| # | Building | Images | Height | Floors | Building type | Year | Status |
|---|---|---|---|---|---|---|---|
| 21 | Healy Building | 3 | 105 ft | 6 | low-rise building | 1910 | |
| 22 | B. Siegel Company Building | 100 ft | 6 | low-rise building | 1884 | ||
| 23 | The Ferguson | 2 | 91 ft | 7 | low-rise building | 1896 | |
| 24 | Kresge Building | 2 | 10 | high-rise building | 1917 | ||
| 25 | 35W | 4 | 10 | high-rise building | 1922 | ||
| 26 | Fourteen56 | 3 | 8 | low-rise building | 1917 | ||
| 27 | Freud Building | ≈103 ft | 8 | low-rise building | 1919 | ||
| 28 | Pepper Building | 3 | 8 | low-rise building | 1896 | ||
| 29 | H & H Apparel Building | 6 | low-rise building | 1967 | |||
| 30 | Henkel Block | 6 | low-rise building | - | |||
| 31 | Lane Bryant Building | 4 | ≈77 ft | 6 | low-rise building | 1907 | |
| 32 | Wright-Kay Building | 6 | ≈77 ft | 6 | low-rise building | 1891 | |
| 33 | R.H. Traver Co. Building | 1 | 5 | low-rise building | 1889 | ||
| 34 | Dodge Fountain | 1 | - | fountain | 1981 |