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
$1,249,990
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
  • Adult Community
1 of 52
$999,900
2

Beds

2.1

Baths

1,900

Sq.Ft.

176 Flagstaff Way # 2443

Chester, MD

Bright
Courtesy of KOVO REALTY
View 311 Kingfisher Lane Chester, MD MLS# MDQA2015840
  • Adult Community
1 of 40
$949,990
5

Beds

4.1

Baths

3,225

Sq.Ft.

311 Kingfisher Lane

Chester, MD

Bright
Courtesy of KOVO REALTY
View 110 Boatswain Way # 3034 Chester, MD MLS# MDQA2016092
  • Adult Community
1 of 44
$949,990
3

Beds

2.1

Baths

2,602

Sq.Ft.

110 Boatswain Way # 3034

Chester, MD

Bright
Courtesy of KOVO REALTY
View 176 Flagstaff Way # 2424 Chester, MD MLS# MDQA2015838
  • Adult Community
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 115 Cedar Road Chester, MD MLS# MDQA2015938
$925,000
5

Beds

4.0

Baths

4,275

Sq.Ft.

115 Cedar Road

Chester, MD

Bright
Courtesy of SAMSON PROPERTIES
View 109 John Gibson Drive Chester, MD MLS# MDQA2015674
  • Virtual Tour
1 of 78
$915,000
6

Beds

4.1

Baths

4,165

Sq.Ft.

109 John Gibson Drive

Chester, MD

Bright
Courtesy of COLDWELL BANKER REALTY
View 141 Redstart Drive Chester, MD MLS# MDQA2015792
  • Adult Community
1 of 54
$899,990
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
  • Adult Community
1 of 40
$899,990
5

Beds

4.1

Baths

3,225

Sq.Ft.

110 Kinglet Court

Chester, MD

Bright
Courtesy of KOVO REALTY
View 110 Boatswain Way # 3031 Chester, MD MLS# MDQA2016080
  • Adult Community
1 of 44
$899,990
3

Beds

2.1

Baths

2,602

Sq.Ft.

110 Boatswain Way # 3031

Chester, MD

Bright
Courtesy of KOVO REALTY
View 162 Kirwans Landing Lane Chester, MD MLS# MDQA2015450
$869,000
4

Beds

2.1

Baths

2,404

Sq.Ft.

162 Kirwans Landing Lane

Chester, MD

Bright
Courtesy of COLDWELL BANKER REALTY
View 176 Flagstaff Way # 2433 Chester, MD MLS# MDQA2015874
  • Adult Community
1 of 52
$849,990
2

Beds

2.1

Baths

1,900

Sq.Ft.

176 Flagstaff Way # 2433

Chester, MD

Bright
Courtesy of KOVO REALTY

About Chester

Listings in Chester, MD

91

Estimated median home price

$599,990
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 3
$100K - 200K 0
$200K - 300K 7
$300K - 400K 9
$400K - 500K 13
$500K - 600K 14
$600K - 700K 10
$700K - 800K 12
$800K - 900K 8
$900K - 1M 6
$1M - Max 9

Homes for Sale by Type in Chester, MD

Property Type Count
Single Family 40
Townhouse 0
Condo 48
Commercial 0
Rental 10
Lots and Land 3
Condo/Town/CoOp 0
CoOp 0
Multi Family 0
Mobile Home 0
Farms 0

(Data as of 2/25/2026)

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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