| Rank | Land Area ▼ | School District / Population |
| 1. | 660.22 sq mi | Frederick County Public Schools / 239,253 |
| 2. | 647.10 sq mi | Garrett County Public Schools / 29,945 |
| 3. | 598.30 sq mi | Baltimore County Public Schools / 817,720 |
| 4. | 540.76 sq mi | Dorchester County Public Schools / 32,614 |
| 5. | 491.25 sq mi | Montgomery County Public Schools / 1,005,087 |
| 6. | 482.69 sq mi | Prince George's County Public Schools / 884,764 |
| 7. | 468.28 sq mi | Worcester County Public Schools / 51,558 |
| 8. | 457.78 sq mi | Washington County Public Schools / 148,913 |
| 9. | 457.75 sq mi | Charles County Public Schools / 150,960 |
| 10. | 447.59 sq mi | Carroll County Public Schools / 167,399 |
| 11. | 437.09 sq mi | Harford County Public Schools / 248,029 |
| 12. | 424.16 sq mi | Allegany County Public Schools / 73,976 |
| 13. | 414.90 sq mi | Anne Arundel County Public Schools / 550,269 |
| 14. | 374.44 sq mi | Wicomico County Public Schools / 100,376 |
| 15. | 371.91 sq mi | Queen Annes County Public Schools / 48,439 |
| 16. | 357.18 sq mi | St. Marys County Public Schools / 108,472 |
| 17. | 346.27 sq mi | Cecil County Public Schools / 101,803 |
| 18. | 319.72 sq mi | Somerset County Public Schools / 26,197 |
| 19. | 319.42 sq mi | Caroline County Public Schools / 32,759 |
| 20. | 277.03 sq mi | Kent County Public Schools / 20,016 |
| 21. | 268.54 sq mi | Talbot County Public Schools / 37,894 |
| 22. | 250.74 sq mi | Howard County Public Schools / 299,269 |
| 23. | 213.15 sq mi | Calvert County Public Schools / 89,793 |
| 24. | 80.94 sq mi | Baltimore City Public Schools / 622,271 |
Please note that we only rank locations with 'Land Area' data. The rank above might not be a complete list. Locations without 'Land Area' data are not listed.
