Chester Maryland Homes for Sale

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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 7

114 Merganser Court Chester, MD MLS# MDQA2016968 - Image 8

114 Merganser Court Chester, MD MLS# MDQA2016968 - Image 9

114 Merganser Court Chester, MD MLS# MDQA2016968 - Image 10

114 Merganser Court Chester, MD MLS# MDQA2016968 - Image 11

114 Merganser Court Chester, MD MLS# MDQA2016968 - Image 12

114 Merganser Court Chester, MD MLS# MDQA2016968 - Image 13

114 Merganser Court Chester, MD MLS# MDQA2016968 - Image 14

114 Merganser Court Chester, MD MLS# MDQA2016968 - Image 15

114 Merganser Court Chester, MD MLS# MDQA2016968 - Image 16

114 Merganser Court Chester, MD MLS# MDQA2016968 - Image 17

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114 Merganser Court Chester, MD MLS# MDQA2016968 - Image 19

114 Merganser Court Chester, MD MLS# MDQA2016968 - Image 20

114 Merganser Court Chester, MD MLS# MDQA2016968 - Image 21

114 Merganser Court Chester, MD MLS# MDQA2016968 - Image 22

114 Merganser Court Chester, MD MLS# MDQA2016968 - Image 23

114 Merganser Court Chester, MD MLS# MDQA2016968 - Image 24

114 Merganser Court Chester, MD MLS# MDQA2016968 - Image 25

114 Merganser Court Chester, MD MLS# MDQA2016968 - Image 26

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

1 of 27

$295,000

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

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

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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 10

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

208 Blenny Lane Chester, MD MLS# MDQA2016002 - Image 12

208 Blenny Lane Chester, MD MLS# MDQA2016002 - Image 13

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208 Blenny Lane Chester, MD MLS# MDQA2016002 - Image 15

208 Blenny Lane Chester, MD MLS# MDQA2016002 - Image 16

208 Blenny Lane Chester, MD MLS# MDQA2016002 - Image 17

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208 Blenny Lane Chester, MD MLS# MDQA2016002 - Image 21

208 Blenny Lane Chester, MD MLS# MDQA2016002 - Image 22

208 Blenny Lane Chester, MD MLS# MDQA2016002 - Image 23

208 Blenny Lane Chester, MD MLS# MDQA2016002 - Image 24

208 Blenny Lane Chester, MD MLS# MDQA2016002 - Image 25

208 Blenny Lane Chester, MD MLS# MDQA2016002 - Image 26

208 Blenny Lane Chester, MD MLS# MDQA2016002 - Image 27

208 Blenny Lane Chester, MD MLS# MDQA2016002 - Image 28

208 Blenny Lane Chester, MD MLS# MDQA2016002 - Image 29

208 Blenny Lane Chester, MD MLS# MDQA2016002 - Image 30

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 29

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111 Marshgrass Way # 21 Chester, MD MLS# MDQA2016714 - Image 53

111 Marshgrass Way # 21 Chester, MD MLS# MDQA2016714 - Image 54

111 Marshgrass Way # 21 Chester, MD MLS# MDQA2016714 - Image 55

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

THE TIME TO SELL IS NOW!

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

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29-A Queen Mary Court Chester, MD MLS# MDQA2016898 - Image 68

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

215 Kingfisher Lane Chester, MD MLS# MDQA2016702 - Image 1

215 Kingfisher Lane Chester, MD MLS# MDQA2016702 - Image 2

215 Kingfisher Lane Chester, MD MLS# MDQA2016702 - Image 3

215 Kingfisher Lane Chester, MD MLS# MDQA2016702 - Image 4

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215 Kingfisher Lane Chester, MD MLS# MDQA2016702 - Image 43

215 Kingfisher Lane Chester, MD MLS# MDQA2016702 - Image 44

Adult Community with Virtual Tour

1 of 44

$1,049,500

Beds

4.1

Baths

3,225

Sq.Ft.

215 Kingfisher Lane

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

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Adult Community

1 of 63

$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 24

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2008 Bridgepointe Drive Chester, MD MLS# MDQA2016728 - Image 36

2008 Bridgepointe Drive Chester, MD MLS# MDQA2016728 - Image 37

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

$365,000

Beds

2.0

Baths

1,804

Sq.Ft.

