Movoto Real Estate

Kent County Middle School Zone Homes For Sale

263 Homes
 
8820 Cumberland St, Chestertown, MD 21620
  • $312,500
  • 3Bd
  • 2Ba
  • 1,080 Sq Ft
New 9 Hours
little harbor way, Chestertown, MD 21620
  • $1,800,000
  • 4Bd
  • 4Ba
  • 3,540 Sq Ft
New 19 Hours
103 Metcalf Rd, Chestertown, MD 21620
  • $259,900
  • 3Bd
  • 3Ba
  • 1,280 Sq Ft
New 35 Hours
21008 Rock Hall Ave, Rock Hall, MD 21661
  • $155,000
  • 0.79 Acre
New 36 Hours
14 Third Ave, Betterton, MD 21610
  • $245,000
  • 3Bd
  • 3Ba
  • 2,068 Sq Ft
New 39 Hours
12200 Azalea Ct, Worton, MD 21678
  • $535,000
  • 3Bd
  • 3Ba
  • 2,423 Sq Ft
New 43 Hours
14 1st Ave, Betterton, MD 21610
  • $399,999
  • 4Bd
  • 2Ba
  • 1,394 Sq Ft
Open SUN 11-1
331 Devon Dr, Chestertown, MD 21620
  • $499,999
  • 4Bd
  • 4Ba
  • 3,506 Sq Ft
5855 Cottage Ave, Rock Hall, MD 21661
  • $425,000
  • 3Bd
  • 3Ba
  • 1,650 Sq Ft
Olivet Hill Road, Galena, MD 21635
  • $50,000
  • 3.9 Acre
New 7 Days
21899 Lovers Ln, Rock Hall, MD 21661
  • $131,000
  • 2Bd
  • 1Ba
  • 800 Sq Ft
New 7 Days
25094 Reeds Mdw, Worton, MD 21678
  • $389,000
  • 3Bd
  • 3Ba
  • 1,974 Sq Ft
105 N Water St #3, Chestertown, MD 21620
  • $489,000
  • 2Bd
  • 2Ba
  • 1,098 Sq Ft
Open SAT 11-1
10 Cedar Chase Ct, Chestertown, MD 21620
  • $495,000
  • 3Bd
  • 3Ba
  • 1,656 Sq Ft
6324 Quaker Neck Rd, Chestertown, MD 21620
  • $2,895,000
  • 5Bd
  • 4Ba
  • 5,938 Sq Ft
22974 Bay Shore Rd, Chestertown, MD 21620
  • $329,900
  • 2Bd
  • 2Ba
  • 1,440 Sq Ft
32050 River Rd, Millington, MD 21651
  • $489,000
  • 4Bd
  • 2Ba
  • 3,048 Sq Ft
25373 Worton Lynch Rd, Worton, MD 21678
  • $175,000
  • 1Bd
  • 1Ba
  • 866 Sq Ft
25690 Meadow Rd, Worton, MD 21678
  • $284,000
  • 3Bd
  • 2Ba
  • 1,280 Sq Ft
13984 Mill Creek Ln, Galena, MD 21635
  • $535,000
  • 4Bd
  • 2Ba
  • 2,167 Sq Ft
8732 Elm Rd, Chestertown, MD 21620
  • $289,000
  • 3Bd
  • 2Ba
  • 1,056 Sq Ft
Open SAT 2-3
13876 Swantown Creek Rd, Galena, MD 21635
  • $1,500,000
  • 3Bd
  • 3Ba
  • 2,845 Sq Ft
Open SUN 1-3
24775 Langford Rd, Chestertown, MD 21620
  • $315,000
  • 3Bd
  • 1Ba
  • 1,008 Sq Ft
21728 Sunnyside Ave, Rock Hall, MD 21661
  • $625,000
  • 3Bd
  • 2Ba
  • 1,324 Sq Ft
8276 Broad Neck Rd, Chestertown, MD 21620
  • $1,295,000
  • 4Bd
  • 4Ba
  • 3,383 Sq Ft
Hagy Road, Rock Hall, MD 21661
  • $160,000
  • 1.24 Acre
1 Bayview Rd #19A, Betterton, MD 21610
  • $339,000
  • 2Bd
  • 2Ba
  • 1,200 Sq Ft
104 Lincoln Dr, Chestertown, MD 21620
  • $285,000
  • 3Bd
  • 1Ba
  • 960 Sq Ft
Open SAT 10-12
Undisclosed, Chestertown, MD 21620
  • $695,000
  • 42.59 Acre
374 Hurtt Ave, Millington, MD 21651
  • $369,000
  • 3Bd
  • 2Ba
  • 1,801 Sq Ft
Towhee Road, Chestertown, MD 21620
  • $40,000
  • 0.55 Acre
$10K
34155 Bradford Johnson Rd, Galena, MD 21635
  • $55,000
