Chester Maryland Homes for Sale

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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

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1906 Harbor Drive Chester, MD MLS# MDQA2015604 - Image 11

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1906 Harbor Drive Chester, MD MLS# MDQA2015604 - Image 13

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

1906 Harbor Drive Chester, MD MLS# MDQA2015604 - Image 16

1906 Harbor Drive Chester, MD MLS# MDQA2015604 - Image 17

1906 Harbor Drive Chester, MD MLS# MDQA2015604 - Image 18

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1906 Harbor Drive Chester, MD MLS# MDQA2015604 - Image 21

1906 Harbor Drive Chester, MD MLS# MDQA2015604 - Image 22

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1906 Harbor Drive Chester, MD MLS# MDQA2015604 - Image 25

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1906 Harbor Drive Chester, MD MLS# MDQA2015604 - Image 40

1906 Harbor Drive Chester, MD MLS# MDQA2015604 - Image 41

1906 Harbor Drive Chester, MD MLS# MDQA2015604 - Image 42

1906 Harbor Drive Chester, MD MLS# MDQA2015604 - Image 43

1906 Harbor Drive Chester, MD MLS# MDQA2015604 - Image 44

1 of 44

$429,900

Beds

2.0

Baths

1,750

Sq.Ft.

1906 Harbor Drive

Chester, MD

Courtesy of FIVE STAR REAL ESTATE

807 Auckland Way Chester, MD MLS# MDQA2017442 - Image 1

807 Auckland Way Chester, MD MLS# MDQA2017442 - Image 2

807 Auckland Way Chester, MD MLS# MDQA2017442 - Image 3

807 Auckland Way Chester, MD MLS# MDQA2017442 - Image 4

807 Auckland Way Chester, MD MLS# MDQA2017442 - Image 5

807 Auckland Way Chester, MD MLS# MDQA2017442 - Image 6

807 Auckland Way Chester, MD MLS# MDQA2017442 - Image 7

807 Auckland Way Chester, MD MLS# MDQA2017442 - Image 8

807 Auckland Way Chester, MD MLS# MDQA2017442 - Image 9

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807 Auckland Way Chester, MD MLS# MDQA2017442 - Image 11

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807 Auckland Way Chester, MD MLS# MDQA2017442 - Image 13

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807 Auckland Way Chester, MD MLS# MDQA2017442 - Image 15

807 Auckland Way Chester, MD MLS# MDQA2017442 - Image 16

807 Auckland Way Chester, MD MLS# MDQA2017442 - Image 17

807 Auckland Way Chester, MD MLS# MDQA2017442 - Image 18

807 Auckland Way Chester, MD MLS# MDQA2017442 - Image 19

807 Auckland Way Chester, MD MLS# MDQA2017442 - Image 20

807 Auckland Way Chester, MD MLS# MDQA2017442 - Image 21

807 Auckland Way Chester, MD MLS# MDQA2017442 - Image 22

807 Auckland Way Chester, MD MLS# MDQA2017442 - Image 23

807 Auckland Way Chester, MD MLS# MDQA2017442 - Image 24

807 Auckland Way Chester, MD MLS# MDQA2017442 - Image 25

807 Auckland Way Chester, MD MLS# MDQA2017442 - Image 26

807 Auckland Way Chester, MD MLS# MDQA2017442 - Image 27

807 Auckland Way Chester, MD MLS# MDQA2017442 - Image 28

807 Auckland Way Chester, MD MLS# MDQA2017442 - Image 29

807 Auckland Way Chester, MD MLS# MDQA2017442 - Image 30

807 Auckland Way Chester, MD MLS# MDQA2017442 - Image 31

807 Auckland Way Chester, MD MLS# MDQA2017442 - Image 32

807 Auckland Way Chester, MD MLS# MDQA2017442 - Image 33

807 Auckland Way Chester, MD MLS# MDQA2017442 - Image 34

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807 Auckland Way Chester, MD MLS# MDQA2017442 - Image 36

