Most Fifties in a Season for Middlesex
| 25 | JDB Robertson | 1951 |
| 24 | EH Hendren | 1928 |
| 21 | EH Hendren | 1933 |
| 20 | EH Hendren | 1923 |
| 20 | WE Russell | 1964 |
| 19 | WJ Edrich | 1939 |
| 19 | WJ Edrich | 1947 |
| 18 | EH Hendren | 1927 |
| 18 | DCS Compton | 1947 |
| 18 | JDB Robertson | 1952 |
| 17 | EH Hendren | 1920 |
| 17 | EH Hendren | 1932 |
| 17 | JDB Robertson | 1948 |
| 17 | WJ Edrich | 1951 |
| 17 | PH Parfitt | 1966 |
| 17 | MW Gatting | 1984 |
| 17 | MA Roseberry | 1992 |
| 16 | DCS Compton | 1946 |
| 16 | DCS Compton | 1949 |
| 16 | PH Parfitt | 1963 |
| 16 | MW Gatting | 1992 |
| 16 | MR Ramprakash | 1995 |
| 16 | EC Joyce | 2005 |
| 15 | JW Hearne | 1913 |
| 15 | JW Hearne | 1914 |
| 15 | EH Hendren | 1921 |
| 15 | EH Hendren | 1922 |
| 15 | EH Hendren | 1931 |
| 15 | EH Hendren | 1936 |
| 15 | WJ Edrich | 1938 |
| 15 | SM Brown | 1947 |
| 15 | JDB Robertson | 1947 |
| 15 | WJ Edrich | 1952 |
| 15 | JDB Robertson | 1955 |
| 15 | PH Parfitt | 1961 |
| 15 | MJ Smith | 1973 |
| 15 | WN Slack | 1985 |
| 15 | DL Haynes | 1990 |
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