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Chester, MD - homes for sale
59 of 59 results displayed
- New
$425,000Active3 beds 4 baths2,100 sq. ft.807 Auckland Way, CHESTER, MD 21619
MLS# MDQA2015692Listed by: REAL BROKER, LLC - Open Sun, 10:30am to 12:30pmNew
$925,000Active6 beds 5 baths4,165 sq. ft.109 John Gibson Dr, CHESTER, MD 21619
MLS# MDQA2015674Listed by: COLDWELL BANKER REALTY 
$330,000Active1 beds 1 baths724 sq. ft.10-b Queen Elizabeth Ct, CHESTER, MD 21619
MLS# MDQA2015650Listed by: LONG & FOSTER REAL ESTATE, INC.
$349,000Pending3 beds 3 baths1,747 sq. ft.206 Ringneck Ct #78, CHESTER, MD 21619
MLS# MDQA2015644Listed by: RE/MAX EXECUTIVE
$1,100,000Active2 beds 2 baths1,993 sq. ft.127 Flycatcher Way, CHESTER, MD 21619
MLS# MDQA2015632Listed by: KOVO REALTY
$1,300,000Active3 beds 3 baths2,789 sq. ft.123 Flycatcher Way, CHESTER, MD 21619
MLS# MDQA2015634Listed by: KOVO REALTY
$1,400,000Active3 beds 4 baths2,930 sq. ft.117 Flycatcher Way, CHESTER, MD 21619
MLS# MDQA2015636Listed by: KOVO REALTY
$1,400,000Active5 beds 5 baths3,225 sq. ft.111 Flycatcher Way, CHESTER, MD 21619
MLS# MDQA2015638Listed by: KOVO REALTY
$659,000Pending3 beds 4 baths2,400 sq. ft.132 Claiborne St, CHESTER, MD 21619
MLS# MDQA2015626Listed by: COLDWELL BANKER REALTY- Coming Soon
$499,900Coming Soon3 beds 2 baths1906 Harbor Dr, CHESTER, MD 21619
MLS# MDQA2015604Listed by: FIVE STAR REAL ESTATE 
$495,000Active3 beds 2 baths1,728 sq. ft.1916 Stevens Dr, CHESTER, MD 21619
MLS# MDQA2015554Listed by: COLDWELL BANKER REALTY
$1,099,900Active5 beds 4 baths3,036 sq. ft.203 Riverside Dr, CHESTER, MD 21619
MLS# MDQA2014798Listed by: LONG & FOSTER REAL ESTATE, INC.
$295,000Active2 beds 2 baths1,073 sq. ft.306 Teal Ct #c, CHESTER, MD 21619
MLS# MDQA2015528Listed by: MARYLAND RESIDENTIAL MANAGEMENT CO
$519,900Active3 beds 3 baths2,066 sq. ft.112 Chessie Ct, CHESTER, MD 21619
MLS# MDQA2015532Listed by: CHANEY HOMES, LLC
$825,000Active3 beds 3 baths2,520 sq. ft.202 Mchenny Ct, CHESTER, MD 21619
MLS# MDQA2015440Listed by: COLDWELL BANKER REALTY
$499,900Active3 beds 2 baths1,250 sq. ft.Harbor Dr, CHESTER, MD 21619
MLS# MDQA2015496Listed by: COLDWELL BANKER WATERMAN REALTY
$869,000Active4 beds 3 baths2,404 sq. ft.162 Kirwans Landing Ln, CHESTER, MD 21619
MLS# MDQA2015450Listed by: COLDWELL BANKER REALTY- Coming Soon
$349,000Coming Soon2 beds 2 baths54-h Queen Caroline Ct, CHESTER, MD 21619
MLS# MDQA2015236Listed by: LONG & FOSTER REAL ESTATE, INC. 
