| Business | Phone |
| Barings Fitzgerald Realty Llc 119 Washington Ave, Chestertown 21620 | (410) 810-1088 |
| Champion Whiteley Realty 1002 Washington Ave # 2, Chestertown 21620 | (410) 778-3357 |
| Champion Whiteley Realty 327 High St, Chestertown 21620 | (410) 810-9051 |
| Chesapeake Buyer Brokerage 7988 Aldan Dr, Chestertown 21620 | (410) 810-9100 |
| Coldwell Banker 238 Cannon St, Chestertown 21620 | (410) 778-0330 |
| Davis Real Estate 852 Washington Ave, Chestertown 21620 | (410) 778-2610 |
| Fairlee Corp 23165 Baywood Ct # 9f, Chestertown 21620 | (410) 778-4182 |
| First Realty 521 Washington Ave # B, Chestertown 21620 | (410) 758-0529 |
| Help U Sell Eastern Shore 801 Washington Ave, Chestertown 21620 | (410) 810-1910 |
| Hogans Agency 100 Park Row, Chestertown 21620 | (410) 778-6844 |
| Hogans Real Estate 220 High St, Chestertown 21620 | (410) 778-6858 |
| Kings Grant Real Estate 115 Philosophers Ter, Chestertown 21620 | (410) 778-1100 |
| Krm Development Corp 151 Dixon Dr, Chestertown 21620 | (410) 778-5666 |
| Preston Partnership 110 N Water St, Chestertown 21620 | (410) 778-9510 |
| Select Land & Homes 127 High St, Chestertown 21620 | (410) 810-3900 |
| Wyble Enterprises 218 High St, Chestertown 21620 | (410) 778-3050 |