1 Bedroom Homes For Sale in 21620

72 homes

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$295,000
1 Bed
1 Bath
117 N Water St #3B,
Chestertown, MD 21620
Coldwell Banker Chesapeake Real Estate Company
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3D VIEW
$350,000
1 Bed
1 Bath
850 sqft
117 N Water St #2B,
Chestertown, MD 21620
TTR Sotheby's International Realty
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3D VIEW
$200,000
1 Bed
1 Bath
700 sqft
117 N Water St #1B,
Chestertown, MD 21620
TTR Sotheby's International Realty
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NEW - 2 HRS AGO
3D VIEW
0.5 ACRES
$329,900
2 Beds
2 Baths
1,440 sqft
22974 Bay Shore Rd,
Chestertown, MD 21620
Benson & Mangold, LLC
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NEW
COMING SOON 10/1
$489,000
2 Beds
2 Baths
1,098 sqft
105 N Water St #3,
Chestertown, MD 21620
Coldwell Banker Chesapeake Real Estate Company
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$359,000
2 Beds
1.5 Baths
1,036 sqft
101 S College Ave,
Chestertown, MD 21620
Doug Ashley Realtors, LLC
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3D VIEW
0.8 ACRES
$455,000
2 Beds
2 Baths
1,904 sqft
7982 Radcliffe Rd,
Chestertown, MD 21620
Doug Ashley Realtors, LLC
$85,000
2 Beds
1 Bath
1,296 sqft
234 N College Ave,
Chestertown, MD 21620
Cummings & Co. Realtors
3D VIEW
$375,000
2 Beds
1 Bath
787 sqft
117 N Water St #2A,
Chestertown, MD 21620
TTR Sotheby's International Realty
$499,999
2 Beds
2.5 Baths
2,100 sqft
103 Landing Ln,
Chestertown, MD 21620
Coldwell Banker Chesapeake Real Estate Company
NEW
OPEN SAT, 10-2PM
COMING SOON 9/23
0.92 ACRES
$659,999
3 Beds
3 Baths
2,716 sqft
7712 Waterview Ln,
Chestertown, MD 21620
Coldwell Banker Chesapeake Real Estate Company
1.22 ACRES
$315,000
3 Beds
1 Bath
1,008 sqft
24775 Langford Rd,
Chestertown, MD 21620
RE/MAX Chesapeake
0.33 ACRES
$289,000
3 Beds
2 Baths
1,056 sqft
8732 Elm Rd,
Chestertown, MD 21620
Coldwell Banker Chesapeake Real Estate Company
3D VIEW
0.5 ACRES
$300,000
3 Beds
1 Bath
960 sqft
104 Lincoln Dr,
Chestertown, MD 21620
RE/MAX Executive
0.45 ACRES
$275,000
3 Beds
1 Bath
975 sqft
7482 Poplar Ave,
Chestertown, MD 21620
Taylor Properties
0.34 ACRES
$345,000
3 Beds
1.5 Baths
1,398 sqft
217 Edmore Rd,
Chestertown, MD 21620
Doug Ashley Realtors, LLC
$263,000
3 Beds
2 Baths
1,140 sqft
115 Chester Arms Dr,
Chestertown, MD 21620
Samson Properties
3D VIEW
0.34 ACRES
$229,000
3 Beds
1 Bath
936 sqft
7415 Wilkins Ln,
Chestertown, MD 21620
Doug Ashley Realtors, LLC
3D VIEW
0.34 ACRES
$304,000
3 Beds
2 Baths
1,232 sqft
7464 Shortall St,
Chestertown, MD 21620
Chesapeake Real Estate Associates, LLC
FOR SALE BY OWNER
0.47 ACRES
$420,000
3 Beds
2 Baths
2,081 sqft
233 Duke Of Kent St,
Chestertown, MD 21620
0.7 ACRES
$499,900
3 Beds
2.5 Baths
2,076 sqft
1003 Twin Ct,
Chestertown, MD 21620
Cross Street Realtors LLC
3D VIEW
0.34 ACRES
$299,900
3 Beds
1 Bath
1,056 sqft
124 Wilton Rd,
Chestertown, MD 21620
Doug Ashley Realtors, LLC
3D VIEW
0.63 ACRES
$750,000
3 Beds
