Movoto Real Estate

21620 Homes For Sale & Real Estate

134 Homes
 
110 Prospect St, Chestertown, MD 21620
  • $119,900
  • 3Bd
  • 2Ba
  • 2,210 Sq Ft
New 7 Hours
8796 Maryland Pkwy, Chestertown, MD 21620
  • $1,650,000
  • 9Bd
  • 7Ba
  • 4,776 Sq Ft
New 23 Hours
205 River Rd, Chestertown, MD 21620
  • $869,900
  • 4Bd
  • 3Ba
  • 2,877 Sq Ft
New 3 Days
1906 Pondtown Rd, Chestertown, MD 21620
  • $110,000
  • 1.93 Acre
New 3 Days
1904 Pondtown Rd, Chestertown, MD 21620
  • $265,000
  • 3Bd
  • 1Ba
  • 1,967 Sq Ft
New 3 Days
8886 Georgetown Rd, Chestertown, MD 21620
  • $85,000
  • 4.03 Acre
New 4 Days
10572 Watonga Rd, Chestertown, MD 21620
  • $325,000
  • 3Bd
  • 2Ba
  • 1,404 Sq Ft
Open SAT 12-2
21172 Wyoming Ave, Chestertown, MD 21620
  • $200,000
  • 4Bd
  • 1Ba
  • 2,920 Sq Ft
New 4 Days
10781 Fermoy Rd, Chestertown, MD 21620
  • $449,900
  • 4Bd
  • 3Ba
  • 2,160 Sq Ft
New 4 Days
213 Byford Dr, Chestertown, MD 21620
  • $380,000
  • 4Bd
  • 2Ba
  • 1,277 Sq Ft
New 4 Days
25440 Learman Rd, Chestertown, MD 21620
  • $3,000,000
  • 3Bd
  • 4Ba
  • 3,142 Sq Ft
New 5 Days
100 Prospect St, Chestertown, MD 21620
  • $215,000
  • 3Bd
  • 1Ba
  • 1,373 Sq Ft
New 5 Days
22470 Fairgale Farm Ln, Chestertown, MD 21620
  • $1,450,000
  • 4Bd
  • 5Ba
  • 4,257 Sq Ft
New 6 Days
202 Royston Shores Rd, Chestertown, MD 21620
  • $1,200,000
  • 4Bd
  • 3Ba
  • 2,292 Sq Ft
23741 L Rd, Chestertown, MD 21620
  • $15,000
  • 1 Acre
522 High St, Chestertown, MD 21620
  • $450,000
  • 2Bd
  • 3Ba
  • 1,518 Sq Ft
956 Washington Ave, Chestertown, MD 21620
  • $285,000
  • 3Bd
  • 1Ba
  • 1,248 Sq Ft
Map 36 Parcel 80 Watertower Road, Chestertown, MD 21620
  • $55,000
  • 0.7 Acre
24295 Langford Rd, Chestertown, MD 21620
  • $445,000
  • 2Bd
  • 3Ba
  • 1,857 Sq Ft
102 Flying Cloud Dr, Chestertown, MD 21620
  • $339,900
  • 3Bd
  • 3Ba
  • 1,896 Sq Ft
23683 L Rd, Chestertown, MD 21620
  • $6,000
  • 0.69 Acre
240 Merganser Dr, Chestertown, MD 21620
  • $399,000
  • 3Bd
  • 2Ba
  • 1,120 Sq Ft
$26K
107 Flying Cloud Dr, Chestertown, MD 21620
  • $385,000
  • 5Bd
  • 4Ba
  • 2,534 Sq Ft
$10K
Sandy Bottom Road, Chestertown, MD 21620
  • $79,000
  • 1.95 Acre
304 Hadaway Dr, Chestertown, MD 21620
  • $322,500
  • 4Bd
  • 2Ba
  • 1,325 Sq Ft
$7.4K
228 Merganser Dr, Chestertown, MD 21620
  • $75,000
  • 0.51 Acre
$24K
109 2nd St, Chestertown, MD 21620
  • $135,000
  • 1.8 Acre
$15K
214 Silver Heel Rd, Chestertown, MD 21620
  • $340,000
  • 4Bd
  • 3Ba
  • 1,972 Sq Ft
$10K
407 High St, Chestertown, MD 21620
  • $798,000
  • 3Bd
  • 5Ba
  • 3,047 Sq Ft
$30K
103 Trafford Dr, Chestertown, MD 21620
  • $399,900
  • 3Bd
  • 3Ba
  • 1,944 Sq Ft
$20K
116 Cross St, Chestertown, MD 21620
  • $109,999
  • 0.18 Acre
24581 Willow Oak Ln, Chestertown, MD 21620
  • $229,990
  • 3Bd
  • 2Ba
  • 1,352 Sq Ft
103 Metcalf Rd, Chestertown, MD 21620
  • $259,900
  • 3Bd
  • 2Ba
  • 1,280 Sq Ft
Open WED 5-7
8706 Elm Rd, Chestertown, MD 21620
  • $320,000
  • 3Bd
  • 2Ba
  • 1,232 Sq Ft
208 Central Dr, Chestertown, MD 21620
  • $299,000
  • 3Bd
  • 1Ba
  • 1,120 Sq Ft
$16K
21217 Texas Ave, Chestertown, MD 21620
  • $244,500
  • 2Bd
  • 1Ba
  • 912 Sq Ft
$20.5K
226 S Water St, Chestertown, MD 21620
  • $898,000
  • 3Bd
  • 4Ba
  • 2,172 Sq Ft
103 Sutton Way, Chestertown, MD 21620
  • $550,000
  • 5Bd
  • 4Ba
  • 3,816 Sq Ft
108 Pine St, Chestertown, MD 21620
  • $115,000
  • 3Bd
  • 1Ba
  • 910 Sq Ft
$27.6K
106 Queen St S, Chestertown, MD 21620
  • $865,000
  • 3Bd
  • 4Ba
  • 2,472 Sq Ft
Cogar Road, Chestertown, MD 21620
  • $3,000
  • 0.34 Acre
139 Prospect St, Chestertown, MD 21620
  • $225,000
  • 3Bd
  • 1Ba
  • 1,200 Sq Ft
101 Coleman Dr, Chestertown, MD 21620
  • $524,900
  • 3Bd
  • 3Ba
  • 2,268 Sq Ft
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
Lenapah Rd, Chestertown, MD 21620
  • $3,000
  • 0.34 Acre
0 Round Top Rd, Chestertown, MD 21620
  • $200,000
  • 5.81 Acre
8276 Broad Neck Rd, Chestertown, MD 21620
  • $1,495,000
  • 4Bd
  • 4Ba
  • 3,383 Sq Ft
206 Burchard Sawmill Rd, Chestertown, MD 21620
  • $29,000
  • 1.05 Acre
1 - 50 of 134 Homes for sale in 21620
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21620, MD Real Estate Snapshot

List Price
$395,000
$/Sqft
$247
Homes For Sale
94
Home Size
1,864 Sqft
Days on Movoto
67

Frequently Asked Questions about Real Estate in 21620, MD

The Movoto Advantage
Movoto gives you access to up-to-the-minute information about real estate in 21620. As a licensed brokerage in Maryland (and across the United States), Movoto has access to the latest real estate data including 21620 Homes for Sale, 21620 Single family for Sale, 21620 Townhomes/Condos for Sale, 21620 Multi family/Duplex for Sale, 21620 Land for Sale, 21620 New Listings for Sale, 21620 Recently Sold Homes.

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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: 6/9/2026. 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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