Chester Maryland Homes for Sale

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121 Kinglet Court Chester, MD MLS# MDQA2016404 - Image 1

121 Kinglet Court Chester, MD MLS# MDQA2016404 - Image 2

121 Kinglet Court Chester, MD MLS# MDQA2016404 - Image 3

121 Kinglet Court Chester, MD MLS# MDQA2016404 - Image 4

121 Kinglet Court Chester, MD MLS# MDQA2016404 - Image 5

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121 Kinglet Court Chester, MD MLS# MDQA2016404 - Image 7

121 Kinglet Court Chester, MD MLS# MDQA2016404 - Image 8

121 Kinglet Court Chester, MD MLS# MDQA2016404 - Image 9

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121 Kinglet Court Chester, MD MLS# MDQA2016404 - Image 11

121 Kinglet Court Chester, MD MLS# MDQA2016404 - Image 12

121 Kinglet Court Chester, MD MLS# MDQA2016404 - Image 13

121 Kinglet Court Chester, MD MLS# MDQA2016404 - Image 14

121 Kinglet Court Chester, MD MLS# MDQA2016404 - Image 15

121 Kinglet Court Chester, MD MLS# MDQA2016404 - Image 16

121 Kinglet Court Chester, MD MLS# MDQA2016404 - Image 17

121 Kinglet Court Chester, MD MLS# MDQA2016404 - Image 18

121 Kinglet Court Chester, MD MLS# MDQA2016404 - Image 19

121 Kinglet Court Chester, MD MLS# MDQA2016404 - Image 20

121 Kinglet Court Chester, MD MLS# MDQA2016404 - Image 21

121 Kinglet Court Chester, MD MLS# MDQA2016404 - Image 22

121 Kinglet Court Chester, MD MLS# MDQA2016404 - Image 23

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121 Kinglet Court Chester, MD MLS# MDQA2016404 - Image 25

121 Kinglet Court Chester, MD MLS# MDQA2016404 - Image 26

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121 Kinglet Court Chester, MD MLS# MDQA2016404 - Image 38

121 Kinglet Court Chester, MD MLS# MDQA2016404 - Image 39

121 Kinglet Court Chester, MD MLS# MDQA2016404 - Image 40

Adult Community

1 of 40

$969,990

Beds

4.1

Baths

3,225

Sq.Ft.

121 Kinglet Court

Chester, MD

Courtesy of KOVO REALTY

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 21

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

307 Kingfisher Lane Chester, MD MLS# MDQA2016408 - Image 40

307 Kingfisher Lane Chester, MD MLS# MDQA2016408 - Image 41

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

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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 49

307 Kingfisher Lane Chester, MD MLS# MDQA2016408 - Image 50

307 Kingfisher Lane Chester, MD MLS# MDQA2016408 - Image 51

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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 # 3042 Chester, MD MLS# MDQA2016358 - Image 1

110 Boatswain Way # 3042 Chester, MD MLS# MDQA2016358 - Image 2

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110 Boatswain Way # 3042 Chester, MD MLS# MDQA2016358 - Image 35

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110 Boatswain Way # 3042 Chester, MD MLS# MDQA2016358 - Image 37

110 Boatswain Way # 3042 Chester, MD MLS# MDQA2016358 - Image 38

110 Boatswain Way # 3042 Chester, MD MLS# MDQA2016358 - Image 39

110 Boatswain Way # 3042 Chester, MD MLS# MDQA2016358 - Image 40

110 Boatswain Way # 3042 Chester, MD MLS# MDQA2016358 - Image 41

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110 Boatswain Way # 3042 Chester, MD MLS# MDQA2016358 - Image 45

110 Boatswain Way # 3042 Chester, MD MLS# MDQA2016358 - Image 46

110 Boatswain Way # 3042 Chester, MD MLS# MDQA2016358 - Image 47

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110 Boatswain Way # 3042 Chester, MD MLS# MDQA2016358 - Image 49

110 Boatswain Way # 3042 Chester, MD MLS# MDQA2016358 - Image 50

110 Boatswain Way # 3042 Chester, MD MLS# MDQA2016358 - Image 51

110 Boatswain Way # 3042 Chester, MD MLS# MDQA2016358 - Image 52

Adult Community

1 of 52

$789,990

Beds

2.1

Baths

1,900

Sq.Ft.