807 Auckland Way Chester, MD MLS# MDQA2017442 - Image 37

807 Auckland Way Chester, MD MLS# MDQA2017442 - Image 38

807 Auckland Way Chester, MD MLS# MDQA2017442 - Image 39

807 Auckland Way Chester, MD MLS# MDQA2017442 - Image 40

807 Auckland Way Chester, MD MLS# MDQA2017442 - Image 41

807 Auckland Way Chester, MD MLS# MDQA2017442 - Image 42

807 Auckland Way Chester, MD MLS# MDQA2017442 - Image 43

807 Auckland Way Chester, MD MLS# MDQA2017442 - Image 44

807 Auckland Way Chester, MD MLS# MDQA2017442 - Image 45

807 Auckland Way Chester, MD MLS# MDQA2017442 - Image 46

807 Auckland Way Chester, MD MLS# MDQA2017442 - Image 47

807 Auckland Way Chester, MD MLS# MDQA2017442 - Image 48

1 of 48

$425,500

Beds

3.1

Baths

2,100

Sq.Ft.

807 Auckland Way

Chester, MD

Courtesy of REAL BROKER, LLC - CHESTER

200 Newtown Road Chester, MD MLS# MDQA2016754 - Image 1

200 Newtown Road Chester, MD MLS# MDQA2016754 - Image 2

200 Newtown Road Chester, MD MLS# MDQA2016754 - Image 3

200 Newtown Road Chester, MD MLS# MDQA2016754 - Image 4

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200 Newtown Road Chester, MD MLS# MDQA2016754 - Image 8

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200 Newtown Road Chester, MD MLS# MDQA2016754 - Image 42

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200 Newtown Road Chester, MD MLS# MDQA2016754 - Image 47

200 Newtown Road Chester, MD MLS# MDQA2016754 - Image 48

200 Newtown Road Chester, MD MLS# MDQA2016754 - Image 49

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

THE TIME TO SELL IS NOW!

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

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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

6010 Bridgepointe Drive Chester, MD MLS# MDQA2017824 - Image 1

6010 Bridgepointe Drive Chester, MD MLS# MDQA2017824 - Image 2

6010 Bridgepointe Drive Chester, MD MLS# MDQA2017824 - Image 3

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6010 Bridgepointe Drive Chester, MD MLS# MDQA2017824 - Image 47

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6010 Bridgepointe Drive Chester, MD MLS# MDQA2017824 - Image 49

6010 Bridgepointe Drive Chester, MD MLS# MDQA2017824 - Image 50

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6010 Bridgepointe Drive Chester, MD MLS# MDQA2017824 - Image 53

6010 Bridgepointe Drive Chester, MD MLS# MDQA2017824 - Image 54

6010 Bridgepointe Drive Chester, MD MLS# MDQA2017824 - Image 55

Virtual Tour

1 of 55

OPEN HOUSE: Saturday 8/8 9:00 AM - 11:00 AM

$380,000

Beds

2.0

Baths

1,885

Sq.Ft.

6010 Bridgepointe Drive

Chester, MD

Courtesy of ROSENDALE REALTY

2645 Cox Neck Road Chester, MD MLS# MDQA2017640 - Image 1

2645 Cox Neck Road Chester, MD MLS# MDQA2017640 - Image 2

2645 Cox Neck Road Chester, MD MLS# MDQA2017640 - Image 3

2645 Cox Neck Road Chester, MD MLS# MDQA2017640 - Image 4

2645 Cox Neck Road Chester, MD MLS# MDQA2017640 - Image 5

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2645 Cox Neck Road Chester, MD MLS# MDQA2017640 - Image 12

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2645 Cox Neck Road Chester, MD MLS# MDQA2017640 - Image 43

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2645 Cox Neck Road Chester, MD MLS# MDQA2017640 - Image 45

2645 Cox Neck Road Chester, MD MLS# MDQA2017640 - Image 46

2645 Cox Neck Road Chester, MD MLS# MDQA2017640 - Image 47

2645 Cox Neck Road Chester, MD MLS# MDQA2017640 - Image 48

2645 Cox Neck Road Chester, MD MLS# MDQA2017640 - Image 49

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2645 Cox Neck Road Chester, MD MLS# MDQA2017640 - Image 51