2008 Bridgepointe Drive

Chester, MD

Courtesy of RE/MAX EXECUTIVE

Lot #1 Harley Lane Chester, MD MLS# MDQA2016680 - Image 1

Lot #1 Harley Lane Chester, MD MLS# MDQA2016680 - Image 2

Lot #1 Harley Lane Chester, MD MLS# MDQA2016680 - Image 3

Lot #1 Harley Lane Chester, MD MLS# MDQA2016680 - Image 4

Lot #1 Harley Lane Chester, MD MLS# MDQA2016680 - Image 5

Lot #1 Harley Lane Chester, MD MLS# MDQA2016680 - Image 6

1 of 6

$159,900

Studio

Beds

0.0

Baths

Lot #1 Harley Lane

Chester, MD

Courtesy of NETREALTYNOW.COM, LLC

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

102 Boatswain Way # 2934 Chester, MD MLS# MDQA2016676 - Image 1

102 Boatswain Way # 2934 Chester, MD MLS# MDQA2016676 - Image 2

102 Boatswain Way # 2934 Chester, MD MLS# MDQA2016676 - Image 3

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102 Boatswain Way # 2934 Chester, MD MLS# MDQA2016676 - Image 39

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102 Boatswain Way # 2934 Chester, MD MLS# MDQA2016676 - Image 41

102 Boatswain Way # 2934 Chester, MD MLS# MDQA2016676 - Image 42

102 Boatswain Way # 2934 Chester, MD MLS# MDQA2016676 - Image 43

102 Boatswain Way # 2934 Chester, MD MLS# MDQA2016676 - Image 44

Adult Community

1 of 44

$969,990

Beds

2.1

Baths

2,602

Sq.Ft.

102 Boatswain Way # 2934

Chester, MD

Courtesy of KOVO REALTY

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 8

1872 Harbor Drive Chester, MD MLS# MDQA2016514 - Image 9

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1872 Harbor Drive Chester, MD MLS# MDQA2016514 - Image 11

1872 Harbor Drive Chester, MD MLS# MDQA2016514 - Image 12

1872 Harbor Drive Chester, MD MLS# MDQA2016514 - Image 13

1872 Harbor Drive Chester, MD MLS# MDQA2016514 - Image 14

1872 Harbor Drive Chester, MD MLS# MDQA2016514 - Image 15

1872 Harbor Drive Chester, MD MLS# MDQA2016514 - Image 16

1872 Harbor Drive Chester, MD MLS# MDQA2016514 - Image 17

1872 Harbor Drive Chester, MD MLS# MDQA2016514 - Image 18

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1872 Harbor Drive Chester, MD MLS# MDQA2016514 - Image 21

1872 Harbor Drive Chester, MD MLS# MDQA2016514 - Image 22

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

1025 Dundee Court Chester, MD MLS# MDQA2016050 - Image 1

1025 Dundee Court Chester, MD MLS# MDQA2016050 - Image 2

1025 Dundee Court Chester, MD MLS# MDQA2016050 - Image 3

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1025 Dundee Court Chester, MD MLS# MDQA2016050 - Image 39

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1025 Dundee Court Chester, MD MLS# MDQA2016050 - Image 42

1025 Dundee Court Chester, MD MLS# MDQA2016050 - Image 43

1025 Dundee Court Chester, MD MLS# MDQA2016050 - Image 44

1025 Dundee Court Chester, MD MLS# MDQA2016050 - Image 45

1025 Dundee Court Chester, MD MLS# MDQA2016050 - Image 46

1025 Dundee Court Chester, MD MLS# MDQA2016050 - Image 47

1025 Dundee Court Chester, MD MLS# MDQA2016050 - Image 48

1025 Dundee Court Chester, MD MLS# MDQA2016050 - Image 49

1025 Dundee Court Chester, MD MLS# MDQA2016050 - Image 50

1025 Dundee Court Chester, MD MLS# MDQA2016050 - Image 51

1025 Dundee Court Chester, MD MLS# MDQA2016050 - Image 52

1025 Dundee Court Chester, MD MLS# MDQA2016050 - Image 53

1 of 53

$299,900

Beds

2.1

Baths

1,400

Sq.Ft.

1025 Dundee Court

Chester, MD

Courtesy of RE/MAX EXECUTIVE

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 42

34-E Queen Anne Way Chester, MD MLS# MDQA2016464 - Image 43

34-E Queen Anne Way Chester, MD MLS# MDQA2016464 - Image 44

34-E Queen Anne Way Chester, MD MLS# MDQA2016464 - Image 45

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

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

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

8-F Queen Victoria Way Chester, MD MLS# MDQA2016442 - Image 3

8-F Queen Victoria Way Chester, MD MLS# MDQA2016442 - Image 4

8-F Queen Victoria Way Chester, MD MLS# MDQA2016442 - Image 5

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8-F Queen Victoria Way Chester, MD MLS# MDQA2016442 - Image 7

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

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8-F Queen Victoria Way Chester, MD MLS# MDQA2016442 - Image 10

8-F Queen Victoria Way Chester, MD MLS# MDQA2016442 - Image 11

8-F Queen Victoria Way Chester, MD MLS# MDQA2016442 - Image 12

8-F Queen Victoria Way Chester, MD MLS# MDQA2016442 - Image 13

8-F Queen Victoria Way Chester, MD MLS# MDQA2016442 - Image 14

8-F Queen Victoria Way Chester, MD MLS# MDQA2016442 - Image 15

8-F Queen Victoria Way Chester, MD MLS# MDQA2016442 - Image 16

8-F Queen Victoria Way Chester, MD MLS# MDQA2016442 - Image 17

8-F Queen Victoria Way Chester, MD MLS# MDQA2016442 - Image 18

8-F Queen Victoria Way Chester, MD MLS# MDQA2016442 - Image 19

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8-F Queen Victoria Way Chester, MD MLS# MDQA2016442 - Image 21

