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Kent County Middle School Zone Homes For Sale | Page 5

262 Homes
 
7712 Waterview Ln, Chestertown, MD 21620
  • $659,999
  • 3Bd
  • 4Ba
  • 2,716 Sq Ft
223 Mount Vernon Ave, Chestertown, MD 21620
  • $200,000
  • 4Bd
  • 1Ba
  • 1,816 Sq Ft
21447 E Sharp St, Rock Hall, MD 21661
  • $50,000
  • 3Bd
  • 1Ba
  • 1,258 Sq Ft
7482 Poplar Ave, Chestertown, MD 21620
  • $275,000
  • 3Bd
  • 1Ba
  • 975 Sq Ft
10804 Big Stone Rd, Millington, MD 21651
  • $290,000
  • 3Bd
  • 2Ba
  • 1,680 Sq Ft
13981 Mill Creek Ln, Galena, MD 21635
  • $599,900
  • 3Bd
  • 3Ba
  • 2,016 Sq Ft
5780 Kent Ave, Rock Hall, MD 21661
  • $359,000
  • 3Bd
  • 2Ba
  • 1,120 Sq Ft
7464 Shortall St, Chestertown, MD 21620
  • $304,000
  • 3Bd
  • 2Ba
  • 1,232 Sq Ft
26230 Royal Swan Rd, Still Pond, MD 21667
  • $1,095,000
  • 3Bd
  • 4Ba
  • 2,525 Sq Ft
10725 Worton Rd, Worton, MD 21678
  • $329,900
  • 2Bd
  • 2Ba
  • 1,089 Sq Ft
14021 E Beechwood Rd, Galena, MD 21635
  • $359,900
  • 4Bd
  • 3Ba
  • 2,233 Sq Ft
189 Birchwood, Galena, MD 21635
  • $395,000
  • 3Bd
  • 3Ba
  • 1,947 Sq Ft
Sandpiper Road, Chestertown, MD 21620
  • $4,500
  • 0.52 Acre
6179 E Dorlon Dr, Rock Hall, MD 21661
  • $249,000
  • 3Bd
  • 1Ba
  • 1,000 Sq Ft
7828 Country Club Ln, Chestertown, MD 21620
  • $799,000
  • 3Bd
  • 3Ba
  • 2,857 Sq Ft
14540 Stirrup Lane Ln, Galena, MD 21635
  • $740,000
  • 3Bd
  • 3Ba
  • 3,388 Sq Ft
8999 Orchard Dr, Chestertown, MD 21620
  • $824,900
  • 5Bd
  • 4Ba
  • 4,353 Sq Ft
21324 Persimmon Dr, Chestertown, MD 21620
  • $179,900
  • 2Bd
  • 1Ba
  • 1,232 Sq Ft
20725 Wilkins Ave, Rock Hall, MD 21661
  • $369,000
  • 3Bd
  • 2Ba
  • 1,458 Sq Ft
Photos coming soon
  • $219,000
  • 2.88 Acre
5925 Williams St, Rock Hall, MD 21661
  • $339,900
  • 3Bd
  • 2Ba
  • 1,568 Sq Ft
21120 Green Ln, Rock Hall, MD 21661
  • $419,000
  • 3Bd
  • 2Ba
  • 1,232 Sq Ft
10 Ericsson Ave #32, Betterton, MD 21610
  • $325,000
  • 2Bd
  • 2Ba
  • 1,620 Sq Ft
4 Wilson Point Rd, Galena, MD 21635
  • $125,000
  • 0.75 Acre
3 Wilson Point Rd, Galena, MD 21635
  • $120,000
  • 0.75 Acre
Buck Neck Road, Chestertown, MD 21620
  • $5,000
  • 0.34 Acre
$4K
Kinglet Road, Chestertown, MD 21620
  • $5,000
  • 0.34 Acre
$4K
Georgetown Rd, Chestertown, MD 21620
  • $55,000
  • 3 Acre
$5K
25034 Lambs Meadow Rd, Worton, MD 21678
  • $17,500
  • 0.11 Acre
$2.4K
Caulks Field Road, Chestertown, MD 21620
  • $150,000
  • 2 Acre
Georgetown Road Se, Chestertown, MD 21620
  • $150,000
  • 2 Acre
Old Morgnec Road, Chestertown, MD 21620
  • $59,000
  • 1.37 Acre
$5K
Towhee Road, Chestertown, MD 21620
  • $5,000
  • 0.34 Acre
$5K
Bunting Road, Chestertown, MD 21620
  • $5,000
  • 0.34 Acre
$5K
Beltram Rd, Chestertown, MD 21620
  • $5,000
  • 0.34 Acre
$5K
Fish Hatchery Road, Chestertown, MD 21620
  • $5,000
  • 0.37 Acre
$5K
26670-26680 Maple Ave, Still Pond, MD 21667
  • $290,000
  • 3Bd
  • 2Ba
  • 2,024 Sq Ft
$95K
25619 W Hill Rd, Worton, MD 21678
  • $12,500
  • 0.84 Acre
$2.4K
Buck Neck Landing Road, Chestertown, MD 21620
  • $9,500
  • 0.34 Acre
Parcel Buck Neck Ldg Road, Chestertown, MD 21620
  • $5,000
  • 0.34 Acre
$3K
Montgomery Avenue, Chestertown, MD 21620
  • $40,000
  • 0.11 Acre
lot1 Carroll Clark Rd, Galena, MD 21635
  • $1,250,000
  • 86 Acre
Redfield Road, Chestertown, MD 21620
  • $38,000
  • 0.34 Acre
$23K
23710 L Rd, Chestertown, MD 21620
  • $24,000
  • 0.5 Acre
$4K
Fish Hatchery Road, Chestertown, MD 21620
  • $37,000
  • 0.34 Acre
$22K
South Of Dutchtown Rd, Still Pond, MD 21667
  • $22,000
  • 0.5 Acre
$2K
Spinnaker Road, Chestertown, MD 21620
  • $38,000
  • 0.56 Acre
$17K
11729 St James Newtown Rd, Worton, MD 21678
  • $58,000
  • 1 Acre
$20K
Sheldrake Drive, Chestertown, MD 21620
  • $10,000
  • 0.34 Acre
$5K
Rock Hall Road, Rock Hall, MD 21661
  • $1,250,000
  • 49.83 Acre
201 - 250 of 262 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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Frequently Asked Questions about Chestertown, 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: 10/1/2026. 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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