| Number | Name | Spouse | 1820 | 1830 | 1840 | 1850 | 1860 | 1870 | 1880 | 1900 | 1910 | 1920 | 1930 |
| 4 | David Picklesimer | (1) Sarah Prater | X / X (1) Greenup, KY | ? | |||||||||
| 4-1 | Isadus Picklesimer | X Greenup, KY | ? | ||||||||||
| 4-2 | ? (M) Picklesimer | X Greenup, KY | ? | ||||||||||
| 4-3 | James Picklesimer | (1) Mary Montgomery | X Greenup, KY | ? | ? | X / X (1) Floyd, KY | X / X (1) Magoffin, KY | X / X (1) Magoffin, KY | X / X (1) Magoffin, KY | ||||
| 4-3.1 | Sarah Picklesimer | (1) Lewis Power Conley | X Floyd, KY | X Magoffin, KY | X / X (1) Magoffin, KY | X / X (1) Magoffin, KY | X / X (1) Magoffin, KY | X Magoffin, KY | X Magoffin, KY | ? | |||
| 4-3.2 | John Picklesimer | (1) Mary Mollie Perkins | X Floyd, KY | X Magoffin, KY | X / X (1) Magoffin, KY | X / X (1) Magoffin, KY | X / X (1) Magoffin, KY | X / X (1) Magoffin, KY | X / X (1) Magoffin, KY | ||||
| 4-3.3 | Polly Ann Picklesimer | (1) Moses Hoskins | X Floyd, KY | X Magoffin, KY | X / X (1) Magoffin, KY | X / X (1) Magoffin, KY | X Magoffin, KY | ? | X Marshall, KY | X Bourbon, KY | |||
| 4-3.4 | Elizabeth Picklesimer | (1) Richard F Williams | X Floyd, KY | X Magoffin, KY | X Magoffin, KY | X / X (1) Fleming, KY | ? | ||||||
| 4-3.5 | James Liles Picklesimer | (1) Emily Jane Williams | X Magoffin, KY | X Magoffin, KY | X / X (1) Magoffin, KY | X / X (1) Magoffin, KY | X (1) Magoffin, KY | X (1) Magoffin, KY | X (1) Magoffin, KY | ||||
| 4-3.6 | Susannah Picklesimer | (1) Miles Williams (2) ? Hazelrigg (3) ? McKee | X Magoffin, KY | X Magoffin, KY | X / X (1) Fleming, KY | X Fleming, KY | ? | ? | |||||
| 4-3.7 | Mary Ann Picklesimer | (1) Robert Lee Reed | X Magoffin, KY | X Magoffin, KY | ? | X / X (1) Magoffin, KY | X / X (1) Magoffin, KY | X Magoffin, KY | |||||
| 4-3.8 | Samuel Picklesimer | (1) Louisa A Patrick | X Magoffin, KY | X Magoffin, KY | X / X (1) Magoffin, KY | X / X (1) Magoffin, KY | X / X (1) Magoffin, KY | ||||||
| 4-3.9 | Buel Psimer | (1) Louisa Caroline Wilson (2) Hattie Whitt | X Magoffin, KY | X Magoffin, KY | X / X (1) Magoffin, KY | X / X (2) Magoffin, KY | X / X (2) Magoffin, KY | X / X (2) Morgan, KY | |||||
| Indicates census found | |||||||||||||
| Indicates census not found | |||||||||||||