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Chester Real Estate & Chester, MD Homes For Sale | Page 3

138 Homes
 
41 D Queen Catherine Ct, Chester, MD 21619
  • $439,000
  • 3Bd
  • 4Ba
  • 1,750 Sq Ft
110 Boatswain Way #3012, Chester, MD 21619
  • $619,990
  • 2Bd
  • 3Ba
  • 2,003 Sq Ft
233 Cross Creek Ct, Chester, MD 21619
  • $569,900
  • 4Bd
  • 3Ba
  • 2,332 Sq Ft
2513 Cecil Dr, Chester, MD 21619
  • $1,290,000
  • 5Bd
  • 2Ba
  • 2,700 Sq Ft
148 Elinor St, Chester, MD 21619
  • $899,000
  • 3Bd
  • 3Ba
  • 2,464 Sq Ft
207 Thomas White Blvd, Chester, MD 21619
  • $819,900
  • 3Bd
  • 3Ba
  • 2,479 Sq Ft
536 Warbler Way, Chester, MD 21619
  • $699,990
  • 2Bd
  • 3Ba
  • 2,010 Sq Ft
201 Switchgrass Way #34, Chester, MD 21619
  • $835,000
  • 3Bd
  • 3Ba
  • 2,602 Sq Ft
313 Thomas White Blvd, Chester, MD 21619
  • $799,900
  • 4Bd
  • 3Ba
  • 3,291 Sq Ft
117 Flycatcher Way, Chester, MD 21619
  • $995,990
  • 3Bd
  • 4Ba
  • 2,930 Sq Ft
111 Flycatcher Way, Chester, MD 21619
  • $1,200,000
  • 5Bd
  • 5Ba
  • 3,225 Sq Ft
193 Spinnaker Way, Chester, MD 21619
  • $856,000
  • 3Bd
  • 3Ba
  • 2,527 Sq Ft
2702 Sherman Dr, Chester, MD 21619
  • $989,000
  • 5Bd
  • 4Ba
  • 2,752 Sq Ft
102 Boatswain Way #2912, Chester, MD 21619
  • $609,990
  • 2Bd
  • 3Ba
  • 2,003 Sq Ft
2004 Bridgepointe Dr, Chester, MD 21619
  • $369,900
  • 3Bd
  • 2Ba
  • 1,524 Sq Ft
110 Boatswain Way #3044, Chester, MD 21619
  • $999,990
  • 3Bd
  • 3Ba
  • 2,602 Sq Ft
102 Boatswain Way #2911, Chester, MD 21619
  • $619,990
  • 2Bd
  • 3Ba
  • 2,003 Sq Ft
323 Kingfisher Ln, Chester, MD 21619
  • $949,990
  • 5Bd
  • 5Ba
  • 3,225 Sq Ft
715 Warbler Way, Chester, MD 21619
  • $779,990
  • 4Bd
  • 3Ba
  • 2,791 Sq Ft
723 Warbler Way, Chester, MD 21619
  • $749,990
  • 4Bd
  • 3Ba
  • 2,791 Sq Ft
532 Warbler Way, Chester, MD 21619
  • $799,990
  • 3Bd
  • 3Ba
  • 2,772 Sq Ft
102 Boatswain Way #2921, Chester, MD 21619
  • $869,990
  • 3Bd
  • 3Ba
  • 2,602 Sq Ft
121 Merlin Dr, Chester, MD 21619
  • $697,900
  • 2Bd
  • 2Ba
  • 2,118 Sq Ft
110 Boatswain Way #3042, Chester, MD 21619
  • $699,990
  • 2Bd
  • 3Ba
  • 1,900 Sq Ft
205 Anchor Ln, Chester, MD 21619
  • $500,000
  • 4Bd
  • 3Ba
  • 3,000 Sq Ft
205 Riverside Dr, Chester, MD 21619
  • $699,000
  • 3Bd
  • 2Ba
  • 1,524 Sq Ft
124 Riverside Dr, Chester, MD 21619
  • $499,000
  • 4Bd
  • 3Ba
  • 1,979 Sq Ft
132 Wheelhouse Way #11, Chester, MD 21619
  • $699,000
  • 2Bd
  • 3Ba
  • 2,003 Sq Ft
111 Marshgrass Way #21, Chester, MD 21619
  • $680,000
  • 3Bd
  • 3Ba
  • 2,602 Sq Ft
208 Blenny Ln, Chester, MD 21619
  • $374,900
  • 4Bd
  • 4Ba
  • 1,899 Sq Ft
102 Boatswain Way #2934, Chester, MD 21619
  • $969,990
  • 3Bd
  • 3Ba
  • 2,602 Sq Ft
8 F Queen Victoria Way, Chester, MD 21619
  • $240,000
  • 1Bd
  • 1Ba
  • 724 Sq Ft
110 Boatswain Way #3041, Chester, MD 21619
  • $949,990
  • 3Bd
  • 3Ba
  • 2,602 Sq Ft
110 Boatswain Way #3043, Chester, MD 21619
  • $799,990
  • 2Bd
  • 3Ba
  • 1,900 Sq Ft
110 Boatswain Way #3032, Chester, MD 21619
  • $689,990
  • 2Bd
  • 3Ba
  • 1,900 Sq Ft
110 Boatswain Way #3033, Chester, MD 21619
  • $699,990
  • 2Bd
  • 3Ba
  • 1,900 Sq Ft
110 Boatswain Way #3034, Chester, MD 21619
  • $949,990
  • 3Bd
  • 3Ba
  • 2,602 Sq Ft
110 Boatswain Way #3031, Chester, MD 21619
  • $849,990
  • 3Bd
  • 3Ba
  • 2,602 Sq Ft
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101 - 138 of 138 Homes for sale in Chester, MD
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Chester, MD real estate market trends

Statistics as of October 2026
$719K
Avg. list price
$323/Sqft
Avg. price/sqft
144
Homes for sale
2,010 Sqft
Avg. home size
78 Days
Avg. days on market
Movoto makes it easy to track market trends in Chester, MD. Whether you’re entering the market or planning your next move, understanding these key metrics can guide smart decisions. Looking for more detailed housing market stats in Chester, MD?
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Frequently Asked Questions about Chester, MD

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Information Deemed Reliable But Not Guaranteed
The data relating to real estate for sale on this website appears in part through the BRIGHT Internet Data Exchange program, a voluntary cooperative exchange of property listing data between licensed real estate brokerage firms in which Movoto participates, and is provided by BRIGHT through a licensing agreement.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. Data last updated: 10/15/2026. Some properties which appear for sale on this website may no longer be available because they are under contract, have Closedor are no longer being offered for sale. Some real estate firms do not participate in IDX and their listings do not appear on this website. Some properties listed with participating firms do not appear on this website at the request of the seller. This home sale information is not to be construed as an appraisal and may not be used as such for any purpose. BRIGHTMLS is the (or a) provider of this home sale information and has compiled content from various sources. Some properties represented may not have actually solddue to reporting errors.
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