110 Boatswain Way # 3042

Chester, MD

Courtesy of KOVO REALTY

THE TIME TO SELL IS NOW!

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 15

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110 Boatswain Way # 3043 Chester, MD MLS# MDQA2016360 - Image 47

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110 Boatswain Way # 3043 Chester, MD MLS# MDQA2016360 - Image 49

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

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

110 Boatswain Way # 3041 Chester, MD MLS# MDQA2016362 - Image 2

110 Boatswain Way # 3041 Chester, MD MLS# MDQA2016362 - Image 3

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110 Boatswain Way # 3041 Chester, MD MLS# MDQA2016362 - Image 31

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110 Boatswain Way # 3041 Chester, MD MLS# MDQA2016362 - Image 41

110 Boatswain Way # 3041 Chester, MD MLS# MDQA2016362 - Image 42

110 Boatswain Way # 3041 Chester, MD MLS# MDQA2016362 - Image 43

110 Boatswain Way # 3041 Chester, MD MLS# MDQA2016362 - Image 44

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

110 Boatswain Way # 3044 Chester, MD MLS# MDQA2016364 - Image 1

110 Boatswain Way # 3044 Chester, MD MLS# MDQA2016364 - Image 2

110 Boatswain Way # 3044 Chester, MD MLS# MDQA2016364 - Image 3

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110 Boatswain Way # 3044 Chester, MD MLS# MDQA2016364 - Image 43

110 Boatswain Way # 3044 Chester, MD MLS# MDQA2016364 - Image 44

Adult Community

1 of 44

$989,990

Beds

2.1

Baths

2,602

Sq.Ft.

110 Boatswain Way # 3044

Chester, MD

Courtesy of KOVO REALTY

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

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1868 Roberta Drive Chester, MD MLS# MDQA2016194 - Image 3

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1868 Roberta Drive Chester, MD MLS# MDQA2016194 - Image 42

1 of 42

$725,000

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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266 Peregrine Drive Chester, MD MLS# MDQA2016140 - Image 71

266 Peregrine Drive Chester, MD MLS# MDQA2016140 - Image 72

266 Peregrine Drive Chester, MD MLS# MDQA2016140 - Image 73

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 # 3034 Chester, MD MLS# MDQA2016092 - Image 1

110 Boatswain Way # 3034 Chester, MD MLS# MDQA2016092 - Image 2

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110 Boatswain Way # 3034 Chester, MD MLS# MDQA2016092 - Image 42

110 Boatswain Way # 3034 Chester, MD MLS# MDQA2016092 - Image 43

110 Boatswain Way # 3034 Chester, MD MLS# MDQA2016092 - Image 44

Adult Community

1 of 44

$949,990

Beds

2.1

Baths

2,602

Sq.Ft.

110 Boatswain Way # 3034

Chester, MD

Courtesy of KOVO REALTY

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

110 Boatswain Way # 3033 Chester, MD MLS# MDQA2016094 - Image 2

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110 Boatswain Way # 3033 Chester, MD MLS# MDQA2016094 - Image 51

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

110 Boatswain Way # 3032 Chester, MD MLS# MDQA2016096 - Image 1

110 Boatswain Way # 3032 Chester, MD MLS# MDQA2016096 - Image 2

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110 Boatswain Way # 3032 Chester, MD MLS# MDQA2016096 - Image 51

110 Boatswain Way # 3032 Chester, MD MLS# MDQA2016096 - Image 52

Adult Community

1 of 52

$689,990

Beds

2.1

Baths

1,900

Sq.Ft.

