neva Court Chester, MD MLS# MDQA2017164 - Image 39

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

THE TIME TO SELL IS NOW!

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

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

54-D Queen Caroline Court Chester, MD MLS# MDQA2017146 - Image 3

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54-D Queen Caroline Court Chester, MD MLS# MDQA2017146 - Image 37

54-D Queen Caroline Court Chester, MD MLS# MDQA2017146 - Image 38

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

54F Queen Caroline Court Chester, MD MLS# MDQA2017082 - Image 4

54F Queen Caroline Court Chester, MD MLS# MDQA2017082 - Image 5

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54F Queen Caroline Court Chester, MD MLS# MDQA2017082 - Image 7

54F Queen Caroline Court Chester, MD MLS# MDQA2017082 - Image 8

54F Queen Caroline Court Chester, MD MLS# MDQA2017082 - Image 9

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54F Queen Caroline Court Chester, MD MLS# MDQA2017082 - Image 11

54F Queen Caroline Court Chester, MD MLS# MDQA2017082 - Image 12

54F Queen Caroline Court Chester, MD MLS# MDQA2017082 - Image 13

54F Queen Caroline Court Chester, MD MLS# MDQA2017082 - Image 14

54F Queen Caroline Court Chester, MD MLS# MDQA2017082 - Image 15

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54F Queen Caroline Court Chester, MD MLS# MDQA2017082 - Image 39

54F Queen Caroline Court Chester, MD MLS# MDQA2017082 - Image 40

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54F Queen Caroline Court Chester, MD MLS# MDQA2017082 - Image 42

54F Queen Caroline Court Chester, MD MLS# MDQA2017082 - Image 43

54F Queen Caroline Court Chester, MD MLS# MDQA2017082 - Image 44

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

$349,900

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

711 Warbler Way Chester, MD MLS# MDQA2017038 - Image 5

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711 Warbler Way Chester, MD MLS# MDQA2017038 - Image 7

711 Warbler Way Chester, MD MLS# MDQA2017038 - Image 8

711 Warbler Way Chester, MD MLS# MDQA2017038 - Image 9

711 Warbler Way Chester, MD MLS# MDQA2017038 - Image 10

711 Warbler Way Chester, MD MLS# MDQA2017038 - Image 11

711 Warbler Way Chester, MD MLS# MDQA2017038 - Image 12

711 Warbler Way Chester, MD MLS# MDQA2017038 - Image 13

711 Warbler Way Chester, MD MLS# MDQA2017038 - Image 14

711 Warbler Way Chester, MD MLS# MDQA2017038 - Image 15

711 Warbler Way Chester, MD MLS# MDQA2017038 - Image 16

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711 Warbler Way Chester, MD MLS# MDQA2017038 - Image 37

711 Warbler Way Chester, MD MLS# MDQA2017038 - Image 38

Adult Community

1 of 38

$769,990

Beds

3.0

Baths

2,791

Sq.Ft.

711 Warbler Way

Chester, MD

Courtesy of KOVO REALTY

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

126 Watermans Cove Lane Chester, MD MLS# MDQA2016908 - Image 2

126 Watermans Cove Lane Chester, MD MLS# MDQA2016908 - Image 3

126 Watermans Cove Lane Chester, MD MLS# MDQA2016908 - Image 4

126 Watermans Cove Lane Chester, MD MLS# MDQA2016908 - Image 5

126 Watermans Cove Lane Chester, MD MLS# MDQA2016908 - Image 6

126 Watermans Cove Lane Chester, MD MLS# MDQA2016908 - Image 7

126 Watermans Cove Lane Chester, MD MLS# MDQA2016908 - Image 8

126 Watermans Cove Lane Chester, MD MLS# MDQA2016908 - Image 9

126 Watermans Cove Lane Chester, MD MLS# MDQA2016908 - Image 10

126 Watermans Cove Lane Chester, MD MLS# MDQA2016908 - Image 11

126 Watermans Cove Lane Chester, MD MLS# MDQA2016908 - Image 12

126 Watermans Cove Lane Chester, MD MLS# MDQA2016908 - Image 13

126 Watermans Cove Lane Chester, MD MLS# MDQA2016908 - Image 14

126 Watermans Cove Lane Chester, MD MLS# MDQA2016908 - Image 15

126 Watermans Cove Lane Chester, MD MLS# MDQA2016908 - Image 16

126 Watermans Cove Lane Chester, MD MLS# MDQA2016908 - Image 17

126 Watermans Cove Lane Chester, MD MLS# MDQA2016908 - Image 18

126 Watermans Cove Lane Chester, MD MLS# MDQA2016908 - Image 19

126 Watermans Cove Lane Chester, MD MLS# MDQA2016908 - Image 20

126 Watermans Cove Lane Chester, MD MLS# MDQA2016908 - Image 21

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126 Watermans Cove Lane Chester, MD MLS# MDQA2016908 - Image 35

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126 Watermans Cove Lane Chester, MD MLS# MDQA2016908 - Image 39

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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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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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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

111 Marshgrass Way # 43 Chester, MD MLS# MDQA2016724 - Image 4

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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

2008 Bridgepointe Drive Chester, MD MLS# MDQA2016728 - Image 4

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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

102 Boatswain Way # 2912 Chester, MD MLS# MDQA2016670 - Image 3

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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

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

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

34-E Queen Anne Way Chester, MD MLS# MDQA2016464 - Image 4

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

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

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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

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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

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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

266 Peregrine Drive Chester, MD MLS# MDQA2016140 - Image 1

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Adult Community

1 of 73

$707,000

Beds

3.0

Baths

2,870

Sq.Ft.

266 Peregrine Drive

Chester, MD

Courtesy of RE/MAX EXECUTIVE

110 Boatswain Way # 3033 Chester, MD MLS# MDQA2016094 - Image 1

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110 Boatswain Way # 3033 Chester, MD MLS# MDQA2016094 - Image 52

Adult Community

1 of 52

$699,990

Beds

2.1

Baths

1,900

Sq.Ft.

110 Boatswain Way # 3033

Chester, MD

Courtesy of KOVO REALTY

About Chester

Listings in Chester, MD: 113
Estimated median home price: $699,990

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	9
$500K - 600K	12
$600K - 700K	13
$700K - 800K	14
$800K - 900K	12
$900K - 1M	16
$1M - Max	12

Homes for Sale by Type in Chester, MD

Property Type	Count
Single Family	51
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 8/8/2026)

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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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