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Homes in Chester

49 homes in this feed

1 / 3ActiveBright MLS · MDQA2019164

$199,900

3 beds2 baths1,080 sq ft0.23 acres

406 DOMINION ROAD

CHESTER, MD 21619

Listed by Sell Your Home ServicesBright MLS · MLS# MDQA2019164

1 / 17ActiveBright MLS · MDQA2019150

$280,000

3 beds1 baths0.46 acres

1905-1907 KEISTER DRIVE

CHESTER, MD 21619

Listed by Five Star Real EstateBright MLS · MLS# MDQA2019150

1 / 33ActiveBright MLS · MDQA2019130

$396,900

3 beds2 baths1,116 sq ft0.37 acres

1837 HARBOR DR

CHESTER, MD 21619

Listed by Benson & Mangold, LLCBright MLS · MLS# MDQA2019130

1 / 45ActiveBright MLS · MDQA2019148

$699,000

3 beds2 baths1,584 sq ft0.35 acres

2627 CECIL DRIVE

CHESTER, MD 21619

Listed by Long & Foster Real Estate, Inc.Bright MLS · MLS# MDQA2019148

1 / 50ActiveBright MLS · MDQA2019154

$559,900

3 beds3 baths2,062 sq ft0.08 acres

227 GIBSON CIRCLE

CHESTER, MD 21619

Listed by RE/MAX ExecutiveBright MLS · MLS# MDQA2019154

1 / 30ActiveBright MLS · MDQA2019058

$349,900

3 beds3 baths1,899 sq ft0.1 acres

107 WIDGEON WAY

CHESTER, MD 21619

Listed by RE/MAX Leading EdgeBright MLS · MLS# MDQA2019058

1 / 56Active Under ContractBright MLS · MDQA2019018

$915,000

4 beds4 baths3,424 sq ft0.2 acres

202 CLAIBORNE STREET

CHESTER, MD 21619

Listed by Coldwell Banker RealtyBright MLS · MLS# MDQA2019018

1 / 42ActiveBright MLS · MDQA2018980

$699,000

3 beds3 baths1,560 sq ft1.14 acres

2703 SHERMAN DRIVE

CHESTER, MD 21619

Listed by Rosendale RealtyBright MLS · MLS# MDQA2018980

1 / 42ActiveBright MLS · MDQA2018964

$545,000

3 beds3 baths2,100 sq ft0.04 acres

100 SCHOONER WAY

CHESTER, MD 21619

Listed by LPT Realty, LLCBright MLS · MLS# MDQA2018964

1 / 20ActiveBright MLS · MDQA2018842

$308,000

3 beds1 baths960 sq ft0.17 acres

107 LEE ROAD

CHESTER, MD 21619

Listed by Open Door Brokerage, LLCBright MLS · MLS# MDQA2018842

1 / 53ActiveBright MLS · MDQA2018902

$1,350,000

4 beds3 baths3,680 sq ft0.49 acres

1509 CALVERT ROAD

CHESTER, MD 21619

Listed by Long & Foster Real Estate, Inc.Bright MLS · MLS# MDQA2018902

1 / 22ActiveBright MLS · MDQA2018906

$300,000

3 beds2 baths1,160 sq ft0.27 acres

205 DOMINION LANE

CHESTER, MD 21619

Listed by EXP Realty, LLCBright MLS · MLS# MDQA2018906

1 / 50ActiveBright MLS · MDQA2018874

$749,900

2 beds3 baths2,014 sq ft0.14 acres

168 REDSTART DRIVE

CHESTER, MD 21619

Listed by RE/MAX Leading EdgeBright MLS · MLS# MDQA2018874

1 / 61ActiveBright MLS · MDQA2018892

$399,999

3 beds2 baths1,337 sq ft0.26 acres

117 WRIGHT ROAD

CHESTER, MD 21619

Listed by Douglas Realty LLCBright MLS · MLS# MDQA2018892

1 / 64ActiveBright MLS · MDQA2018812

NEXT STEP COLLECTION

$1,160,000

5 beds3 baths3,000 sq ft1.4 acres

162 KIRWANS LANDING LANE

CHESTER, MD 21619

Listed by Next Step RealtyBright MLS · MLS# MDQA2018812

Sun, Nov 1 · 1:00 PM–3:00 PM ET

1 / 26ActiveBright MLS · MDQA2018806

$969,990

2 beds3 baths2,010 sq ft0.16 acres

118 KINGLET COURT

CHESTER, MD 21619

Listed by Berkshire Hathaway HomeServices PenFed Realty - OPBright MLS · MLS# MDQA2018806

1 / 25ActiveBright MLS · MDQA2018804

$999,990

3 beds3 baths2,772 sq ft0.16 acres

114 KINGLET COURT

CHESTER, MD 21619

Listed by Berkshire Hathaway HomeServices PenFed Realty - OPBright MLS · MLS# MDQA2018804

1 / 45ActiveBright MLS · MDQA2018784

$600,000

5 beds3 baths2,818 sq ft0.27 acres

1616 POSTAL ROAD

CHESTER, MD 21619

Listed by Coldwell Banker RealtyBright MLS · MLS# MDQA2018784

Sun, Nov 1 · 11:00 AM–1:00 PM ET

1 / 49Active Under ContractBright MLS · MDQA2018764

$645,000

6 beds3 baths2,700 sq ft0.34 acres

1351 CALVERT ROAD

CHESTER, MD 21619

Listed by Engel & Volkers AnnapolisBright MLS · MLS# MDQA2018764

1 / 90ActiveBright MLS · MDQA2018766

$859,900

3 beds2 baths2,331 sq ft0.14 acres

320 BAYBERRY DRIVE

CHESTER, MD 21619

Listed by RE/MAX Leading EdgeBright MLS · MLS# MDQA2018766

1 / 56ActiveBright MLS · MDQA2018728

$665,000

2 beds3 baths1,993 sq ft0.13 acres

228 BAYBERRY DRIVE

CHESTER, MD 21619

Listed by Long & Foster Real Estate, Inc.Bright MLS · MLS# MDQA2018728

1 / 38ActiveBright MLS · MDQA2018730

$329,000

2 beds3 baths1,440 sq ft

53 QUEEN CAROLINE COURT

CHESTER, MD 21619

Listed by EXP Realty, LLCBright MLS · MLS# MDQA2018730

1 / 55ActiveBright MLS · MDQA2018726

$595,000

3 beds4 baths2,100 sq ft

1010 AUCKLAND WAY

CHESTER, MD 21619

Listed by Berkshire Hathaway HomeServices Homesale RealtyBright MLS · MLS# MDQA2018726

Sun, Nov 1 · 11:00 AM–1:00 PM ET

1 / 49ActiveBright MLS · MDQA2018740

$795,000

4 beds3 baths2,870 sq ft0.13 acres

231 EVELYNE STREET

CHESTER, MD 21619

Listed by Wilson Realty & Staging LLCBright MLS · MLS# MDQA2018740

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Chester

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Bright MLS · Listing data supplied through Repliers. Coverage is limited to listings available to this service.

Checked 12:58 PM ET.

© 2026 Bright MLS. All rights reserved. Information is deemed reliable but is not guaranteed. For personal, non-commercial use to identify properties you may be interested in purchasing. Verify details and availability with your agent. Equal Housing Opportunity.