$520,000Active3 beds 4 baths2,076 sq. ft.906 Auckland Way, CHESTER, MD 21619
MLS# MDQA2015460Listed by: TTR SOTHEBY'S INTERNATIONAL REALTY
$555,900Active2 beds 3 baths2,003 sq. ft.3000 Herons Nest Way #11, CHESTER, MD 21619
MLS# MDQA2015222Listed by: COLDWELL BANKER REALTY
$300,000Pending2 beds 2 baths1,073 sq. ft.104 Golden Eye Ct, CHESTER, MD 21619
MLS# MDQA2015218Listed by: RE/MAX EXECUTIVE
$519,900Active4 beds 3 baths1,482 sq. ft.1221 Cox Neck, CHESTER, MD 21619
MLS# MDQA2015150Listed by: JORGE A. ZEA
$1,299,990Active2 beds 3 baths1,900 sq. ft.132 Wheelhouse Way, CHESTER, MD 21619
MLS# MDQA2015138Listed by: KOVO REALTY
$849,990Pending2 beds 3 baths2,010 sq. ft.117 Redstart Dr, CHESTER, MD 21619
MLS# MDQA2015084Listed by: KOVO REALTY- Open Sun, 11am to 4pm
$799,990Active3 beds 3 baths2,789 sq. ft.527 Warbler Way, CHESTER, MD 21619
MLS# MDQA2015082Listed by: KOVO REALTY 
$339,900Active2 beds 3 baths1,440 sq. ft.30-c Queen Mary Ct, CHESTER, MD 21619
MLS# MDQA2015054Listed by: DOUGLAS REALTY LLC
$324,900Active2 beds 1 baths832 sq. ft.1870 Harbor Dr, CHESTER, MD 21619
MLS# MDQA2015064Listed by: RE/MAX EXECUTIVE
$814,900Active3 beds 3 baths2,399 sq. ft.135 Nauset Ln, CHESTER, MD 21619
MLS# MDQA2015026Listed by: REAL BROKER, LLC - ANNAPOLIS
$749,000Pending4 beds 3 baths2,791 sq. ft.123 Bentons Pleasure Rd, CHESTER, MD 21619
MLS# MDQA2014922Listed by: WILSON REALTY & STAGING LLC
$285,000Active2 beds 2 baths1,073 sq. ft.201 Golden Eye Ct, CHESTER, MD 21619
MLS# MDQA2014614Listed by: TTR SOTHEBY'S INTERNATIONAL REALTY
$684,950Active3 beds 3 baths2,600 sq. ft.141 Switchgrass Way #34, CHESTER, MD 21619
MLS# MDQA2014868Listed by: RE/MAX EXECUTIVE
$375,000Active4 beds 2 baths2,035 sq. ft.1839 Harbor Dr, CHESTER, MD 21619
MLS# MDQA2014832Listed by: TAYLOR PROPERTIES
$925,000Pending3 beds 5 baths2,818 sq. ft.635 Dominion Rd, CHESTER, MD 21619
MLS# MDQA2014836Listed by: COLDWELL BANKER REALTY- Open Sun, 11am to 4pm
$849,990Active3 beds 3 baths2,789 sq. ft.519 Warbler Way, CHESTER, MD 21619
MLS# MDQA2014834Listed by: KOVO REALTY 
$305,000Active2 beds 2 baths1,073 sq. ft.312 Teal Ct #unit F, CHESTER, MD 21619
MLS# MDQA2014698Listed by: ENGEL & VOLKERS OCEAN CITY
$995,000Active4 beds 4 baths3,634 sq. ft.132 Kestrel Ln, CHESTER, MD 21619
MLS# MDQA2014660Listed by: TTR SOTHEBY'S INTERNATIONAL REALTY
$549,000Pending2 beds 3 baths1,550 sq. ft.47-d Queen Anne Way, CHESTER, MD 21619
MLS# MDQA2014682Listed by: TAYLOR PROPERTIES
$679,900Active3 beds 3 baths2,600 sq. ft.200 Harrier Way #21, CHESTER, MD 21619
MLS# MDQA2014528Listed by: LONG & FOSTER REAL ESTATE, INC.
