About Caring Transitions of Winchester
Caring Transitions of Winchester is the Professional Solution for relocation services including downsizing, decluttering, & estate sales for both full and partial liquidations.

I’m Deborah Miller, the local owner and operator of Caring Transitions of Winchester, and when my mom passed away suddenly in 2008, I was left to handle everything with minimal help. It was emotional and overwhelming. I launched Caring Transitions because I wanted people to have someone to turn to when they need help with those kinds of transitions. I want to be the resource you’ve been looking for.
I am a Certified Senior Relocation and Transitions Specialist and I’ve lived in the Shenandoah Valley for almost 40 years. I have two sons – James, who served in the United States Marine Corp, and Garrett, who is training to be an electrician. My stepson Frank III currently lives in Florida. I’ve been in senior caregiving for the last 15 years, in addition to caring for my mom, and most recently I worked as Personal Care Attendant for a young lady with Cerebral Palsy.
Whether your transition is planned or unexpected, my team and I can provide customized solutions – from downsizing to relocating to auctions and estate sales to estate clearing – and you choose the solutions that best fit your needs. Caring Transitions of Winchester serves Clarke, Shenandoah, Warren and Frederick Counties as well as the city of Winchester and the surrounding areas.
Regardless of the situation, planned or unexpected, the loss of a loved one or the need to relocate someone can be challenging. The physical challenges and emotional strains can be overwhelming enough, without the added stress of life’s unexpected events. Caring Transitions of Winchester offers a streamlined support system to help facilitate a less stressful transition, taking care of the details so you can take care of yourself or a loved one.
From sorting through years of memories, working with estate planners, coordinating movers and real estate agents to designing a functional and comfortable floor plan, our compassionate and experienced professionals can be involved as much or as little as you like. We’ll serve as your family’s advocate, ensuring your best interests are kept in mind throughout the process.