8-F Queen Victoria Way Chester, MD MLS# MDQA2016442 - Image 22

8-F Queen Victoria Way Chester, MD MLS# MDQA2016442 - Image 23

8-F Queen Victoria Way Chester, MD MLS# MDQA2016442 - Image 24

8-F Queen Victoria Way Chester, MD MLS# MDQA2016442 - Image 25

8-F Queen Victoria Way Chester, MD MLS# MDQA2016442 - Image 26

8-F Queen Victoria Way Chester, MD MLS# MDQA2016442 - Image 27

8-F Queen Victoria Way Chester, MD MLS# MDQA2016442 - Image 28

8-F Queen Victoria Way Chester, MD MLS# MDQA2016442 - Image 29

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.

307 Kingfisher Lane Chester, MD MLS# MDQA2016408 - Image 1

307 Kingfisher Lane Chester, MD MLS# MDQA2016408 - Image 2

307 Kingfisher Lane Chester, MD MLS# MDQA2016408 - Image 3

307 Kingfisher Lane Chester, MD MLS# MDQA2016408 - Image 4

307 Kingfisher Lane Chester, MD MLS# MDQA2016408 - Image 5

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307 Kingfisher Lane Chester, MD MLS# MDQA2016408 - Image 8

307 Kingfisher Lane Chester, MD MLS# MDQA2016408 - Image 9

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307 Kingfisher Lane Chester, MD MLS# MDQA2016408 - Image 11

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307 Kingfisher Lane Chester, MD MLS# MDQA2016408 - Image 13

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307 Kingfisher Lane Chester, MD MLS# MDQA2016408 - Image 15

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307 Kingfisher Lane Chester, MD MLS# MDQA2016408 - Image 39

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307 Kingfisher Lane Chester, MD MLS# MDQA2016408 - Image 42

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307 Kingfisher Lane Chester, MD MLS# MDQA2016408 - Image 44

307 Kingfisher Lane Chester, MD MLS# MDQA2016408 - Image 45

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307 Kingfisher Lane Chester, MD MLS# MDQA2016408 - Image 47

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307 Kingfisher Lane Chester, MD MLS# MDQA2016408 - Image 53

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307 Kingfisher Lane Chester, MD MLS# MDQA2016408 - Image 55

307 Kingfisher Lane Chester, MD MLS# MDQA2016408 - Image 56

307 Kingfisher Lane Chester, MD MLS# MDQA2016408 - Image 57

307 Kingfisher Lane Chester, MD MLS# MDQA2016408 - Image 58

307 Kingfisher Lane Chester, MD MLS# MDQA2016408 - Image 59

Adult Community

1 of 59

$899,990

Beds

3.0

Baths

2,789

Sq.Ft.

307 Kingfisher Lane

Chester, MD

Courtesy of KOVO REALTY

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

110 Boatswain Way # 3043 Chester, MD MLS# MDQA2016360 - Image 4

110 Boatswain Way # 3043 Chester, MD MLS# MDQA2016360 - Image 5

110 Boatswain Way # 3043 Chester, MD MLS# MDQA2016360 - Image 6

110 Boatswain Way # 3043 Chester, MD MLS# MDQA2016360 - Image 7

110 Boatswain Way # 3043 Chester, MD MLS# MDQA2016360 - Image 8

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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

110 Boatswain Way # 3041 Chester, MD MLS# MDQA2016362 - Image 1

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Adult Community

1 of 44

$949,990

Beds

2.1

Baths

2,602

Sq.Ft.

110 Boatswain Way # 3041

Chester, MD

Courtesy of KOVO REALTY

1868 Roberta Drive Chester, MD MLS# MDQA2016194 - Image 1

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Virtual Tour

1 of 42

$724,500

Beds

3.1

Baths

3,250

Sq.Ft.

1868 Roberta Drive

Chester, MD

Courtesy of COLDWELL BANKER 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

About Chester

Listings in Chester, MD: 107
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	1
$200K - 300K	6
$300K - 400K	15
$400K - 500K	10
$500K - 600K	13
$600K - 700K	11
$700K - 800K	17
$800K - 900K	8
$900K - 1M	15
$1M - Max	10

Homes for Sale by Type in Chester, MD

Property Type	Count
Single Family	48
Townhouse	3
Condo	54
Commercial	0
Rental	11
Lots and Land	2
Condo/Town/CoOp	0
CoOp	0
Multi Family	0
Mobile Home	0
Farms	0

(Data as of 7/26/2026)

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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