Chester Maryland Homes for Sale

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162 Kirwans Landing Lane Chester, MD MLS# MDQA2017306 - Image 1

162 Kirwans Landing Lane Chester, MD MLS# MDQA2017306 - Image 2

162 Kirwans Landing Lane Chester, MD MLS# MDQA2017306 - Image 3

162 Kirwans Landing Lane Chester, MD MLS# MDQA2017306 - Image 4

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162 Kirwans Landing Lane Chester, MD MLS# MDQA2017306 - Image 8

162 Kirwans Landing Lane Chester, MD MLS# MDQA2017306 - Image 9

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162 Kirwans Landing Lane Chester, MD MLS# MDQA2017306 - Image 11

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162 Kirwans Landing Lane Chester, MD MLS# MDQA2017306 - Image 13

162 Kirwans Landing Lane Chester, MD MLS# MDQA2017306 - Image 14

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162 Kirwans Landing Lane Chester, MD MLS# MDQA2017306 - Image 16

162 Kirwans Landing Lane Chester, MD MLS# MDQA2017306 - Image 17

162 Kirwans Landing Lane Chester, MD MLS# MDQA2017306 - Image 18

162 Kirwans Landing Lane Chester, MD MLS# MDQA2017306 - Image 19

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162 Kirwans Landing Lane Chester, MD MLS# MDQA2017306 - Image 25

162 Kirwans Landing Lane Chester, MD MLS# MDQA2017306 - Image 26

162 Kirwans Landing Lane Chester, MD MLS# MDQA2017306 - Image 27

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162 Kirwans Landing Lane Chester, MD MLS# MDQA2017306 - Image 35

162 Kirwans Landing Lane Chester, MD MLS# MDQA2017306 - Image 36

162 Kirwans Landing Lane Chester, MD MLS# MDQA2017306 - Image 37

162 Kirwans Landing Lane Chester, MD MLS# MDQA2017306 - Image 38

162 Kirwans Landing Lane Chester, MD MLS# MDQA2017306 - Image 39

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162 Kirwans Landing Lane Chester, MD MLS# MDQA2017306 - Image 41

162 Kirwans Landing Lane Chester, MD MLS# MDQA2017306 - Image 42

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162 Kirwans Landing Lane Chester, MD MLS# MDQA2017306 - Image 46

162 Kirwans Landing Lane Chester, MD MLS# MDQA2017306 - Image 47

162 Kirwans Landing Lane Chester, MD MLS# MDQA2017306 - Image 48

162 Kirwans Landing Lane Chester, MD MLS# MDQA2017306 - Image 49

162 Kirwans Landing Lane Chester, MD MLS# MDQA2017306 - Image 50

162 Kirwans Landing Lane Chester, MD MLS# MDQA2017306 - Image 51

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162 Kirwans Landing Lane Chester, MD MLS# MDQA2017306 - Image 53

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162 Kirwans Landing Lane Chester, MD MLS# MDQA2017306 - Image 58

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162 Kirwans Landing Lane Chester, MD MLS# MDQA2017306 - Image 60

162 Kirwans Landing Lane Chester, MD MLS# MDQA2017306 - Image 61

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162 Kirwans Landing Lane Chester, MD MLS# MDQA2017306 - Image 63

162 Kirwans Landing Lane Chester, MD MLS# MDQA2017306 - Image 64

162 Kirwans Landing Lane Chester, MD MLS# MDQA2017306 - Image 65

162 Kirwans Landing Lane Chester, MD MLS# MDQA2017306 - Image 66

162 Kirwans Landing Lane Chester, MD MLS# MDQA2017306 - Image 67

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162 Kirwans Landing Lane Chester, MD MLS# MDQA2017306 - Image 79

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162 Kirwans Landing Lane Chester, MD MLS# MDQA2017306 - Image 83

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162 Kirwans Landing Lane Chester, MD MLS# MDQA2017306 - Image 85

