Movoto Real Estate

Single Family Homes For Sale in Chester, MD

69 Homes
 
202 Claiborne St, Chester, MD 21619
  • $915,000
  • 4Bd
  • 4Ba
  • 3,424 Sq Ft
New 2 Days
117 Harrier Way, Chester, MD 21619
  • $790,000
  • 3Bd
  • 2Ba
  • 2,331 Sq Ft
New 5 Days
162 Kirwans Landing Ln, Chester, MD 21619
  • $1,199,900
  • 5Bd
  • 3Ba
  • 3,000 Sq Ft
New 5 Days
2703 Sherman Dr, Chester, MD 21619
  • $699,000
  • 3Bd
  • 3Ba
  • 1,560 Sq Ft
New 6 Days
223 Evelyne St, Chester, MD 21619
  • $799,000
  • 3Bd
  • 3Ba
  • 2,575 Sq Ft
New 6 Days
231 Dominion Rd, Chester, MD 21619
  • $599,000
  • 5Bd
  • 3Ba
  • 1,852 Sq Ft
New 6 Days
2011 Stevens Dr, Chester, MD 21619
  • $489,900
  • 3Bd
  • 2Ba
  • 1,663 Sq Ft
107 Lee Rd, Chester, MD 21619
  • $330,000
  • 3Bd
  • 1Ba
  • 960 Sq Ft
1509 Calvert Rd, Chester, MD 21619
  • $1,350,000
  • 4Bd
  • 3Ba
  • 3,680 Sq Ft
117 Wright Rd, Chester, MD 21619
  • $412,000
  • 3Bd
  • 2Ba
  • 1,337 Sq Ft
Open FRI 6-8
205 Dominion Ln, Chester, MD 21619
  • $300,000
  • 3Bd
  • 2Ba
  • 1,160 Sq Ft
8 Piney Narrows Rd # -E, Chester, MD 21619
  • $40,000
  • —Bd
  • —Ba
  • 830 Sq Ft
1351 Calvert Rd, Chester, MD 21619
  • $645,000
  • 6Bd
  • 3Ba
  • 2,700 Sq Ft
231 Evelyne St, Chester, MD 21619
  • $815,000
  • 4Bd
  • 3Ba
  • 2,870 Sq Ft
168 Redstart Dr, Chester, MD 21619
  • $769,900
  • 2Bd
  • 3Ba
  • 2,014 Sq Ft
1616 Postal Rd, Chester, MD 21619
  • $630,000
  • 5Bd
  • 3Ba
  • 2,818 Sq Ft
Open SAT 12-2
118 Kinglet Ct, Chester, MD 21619
  • $969,990
  • 2Bd
  • 3Ba
  • 2,010 Sq Ft
114 Kinglet Ct, Chester, MD 21619
  • $999,990
  • 3Bd
  • 3Ba
  • 2,772 Sq Ft
247 Redstart Dr, Chester, MD 21619
  • $899,990
  • 3Bd
  • 3Ba
  • 2,772 Sq Ft
320 Bayberry Dr, Chester, MD 21619
  • $859,900
  • 3Bd
  • 2Ba
  • 2,331 Sq Ft
228 Bayberry Dr, Chester, MD 21619
  • $665,000
  • 2Bd
  • 3Ba
  • 1,993 Sq Ft
Open SAT 1-3
402 Macum Creek Dr, Chester, MD 21619
  • $789,000
  • 3Bd
  • 3Ba
  • 2,787 Sq Ft
200 Church St, Chester, MD 21619
  • $350,000
  • 2Bd
  • 2Ba
  • 1,274 Sq Ft
1717 Harbor Dr, Chester, MD 21619
  • $1,250,000
  • 3Bd
  • 3Ba
  • 2,742 Sq Ft
326 Castle Marina Rd, Chester, MD 21619
  • $525,000
  • 5Bd
  • 4Ba
  • 3,552 Sq Ft
$25K
641 Warbler Way, Chester, MD 21619
  • $599,990
  • 2Bd
  • 2Ba
  • 1,690 Sq Ft
275 Warbler Way, Chester, MD 21619
  • $930,000
  • 3Bd
