Movoto Real Estate

Single Family Homes For Sale in 21620, MD

63 Homes
 
326 Talbot Blvd, Chestertown, MD 21620
  • $449,990
  • 4Bd
  • 2Ba
  • 3,133 Sq Ft
New 47 Hours
326 Talbot Blvd, Chestertown, MD 21620
  • $419,990
  • 4Bd
  • 3Ba
  • 2,397 Sq Ft
New 47 Hours
24607 Chestertown Rd, Chestertown, MD 21620
  • $365,000
  • 3Bd
  • 3Ba
  • 2,294 Sq Ft
New 3 Days
8986 Orchard Dr, Chestertown, MD 21620
  • $679,900
  • 3Bd
  • 4Ba
  • 3,228 Sq Ft
New 4 Days
8901 S Bayview Dr, Chestertown, MD 21620
  • $525,000
  • 3Bd
  • 3Ba
  • 1,833 Sq Ft
New 7 Days
21338 Virginia Ave, Chestertown, MD 21620
  • $400,000
  • 2Bd
  • 2Ba
  • 1,000 Sq Ft
326 Talbolt Blvd, Chestertown, MD 21620
  • $549,990
  • 3Bd
  • 3Ba
  • 3,301 Sq Ft
330 Talbot Blvd, Chestertown, MD 21620
  • $489,990
  • 3Bd
  • 4Ba
  • 2,603 Sq Ft
10484 Cogar Rd, Chestertown, MD 21620
  • $238,000
  • 3Bd
  • 1Ba
  • 1,008 Sq Ft
10 Cedar Chase Ct, Chestertown, MD 21620
  • $495,000
  • 3Bd
  • 3Ba
  • 1,656 Sq Ft
Open SAT 11-1
106 Harlan Loop, Chestertown, MD 21620
  • $425,000
  • 4Bd
  • 3Ba
  • 3,165 Sq Ft
Open SAT 1-3
203 Manor Ave, Chestertown, MD 21620
  • $296,000
  • 3Bd
  • 2Ba
  • 1,248 Sq Ft
326 Talbot Blvd, Chestertown, MD 21620
  • $529,990
  • 2Bd
  • 2Ba
  • 3,104 Sq Ft
326 Talbot Blvd, Chestertown, MD 21620
  • $464,990
  • 3Bd
  • 2Ba
  • 2,642 Sq Ft
$10K
326 Talbot Blvd, Chestertown, MD 21620
  • $499,990
  • 3Bd
  • 3Ba
  • 3,301 Sq Ft
$10K
326 Talbot Blvd, Chestertown, MD 21620
  • $484,990
  • 3Bd
  • 2Ba
  • 3,176 Sq Ft
$15K
326 Talbot Blvd, Chestertown, MD 21620
  • $439,990
  • 3Bd
  • 2Ba
  • 2,346 Sq Ft
204 S Water St, Chestertown, MD 21620
  • $565,000
  • 2Bd
  • 2Ba
  • 1,306 Sq Ft
234 N Kent St, Chestertown, MD 21620
  • $325,000
  • 5Bd
  • 2Ba
  • 1,802 Sq Ft
212 Washington Ave, Chestertown, MD 21620
  • $675,000
  • 5Bd
  • 3Ba
  • 2,838 Sq Ft
8820 Cumberland St, Chestertown, MD 21620
  • $312,500
  • 3Bd
  • 2Ba
  • 1,080 Sq Ft
329 Union Church Rd, Chestertown, MD 21620
  • $549,900
  • 4Bd
  • 3Ba
  • 2,464 Sq Ft
$19K
7712 Waterview Ln, Chestertown, MD 21620
  • $659,999
  • 3Bd
  • 4Ba
  • 2,716 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
  • $315,000
  • 2Bd
  • 2Ba
  • 1,440 Sq Ft
$14.9K
223 Mount Vernon Ave, Chestertown, MD 21620
  • $200,000
  • 4Bd
  • 1Ba
  • 1,816 Sq Ft
8732 Elm Rd, Chestertown, MD 21620
  • $289,000
  • 3Bd
  • 2Ba
  • 1,056 Sq Ft
24775 Langford Rd, Chestertown, MD 21620
  • $305,000
  • 3Bd
  • 1Ba
  • 1,008 Sq Ft
$10K
104 Lincoln Dr, Chestertown, MD 21620
  • $275,000
  • 3Bd
  • 1Ba
  • 960 Sq Ft
$10K
7415 Wilkins Ln, Chestertown, MD 21620
  • $222,000
  • 3Bd
  • 1Ba
  • 936 Sq Ft
$7K
115 Chester Arms Dr, Chestertown, MD 21620
  • $259,000
  • 3Bd
  • 2Ba
  • 1,140 Sq Ft
$4K
8184 Rock Hall Rd, Chestertown, MD 21620
  • $38,200,000
  • 4Bd
  • 2Ba
  • 2,330 Sq Ft
101 S College Ave, Chestertown, MD 21620
  • $359,000
  • 2Bd
  • 2Ba
  • 1,036 Sq Ft
$10K
123 Trafford Dr, Chestertown, MD 21620
  • $370,000
  • 4Bd
  • 3Ba
  • 2,504 Sq Ft
$5K
124 Wilton Rd, Chestertown, MD 21620
  • $294,900
  • 3Bd
  • 1Ba
  • 1,056 Sq Ft
$5K
216 Birch Run Rd, Chestertown, MD 21620
  • $730,000
  • 3Bd
  • 3Ba
  • 2,176 Sq Ft
$20K
8630 Elm Rd, Chestertown, MD 21620