162 Kirwans Landing Lane Chester, MD MLS# MDQA2017306 - Image 86

162 Kirwans Landing Lane Chester, MD MLS# MDQA2017306 - Image 87

162 Kirwans Landing Lane Chester, MD MLS# MDQA2017306 - Image 88

162 Kirwans Landing Lane Chester, MD MLS# MDQA2017306 - Image 89

162 Kirwans Landing Lane Chester, MD MLS# MDQA2017306 - Image 90

162 Kirwans Landing Lane Chester, MD MLS# MDQA2017306 - Image 91

162 Kirwans Landing Lane Chester, MD MLS# MDQA2017306 - Image 92

162 Kirwans Landing Lane Chester, MD MLS# MDQA2017306 - Image 93

162 Kirwans Landing Lane Chester, MD MLS# MDQA2017306 - Image 94

162 Kirwans Landing Lane Chester, MD MLS# MDQA2017306 - Image 95

162 Kirwans Landing Lane Chester, MD MLS# MDQA2017306 - Image 96

162 Kirwans Landing Lane Chester, MD MLS# MDQA2017306 - Image 97

162 Kirwans Landing Lane Chester, MD MLS# MDQA2017306 - Image 98

162 Kirwans Landing Lane Chester, MD MLS# MDQA2017306 - Image 99

162 Kirwans Landing Lane Chester, MD MLS# MDQA2017306 - Image 100

162 Kirwans Landing Lane Chester, MD MLS# MDQA2017306 - Image 101

162 Kirwans Landing Lane Chester, MD MLS# MDQA2017306 - Image 102

162 Kirwans Landing Lane Chester, MD MLS# MDQA2017306 - Image 103

Virtual Tour

1 of 103

OPEN HOUSE: Saturday 5/30 2:00 PM - 4:00 PM

$1,325,000

Beds

3.0

Baths

3,000

Sq.Ft.

162 Kirwans Landing Lane

Chester, MD

Courtesy of COLDWELL BANKER REALTY

232 Evelyne Street Chester, MD MLS# MDQA2017378 - Image 1

232 Evelyne Street Chester, MD MLS# MDQA2017378 - Image 2

232 Evelyne Street Chester, MD MLS# MDQA2017378 - Image 3

232 Evelyne Street Chester, MD MLS# MDQA2017378 - Image 4

232 Evelyne Street Chester, MD MLS# MDQA2017378 - Image 5

232 Evelyne Street Chester, MD MLS# MDQA2017378 - Image 6

232 Evelyne Street Chester, MD MLS# MDQA2017378 - Image 7

1 of 7

$865,000

Beds

3.1

Baths

3,312

Sq.Ft.

232 Evelyne Street

Chester, MD

Courtesy of TTR SOTHEBY'S INTERNATIONAL REALTY

132 Wheelhouse Way # 11 Chester, MD MLS# MDQA2017364 - Image 1

132 Wheelhouse Way # 11 Chester, MD MLS# MDQA2017364 - Image 2

132 Wheelhouse Way # 11 Chester, MD MLS# MDQA2017364 - Image 3

132 Wheelhouse Way # 11 Chester, MD MLS# MDQA2017364 - Image 4

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132 Wheelhouse Way # 11 Chester, MD MLS# MDQA2017364 - Image 9

132 Wheelhouse Way # 11 Chester, MD MLS# MDQA2017364 - Image 10

132 Wheelhouse Way # 11 Chester, MD MLS# MDQA2017364 - Image 11

132 Wheelhouse Way # 11 Chester, MD MLS# MDQA2017364 - Image 12

132 Wheelhouse Way # 11 Chester, MD MLS# MDQA2017364 - Image 13

132 Wheelhouse Way # 11 Chester, MD MLS# MDQA2017364 - Image 14

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132 Wheelhouse Way # 11 Chester, MD MLS# MDQA2017364 - Image 18

132 Wheelhouse Way # 11 Chester, MD MLS# MDQA2017364 - Image 19

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132 Wheelhouse Way # 11 Chester, MD MLS# MDQA2017364 - Image 27

132 Wheelhouse Way # 11 Chester, MD MLS# MDQA2017364 - Image 28

132 Wheelhouse Way # 11 Chester, MD MLS# MDQA2017364 - Image 29

Recently Listed with Virtual Tour

1 of 29

$780,000

Beds

2.1

Baths

2,003

Sq.Ft.

132 Wheelhouse Way # 11

Chester, MD

Courtesy of REAL BROKER, LLC

THE TIME TO SELL IS NOW!

2812 Harvest Court Chester, MD MLS# MDQA2017366 - Image 1

2812 Harvest Court Chester, MD MLS# MDQA2017366 - Image 2

2812 Harvest Court Chester, MD MLS# MDQA2017366 - Image 3

2812 Harvest Court Chester, MD MLS# MDQA2017366 - Image 4

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2812 Harvest Court Chester, MD MLS# MDQA2017366 - Image 21

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2812 Harvest Court Chester, MD MLS# MDQA2017366 - Image 36

2812 Harvest Court Chester, MD MLS# MDQA2017366 - Image 37

2812 Harvest Court Chester, MD MLS# MDQA2017366 - Image 38

Recently Listed

1 of 38

OPEN HOUSE: Saturday 5/30 10:00 AM - 12:00 PM

$1,100,000

Beds

3.0

Baths

3,017

Sq.Ft.

