6 cities
| City | Rank | 2025 Pop. ↓ | 2020 Pop. | Annual Change | Density | Area (mi²) | Type |
|---|---|---|---|---|---|---|---|
| Monticello | 1 | 2,792 | 2,591 | 1.38% | 696 | 4 | City |
| Monticello | 2 | 2,792 | 2,600 | 1.38% | 696 | 4 | City |
| Wacissa | 3 | 316 | 358 | -1.56% | 75 | 4 | CDP |
| Aucilla | 4 | 199 | 157 | 3.65% | 99 | 2 | CDP |
| Lloyd | 5 | 168 | 119 | -1.75% | 111 | 2 | CDP |
| Waukeenah | 6 | 102 | 270 | -9.73% | 32 | 3 | CDP |
Monticello is the largest city in Jefferson County, with a population of 2,792.
Waukeenah is the smallest city in Jefferson County, with a population of 102.
There are 6 cities in Jefferson County, Florida.