  • $399,900
  • 5Bd
  • 3Ba
  • 1,936 Sq Ft
$25K
129 Trafford Dr, Chestertown, MD 21620
  • $480,000
  • 3Bd
  • 3Ba
  • 3,176 Sq Ft
7680 Country Club Ln, Chestertown, MD 21620
  • $825,000
  • 5Bd
  • 4Ba
  • 2,639 Sq Ft
$60K
896 Washington Ave, Chestertown, MD 21620
  • $325,000
  • 3Bd
  • 1Ba
  • 1,000 Sq Ft
234 N College Ave, Chestertown, MD 21620
  • $79,000
  • 2Bd
  • 1Ba
  • 1,296 Sq Ft
$6K
8796 Maryland Pkwy, Chestertown, MD 21620
  • $1,495,000
  • 9Bd
  • 7Ba
  • 4,776 Sq Ft
$155K
10781 Fermoy Rd, Chestertown, MD 21620
  • $429,500
  • 4Bd
  • 3Ba
  • 2,160 Sq Ft
$400
22470 Fairgale Farm Ln, Chestertown, MD 21620
  • $1,375,000
  • 4Bd
  • 5Ba
  • 4,257 Sq Ft
$75K
103 Sutton Way, Chestertown, MD 21620
  • $509,000
  • 5Bd
  • 4Ba
  • 3,816 Sq Ft
$41K
106 Queen St S, Chestertown, MD 21620
  • $829,000
  • 3Bd
  • 4Ba
  • 2,472 Sq Ft
Open SUN 1-3
6746 Quaker Neck Rd, Chestertown, MD 21620
  • $339,000
  • 5Bd
  • 3Ba
  • 3,371 Sq Ft
$10K
105 High St, Chestertown, MD 21620
  • $1,195,000
  • 5Bd
  • 5Ba
  • 3,243 Sq Ft
Open SUN 11-1
222 Dutchess Rd, Chestertown, MD 21620
  • $320,000
  • 3Bd
  • 2Ba
  • 1,096 Sq Ft
23043 Bay Shore Spur, Chestertown, MD 21620
  • $385,000
  • 4Bd
  • 3Ba
  • 2,630 Sq Ft
$60K
1 - 50 of 63 Houses for sale in 21620
1 2
By entering my info and clicking Submit below, I am providing my e-signature and express written consent to receive marketing emails, calls, and texts (including via automatic telephone dialing systems, AI generative, artificial or pre-recorded voice technology) relating to my inquiry from Movoto (and parties calling/messaging on their behalf) even if my number appears on the company, state, or national Do Not Call Registry. You also agree to ourTerms and Conditions and Privacy Policy. Consent not required to receive services (call 1-844-420-1270 to be connected without providing consent).

Explore nearby locations

The prices shown are the median list prices.

Narrow your search

21620, MD real estate market trends

Statistics as of October 2026
$385K
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 21620, 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 21620, MD?
Schools
21620, MD Schools. Ratings provided by great school See all…

Frequently Asked Questions about 21620, MD

Meet with a real estate agent today (844) 417-0593
  • Movoto Logo
  • Download IOS APP Download Android APP
The multiple listing information is provided by . 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
Movoto Real Estate is committed to ensuring accessibility for individuals with disabilities. We are continuously working to improve the accessibility of our web experience for everyone. We welcome feedback and accommodation requests, please submit them here.
© 2026 BRIGHT, All Rights Reserved
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: 10/22/2026. 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.
Requests for information regarding mortgage products will be directed to Movoto.com affiliate, Lower, LLC - a licensed Mortgage Lender (NMLS #1124061), or, based on your location, may be redirected to a participating mortgage marketing partner that may pay Lower, LLC for any consumer contact information provided through this site.