| Old Denton Road over Faulkner Branch | Poor | 90.9 ft | 2,799 | 1963 |
| Frazier Neck Road over Little Creek | Poor | 35.1 ft | 1,015 | 1994 |
| Double Hill Road over Watts Creek | Poor | 34.1 ft | 570 | 1913 |
| Smithville Road over Sullivan Branch | Poor | 35.1 ft | 561 | 1946 |
| Bloomery Road over Marshyhope Creek | Poor | 38.1 ft | 540 | 1951 |
| Long Swamp Road over Sullivan Branch | Poor | 26.6 ft | 108 | 1953 |
| Gregg Road over Garey Mill Pond Branch | Poor | 25.9 ft | 40 | 1950 |
| Md 404 EB over Watts Creek | Fair | 201.1 ft | 21,772 | 1949 |
| Md 404 over Choptank River | Fair | 1105.0 ft | 20,471 | 1983 |
| Md 404 WB over Watts Creek | Fair | 245.1 ft | 18,941 | 2006 |
| Md 404 EB over Md 313 | Fair | 117.1 ft | 15,421 | 1987 |
| Md 404 WB over Md 313 | Fair | 117.1 ft | 15,421 | 1987 |
| Md 404 EB over Market Street | Fair | 89.9 ft | 15,421 | 1987 |
| Md 404 WB over Market Street | Fair | 89.9 ft | 15,421 | 1987 |
| Md 331 over Hunting Creek | Fair | 33.1 ft | 9,800 | 1958 |
| Md 313 over Marshyhope Creek | Fair | 273.0 ft | 9,737 | 1962 |
| Md 404 over Smithville Ditch | Fair | 26.2 ft | 8,721 | 1957 |
| Md 313 over Choptank River | Fair | 263.1 ft | 8,230 | 1949 |
| Md 313 over Spring Branch | Fair | 20.0 ft | 7,160 | 1955 |
| Md 313 over Chapel Branch | Fair | 41.3 ft | 7,160 | 1954 |
| Md 16 over Mill Creek | Fair | 52.5 ft | 5,417 | 1968 |
| Md 313 over Faulkner Branch | Fair | 65.0 ft | 5,080 | 1955 |
| Md 315 over Marshyhope Creek | Fair | 208.0 ft | 5,080 | 1910 |
| Md 480 over Forge Branch | Fair | 55.1 ft | 4,261 | 1932 |
| Md 311 over Broadway Branch | Fair | 24.6 ft | 3,460 | 1950 |
| Md 311 over Coolspring Branch | Fair | 24.9 ft | 3,230 | 1952 |
| Md 404 Business over Choptank River | Fair | 745.1 ft | 2,970 | 1980 |
| Md 304 over Mason Branch | Fair | 81.4 ft | 2,942 | 1900 |
| Md 306 over Tanyard Branch | Fair | 28.9 ft | 2,768 | 1950 |
| Md 578 over Hog Creek | Fair | 24.0 ft | 2,672 | 1941 |
| Md 314 over Choptank River | Fair | 246.1 ft | 2,621 | 1995 |
| Sunset Avenue over Forge Branch | Fair | 46.3 ft | 2,155 | 1989 |
| Boyce Mill Road over Gravelly Branch | Fair | 41.0 ft | 2,025 | 1919 |
| Hobbs Road over Watts Creek | Fair | 38.1 ft | 2,019 | 1936 |
| Holly Road over Trib Of Choptank River | Fair | 20.3 ft | 1,745 | 1972 |
| Md 404 Alt over Tuckahoe Creek | Fair | 97.1 ft | 1,551 | 1915 |
| Md 302 over Beaverdam Ditch | Fair | 21.0 ft | 1,461 | 1950 |
| Knife Box Road over Garey Mill Pond Branch | Fair | 54.1 ft | 1,065 | 1996 |
| Tuckahoe Road over Trib To Tuckahoe Creek | Fair | 23.3 ft | 1,027 | 1911 |
| Camp Road over Md 404 | Fair | 214.9 ft | 999 | 1987 |
| Tuckahoe Road over Tributary To Tuckahoe CR | Fair | 49.9 ft | 805 | 2003 |
| Laurel Grove Road over Faulkner Branch | Fair | 48.6 ft | 725 | 1995 |
| Anthony Mill Road over Watts Creek | Fair | 59.1 ft | 678 | 2004 |
| Craft Road over Hunting Creek | Fair | 46.9 ft | 630 | 1996 |
| Double Hills Road over Herring Run | Fair | 27.9 ft | 516 | 1913 |
| Hog Creek Road over Hog Creek | Fair | 21.7 ft | 410 | 1989 |
| Pepper Road over Faulkner Branch | Fair | 41.0 ft | 396 | 1994 |
| Wilkins Branch Roa over Fowling Creek | Fair | 38.7 ft | 320 | 2000 |
| Md 306 over Houston Branch | Fair | 25.9 ft | 282 | 1955 |
| Log Cabin Road over Trib Of Tuckahoe Creek | Fair | 23.0 ft | 268 | 1975 |
| Detour Road over Trib Of Choptank River | Fair | 24.0 ft | 165 | 1973 |
| Md 404 over Tuckahoe Creek | Good | 216.9 ft | 20,442 | 2016 |
| Md 404 over Br Of Tuckahoe Creek | Good | 29.2 ft | 19,600 | 2017 |
| Md 328 over Tuckahoe Creek | Good | 930.1 ft | 6,500 | 2012 |
| Md 313 over Masons Branch | Good | 85.0 ft | 2,530 | 2007 |
| Md 287 over Choptank River | Good | 213.3 ft | 2,490 | 2011 |
| Md 287 over Broadway Branch | Good | 30.5 ft | 2,021 | 1999 |
| Drapers Mill Road over Gravelly Branch | Good | 78.1 ft | 1,465 | 2003 |
| Garland Road over Garland Lake | Good | 57.7 ft | 1,452 | 2017 |
| Noble Road over Marshyhope Creek | Good | 134.8 ft | 1,428 | 2016 |
| Mason Branch Road over Mason Branch | Good | 96.1 ft | 1,329 | 1910 |
| Legion Road over Watts Creek | Good | 46.9 ft | 1,099 | 2011 |
| Eveland Road over Piney Branch | Good | 34.1 ft | 635 | 1975 |
| Blades Road over Hunting Creek | Good | 291.0 ft | 568 | 2005 |
| Sennett Road over Herring Run | Good | 43.0 ft | 545 | 1993 |
| Holly Road over Forge Branch | Good | 46.9 ft | 468 | 1996 |
| Woodyard Road over Long Marsh Ditch | Good | 21.0 ft | 345 | 1988 |
| River Bridge Road over Tidy Island Creek | Good | 94.5 ft | 213 | 2007 |
| Taylor Road over Long Marsh Ditch | Good | 41.3 ft | 184 | 2000 |
| Stafford Road over Tidy Island Creek | Good | 42.0 ft | 67 | 1997 |