COVER STORY SANFORD A DIAMOND IN THE ROUGH NO LONGER By Nikki Namdar Inside The Old Jailhouse restaurant, Jeff Triplett sips a drink while giving dental flossing advice to his youngest son on the phone. Brick walls, barred windows, and shiny chandeliers embellish this old-time slammer while classic rock plays. From the outside, he looks like a normal guy, but ...

BY CLAUDIA MUNDLOS By Benevolence Photography Living in Sanford comes with a lot of benefits. These days, Sanford has exceeded its previous “up and coming” status. Perhaps this is the reason why Sanfordites rarely leave “the bubble.” We believe that Sanford’s undeniably high quality of life makes its residents collectively happier than residents of other Central Florida cities, so let’s ...

Photo by Kelly Clore with kabiki photography There’s a great force in Sanford. With cat-eye shaped glasses and a kitty purse, she walks the First Street blocks displaying great pride, experience, and empowerment. She is Christina Hollerbach-Simmons — the heiress to Hollerbach’s Willow Tree, our city’s beloved German restaurant. In addition to running one of the city’s most popular restaurants, ...

BY NANCY BUCK My husband and I moved from neighboring Winter Springs, empty nesters looking for a close-knit community to fill the empty space left behind when our kids flew the coop. We chose Sanford because it had that feeling we were longing for, and we were not disappointed. We bought on 16th but lived for a short stint on ...

BY LEON KONIECZNY Have you ever eaten dinner while in jail? Hopefully not, but now you can make that experience a reality—without being arrested—at Central Florida’s most unique dining experience—The Old Jailhouse restaurant and bar in Sanford. Built in 1893 and serving as the county jail from 1914-1959, this historic building in beautiful, historic, downtown Sanford suffered decades of neglect, ...