Every January in Winter Haven, FL from 1942 to 2026, ranked: the mean temperature, the mean high and the mean low from the warmest, the precipitation from the wettest; a year missing more than a tenth of its days is not ranked.
| Year | Mean, °F | Rank | High, °F | Rank | Low, °F | Rank | Precipitation, in | Rank | Days missing |
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| 2026 | 61 | 45 | 73.2 | 35 | 48.8 | 54 | 1.23 | 59 | 0 |
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| 2025 | 57 | 71 | 67 | 75 | 47.1 | 71 | 2.59 | 31 | 0 |
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| 2024 | 61.5 | 38 | 71.3 | 56 | 51.6 | 31 | 2.86 | 26 | 0 |
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| 2023 | 64.9 | 14 | 76 | 15 | 53.8 | 17 | 1.24 | 58 | 0 |
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| 2022 | 61.2 | 43 | 71.2 | 57 | 51.2 | 33 | 1.55 | 50 | 0 |
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| 2021 | 61.5 | 38 | 71.8 | 51 | 51.2 | 33 | 0.29 | 79 | 0 |
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| 2020 | 65.3 | 13 | 75.3 | 21 | 55.3 | 13 | 0.58 | 75 | 0 |
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| 2019 | 61.5 | 38 | 72.1 | 46 | 50.9 | 36 | 3.37 | 20 | 2 |
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| 2018 | 58.1 | 65 | 68.8 | 70 | 47.5 | 65 | 1.86 | 42 | 0 |
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| 2017 | 64.9 | 14 | 75.5 | 18 | 54.4 | 15 | 1.66 | 44 | 0 |
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| 2016 | 59.7 | 55 | 68.9 | 69 | 50.6 | 38 | 5.88 | 4 | 0 |
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| 2015 | 62.2 | 31 | 72.3 | 43 | 52 | 30 | 3.32 | 21 | 2 |
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| 2014 | 58.1 | 65 | 68.1 | 74 | 48.2 | 60 | 3.38 | 19 | 0 |
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| 2013 | 66.7 | 10 | 77 | 12 | 56.4 | 8 | 0.19 | 82 | 0 |
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| 2012 | 61.9 | 34 | 73.7 | 28 | 50 | 41 | 0.66 | 71 | 0 |
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| 2011 | 59.1 | 62 | 69.9 | 66 | 48.2 | 60 | 4.87 | 12 | 0 |
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| 2010 | 55.6 | 73 | 66.6 | 76 | 44.6 | 77 | 0.80 | 69 | 3 |
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| 2009 | 60 | 54 | 71.5 | 54 | 48.5 | 57 | 1.93 | 40 | 1 |
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| 2008 | 61.6 | 36 | 72.2 | 45 | 51 | 35 | 3.83 | 14 | 0 |
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| 2007 | 63.3 | 23 | 72.5 | 40 | 54.1 | 16 | 1.93 | 40 | 0 |
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| 2006 | 63.3 | 23 | 74.4 | 25 | 52.1 | 28 | 0.64 | 72 | 0 |
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| 2005 | 62.3 | 30 | 72.5 | 40 | 52.2 | 26 | 3.53 | 17 | 0 |
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| 2004 | 60.4 | 51 | 71.4 | 55 | 49.4 | 46 | 5.22 | 10 | 1 |
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| 2003 | 55 | 74 | 66.4 | 77 | 43.6 | 80 | 0.94 | 66 | 0 |
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| 2002 | 62.8 | 26 | 73.2 | 35 | 52.3 | 25 | 1.41 | 53 | 1 |
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| 2001 | 56.9 | 72 | 69.2 | 68 | 44.5 | 78 | 0.96 | 64 | 3 |
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| 2000 | 61.1 | 44 | 71.8 | 51 | 50.3 | 39 | 1.95 | 38 | 0 |
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| 1999 | 63.9 | 20 | 74.8 | 22 | 53 | 19 | 2.77 | 28 | 0 |
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| 1998 | 64.2 | 18 | 72.3 | 43 | 55.9 | 9 | 3.82 | 15 | 3 |
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| 1997 | 63.6 | 22 | 74.6 | 24 | 52.7 | 20 | 0.95 | 65 | 1 |
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| 1996 | 60.9 | 47 | 71.7 | 53 | 50.1 | 40 | 5.78 | 5 | 0 |
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| 1995 | 60.2 | 53 | 70.4 | 62 | 50 | 41 | 2.33 | 33 | 0 |
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| 1994 | 62.8 | 26 | 72.8 | 39 | 52.7 | 20 | 4.67 | 13 | 0 |
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| 1993 | 67.6 | 7 | 77.6 | 10 | 58 | 6 | 5.62 | 6 | 2 |
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| 1992 | | | 71.9 | 50 | 52.4 | 24 | 1.54 | 51 | 4 |
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| 1991 | 68.9 | 5 | 78.6 | 8 | 59.1 | 3 | 2.89 | 25 | 0 |
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| 1990 | 67.2 | 9 | 78.8 | 7 | 55.8 | 10 | 0.86 | 67 | 3 |
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| 1989 | 71.4 | 2 | 81.3 | 3 | 61.5 | 1 | 2.62 | 30 | 0 |
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| 1988 | 59.6 | 56 | 70.1 | 65 | 49.1 | 50 | 3.07 | 23 | 0 |
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| 1987 | 60.8 | 48 | 73.2 | 35 | 48.1 | 62 | 1.59 | 49 | 3 |
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| 1986 | 63.8 | 21 | 77.6 | 10 | 49.1 | 50 | 2.68 | 29 | 2 |
