| Portrait of a Young Man | | 1933 | | | |
| Portrait of a Young Pilot | | 1930 | | | |
| Portrait of a Young Student | | 1925 | | | |
| Portrait of an Artist as a Young Man | | 1933 | | | |
| Portrait of an Old Man | | 1938 | | | |
| Portrait of an Old Man | | 1939 | | | Third Prize |
| Portrait of Arthur | | 1933 | | | |
| Portrait of Baby Wadsworth | | 1919 | | | |
| Portrait of Betty | | 1936 | | | |
| Portrait of Bobby White | | 1924 | | | |
| Portrait of Bobby Young | | 1919 | | | |
| Portrait of Boy | | 1939 | | | |
| Portrait of Caroline Heywood | | 1919 | | | Fourth Prize |
| Portrait of Charles Asa Post | | 1932 | | | |
| Portrait of Charles S. Schneider | | 1924 | | | |
| Portrait of Clara McClean | | 1922 | | | |
| Portrait of Clara McClean | | 1923 | | | |
| Portrait of Dare | | 1923 | | | |
| Portrait of Dr. Thwing | | 1928 | | | Third Prize |
| Portrait of Dr. W. | | 1939 | | | |
| Portrait of Dudley Blossom | | 1929 | | | Honorable Mention |
| Portrait of E. K. | | 1932 | | | |
| Portrait of Edmund Vance Cook | | 1929 | | | Second Prize |
| Portrait of Eleanor Warren Hayden | | 1925 | | | |
| Portrait of F. M. M. | | 1922 | | | |
| Portrait of F.A. Scott | | 1922 | | | Third Prize |
| Portrait of Francine Serrano | | 1925 | | | First Prize |
| Portrait of Frieda B. | | 1929 | | | |
| Portrait of G. G. S. | | 1932 | | | |
| Portrait of Gordon Hatfield | | 1927 | | | |
| Portrait of Gretchen | | 1929 | | | |
| Portrait of H. D. H. | | 1932 | | | |
| Portrait of I.C.G. | | 1919 | | | |
| Portrait of John D. | | 1930 | | | |
| Portrait of John Teyral | | 1935 | | | |
| Portrait of Johnny | | 1936 | | | Honorable Mention |
| Portrait of Judge John J. Sullivan | | 1923 | | | |
| Portrait of Katherine Wick Kelly in Anne Peders--dotter | | 1928 | | | |
| Portrait of Liewena | | 1920 | | | |
| Portrait of Llegendre | | 1928 | | | |
| Portrait of Louise | | 1937 | | | |
| Portrait of Lucile Lippincott | | 1925 | | | |
| Portrait of M. A. B. | | 1932 | | | |
| Portrait of Marcus | | 1937 | | | |
| Portrait of Maridey Sarstedt | | 1925 | | | |
| Portrait of Master Richard E. Stifel | | 1925 | | | |
| Portrait of Meishe | | 1936 | | | |
| Portrait of Miss E. | | 1919 | | | |
| Portrait of Miss M. | | 1919 | | | |
| Portrait of Miss Van Ende | | 1922 | | | |