2812 Harvest Court

Chester, MD

Courtesy of RE/MAX EXECUTIVE

1331 Calvert Road Chester, MD MLS# MDQA2017350 - Image 1

1331 Calvert Road Chester, MD MLS# MDQA2017350 - Image 2

1331 Calvert Road Chester, MD MLS# MDQA2017350 - Image 3

1331 Calvert Road Chester, MD MLS# MDQA2017350 - Image 4

1331 Calvert Road Chester, MD MLS# MDQA2017350 - Image 5

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1331 Calvert Road Chester, MD MLS# MDQA2017350 - Image 7

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1331 Calvert Road Chester, MD MLS# MDQA2017350 - Image 11

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1331 Calvert Road Chester, MD MLS# MDQA2017350 - Image 42

1331 Calvert Road Chester, MD MLS# MDQA2017350 - Image 43

1331 Calvert Road Chester, MD MLS# MDQA2017350 - Image 44

1331 Calvert Road Chester, MD MLS# MDQA2017350 - Image 45

1331 Calvert Road Chester, MD MLS# MDQA2017350 - Image 46

1331 Calvert Road Chester, MD MLS# MDQA2017350 - Image 47

1331 Calvert Road Chester, MD MLS# MDQA2017350 - Image 48

Recently Listed

1 of 48

$479,900

Beds

3.0

Baths

2,542

Sq.Ft.

1331 Calvert Road

Chester, MD

Courtesy of BERKSHIRE HATHAWAY HOMESERVICES PENFED REALTY

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

5011 Bridgepointe Drive Chester, MD MLS# MDQA2017274 - Image 5

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

5011 Bridgepointe Drive Chester, MD MLS# MDQA2017274 - Image 42

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

Recently Listed

1 of 46

$374,900

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 37

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

Recently Listed

1 of 38

$362,900

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 41

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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

Recently Listed

1 of 54

OPEN HOUSE: Saturday 5/30 1:30 PM - 3:30 PM

$640,000

Beds

2.1

Baths

2,119

Sq.Ft.

265 Evelyne Street

Chester, MD

Courtesy of SAMSON PROPERTIES

540 Warbler Way Chester, MD MLS# MDQA2017256 - Image 1

540 Warbler Way Chester, MD MLS# MDQA2017256 - Image 2

540 Warbler Way Chester, MD MLS# MDQA2017256 - Image 3

540 Warbler Way Chester, MD MLS# MDQA2017256 - Image 4

540 Warbler Way Chester, MD MLS# MDQA2017256 - Image 5

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540 Warbler Way Chester, MD MLS# MDQA2017256 - Image 7

540 Warbler Way Chester, MD MLS# MDQA2017256 - Image 8

540 Warbler Way Chester, MD MLS# MDQA2017256 - Image 9

540 Warbler Way Chester, MD MLS# MDQA2017256 - Image 10

540 Warbler Way Chester, MD MLS# MDQA2017256 - Image 11

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540 Warbler Way Chester, MD MLS# MDQA2017256 - Image 50

540 Warbler Way Chester, MD MLS# MDQA2017256 - Image 51

Recently Listed

1 of 51

$949,990

Beds

3.0

Baths

2,789

Sq.Ft.

540 Warbler Way

Chester, MD

Courtesy of KOVO REALTY

2832 Cox Neck Road Chester, MD MLS# MDQA2017210 - Image 1

2832 Cox Neck Road Chester, MD MLS# MDQA2017210 - Image 2

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2832 Cox Neck Road Chester, MD MLS# MDQA2017210 - Image 92

Virtual Tour

1 of 92

$2,450,000

Beds

3.2

Baths

4,717

Sq.Ft.

2832 Cox Neck Road

Chester, MD

Courtesy of COLDWELL BANKER REALTY

212 Switchgrass Way # 34 Chester, MD MLS# MDQA2017250 - Image 1

212 Switchgrass Way # 34 Chester, MD MLS# MDQA2017250 - Image 2

212 Switchgrass Way # 34 Chester, MD MLS# MDQA2017250 - Image 3

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212 Switchgrass Way # 34 Chester, MD MLS# MDQA2017250 - Image 39

212 Switchgrass Way # 34 Chester, MD MLS# MDQA2017250 - Image 40

Recently Listed

1 of 40

$770,000

Beds

2.1

Baths

212 Switchgrass Way # 34

Chester, MD

Courtesy of RE/MAX EXECUTIVE

190 Harrier Way # 24 Chester, MD MLS# MDQA2017086 - Image 1

190 Harrier Way # 24 Chester, MD MLS# MDQA2017086 - Image 2

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190 Harrier Way # 24 Chester, MD MLS# MDQA2017086 - Image 81

Recently Listed with Virtual Tour

1 of 81

$650,000

Beds

2.1

Baths

2,602

Sq.Ft.