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2645 Cox Neck Road Chester, MD MLS# MDQA2017640 - Image 53

2645 Cox Neck Road Chester, MD MLS# MDQA2017640 - Image 54

2645 Cox Neck Road Chester, MD MLS# MDQA2017640 - Image 55

2645 Cox Neck Road Chester, MD MLS# MDQA2017640 - Image 56

2645 Cox Neck Road Chester, MD MLS# MDQA2017640 - Image 57

2645 Cox Neck Road Chester, MD MLS# MDQA2017640 - Image 58

2645 Cox Neck Road Chester, MD MLS# MDQA2017640 - Image 59

2645 Cox Neck Road Chester, MD MLS# MDQA2017640 - Image 60

2645 Cox Neck Road Chester, MD MLS# MDQA2017640 - Image 61

Virtual Tour

1 of 61

OPEN HOUSE: Saturday 8/8 11:00 AM - 1:00 PM

$379,900

Beds

1.1

Baths

1,192

Sq.Ft.

2645 Cox Neck Road

Chester, MD

Courtesy of COMPASS

114 Cedar Road Chester, MD MLS# MDQA2017822 - Image 1

114 Cedar Road Chester, MD MLS# MDQA2017822 - Image 2

114 Cedar Road Chester, MD MLS# MDQA2017822 - Image 3

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1 of 97

$375,000

Beds

2.0

Baths

3,128

Sq.Ft.

114 Cedar Road

Chester, MD

Courtesy of KELLER WILLIAMS LEGACY

2004 Bridgepointe Drive Chester, MD MLS# MDQA2017932 - Image 1

2004 Bridgepointe Drive Chester, MD MLS# MDQA2017932 - Image 2

2004 Bridgepointe Drive Chester, MD MLS# MDQA2017932 - Image 3

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Recently Listed

1 of 32

OPEN HOUSE: Saturday 8/8 9:00 AM - 11:00 AM

$374,900

Beds

2.0

Baths

1,524

Sq.Ft.

2004 Bridgepointe Drive

Chester, MD

Courtesy of RE/MAX EXECUTIVE

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

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

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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

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

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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

$359,900

Beds

2.1

Baths

1,440

Sq.Ft.

54F Queen Caroline Court

Chester, MD

Courtesy of LONG & FOSTER REAL ESTATE, INC.

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 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

7013 Bridgepointe Drive Chester, MD MLS# MDQA2017430 - Image 1

7013 Bridgepointe Drive Chester, MD MLS# MDQA2017430 - Image 2

7013 Bridgepointe Drive Chester, MD MLS# MDQA2017430 - Image 3

7013 Bridgepointe Drive Chester, MD MLS# MDQA2017430 - Image 4

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7013 Bridgepointe Drive Chester, MD MLS# MDQA2017430 - Image 38

7013 Bridgepointe Drive Chester, MD MLS# MDQA2017430 - Image 39

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7013 Bridgepointe Drive Chester, MD MLS# MDQA2017430 - Image 41

7013 Bridgepointe Drive Chester, MD MLS# MDQA2017430 - Image 42

7013 Bridgepointe Drive Chester, MD MLS# MDQA2017430 - Image 43

7013 Bridgepointe Drive Chester, MD MLS# MDQA2017430 - Image 44

7013 Bridgepointe Drive Chester, MD MLS# MDQA2017430 - Image 45

7013 Bridgepointe Drive Chester, MD MLS# MDQA2017430 - Image 46

7013 Bridgepointe Drive Chester, MD MLS# MDQA2017430 - Image 47

7013 Bridgepointe Drive Chester, MD MLS# MDQA2017430 - Image 48

Virtual Tour

1 of 48

$355,000

Beds

2.1

Baths

1,635

Sq.Ft.

