| Year | Name | Town |
1st Year of Family |
| 2009 | Dan Keller | Winona | 1907 |
| 2010 | Roger & Jan Beyer | Utica | 1910 |
| 2010 | Arlynn & Joann Groth | Dakota | 1909 |
| 2010 | Mueller-Rupprecht | Lewiston | 1888 |
| 2010 | Alton & Marlene Albrecht | Winona | 1898 |
| 2011 | Willard E. & Ruth A. Gaedy | Houston | 1911 |
| 2011 | Kerry & Faye Heiden | Rushford | 1885 |
| 2011 | Isabelle Timm & Family | Utica | 1911 |
| 2011 | Richard & Laurene Babler and Sons | Winona | 1857 |
| 2012 | Phyllis Frisch | Altura | 1867 |
| 2012 | Yvonne Gensmer | Rollingstone | 1908 |
| 2012 | Dennis & Nancy Luhman | Rushford | 1862 |
| 2012 | Bruce & Katherine Schott | Lewiston | 1908 |
| 2013 | Robert E. Bain | Utica | 1902 |
| 2013 | Dale S. & Ellen Ann Pierce | Utica | 1913 |
| 2014 | Everett Eide | Winona | |
| 2014 | Gayle Goetzman | Winona | |
| 2015 | Elden & Lila Salwey | Rushford | 1875 |
| 2015 | Lee & Carol Persons | St. Chales | 1913 |
| 2015 | Paul, Cindy & Alma Schultz | Altura | 1914 |
| 2016 | Richard & Karen Ahrens | Lewiston | 1916 |
| 2016 | Richard & Susan Pagel | St. Charles | 1892 |
| 2016 | Linda Larson | Winona | 1910 |
| 2017 | James Brennan | Winona | 1917 |
| 2017 | Dean Nuszloch | Utica | 1917 |
| 2017 | Gale and Dorothea Haase | Winona | 1917 |
| 2018 | None recognized | ||
| 2019 | Roy and Maren Kryzer Family Farm | Lewiston | 1910 |
| 2019 | Steven and Dawn Sommer | Lewiston | 1919 |
| 2019 | Roger Aldinger | Winona | 1919 |
| 2022 | Kobler Farms | Altura | 1922 |
| 2022 | Baer Farms | Lewiston | 1920 |
| 2022 | Baer Family Farms | Utica | 1920 |
