| # | Building | Images | Height | Floors | Building type | Year | Status |
|---|---|---|---|---|---|---|---|
| 1 | Transmission Tower | 520 ft | - | mast (wired) | 1982 | ||
| 2 | Transmission Tower | 499 ft | - | mast (wired) | 1980 | ||
| 3 | Transmission Tower | 480 ft | - | mast (wired) | 1953 | ||
| 4 | Transmission Tower | 408 ft | - | mast (wired) | 1992 | ||
| 5 | 5th & Main | 4 | 248 ft | 18 | high-rise building | 1970 | |
| 6 | Fifth Third Center | 3 | 226 ft | 16 | high-rise building | 1981 | |
| 7 | Transmission Tower | 222 ft | - | mast (framework) | 2008 | ||
| 8 | ADM Grain Elevator | 222 ft | 14 | silo | 1910 | ||
| 9 | Old Vanderburgh County Courthouse | 4 | 216 ft | 5 | building with towers | 1890 | |
| 10 | St. Boniface Catholic Church | 202 ft | - | church | 1882 | ||
| 11 | Transmission Tower | 181 ft | - | mast (pole) | 2000 | ||
| 12 | St. Mary Catholic Church | 175 ft | - | church | 1867 | ||
| 13 | Kunkel Square | 3 | 155 ft | 12 | high-rise building | 1916 | |
| 14 | German American Bank | 3 | 151 ft | 9 | high-rise building | 1998 | |
| 15 | St. Anthony Catholic Church | 150 ft | - | church | 1896 | ||
| 16 | Tropicana Evansville | 5 | 150 ft | 12 | high-rise building | 1996 | |
| 17 | Old National Place | 4 | 144 ft | 8 | high-rise building | 2004 | |
| 18 | One Vectren Square | 6 | 136 ft | 8 | high-rise building | 2005 | |
| 19 | Hulman Building | 2 | 134 ft | 10 | high-rise building | 1930 | |
| 20 | St. Benedict's Cathedral | 130 ft | - | church | 1928 |