Chestertown MD Real Estate & Homes For Sale
87 results
- 108 Springbrook Ln, Millington, MD 21651
- 3 bds
- 2 ba
- 1,677 sqft
CHESAPEAKE REAL ESTATE ASSOCIATES, LLC Loading...
- 109 Wilton Rd, Chestertown, MD 21620
- 3 bds
- 2 ba
- 1,392 sqft
CHESAPEAKE REAL ESTATE ASSOCIATES, LLC - 231 Richard Dr, Chestertown, MD 21620
- 5 bds
- 3 ba
- 2,956 sqft
TTR SOTHEBY'S INTERNATIONAL REALTY Loading...
- 7989 Quaker Neck Rd, Chestertown, MD 21620
- 5 bds
- 5 ba
- 4,305 sqft
COLDWELL BANKER CHESAPEAKE REAL ESTATE COMPANY - 117 N Water St #1B, Chestertown, MD 21620
- 1 bd
- 1 ba
- 700 sqft
TTR SOTHEBY'S INTERNATIONAL REALTY - 301 Lincoln Dr, Chestertown, MD 21620
- 3 bds
- 2 ba
- 1,152 sqft
CHESAPEAKE REAL ESTATE ASSOCIATES, LLC - 100 Adela Way, Chestertown, MD 21620
- 4 bds
- 4 ba
- 3,799 sqft
BERKSHIRE HATHAWAY HOMESERVICES PENFED REALTY - 117 N Water St #2B, Chestertown, MD 21620
- 7 bds
- 6 ba
- 850 sqft
TTR SOTHEBY'S INTERNATIONAL REALTY - Cloquet Rd, Chestertown, MD 21620
- 1.51 acres lot
BERKSHIRE HATHAWAY HOMESERVICES HOMESALE REALTY - 206 Camelot Dr, Chestertown, MD 21620
- 4 bds
- 4 ba
- 2,186 sqft
CHESAPEAKE REAL ESTATE ASSOCIATES, LLC - 21324 Persimmon Dr, Chestertown, MD 21620
- 2 bds
- 1 ba
- 1,232 sqft
COLDWELL BANKER REALTY - WASHINGTON - 204 Double Creek Rd, Chestertown, MD 21620
- 3 bds
- 3 ba
- 2,927 sqft
DOUG ASHLEY REALTORS, LLC - 222 Mount Vernon Ave, Chestertown, MD 21620
- 4 bds
- 2 ba
- 1,656 sqft
LONG & FOSTER REAL ESTATE, INC. - 105 High St, Chestertown, MD 21620
- 5 bds
- 5 ba
- 3,243 sqft
COLDWELL BANKER CHESAPEAKE REAL ESTATE COMPANY - 117 N Water St #1A, Chestertown, MD 21620
- 3 bds
- 3 ba
- 3,000 sqft
TTR SOTHEBY'S INTERNATIONAL REALTY - 118 Little Harbor Way Unit 202, Chestertown, MD 21620
- 3 bds
- 2 ba
- 1,600 sqft
BENSON & MANGOLD, LLC - 117 N Water St #2A, Chestertown, MD 21620
- 2 bds
- 1 ba
- 787 sqft
TTR SOTHEBY'S INTERNATIONAL REALTY - 6746 Quaker Neck Rd, Chestertown, MD 21620
- 5 bds
- 3 ba
- 3,371 sqft
DOUG ASHLEY REALTORS, LLC - 103 Landing Ln, Chestertown, MD 21620
- 2 bds
- 3 ba
- 2,100 sqft
COLDWELL BANKER CHESAPEAKE REAL ESTATE COMPANY - 117 N Water St #1A-1B-2B, Chestertown, MD 21620
- 7 bds
- 6 ba
- 5,400 sqft
TTR SOTHEBY'S INTERNATIONAL REALTY

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](/mls-disclaimers/#5632)
- For Sale
- Maryland
- Kent County
- Chestertown
Find a Home You'll Love
Explore Nearby & Average Home Values
- Centreville Homes for Sale$514,574
- Queenstown Homes for Sale$636,423
- Earleville Homes for Sale$362,301
- Sudlersville Homes for Sale$391,574
- Millington Homes for Sale$338,114
- Church Hill Homes for Sale$450,970
- Rock Hall Homes for Sale$350,632
- Henderson Homes for Sale$374,353
- Galena Homes for Sale$407,523
- Kennedyville Homes for Sale$519,371
- Worton Homes for Sale$362,911
- Barclay Homes for Sale$407,267
- Massey Homes for Sale$347,961
- Betterton Homes for Sale$314,433
- Ingleside Homes for Sale-
- Still Pond Homes for Sale$281,756
- Lake Shore Homes for Sale$495,447
- Riviera Beach Homes for Sale$376,252
- Bowleys Quarters Homes for Sale-
- Greektown Homes for Sale$209,813
- Cedonia Homes for Sale$171,160
- Armistead Gardens Homes for Sale-
- Medford Homes for Sale$142,120
- Broening Manor Homes for Sale$153,188
- Canton Industrial Area Homes for Sale-
- Graceland Park Homes for Sale$206,597
- Joseph Lee Homes for Sale$176,544
- Saint Helena Homes for Sale$160,308
- Hawkins Point Homes for Sale-
- Chesapeake Landing Homes for Sale-
- 21620 Homes for Sale$380,563
- 21617 Homes for Sale$519,829
- 21661 Homes for Sale$351,097
- 21919 Homes for Sale$366,270
- 21651 Homes for Sale$336,182
- 21640 Homes for Sale$384,934
- 21623 Homes for Sale$438,831
- 21668 Homes for Sale$393,694
- 21635 Homes for Sale$404,402
- 21645 Homes for Sale$536,815
- 21678 Homes for Sale$360,827
- 21607 Homes for Sale$372,519
- 21667 Homes for Sale$284,062
- 21650 Homes for Sale$348,583
- 21610 Homes for Sale$311,436
- 21628 Homes for Sale$310,762
Disclaimer: School attendance zone boundaries are supplied by Pitney Bowes and are subject to change. Check with the applicable school district prior to making a decision based on these boundaries.
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