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| 1985 | 57.5 | 68 | 72 | 48 | 42.6 | 81 | 0.86 | 67 | 3 |
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| 1984 | | | | | 48.4 | 59 | 1.62 | 45 | 6 |
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| 1983 | | | | | 48.7 | 55 | 1.94 | 39 | 4 |
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| 1982 | | | | | 47.1 | 71 | 1.19 | 61 | 5 |
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| 1981 | 51.9 | 77 | 68.3 | 72 | 35.5 | 83 | 0.42 | 77 | 0 |
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| 1980 | | | 73.5 | 32 | | | 3.00 | 24 | 11 |
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| 1979 | 59.6 | 56 | 70.7 | 59 | 48.5 | 57 | 6.57 | 2 | 0 |
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| 1978 | 57.7 | 67 | 68.2 | 73 | 47.2 | 69 | 3.11 | 22 | 2 |
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| 1977 | 53.2 | 76 | 65.8 | 78 | 40.6 | 82 | 1.29 | 56 | 0 |
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| 1976 | 57.2 | 69 | 70.7 | 59 | 43.8 | 79 | 0.76 | 70 | 0 |
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| 1975 | 66.7 | 10 | 78.4 | 9 | 55.3 | 13 | 1.40 | 54 | 2 |
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| 1974 | 71.7 | 1 | 83.7 | 1 | 59.8 | 2 | 0.61 | 73 | 0 |
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| 1973 | 62.4 | 29 | 73.3 | 34 | 51.5 | 32 | 5.39 | 8 | 0 |
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| 1972 | 68.3 | 6 | 79.4 | 5 | 57.3 | 7 | 1.28 | 57 | 1 |
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| 1971 | 62.2 | 31 | 75.5 | 18 | 49 | 52 | 0.24 | 80 | 0 |
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| 1970 | 57.1 | 70 | 68.6 | 71 | 45.5 | 76 | 2.55 | 32 | 0 |
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| 1969 | 59.6 | 56 | 72 | 48 | 47.2 | 69 | 3.62 | 16 | 0 |
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| 1968 | 60.6 | 50 | 73.6 | 30 | 47.6 | 64 | 0.40 | 78 | 0 |
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| 1967 | 64.5 | 17 | 76.9 | 13 | 52.2 | 26 | 1.21 | 60 | 0 |
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| 1966 | 59.4 | 60 | 69.7 | 67 | 49.2 | 47 | 5.91 | 3 | 1 |
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| 1965 | 61.7 | 35 | 74.1 | 26 | 49.2 | 47 | 1.53 | 52 | 0 |
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| 1964 | 59.6 | 56 | 70.5 | 61 | 48.7 | 55 | 5.62 | 6 | 0 |
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| 1963 | 60.7 | 49 | 73.6 | 30 | 47.7 | 63 | 2.83 | 27 | 0 |
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| 1962 | 62.5 | 28 | 75.5 | 18 | 49.2 | 47 | 1.71 | 43 | 1 |
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| 1961 | 58.5 | 64 | 70.3 | 63 | 46.4 | 73 | 1.62 | 45 | 2 |
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| 1960 | 61.3 | 42 | 73.7 | 28 | 48.9 | 53 | 1.62 | 45 | 0 |
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| 1959 | 59.3 | 61 | 71.2 | 57 | 47.4 | 67 | 3.41 | 18 | 0 |
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| 1958 | 54.9 | 75 | 64.2 | 79 | 45.6 | 75 | 5.30 | 9 | 0 |
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| 1957 | 65.9 | 12 | 75.9 | 16 | 55.8 | 10 | 2.15 | 36 | 0 |
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| 1956 | | | | | | | | | 9 |
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| 1955 | 61.6 | 36 | 73.8 | 27 | 49.8 | 43 | 2.15 | 36 | 3 |
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| 1954 | 64.1 | 19 | 74.7 | 23 | 53.5 | 18 | 1.38 | 55 | 0 |
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| 1953 | 62.2 | 31 | 72.4 | 42 | 52.1 | 28 | 2.16 | 35 | 0 |
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| 1952 | 64.6 | 16 | 76.5 | 14 | 52.7 | 20 | 0.48 | 76 | 0 |
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| 1951 | 61.5 | 38 | 73.1 | 38 | 49.8 | 43 | 0.20 | 81 | 0 |
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| 1950 | 69.6 | 4 | 80.4 | 4 | 58.7 | 5 | 0.02 | 84 | 0 |
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| 1949 | 67.5 | 8 | 79.3 | 6 | 55.6 | 12 | 0.14 | 83 | 0 |
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| 1948 | | | | | 46.2 | 74 | 7.46 | 1 | 8 |
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| 1947 | 71.3 | 3 | 82.9 | 2 | 58.8 | 4 | 0.61 | 73 | 3 |
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| 1946 | | | | | 52.6 | 23 | 1.60 | 48 | 4 |
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| 1945 | 61 | 45 | 72.1 | 46 | 49.8 | 43 | 5.19 | 11 | 2 |
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| 1944 | 60.3 | 52 | 73.5 | 32 | 47.5 | 65 | 1.03 | 63 | 2 |
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| 1943 | 63.3 | 23 | 75.7 | 17 | 50.9 | 36 | 1.09 | 62 | 0 |
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| 1942 | 58.7 | 63 | 70.3 | 63 | 47.4 | 67 | 2.18 | 34 | 2 |
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