View 2832 Cox Neck Road Chester, MD MLS# MDQA2017210
  • Recently Listed with Virtual Tour
1 of 92
$2,450,000
4

Beds

3.2

Baths

4,717

Sq.Ft.

2832 Cox Neck Road

Chester, MD

Bright
Courtesy of COLDWELL BANKER REALTY
View 1901 Cox Neck Road Chester, MD MLS# MDQA2016792
$2,350,000
4

Beds

4.1

Baths

5,510

Sq.Ft.

1901 Cox Neck Road

Chester, MD

Bright
Courtesy of COLDWELL BANKER REALTY
View 1719 Harbor Drive Chester, MD MLS# MDQA2016982
  • Virtual Tour
1 of 87
$1,495,000
3

Beds

3.2

Baths

4,208

Sq.Ft.

1719 Harbor Drive

Chester, MD

Bright
Courtesy of CHESAPEAKE REAL ESTATE ASSOCIATES, LLC
The time to sell is now! THE TIME TO SELL IS NOW!
View 117 Flycatcher Way Chester, MD MLS# MDQA2015636
  • Adult Community
1 of 49
$1,300,000
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
$1,300,000
5

Beds

4.1

Baths

3,225

Sq.Ft.

111 Flycatcher Way

Chester, MD

Bright
Courtesy of KOVO REALTY
View 2855 Cox Neck Road Chester, MD MLS# MDQA2016942
$1,250,000
3

Beds

4.1

Baths

4,413

Sq.Ft.

2855 Cox Neck Road

Chester, MD

Bright
Courtesy of WILSON REALTY & STAGING LLC
View 123 Flycatcher Way Chester, MD MLS# MDQA2015634
  • Adult Community
1 of 47
$1,200,000
3

Beds

3.0

Baths

2,789

Sq.Ft.

123 Flycatcher Way

Chester, MD

Bright
Courtesy of KOVO REALTY
View 1757 Harbor Drive Chester, MD MLS# MDQA2014542
  • New Construction
1 of 64
OPEN HOUSE: Sunday 5/24 11:00 AM - 2:00 PM
$1,169,880
4

Beds

3.1

Baths

1757 Harbor Drive

Chester, MD

Bright
Courtesy of KELLER WILLIAMS FLAGSHIP
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 2812 Harvest Court Chester, MD MLS# MDQA2017366
$1,100,000
4

Beds

2.1

Baths

2,864

Sq.Ft.

2812 Harvest Court

Chester, MD

Bright
Courtesy of RE/MAX EXECUTIVE
View 215 Kingfisher Lane Chester, MD MLS# MDQA2016702
  • Adult Community with Virtual Tour
1 of 44
$1,049,500
5

Beds

4.1

Baths

3,225

Sq.Ft.

215 Kingfisher Lane

Chester, MD

Bright
Courtesy of RE/MAX EXECUTIVE
View 233 Kingfisher Lane Chester, MD MLS# MDQA2016936
  • Adult Community with Virtual Tour
1 of 84
$1,045,000
5

Beds

4.1

Baths

3,225

Sq.Ft.

233 Kingfisher Lane

Chester, MD

Bright
Courtesy of SAMSON PROPERTIES
View 127 Flycatcher Way Chester, MD MLS# MDQA2015632
  • Adult Community
1 of 49
$1,000,000
2

Beds

2.0

Baths

1,993

Sq.Ft.

127 Flycatcher Way

Chester, MD

Bright
Courtesy of KOVO REALTY
View 110 Boatswain Way # 3044 Chester, MD MLS# MDQA2016364
$989,990
3

Beds

2.1

Baths

2,602

Sq.Ft.

110 Boatswain Way # 3044

Chester, MD

Bright
Courtesy of KOVO REALTY
View 121 Kinglet Court Chester, MD MLS# MDQA2016404
  • Adult Community
1 of 40
$989,990
5

Beds

4.1

Baths

3,225

Sq.Ft.

121 Kinglet Court

Chester, MD

Bright
Courtesy of KOVO REALTY
View 176 Flagstaff Way # 2443 Chester, MD MLS# MDQA2015876
$979,900
2

Beds

2.1

Baths

1,900

Sq.Ft.

176 Flagstaff Way # 2443

Chester, MD

Bright
Courtesy of KOVO REALTY
View 102 Boatswain Way # 2934 Chester, MD MLS# MDQA2016676
$969,990
3

Beds

2.1

Baths

2,602

Sq.Ft.

102 Boatswain Way # 2934

Chester, MD

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

Beds

2.1

Baths

2,602

Sq.Ft.

110 Boatswain Way # 3034

Chester, MD

Bright
Courtesy of KOVO REALTY
View 110 Boatswain Way # 3041 Chester, MD MLS# MDQA2016362
$949,990
3

Beds

2.1

Baths

2,602

Sq.Ft.

110 Boatswain Way # 3041

Chester, MD

Bright
Courtesy of KOVO REALTY
View 540 Warbler Way Chester, MD MLS# MDQA2017256
  • Recently Listed
1 of 51
$949,990
3

Beds

3.0

Baths

2,789

Sq.Ft.

540 Warbler Way

Chester, MD

Bright
Courtesy of KOVO REALTY

About Chester

Listings in Chester, MD

106

Estimated median home price

$649,950
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

PriceCount
$0 - 100K2
$100K - 200K1
$200K - 300K7
$300K - 400K11
$400K - 500K12
$500K - 600K13
$600K - 700K15
$700K - 800K14
$800K - 900K7
$900K - 1M11
$1M - Max13

Homes for Sale by Type in Chester, MD

Property TypeCount
Single Family46
Townhouse2
Condo54
Commercial0
Rental13
Lots and Land4
Condo/Town/CoOp0
CoOp0
Multi Family0
Mobile Home0
Farms0

(Data as of 5/23/2026)

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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