  • 1Bd
  • 1Ba
  • 180 Sq Ft
5815 Clam Cv, Rock Hall, MD 21661
  • $340,000
  • 3Bd
  • 3Ba
  • 1,720 Sq Ft
33741 Galena Sassafras Rd, Galena, MD 21635
  • $325,000
  • 3Bd
  • 2Ba
  • 1,152 Sq Ft
27942 Old Morgnec Rd, Chestertown, MD 21620
  • $89,000
  • 5.17 Acre
25411 Paradise Point Ln, Worton, MD 21678
  • $897,000
  • 3Bd
  • 3Ba
  • 2,448 Sq Ft
7415 Wilkins Ln, Chestertown, MD 21620
  • $229,000
  • 3Bd
  • 1Ba
  • 936 Sq Ft
206 Maplewood Ln, Galena, MD 21635
  • $363,000
  • 3Bd
  • 3Ba
  • 1,800 Sq Ft
20705 Wilkins Ave, Rock Hall, MD 21661
  • $320,000
  • 4Bd
  • 1Ba
  • 926 Sq Ft
$5K
judefind avenue LOT 2, Rock Hall, MD 21661
  • $55,000
  • 0.29 Acre
Lambs Meadow Road, Worton, MD 21678
  • $25,000
  • 1.09 Acre
23911 Kinnards Point Dr, Worton, MD 21678
  • $1,495,000
  • 5Bd
  • 4Ba
  • 2,620 Sq Ft
25213 Porters Grove Rd, Worton, MD 21678
  • $270,000
  • 3Bd
  • 2Ba
  • 1,144 Sq Ft
300 S And 302 S Mill St, Chestertown, MD 21620
  • $1,195,000
  • 0.46 Acre
212 Washington Ave, Chestertown, MD 21620
  • $675,000
  • 5Bd
  • 3Ba
  • 2,838 Sq Ft
Open SAT 10-1
8184 Rock Hall Rd, Chestertown, MD 21620
  • $38,200,000
  • 4Bd
  • 2Ba
  • 2,330 Sq Ft
Hynson Rd., Rock Hall, MD 21661
  • $250,000
  • 0.55 Acre
12613 Walnut Valley Ct, Worton, MD 21678
  • $559,500
  • 3Bd
  • 2Ba
  • 2,316 Sq Ft
11037 Bottom Rd, Worton, MD 21678
  • $305,000
  • 3Bd
  • 2Ba
  • 1,300 Sq Ft
1 B Bayview Rd #12B, Betterton, MD 21610
  • $565,000
  • 3Bd
  • 2Ba
  • 2,000 Sq Ft
1 - 50 of 263 Homes for sale in Chestertown, MD
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Chestertown, MD real estate market trends

Statistics as of October 2026
$392K
Avg. list price
$247/Sqft
Avg. price/sqft
84
Homes for sale
1,964 Sqft
Avg. home size
116 Days
Avg. days on market
Movoto makes it easy to track market trends in Chestertown, 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 Chestertown, MD?
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The multiple listing information is provided by BRIGHT MLS. IDX information is provided exclusively for consumers’ personal, non-commercial use and that it may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information deemed reliable but not guaranteed to be accurate. Buyer to verify all information. The information provided is for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Listing information updated every 15 minutes. Terms of use & Privacy Policy, California Privacy Info. Copyright © 2005 - 2026 Movoto, Inc. All rights reserved. Equal Housing Opportunity CalDRE CalDRE #01517281
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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: 10/1/2026. 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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