| YEAR | BEAUTIFUL HOME | BEAUTIFUL BUSINESS | CITIZEN |
| 2007 | Matheson Home | The Range | n/a |
| 2008 | n/a | Bonnies Marie’s Kitchen | n/a |
| 2009 | The Sepien House (F Street) | The Educated Gardener | n/a |
| 2010 | The Jardin House (I Street) | Ancient Peaks Winery | n/a |
| 2011 | Jessica & Nate Bass (F Street) | Something Blue | John Wilkins |
| 2012 | McAdams (22128 El Camino) | Santa Margarita Tavern | Nick Fortune |
| 2013 | Doran/Wilson (9601 Encina) |
Dunbar Brewery | Robert Campbell |
| 2014 | Ortiz-Lopez (22808 El Camino) |
Granada Farms | Gill Cabreros |
| 2015 | Warren & Linda Scott (9340 Helena) |
The Porch | Tamara & Charlie Kleeman |
| 2016 | Rusty and Jenne Hall (22511 F Street) |
Rainbow Hut | Simone Smith |
| 2017 | Tom & Janice Severen (22475 K Street) |
HOME | Heidi Petersen |
| 2018 | Cheyne & Jesse Jackson (22410 I Street) |
The BARN | Linda Peterman |
| 2019 | Joel & Terry Switzer (2600 El Camino Real) |
Rosalina | Tom Becker |
| 2020 | COVID | N/A | N/A |
| 2021 | Cynthia Stoker (9505 Wilhelmina) |
Caliwala | Leia Larson |
| 2022 | Janice McBride (22415 J St) |
Santa Margarita Feed and Farm Supply | Cynthia Ecret |
| 2023 | George and Donetta Dunnigan (22118 I Street) | J’s Country Kitchen | Corina Salazar |
| 2024 | TBD | N/A | TBD |