110 Boatswain Way # 3032

Chester, MD

Courtesy of KOVO REALTY

110 Boatswain Way # 3021 Chester, MD MLS# MDQA2016078 - Image 1

110 Boatswain Way # 3021 Chester, MD MLS# MDQA2016078 - Image 2

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110 Boatswain Way # 3021 Chester, MD MLS# MDQA2016078 - Image 42

110 Boatswain Way # 3021 Chester, MD MLS# MDQA2016078 - Image 43

110 Boatswain Way # 3021 Chester, MD MLS# MDQA2016078 - Image 44

Adult Community

1 of 44

$749,990

Beds

2.1

Baths

2,602

Sq.Ft.

110 Boatswain Way # 3021

Chester, MD

Courtesy of KOVO REALTY

110 Boatswain Way # 3031 Chester, MD MLS# MDQA2016080 - Image 1

110 Boatswain Way # 3031 Chester, MD MLS# MDQA2016080 - Image 2

110 Boatswain Way # 3031 Chester, MD MLS# MDQA2016080 - Image 3

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110 Boatswain Way # 3031 Chester, MD MLS# MDQA2016080 - Image 42

110 Boatswain Way # 3031 Chester, MD MLS# MDQA2016080 - Image 43

110 Boatswain Way # 3031 Chester, MD MLS# MDQA2016080 - Image 44

Adult Community

1 of 44

$849,990

Beds

2.1

Baths

2,602

Sq.Ft.

110 Boatswain Way # 3031

Chester, MD

Courtesy of KOVO REALTY

3-D Queen Victoria Court Chester, MD MLS# MDQA2016014 - Image 1

3-D Queen Victoria Court Chester, MD MLS# MDQA2016014 - Image 2

3-D Queen Victoria Court Chester, MD MLS# MDQA2016014 - Image 3

3-D Queen Victoria Court Chester, MD MLS# MDQA2016014 - Image 4

3-D Queen Victoria Court Chester, MD MLS# MDQA2016014 - Image 5

3-D Queen Victoria Court Chester, MD MLS# MDQA2016014 - Image 6

3-D Queen Victoria Court Chester, MD MLS# MDQA2016014 - Image 7

3-D Queen Victoria Court Chester, MD MLS# MDQA2016014 - Image 8

3-D Queen Victoria Court Chester, MD MLS# MDQA2016014 - Image 9

1 of 9

$269,000

Beds

1.0

Baths

724

Sq.Ft.

3-D Queen Victoria Court

Chester, MD

Courtesy of COLDWELL BANKER REALTY

176 Flagstaff Way # 2433 Chester, MD MLS# MDQA2015874 - Image 1

176 Flagstaff Way # 2433 Chester, MD MLS# MDQA2015874 - Image 2

176 Flagstaff Way # 2433 Chester, MD MLS# MDQA2015874 - Image 3

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176 Flagstaff Way # 2433 Chester, MD MLS# MDQA2015874 - Image 41

176 Flagstaff Way # 2433 Chester, MD MLS# MDQA2015874 - Image 42

176 Flagstaff Way # 2433 Chester, MD MLS# MDQA2015874 - Image 43

176 Flagstaff Way # 2433 Chester, MD MLS# MDQA2015874 - Image 44

176 Flagstaff Way # 2433 Chester, MD MLS# MDQA2015874 - Image 45

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176 Flagstaff Way # 2433 Chester, MD MLS# MDQA2015874 - Image 47

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176 Flagstaff Way # 2433 Chester, MD MLS# MDQA2015874 - Image 49

176 Flagstaff Way # 2433 Chester, MD MLS# MDQA2015874 - Image 50

176 Flagstaff Way # 2433 Chester, MD MLS# MDQA2015874 - Image 51

176 Flagstaff Way # 2433 Chester, MD MLS# MDQA2015874 - Image 52

Adult Community

1 of 52

$799,990

Beds

2.1

Baths

1,900

Sq.Ft.