190 Harrier Way # 24

Chester, MD

Courtesy of COLDWELL BANKER REALTY

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

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Recently Listed

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

190 Harrier Way # 21 Chester, MD MLS# MDQA2017202 - Image 1

190 Harrier Way # 21 Chester, MD MLS# MDQA2017202 - Image 2

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190 Harrier Way # 21 Chester, MD MLS# MDQA2017202 - Image 73

Recently Listed with Virtual Tour

1 of 73

$649,900

Beds

2.1

Baths

2,639

Sq.Ft.

190 Harrier Way # 21

Chester, MD

Courtesy of THE KW COLLECTIVE

330 Serenity Lane Chester, MD MLS# MDQA2016472 - Image 1

330 Serenity Lane Chester, MD MLS# MDQA2016472 - Image 2

330 Serenity Lane Chester, MD MLS# MDQA2016472 - Image 3

330 Serenity Lane Chester, MD MLS# MDQA2016472 - Image 4

330 Serenity Lane Chester, MD MLS# MDQA2016472 - Image 5

330 Serenity Lane Chester, MD MLS# MDQA2016472 - Image 6

330 Serenity Lane Chester, MD MLS# MDQA2016472 - Image 7

330 Serenity Lane Chester, MD MLS# MDQA2016472 - Image 8

330 Serenity Lane Chester, MD MLS# MDQA2016472 - Image 9

330 Serenity Lane Chester, MD MLS# MDQA2016472 - Image 10

330 Serenity Lane Chester, MD MLS# MDQA2016472 - Image 11

330 Serenity Lane Chester, MD MLS# MDQA2016472 - Image 12

330 Serenity Lane Chester, MD MLS# MDQA2016472 - Image 13

330 Serenity Lane Chester, MD MLS# MDQA2016472 - Image 14

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330 Serenity Lane Chester, MD MLS# MDQA2016472 - Image 46

330 Serenity Lane Chester, MD MLS# MDQA2016472 - Image 47

330 Serenity Lane Chester, MD MLS# MDQA2016472 - Image 48

330 Serenity Lane Chester, MD MLS# MDQA2016472 - Image 49

330 Serenity Lane Chester, MD MLS# MDQA2016472 - Image 50

Virtual Tour

1 of 50

$5,900,000

Beds

7.2

Baths

9,974

Sq.Ft.

330 Serenity Lane

Chester, MD

Courtesy of TTR SOTHEBY'S INTERNATIONAL REALTY

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

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1 of 38

$365,000

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

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

Virtual Tour

1 of 46

$375,000

Beds

2.1

Baths

1,440

Sq.Ft.

54F Queen Caroline Court

Chester, MD

Courtesy of LONG & FOSTER REAL ESTATE, INC.

126 Claiborne Street Chester, MD MLS# MDQA2017106 - Image 1

126 Claiborne Street Chester, MD MLS# MDQA2017106 - Image 2

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1 of 44

OPEN HOUSE: Saturday 5/30 4:00 PM - 6:00 PM

$787,900

Beds

2.1

Baths

2,276

Sq.Ft.

126 Claiborne Street

Chester, MD

Courtesy of SAMSON PROPERTIES

1848 Harbor Drive Chester, MD MLS# MDQA2017062 - Image 1

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1848 Harbor Drive Chester, MD MLS# MDQA2017062 - Image 3

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1 of 38

$480,000

Beds

2.0

Baths

1,804

Sq.Ft.

1848 Harbor Drive

Chester, MD

Courtesy of EXP REALTY, LLC

1906 Stevens Drive Chester, MD MLS# MDQA2017056 - Image 1

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1906 Stevens Drive Chester, MD MLS# MDQA2017056 - Image 3

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1906 Stevens Drive Chester, MD MLS# MDQA2017056 - Image 46

1906 Stevens Drive Chester, MD MLS# MDQA2017056 - Image 47

1906 Stevens Drive Chester, MD MLS# MDQA2017056 - Image 48

1906 Stevens Drive Chester, MD MLS# MDQA2017056 - Image 49

Virtual Tour

1 of 49

$464,000

Beds

2.0

Baths

2,016

Sq.Ft.

1906 Stevens Drive

Chester, MD

Courtesy of RE/MAX EXECUTIVE

About Chester

Listings in Chester, MD: 105
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	6
$300K - 400K	11
$400K - 500K	10
$500K - 600K	13
$600K - 700K	15
$700K - 800K	14
$800K - 900K	8
$900K - 1M	11
$1M - Max	14

Homes for Sale by Type in Chester, MD

Property Type	Count
Single Family	47
Townhouse	2
Condo	53
Commercial	0
Rental	14
Lots and Land	3
Condo/Town/CoOp	0
CoOp	0
Multi Family	0
Mobile Home	0
Farms	0

(Data as of 5/27/2026)

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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