7013 Bridgepointe Drive

Chester, MD

Courtesy of COLDWELL BANKER REALTY

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

45-G Queen Neva Court Chester, MD MLS# MDQA2017164 - Image 2

45-G Queen Neva Court Chester, MD MLS# MDQA2017164 - Image 3

45-G Queen Neva Court Chester, MD MLS# MDQA2017164 - Image 4

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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

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

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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

1609 Crab Alley Drive Chester, MD MLS# MDQA2017988 - Image 1

1 of 1

$345,000

Beds

1.1

Baths

1,080

Sq.Ft.

1609 Crab Alley Drive

Chester, MD

Courtesy of PAUL WESLEY REAL ESTATE

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 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

54-H Queen Caroline Court Chester, MD MLS# MDQA2015236 - Image 1

54-H Queen Caroline Court Chester, MD MLS# MDQA2015236 - Image 2

54-H Queen Caroline Court Chester, MD MLS# MDQA2015236 - Image 3

54-H Queen Caroline Court Chester, MD MLS# MDQA2015236 - Image 4

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54-H Queen Caroline Court Chester, MD MLS# MDQA2015236 - Image 40

1 of 40

$319,000

Beds

2.1

Baths

1,280

Sq.Ft.

54-H Queen Caroline Court

Chester, MD

Courtesy of LONG & FOSTER REAL ESTATE, INC.

509 Teal Court # E Chester, MD MLS# MDQA2018174 - Image 1

509 Teal Court # E Chester, MD MLS# MDQA2018174 - Image 2

509 Teal Court # E Chester, MD MLS# MDQA2018174 - Image 3

509 Teal Court # E Chester, MD MLS# MDQA2018174 - Image 4

509 Teal Court # E Chester, MD MLS# MDQA2018174 - Image 5

509 Teal Court # E Chester, MD MLS# MDQA2018174 - Image 6

509 Teal Court # E Chester, MD MLS# MDQA2018174 - Image 7

509 Teal Court # E Chester, MD MLS# MDQA2018174 - Image 8

509 Teal Court # E Chester, MD MLS# MDQA2018174 - Image 9

509 Teal Court # E Chester, MD MLS# MDQA2018174 - Image 10

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1 of 24

OPEN HOUSE: Saturday 8/8 11:00 AM - 1:00 PM

$300,000

Beds

2.0

Baths

1,100

Sq.Ft.

509 Teal Court # E

Chester, MD

Courtesy of RE/MAX EXECUTIVE

302 Merganser Court # A Chester, MD MLS# MDQA2018076 - Image 1

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302 Merganser Court # A Chester, MD MLS# MDQA2018076 - Image 8

302 Merganser Court # A Chester, MD MLS# MDQA2018076 - Image 9

302 Merganser Court # A Chester, MD MLS# MDQA2018076 - Image 10

302 Merganser Court # A Chester, MD MLS# MDQA2018076 - Image 11

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302 Merganser Court # A Chester, MD MLS# MDQA2018076 - Image 13

302 Merganser Court # A Chester, MD MLS# MDQA2018076 - Image 14

302 Merganser Court # A Chester, MD MLS# MDQA2018076 - Image 15

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302 Merganser Court # A Chester, MD MLS# MDQA2018076 - Image 19

302 Merganser Court # A Chester, MD MLS# MDQA2018076 - Image 20

302 Merganser Court # A Chester, MD MLS# MDQA2018076 - Image 21

Recently Listed

1 of 21

$299,900

Beds

2.0

Baths

1,073

Sq.Ft.

302 Merganser Court # A

Chester, MD

Courtesy of KELLER WILLIAMS FLAGSHIP

1025 Dundee Court Chester, MD MLS# MDQA2018108 - Image 1

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1 of 50

OPEN HOUSE: Saturday 8/8 9:30 AM - 11:30 AM

$298,000

Beds

2.1

Baths

1,400

Sq.Ft.

1025 Dundee Court

Chester, MD

Courtesy of RE/MAX EXECUTIVE

About Chester

Listings in Chester, MD: 114
Estimated median home price: $694,990

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	13
$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	52
Townhouse	2
Condo	57
Commercial	0
Rental	12
Lots and Land	3
Condo/Town/CoOp	0
CoOp	0
Multi Family	0
Mobile Home	0
Farms	0

(Data as of 8/6/2026)

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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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