View 7014 Bridgepointe Drive Chester, MD MLS# MDQA2012302
$359,000
3

Beds

2.1

Baths

1,635

Sq.Ft.

7014 Bridgepointe Drive

Chester, MD

Bright
Courtesy of LONG & FOSTER REAL ESTATE, INC.
View 104 Woods Road Chester, MD MLS# MDQA2014334
$795,000
5

Beds

3.1

Baths

3,065

Sq.Ft.

104 Woods Road

Chester, MD

Bright
Courtesy of CUMMINGS & CO. REALTORS
View 1405 Little Creek Road Chester, MD MLS# MDQA2014252
$19,500
2

Beds

1.0

Baths

764

Sq.Ft.

1405 Little Creek Road

Chester, MD

Bright
Courtesy of THE PARKER GROUP
The time to sell is now! THE TIME TO SELL IS NOW!
View 204 Skipper Lane Chester, MD MLS# MDQA2014244
  • Virtual Tour
1 of 106
$624,900
6

Beds

3.0

Baths

3,760

Sq.Ft.

204 Skipper Lane

Chester, MD

Bright
Courtesy of DOUGLAS REALTY LLC
View 121 Wheelhouse Way # 2112 Chester, MD MLS# MDQA2014158
$541,900
2

Beds

2.1

Baths

2,003

Sq.Ft.

121 Wheelhouse Way # 2112

Chester, MD

Bright
Courtesy of KOVO REALTY
View 121 Wheelhouse Way # 2121 Chester, MD MLS# MDQA2014162
$719,900
3

Beds

2.1

Baths

2,602

Sq.Ft.

121 Wheelhouse Way # 2121

Chester, MD

Bright
Courtesy of KOVO REALTY
View 121 Wheelhouse Way # 2142 Chester, MD MLS# MDQA2014164
$779,900
2

Beds

2.1

Baths

1,900

Sq.Ft.

121 Wheelhouse Way # 2142

Chester, MD

Bright
Courtesy of KOVO REALTY
View 34 Queen Anne Way Chester, MD MLS# MDQA2013486
  • Virtual Tour
1 of 57
$469,000
2

Beds

2.1

Baths

1,104

Sq.Ft.

34 Queen Anne Way

Chester, MD

Bright
Courtesy of TAYLOR PROPERTIES
View 312 Blenny Lane Chester, MD MLS# MDQA2013646
$479,000
3

Beds

2.2

Baths

1,899

Sq.Ft.

312 Blenny Lane

Chester, MD

Bright
Courtesy of SAMSON PROPERTIES
View 190 Harrier Way # 11 Chester, MD MLS# MDQA2013406
  • Adult Community
1 of 32
$540,000
2

Beds

2.1

Baths

2,003

Sq.Ft.

190 Harrier Way # 11

Chester, MD

Bright
Courtesy of RE/MAX EXECUTIVE
View 205 Anchor Lane Chester, MD MLS# MDQA2013116
  • Virtual Tour
1 of 47
$535,000
6

Beds

3.0

Baths

3,500

Sq.Ft.

205 Anchor Lane

Chester, MD

Bright
Courtesy of RE/MAX EXECUTIVE
View 49 Queen Guinevere Way Chester, MD MLS# MDQA2013390
$519,500
2

Beds

2.1

Baths

1,600

Sq.Ft.

49 Queen Guinevere Way

Chester, MD

Bright
Courtesy of REALTY NAVIGATOR
View 170 Harrier Way # 22 Chester, MD MLS# MDQA2012922
  • Adult Community
1 of 79
$499,000
2

Beds

2.1

Baths

1,900

Sq.Ft.

170 Harrier Way # 22

Chester, MD

Bright
Courtesy of KELLER WILLIAMS SELECT REALTORS OF ANNAPOLIS
View 1000 Herons Nest Way # 32 Chester, MD MLS# MDQA2013002
$499,000
2

Beds

2.0

Baths

1,900

Sq.Ft.

1000 Herons Nest Way # 32

Chester, MD

Bright
Courtesy of RE/MAX EXECUTIVE
View 170 Harrier Way # 11 Chester, MD MLS# MDQA2012944
  • Adult Community with Virtual Tour
1 of 74
$499,000
2

Beds

2.1

Baths

2,003

Sq.Ft.

170 Harrier Way # 11

Chester, MD

Bright
Courtesy of REDFIN CORP
View 1000 Herons Nest Way # 22 Chester, MD MLS# MDQA2012894
  • Adult Community with Virtual Tour
1 of 59
$488,000
2

Beds

2.1

Baths

1,900

Sq.Ft.

1000 Herons Nest Way # 22

Chester, MD

Bright
Courtesy of RE/MAX EXECUTIVE
View 2653 Cox Neck Road Chester, MD MLS# MDQA2012868
$389,000
3

Beds

2.0

Baths

1,560

Sq.Ft.

2653 Cox Neck Road

Chester, MD

Bright
Courtesy of EASTERN SHORE REAL ESTATE, LLC
View 170 Harrier Way # 34 Chester, MD MLS# MDQA2012790
  • Adult Community with Virtual Tour
1 of 81
$740,000
3

Beds

2.1

Baths

2,602

Sq.Ft.

170 Harrier Way # 34

Chester, MD

Bright
Courtesy of LONG & FOSTER REAL ESTATE, INC.
View 154 Harrier Way Chester, MD MLS# MDQA2012554
  • Adult Community with Virtual Tour
1 of 45
$639,545
2

Beds

2.0

Baths

1,900

Sq.Ft.

154 Harrier Way

Chester, MD

Bright
Courtesy of RE/MAX EXECUTIVE
View 5 Piney Narrows Road Chester, MD MLS# MDQA2012406
$49,000
Studio

Beds

0.0

Baths

960

Sq.Ft.

5 Piney Narrows Road

Chester, MD

Bright
Courtesy of BENSON & MANGOLD, LLC

About Chester

Listings in Chester, MD

95

Estimated median home price

$574,900
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

PriceCount
$0 - 100K3
$100K - 200K0
$200K - 300K4
$300K - 400K8
$400K - 500K14
$500K - 600K21
$600K - 700K15
$700K - 800K14
$800K - 900K6
$900K - 1M4
$1M - Max6

Homes for Sale by Type in Chester, MD

Property TypeCount
Single Family49
Townhouse0
Condo42
Commercial0
Rental10
Lots and Land4
Condo/Town/CoOp0
CoOp0
Multi Family0
Mobile Home0
Farms0

(Data as of 11/11/2025)

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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