| Title | Artist | Medium | Date |
| Charles Phelps Taft | Madrazo y Garreta, Raimundo de | Oil on canvas | 1902 |
| Anna Sinton Taft | Madrazo y Garreta, Raimundo de | Oil on canvas | 1902 |
| Jane Ellison Sinton | Madrazo y Garreta, Raimundo de | Oil on canvas | 1903 |
| The Song of the Talking Wire | Farny, Henry François | Oil on canvas | 1904 |
| A World of Their Own | Alma-Tadema, Lawrence | Oil on panel | 1905 |
| William Howard Taft | Sorolla y Bastida, Joaquín | Oil on canvas | 1909 |