View 2907 Cox Neck Road E Chester, MD MLS# MDQA2015546
  • Virtual Tour
1 of 43
$1,899,000
4

Beds

4.2

Baths

3,460

Sq.Ft.

2907 Cox Neck Road E

Chester, MD

Bright
Courtesy of TTR SOTHEBY'S INTERNATIONAL REALTY
View 117 Flycatcher Way Chester, MD MLS# MDQA2015636
  • Adult Community
1 of 49
$1,400,000
3

Beds

3.1

Baths

2,930

Sq.Ft.

117 Flycatcher Way

Chester, MD

Bright
Courtesy of KOVO REALTY
View 111 Flycatcher Way Chester, MD MLS# MDQA2015638
  • Adult Community
1 of 48
$1,400,000
5

Beds

4.1

Baths

3,225

Sq.Ft.

111 Flycatcher Way

Chester, MD

Bright
Courtesy of KOVO REALTY
The time to sell is now! THE TIME TO SELL IS NOW!
View 123 Flycatcher Way Chester, MD MLS# MDQA2015634
  • Adult Community
1 of 47
$1,300,000
3

Beds

3.0

Baths

2,789

Sq.Ft.

123 Flycatcher Way

Chester, MD

Bright
Courtesy of KOVO REALTY
View 132 Wheelhouse Way Chester, MD MLS# MDQA2015138
  • Adult Community
1 of 68
$1,299,990
2

Beds

2.1

Baths

1,900

Sq.Ft.

132 Wheelhouse Way

Chester, MD

Bright
Courtesy of KOVO REALTY
View 1757 Harbor Drive Chester, MD MLS# MDQA2014542
  • New Construction
1 of 64
$1,167,890
4

Beds

3.1

Baths

1757 Harbor Drive

Chester, MD

Bright
Courtesy of KELLER WILLIAMS FLAGSHIP
View 127 Flycatcher Way Chester, MD MLS# MDQA2015632
  • Adult Community
1 of 49
$1,100,000
2

Beds

2.0

Baths

1,993

Sq.Ft.

127 Flycatcher Way

Chester, MD

Bright
Courtesy of KOVO REALTY
View 1704 Bayside Drive Chester, MD MLS# MDQA2015660
$1,100,000
3

Beds

2.1

Baths

1,830

Sq.Ft.

1704 Bayside Drive

Chester, MD

Bright
Courtesy of COTTAGE STREET REALTY LLC
View 203 Riverside Drive Chester, MD MLS# MDQA2014798
  • New Construction
1 of 68
$1,099,900
5

Beds

3.1

Baths

3,036

Sq.Ft.

203 Riverside Drive

Chester, MD

Bright
Courtesy of LONG & FOSTER REAL ESTATE, INC.
View 176 Flagstaff Way # 2443 Chester, MD MLS# MDQA2015876
  • Recently Listed
1 of 52
$1,021,990
2

Beds

2.1

Baths

1,900

Sq.Ft.

176 Flagstaff Way # 2443

Chester, MD

Bright
Courtesy of KOVO REALTY
View 141 Redstart Drive Chester, MD MLS# MDQA2015792
  • Recently Listed
1 of 54
$1,019,990
3

Beds

3.0

Baths

2,789

Sq.Ft.

141 Redstart Drive

Chester, MD

Bright
Courtesy of KOVO REALTY
View 110 Kinglet Court Chester, MD MLS# MDQA2015794
  • Recently Listed
1 of 40
$969,990
5

Beds

4.1

Baths

3,225

Sq.Ft.

110 Kinglet Court

Chester, MD

Bright
Courtesy of KOVO REALTY
View 311 Kingfisher Lane Chester, MD MLS# MDQA2015840
  • Recently Listed
1 of 40
$969,990
5

Beds

4.1

Baths

3,225

Sq.Ft.

311 Kingfisher Lane

Chester, MD

Bright
Courtesy of KOVO REALTY
View 176 Flagstaff Way # 2424 Chester, MD MLS# MDQA2015838
  • Recently Listed
1 of 59
$935,990
3

Beds

2.1

Baths

2,602

Sq.Ft.

176 Flagstaff Way # 2424

Chester, MD

Bright
Courtesy of KOVO REALTY
View 109 John Gibson Drive Chester, MD MLS# MDQA2015674
  • Virtual Tour
1 of 78
OPEN HOUSE: Saturday 1/17 11:00 AM - 1:00 PM
$915,000
6

Beds

4.1

Baths

4,165

Sq.Ft.

109 John Gibson Drive

Chester, MD

Bright
Courtesy of COLDWELL BANKER REALTY
View 176 Flagstaff Way # 2433 Chester, MD MLS# MDQA2015874
  • Recently Listed
1 of 52
$869,990
2

Beds

2.1

Baths

1,900

Sq.Ft.

176 Flagstaff Way # 2433

Chester, MD

Bright
Courtesy of KOVO REALTY
View 519 Warbler Way Chester, MD MLS# MDQA2014834
  • Adult Community
1 of 54
$849,990
3

Beds

3.0

Baths

2,789

Sq.Ft.

519 Warbler Way

Chester, MD

Bright
Courtesy of KOVO REALTY
View 117 Redstart Drive Chester, MD MLS# MDQA2015084
  • Adult Community
1 of 49
$849,990
2

Beds

2.1

Baths

2,010

Sq.Ft.

117 Redstart Drive

Chester, MD

Bright
Courtesy of KOVO REALTY
View 259 Redstart Drive Chester, MD MLS# MDQA2015878
  • Recently Listed
1 of 37
$829,990
4

Beds

3.0

Baths

2,791

Sq.Ft.

259 Redstart Drive

Chester, MD

Bright
Courtesy of KOVO REALTY
View 202 Mchenny Court Chester, MD MLS# MDQA2015440
  • Virtual Tour
1 of 63
$825,000
3

Beds

2.1

Baths

2,520

Sq.Ft.

202 Mchenny Court

Chester, MD

Bright
Courtesy of COLDWELL BANKER REALTY

About Chester

Listings in Chester, MD

79

Estimated median home price

$599,900
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 3
$100K - 200K 0
$200K - 300K 5
$300K - 400K 5
$400K - 500K 12
$500K - 600K 15
$600K - 700K 11
$700K - 800K 7
$800K - 900K 6
$900K - 1M 4
$1M - Max 11

Homes for Sale by Type in Chester, MD

Property Type Count
Single Family 36
Townhouse 0
Condo 40
Commercial 0
Rental 8
Lots and Land 3
Condo/Town/CoOp 0
CoOp 0
Multi Family 0
Mobile Home 0
Farms 0

(Data as of 1/16/2026)

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 ReciprocitySM 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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