2.5 Baths
2,176 sqft
216 Birch Run Rd,
Chestertown, MD 21620
TTR Sotheby's International Realty
NEW CONSTRUCTION
0.34 ACRES
$349,900
3 Beds
2.5 Baths
1,650 sqft
23208 Buck Neck Rd,
Chestertown, MD 21620
Real Broker, LLC
0.34 ACRES
$269,000
3 Beds
2 Baths
1,404 sqft
10540 Tonopah Rd,
Chestertown, MD 21620
Doug Ashley Realtors, LLC
0.25 ACRES
$480,000
3 Beds
2.5 Baths
3,176 sqft
129 Trafford Dr,
Chestertown, MD 21620
Elevated Real Estate Solutions
0.72 ACRES
$799,000
3 Beds
2.5 Baths
2,857 sqft
7828 Country Club Ln,
Chestertown, MD 21620
Cross Street Realtors LLC
NEW CONSTRUCTION
$259,900
3 Beds
1.5 Baths
1,280 sqft
115 Metcalf Rd,
Chestertown, MD 21620
Real Broker, LLC
NEW CONSTRUCTION
$264,900
3 Beds
1.5 Baths
121 Metcalf Rd,
Chestertown, MD 21620
Real Broker, LLC
OPEN SUN, 11-12:30PM
1.66 ACRES
$314,000
3 Beds
1.5 Baths
1,216 sqft
9126 Fairlee Rd,
Chestertown, MD 21620
Chesapeake Real Estate Associates, LLC
0.34 ACRES
$325,000
3 Beds
1 Bath
1,000 sqft
896 Washington Ave,
Chestertown, MD 21620
Coldwell Banker Chesapeake Real Estate Company
$239,900
3 Beds
1.5 Baths
1,280 sqft
104 Conley Dr,
Chestertown, MD 21620
Cummings & Co. Realtors
$275,000
3 Beds
2.5 Baths
1,900 sqft
104 Acorn Dr,
Chestertown, MD 21620
Cross Street Realtors LLC
3D VIEW
0.69 ACRES
$275,000
3 Beds
1 Bath
1,248 sqft
956 Washington Ave,
Chestertown, MD 21620
Doug Ashley Realtors, LLC
0.33 ACRES
$315,000
3 Beds
2 Baths
1,232 sqft
8706 Elm Rd,
Chestertown, MD 21620
Doug Ashley Realtors, LLC
$898,000
3 Beds
3.5 Baths
2,172 sqft
226 S Water St,
Chestertown, MD 21620
Gunther-McClary Real Estate
$829,000
3 Beds
3.5 Baths
2,472 sqft
106 S Queen St,
Chestertown, MD 21620
Chesapeake Real Estate Associates, LLC
3D VIEW
$685,000
3 Beds
3 Baths
3,000 sqft
117 N Water St #1A,
Chestertown, MD 21620
TTR Sotheby's International Realty
NEW CONSTRUCTION
$839,500
3 Beds
2.5 Baths
1,964 sqft
102 Little Harbor Way,
Chestertown, MD 21620
Gunther-McClary Real Estate
NEW CONSTRUCTION
$813,900
3 Beds
3.5 Baths
2,192 sqft
104 Landing Ln,
Chestertown, MD 21620
Gunther-McClary Real Estate
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21620
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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, and is provided by BRIGHT through a licensing agreement. Listing information is from various brokers who participate in the Bright MLS IDX program and not all listings may be visible on the site. The property information being provided on or through the website is for the personal, non-commercial use of consumers and such information may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Some properties which appear for sale on the website may no longer be available because they are for instance, under contract, sold or are no longer being offered for sale. Property information displayed is deemed reliable but is not guaranteed. Copyright 2026 Bright MLS, Inc. Click here for more information

1 Bedroom Homes For Sale in 21620

72 homes

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