Welcome to Caring Transitions of Chesapeake

Chesapeake, VA

Transforming the way seniors and their families
transition through life's stages.

Join Our Team
Caring Transitions of Chesapeake - Owner Bio Photo

We're Local and Ready to
Serve You and Your Family

I'm Todd Osborne, and I proudly serve as the owner of Caring Transitions of Chesapeake. I'm eager to connect with you, understand your unique needs, and craft a personalized plan to offer assistance. At Caring Transitions of Chesapeake, we specialize in guiding individuals and families through various transitions, whether it's downsizing, moving into a senior community, relocating to live with family, or managing an estate. Our approach is flexible and tailored to your specific requirements, ensuring that you receive the support you need.

As a U.S. military veteran, and with my wife Lynn, who also comes from a U.S. military family background, we are thrilled to bring Caring Transitions of Chesapeake to the community we hold dear. Having experienced the challenges and uncertainties of relocation firsthand, we deeply empathize with the concerns associated with all of life’s transitions.

With our combined wealth of experience and unwavering dedication to service, we aim to make a positive impact on the lives of those in the Great Bridge, Greenbrier, Hickory, Grassfield, Deep Creek, Virginia Beach, Creeds, Pungo, and surrounding local areas through Caring Transitions.
We are dedicated to giving back to the community by offering employment opportunities to local seniors, veterans, stay-at-home parents, and retired individuals, with a schedule designed to accommodate their needs.

Thank you for considering Caring Transitions of Chesapeake as your partner during this transitional period. We're here to assist you every step of the way, ensuring a stress-free as possible journey for you or your loved one.

Schedule a no obligation, free consultation with us! Just fill out the form to get started.


Contact Us

Serving the following locations and surrounding areas

Greenbrier, Great Bridge, Hickory, Grassfield, Pungo, Creeds

A National Company with a Local Touch

We have experience with moving our clients from state to state.
  • 350+ Locations
  • 100,000+ Seniors Served
  • $100,000,000+ in Liquidations
  • 700,000+ Registered Bidders
We serve more than 350 locations across the U.S. and Canada
See All Locations

One Call Does It All.
We'll Match Our Services With Your Needs.

We're your total solution for senior relocation, downsizing, and liquidation needs. We give families peace of mind by creating a customized plan that manages all aspects of a transition.





chair and end table

Every Home Has Treasures

Sell or shop on our auction site!

How to Get Started

We provide a total solution for your transition needs by developing a customized plan for your specific situation.


Our Process

1

Meet with us for a FREE consultation

We listen, we assess, we understand there are a lot of details to manage.

2

Let's design the perfect plan together

We handle all the moving parts to meet your objective.

3

We do all the work, so you don't have to.

We manage the entire process with no work left for you..

4

Get in Touch

Let's Talk

Schedule a free consultation with us.
Caring Transitions of Chesapeake - Owner Bio Photo
Todd Osborne
Caring Transitions of Chesapeake

Do you have questions or comments? Contact us by phone or email using the form on this page.

Chesapeake, VA 23322

757-320-2918

We look forward to hearing from you!

The Caring Transitions Difference

Experience & Expertise

Over 100,000+ seniors served.

700,000+ registered auction bidders.

We have sold over $1,000,000 in household contents for our clients.

Certified & Trusted Specialists

Every franchise has a Certified Relocation Transition Specialist (CRTS) on staff.

Our employees are background checked, bonded, and insured.

We follow all state certification, licensing, and laws.

Time and Budget Management

You'll receive a timeline for your project.

We customize a plan that is built to meet your needs.

We provide an estimate for each service and the entire project.

Free Consultation Free Consultation - Tap Here!