Movoto Real Estate

Kent County Middle School Zone Homes For Sale | Page 3

262 Homes
 
21712 Centennial Ln, Rock Hall, MD 21661
  • $405,000
  • 3Bd
  • 3Ba
  • 1,975 Sq Ft
$10K
200 School St, Millington, MD 21651
  • $398,000
  • 3Bd
  • 3Ba
  • 1,896 Sq Ft
24050 Macs Ln, Worton, MD 21678
  • $895,000
  • 3Bd
  • 3Ba
  • 2,102 Sq Ft
$40K
4818 Piney Neck Rd, Rock Hall, MD 21661
  • $289,000
  • 3Bd
  • 1Ba
  • 1,892 Sq Ft
$9K
21384 E Sharp St, Rock Hall, MD 21661
  • $350,000
  • 3Bd
  • 2Ba
  • 1,574 Sq Ft
$20K
lot30 Hagy Rd, Rock Hall, MD 21661
  • $147,000
  • 1 Acre
11989 Augustine Herman Hwy, Kennedyville, MD 21645
  • $245,000
  • —Bd
  • 2Ba
  • 2,718 Sq Ft
13235 Knotts Ln, Golts, MD 21635
  • $1,495,000
  • 3Bd
  • 2Ba
  • 1,893 Sq Ft
104 Conley Dr, Chestertown, MD 21620
  • $239,900
  • 3Bd
  • 2Ba
  • 1,280 Sq Ft
$7.1K
Fairlee Road, Chestertown, MD 21620
  • $75,000
  • 2.2 Acre
234 N College Ave, Chestertown, MD 21620
  • $85,000
  • 2Bd
  • 1Ba
  • 1,296 Sq Ft
$5K
104 Acorn Dr, Chestertown, MD 21620
  • $275,000
  • 3Bd
  • 3Ba
  • 1,900 Sq Ft
$9.9K
25133 Wymont Park Rd, Worton, MD 21678
  • $575,000
  • 1Bd
  • 2Ba
  • 1,724 Sq Ft
24274 Waterview Dr, Worton, MD 21678
  • $695,000
  • 4Bd
  • 4Ba
  • 3,006 Sq Ft
Open SAT 12-2
8796 Maryland Pkwy, Chestertown, MD 21620
  • $1,495,000
  • 9Bd
  • 7Ba
  • 4,776 Sq Ft
$155K
8886 Georgetown Rd, Chestertown, MD 21620
  • $69,900
  • 4.03 Acre
$10.1K
10781 Fermoy Rd, Chestertown, MD 21620
  • $429,500
  • 4Bd
  • 3Ba
  • 2,160 Sq Ft
$400
11106 Plum Dr, Worton, MD 21678
  • $255,000
  • 3Bd
  • 1Ba
  • 1,008 Sq Ft
$12.5K
22470 Fairgale Farm Ln, Chestertown, MD 21620
  • $1,375,000
  • 4Bd
  • 5Ba
  • 4,257 Sq Ft
$75K
23741 L Rd, Chestertown, MD 21620
  • $15,000
  • 1 Acre
31673 W Edge Rd, Millington, MD 21651
  • $379,900
  • 2Bd
  • 1Ba
  • 832 Sq Ft
$15.1K
21173 And 21163 Chesapeake Ave, Rock Hall, MD 21661
  • $649,900
  • 4Bd
  • 4Ba
  • 2,944 Sq Ft
21123 Striper Run, Rock Hall, MD 21661
  • $364,900
  • 3Bd
  • 3Ba
  • 2,040 Sq Ft
$25K
21424 Catholic Ave, Rock Hall, MD 21661
  • $399,000
  • 4Bd
  • 2Ba
  • 1,247 Sq Ft
21124 Striper Run, Rock Hall, MD 21661
  • $359,900
  • 3Bd
  • 3Ba
  • 1,712 Sq Ft
$9.1K
956 Washington Ave, Chestertown, MD 21620
  • $275,000
  • 3Bd
  • 1Ba
  • 1,248 Sq Ft
$10K
6202 Rock Hall Rd, Rock Hall, MD 21661
  • $425,000
  • 3Bd
  • 2Ba
  • 2,368 Sq Ft
Map 36 Parcel 80 Watertower Road, Chestertown, MD 21620
  • $55,000
  • 0.7 Acre
31436 Sassafras River Ave, Galena, MD 21635
  • $2,150,000
  • 4Bd
  • 4Ba
  • 5,236 Sq Ft
$350K
12712 And 12714 Still Pond Rd, Still Pond, MD 21667
  • $549,000
  • 6Bd
  • 6Ba
  • 4,305 Sq Ft
122 Main St, Galena, MD 21635
  • $384,000
  • 4Bd
  • 3Ba
  • 1,684 Sq Ft
$5K
River Bend Lane, Millington, MD 21651
  • $86,000
  • 0.43 Acre
Sandy Bottom Road, Chestertown, MD 21620
  • $49,000
  • 1.95 Acre
$10K
21190 Green Ln, Rock Hall, MD 21661
  • $850,000
  • 10.4 Acre
22300 Frazier Rd, Rock Hall, MD 21661
  • $399,000
  • 3Bd
  • 2Ba
  • 2,556 Sq Ft
$28K
21451 E Sharp St, Rock Hall, MD 21661
  • $50,000
  • 0.31 Acre
$5K
26765 Dutchtown Rd, Still Pond, MD 21667
  • $105,000
  • 0.5 Acre
$4K
104 Main St, Betterton, MD 21610
  • $379,900
  • 4Bd
  • 2Ba
  • 1,927 Sq Ft
$40K
4020 Eastern Neck Rd, Rock Hall, MD 21661
  • $799,000
  • 4Bd
  • 2Ba
  • 3,300 Sq Ft
$51K
5120 Eastern Neck Rd, Rock Hall, MD 21661
  • $55,000
  • 0.5 Acre
8706 Elm Rd, Chestertown, MD 21620
  • $315,000
  • 3Bd
  • 2Ba
  • 1,232 Sq Ft
$5K
11167 Oak Ln, Worton, MD 21678
  • $269,900
  • 3Bd
  • 1Ba
  • 960 Sq Ft
$18.6K
14136 Kentmore Park Rd, Kennedyville, MD 21645
  • $499,000
  • 4Bd
  • 2Ba
  • 2,132 Sq Ft
$16K
226 S Water St, Chestertown, MD 21620
  • $898,000
  • 3Bd
  • 4Ba
  • 2,172 Sq Ft
103 Sutton Way, Chestertown, MD 21620
  • $509,000
  • 5Bd
  • 4Ba
  • 3,816 Sq Ft
$41K
5656 Circle Park Dr Park # 5594, Rock Hall, MD 21661
  • $89,000
  • 2Bd
  • 2Ba
  • 800 Sq Ft
$16K
Cogar Road, Chestertown, MD 21620
  • $3,000
  • 0.34 Acre
2 Scheeler Road, Chestertown, MD 21620
  • $250,000
  • 0.85 Acre
3 Haacke Drive, Chestertown, MD 21620
  • $225,000
  • 0.87 Acre
Tonopah Road, Chestertown, MD 21620
  • $3,000
  • 0.34 Acre
101 - 150 of 262 Homes for sale in Chestertown, MD
1 2 3 4 5 6
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

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?
Schools
Chestertown, MD Schools. Ratings provided by great school See all…

Frequently Asked Questions about Chestertown, 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 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
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: 10/1/2026. 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.
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.