When Should I Start Downsizing and Getting Organized Before a Move?

One question I hear all the time is:

“How soon should I start downsizing and getting organized if I know I’ll be selling my house in the next few years?”

Here’s the honest answer: if you’re asking, it’s time to begin.

Why Start Now?

I recently worked with a few families facing this very situation. Their aging parents had been living in beautiful, spacious homes—some 4,000 to 6,000 square feet—for decades. These homes were full of life, history, and love. But over time, it became clear that managing such large spaces just wasn’t sustainable anymore.

The idea of moving to a smaller home—something 50–75% smaller—started to make a lot of sense. They weren’t using every room, especially not upstairs or downstairs and maintaining everything was becoming, well... a lot.

But here’s what made all the difference:
These families realized they wanted to be active participants in the process—while they still had the clarity, energy, and emotional space to do so thoughtfully.

That kind of proactive planning? It’s empowering.

The Benefits of Starting Early

When you begin downsizing and organizing well before a move, here’s what happens:

You gain clarity instead of feeling rushed or overwhelmed.
You make intentional decisions about what to keep, donate, or let go.
You preserve the items that matter most in a way that reflects your life now—and your future.
You have time to declutter and stage your home thoughtfully, helping future buyers see its potential.

In short: you’re not just getting rid of stuff. You’re transforming your space into a meaningful asset—one that supports your next chapter, both emotionally and financially.

Is a Move Even on Your Radar?

If the idea of moving is even starting to cross your mind, that’s your cue. Don’t wait until a deadline forces your hand. Don’t leave the responsibility to someone else.
The earlier you begin, the more supportive, organized, and even joyful the process can be.
I’d be honored to help guide you every step of the way.

If you need expert organizing help, don't hesitate to reach out. Visit pinkyjackson.com to schedule a free assessment. We would love to help you with our Onsite Organizing services if you are in the Louisville, KY area or our Virtual Organizing services if you are more remote or prefer to work online.

Pinky Jackson is an Organizing Expert and Decluttering Specialist. She and her team organize homes & small businesses in Louisville, KY. For more information about Pinky’s pricing & services or to schedule your free assessment, go to pinkyjackson.com

Photo: Dina Badamshina @dinaamazing


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