  • 3Ba
  • 2,761 Sq Ft
113 Bentons Pleasure Rd, Chester, MD 21619
  • $829,000
  • 4Bd
  • 3Ba
  • 3,168 Sq Ft
$39K
118 Broadwater Dr, Chester, MD 21619
  • $656,000
  • 2Bd
  • 2Ba
  • 2,473 Sq Ft
$4K
214 Bayberry Dr, Chester, MD 21619
  • $874,000
  • 3Bd
  • 3Ba
  • 2,745 Sq Ft
$50K
209 Harrier Way, Chester, MD 21619
  • $737,900
  • 4Bd
  • 3Ba
  • 3,142 Sq Ft
$10K
315 Bentons Pleasure Rd, Chester, MD 21619
  • $599,900
  • 3Bd
  • 2Ba
  • 1,688 Sq Ft
$30K
134 Richard Ingle Way, Chester, MD 21619
  • $749,000
  • 4Bd
  • 4Ba
  • 2,185 Sq Ft
532 Warbler Way, Chester, MD 21619
  • $799,990
  • 3Bd
  • 3Ba
  • 2,772 Sq Ft
$50K
300 Woods Point Rd, Chester, MD 21619
  • $2,625,000
  • 3Bd
  • 2Ba
  • 2,000 Sq Ft
Open FRI 1-4
232 Evelyne St, Chester, MD 21619
  • $825,000
  • 4Bd
  • 4Ba
  • 3,312 Sq Ft
$15K
2855 Cox Neck Rd, Chester, MD 21619
  • $1,125,000
  • 4Bd
  • 5Ba
  • 4,413 Sq Ft
$70K
215 Kingfisher Ln, Chester, MD 21619
  • $995,000
  • 5Bd
  • 5Ba
  • 3,225 Sq Ft
$54.5K
131 Flycatcher Way, Chester, MD 21619
  • $669,990
  • 2Bd
  • 2Ba
  • 1,993 Sq Ft
$25K
131 Flycatcher Way, Chester, MD 21619
  • $699,990
  • 2Bd
  • 2Ba
  • 2,010 Sq Ft
$53K
131 Flycatcher Way, Chester, MD 21619
  • $819,990
  • 3Bd
  • 3Ba
  • 2,789 Sq Ft
$25K
131 Flycatcher Way, Chester, MD 21619
  • $886,990
  • 4Bd
  • 3Ba
  • 3,512 Sq Ft
$25K
131 Flycatcher Way, Chester, MD 21619
  • $709,990
  • 2Bd
  • 2Ba
  • 2,143 Sq Ft
$65K
131 Flycatcher Way, Chester, MD 21619
  • $883,990
  • 4Bd
  • 3Ba
  • 3,601 Sq Ft
$25K
131 Flycatcher Way, Chester, MD 21619
  • $858,990
  • 3Bd
  • 3Ba
  • 2,930 Sq Ft
$25K
131 Flycatcher Way, Chester, MD 21619
  • $701,990
  • 4Bd
  • 3Ba
  • 2,791 Sq Ft
$25K
131 Flycatcher Way, Chester, MD 21619
  • $848,990
  • 5Bd
  • 4Ba
  • 3,225 Sq Ft
$25K
1757 Harbor Dr, Chester, MD 21619
  • $1,198,800
  • 4Bd
  • 4Ba
$4K
1405 Little Creek Rd, Chester, MD 21619
  • $19,500
  • 2Bd
  • 1Ba
  • 764 Sq Ft
1340 Queen Anne Dr, Chester, MD 21619
  • $439,900
  • 3Bd
  • 2Ba
  • 1,248 Sq Ft
$10K
1 - 50 of 69 Houses 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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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: 10/13/2026. 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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