$599,900Pending2 beds 2 baths1,913 sq. ft.224 Bayberry Dr, CHESTER, MD 21619
MLS# MDQA2014340Listed by: REALTY NAVIGATOR
$19,500Active2 beds 1 baths764 sq. ft.1405 Little Creek Rd, CHESTER, MD 21619
MLS# MDQA2014252Listed by: THE PARKER GROUP
$624,900Pending6 beds 3 baths3,760 sq. ft.204 Skipper Ln, CHESTER, MD 21619
MLS# MDQA2014244Listed by: DOUGLAS REALTY LLC
$479,000Active3 beds 4 baths1,899 sq. ft.312 Blenny Ln, CHESTER, MD 21619
MLS# MDQA2013646Listed by: SAMSON PROPERTIES
$499,900Pending3 beds 3 baths1,791 sq. ft.108 Bodys Neck Rd, CHESTER, MD 21619
MLS# MDQA2013574Listed by: REALTY NAVIGATOR
$540,000Active2 beds 3 baths2,003 sq. ft.190 Harrier Way #11, CHESTER, MD 21619
MLS# MDQA2013406Listed by: RE/MAX EXECUTIVE
$535,000Active6 beds 3 baths3,500 sq. ft.205 Anchor Lane, CHESTER, MD 21619
MLS# MDQA2013116Listed by: RE/MAX EXECUTIVE
$519,500Pending2 beds 3 baths1,600 sq. ft.49-c Queen Guinevere Way, CHESTER, MD 21619
MLS# MDQA2013390Listed by: REALTY NAVIGATOR
$499,000Active2 beds 3 baths1,900 sq. ft.170 Harrier Way #22, CHESTER, MD 21619
MLS# MDQA2012922Listed by: KELLER WILLIAMS SELECT REALTORS OF ANNAPOLIS
$499,000Active2 beds 2 baths1000 Herons Nest Way #32, CHESTER, MD 21619
MLS# MDQA2013002Listed by: RE/MAX EXECUTIVE
$499,000Pending2 beds 3 baths2,003 sq. ft.170 Harrier Way #11, CHESTER, MD 21619
MLS# MDQA2012944Listed by: REDFIN CORP
$389,000Pending3 beds 2 baths1,560 sq. ft.2653 Cox Neck Rd, CHESTER, MD 21619
MLS# MDQA2012868Listed by: EASTERN SHORE REAL ESTATE, LLC
$740,000Active3 beds 3 baths2,602 sq. ft.170 Harrier Way #34, CHESTER, MD 21619
MLS# MDQA2012790Listed by: LONG & FOSTER REAL ESTATE, INC.
$639,500Active2 beds 2 baths1,900 sq. ft.154 Harrier Way, CHESTER, MD 21619
MLS# MDQA2012554Listed by: RE/MAX EXECUTIVE
$49,000Active-- beds -- baths960 sq. ft.5-h Piney Narrows Rd, CHESTER, MD 21619
MLS# MDQA2012406Listed by: BENSON & MANGOLD, LLC
$275,000Active0.68 AcresParks Rd, CHESTER, MD 21619
MLS# MDQA2011272Listed by: LONG & FOSTER REAL ESTATE, INC.
$469,000Active2 beds 3 baths1,104 sq. ft.34-e Queen Anne Way, CHESTER, MD 21619
MLS# MDQA2013486Listed by: TAYLOR PROPERTIES
$1,125,000Active4 beds 4 baths1757 Harbor Dr, CHESTER, MD 21619
MLS# MDQA2014542Listed by: KELLER WILLIAMS FLAGSHIP
$488,000Active2 beds 3 baths1,900 sq. ft.1000 Herons Nest Way #22, CHESTER, MD 21619
MLS# MDQA2012894Listed by: RE/MAX EXECUTIVE
$674,900Pending4 beds 3 bathsLot 6 Norman Ct, CHESTER, MD 21619
MLS# MDQA2008126Listed by: KELLER WILLIAMS FLAGSHIP
$639,500Pending4 beds 3 bathsLot 53 Woods Rd, CHESTER, MD 21619
MLS# MDQA2006888Listed by: KELLER WILLIAMS FLAGSHIP
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Protect your home and budget with an American Home Shield© home warranty. Learn more©2025 Century 21 Real Estate LLC. All rights reserved. CENTURY 21®, the CENTURY 21 Logo and C21® are service marks owned by Century 21 Real Estate LLC. Century 21 Real Estate LLC fully supports the principles of the Fair Housing Act and the Equal Opportunity Act. Each office is independently owned and operated. Listing information is deemed reliable but not guaranteed accurate.