Welcome to Caring Transitions of Winter Park

Orlando, FL

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

Join Our Team
Caring Transitions of Winter Park - Owner Bio Photo

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

As John Lennon once said, “We can’t turn back time”, but We, Carly and Erik Olson can find you a caring solution to any of your moving and relocating needs. We are the local owners of Caring Transitions of Winter Park. Together we have over 30 years of experience in healthcare and in helping people. Our team can handle every detail of your move, including sorting, organizing, decluttering, clean out, move management, estate sale options including an online auction platform called CTBIDS and resettling into your new home. All of our services are customizable, so you and your family can choose the solution that best fits your needs. Caring Transitions can work with anyone facing a transition, but we are trained in specific areas to work with seniors and their families. Our journey to Caring Transitions started while Erik was working with patients in chronic pain. Many of his patients needed to downsize or transition to an assisted living facility. Realizing there was a gap in services for people who needed help managing their “move”, Caring Transitions was the perfect fit. Caring Transitions’ services are perfect for managing the many aspects of a senior move. Our certified move managers will create a team including family members, that will professionally and compassionately help your loved one transition with integrity and grace. Let us lead you down the yellow brick road. There’s no place like your new home. Caring Transitions of Winter Park is currently serving the greater Orlando area. We look forward to meeting you and creating a customized solution to help you meet your goals.

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

Winter Park, Longwood, Winter Springs, Oviedo, Maitland, Casselberry, Fern Park, Eatonville, Orlando, Belle Isle, Sanford, Lake Mary, Clermont, Avalon Park, Windermere

A National Company with a Local Touch

We have experience with moving our clients from state to state.
  • 325+ Locations
  • 100,000+ Seniors Served
  • $100,000,000+ in Liquidations
  • 500,000+ Registered Bidders
We serve more than 325 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.

See what some of our satisfied clients are saying about us

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:

People looking at floor plan

Meet with us for a FREE consultation

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

Two people discussing plans

Let's design the perfect plan together

We handle all the moving parts to meet your objective.

Caring Transitions branded packing tape and box

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

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

Let's Talk

Schedule a free consultation with us.
Caring Transitions of Winter Park - Owner Bio Photo
Erik & Carly Olson
Caring Transitions of Winter Park

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

Orlando, FL 32806


We look forward to hearing from you!

The Caring Transitions Difference

Experience & Expertise

Over 100,000+ seniors served.

500,000+ 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 - Tap Here! Free Consultation