176 Flagstaff Way # 2433

Chester, MD

Courtesy of KOVO REALTY

176 Flagstaff Way # 2443 Chester, MD MLS# MDQA2015876 - Image 1

176 Flagstaff Way # 2443 Chester, MD MLS# MDQA2015876 - Image 2

176 Flagstaff Way # 2443 Chester, MD MLS# MDQA2015876 - Image 3

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176 Flagstaff Way # 2443 Chester, MD MLS# MDQA2015876 - Image 52

Adult Community

1 of 52

$979,900

Beds

2.1

Baths

1,900

Sq.Ft.

176 Flagstaff Way # 2443

Chester, MD

Courtesy of KOVO REALTY

176 Flagstaff Way # 2424 Chester, MD MLS# MDQA2015838 - Image 1

176 Flagstaff Way # 2424 Chester, MD MLS# MDQA2015838 - Image 2

176 Flagstaff Way # 2424 Chester, MD MLS# MDQA2015838 - Image 3

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176 Flagstaff Way # 2424 Chester, MD MLS# MDQA2015838 - Image 57

176 Flagstaff Way # 2424 Chester, MD MLS# MDQA2015838 - Image 58

176 Flagstaff Way # 2424 Chester, MD MLS# MDQA2015838 - Image 59

Adult Community

1 of 59

$935,990

Beds

2.1

Baths

2,602

Sq.Ft.

176 Flagstaff Way # 2424

Chester, MD

Courtesy of KOVO REALTY

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

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

1906 Harbor Drive Chester, MD MLS# MDQA2015604 - Image 3

1906 Harbor Drive Chester, MD MLS# MDQA2015604 - Image 4

1906 Harbor Drive Chester, MD MLS# MDQA2015604 - Image 5

1906 Harbor Drive Chester, MD MLS# MDQA2015604 - Image 6

1906 Harbor Drive Chester, MD MLS# MDQA2015604 - Image 7

1906 Harbor Drive Chester, MD MLS# MDQA2015604 - Image 8

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1906 Harbor Drive Chester, MD MLS# MDQA2015604 - Image 14

1906 Harbor Drive Chester, MD MLS# MDQA2015604 - Image 15

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

176 Flagstaff Way # 2411 Chester, MD MLS# MDQA2015804 - Image 1

176 Flagstaff Way # 2411 Chester, MD MLS# MDQA2015804 - Image 2

176 Flagstaff Way # 2411 Chester, MD MLS# MDQA2015804 - Image 3

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176 Flagstaff Way # 2411 Chester, MD MLS# MDQA2015804 - Image 63

Adult Community

1 of 63

$599,990

Beds

2.1

Baths

2,003

Sq.Ft.

176 Flagstaff Way # 2411

Chester, MD

Courtesy of KOVO REALTY

176 Flagstaff Way # 2412 Chester, MD MLS# MDQA2015806 - Image 1

176 Flagstaff Way # 2412 Chester, MD MLS# MDQA2015806 - Image 2

176 Flagstaff Way # 2412 Chester, MD MLS# MDQA2015806 - Image 3

176 Flagstaff Way # 2412 Chester, MD MLS# MDQA2015806 - Image 4

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176 Flagstaff Way # 2412 Chester, MD MLS# MDQA2015806 - Image 62

176 Flagstaff Way # 2412 Chester, MD MLS# MDQA2015806 - Image 63

Adult Community

1 of 63

$659,990

Beds

2.1

Baths

2,003

Sq.Ft.

176 Flagstaff Way # 2412

Chester, MD

Courtesy of KOVO REALTY

About Chester

Listings in Chester, MD: 103
Estimated median home price: $674,900

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	5
$300K - 400K	11
$400K - 500K	12
$500K - 600K	13
$600K - 700K	13
$700K - 800K	15
$800K - 900K	7
$900K - 1M	10
$1M - Max	14

Homes for Sale by Type in Chester, MD

Property Type	Count
Single Family	45
Townhouse	3
Condo	52
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 6/10/2026)

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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