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The Download on Downsizing

July 9, 2026

For many longtime homeowners, the family home holds decades of memories, and potentially, decades of equity. When the time comes to consider a move, the process can feel overwhelming. But with the right planning, downsizing can be one of the most empowering decisions you'll ever make.

Step 1: Laying the Groundwork and Doing Your Homework

Living Trusts and Avoiding Probate

Before a "For Sale" sign ever goes in the yard, the single most important step a longtime homeowner can take has nothing to do with paint colors or curb appeal. It has everything to do with your estate plan.

If your home is not currently held in a Living Trust, now is the time to talk with an estate planning attorney. A revocable living trust allows you to transfer ownership of your property into a legal entity you control during your lifetime and that passes seamlessly to your chosen successors when you're gone. The result? Your family avoids the costly, time-consuming, and public process known as probate.

Probate is the court-supervised process of validating a will and distributing assets. In California, it can take anywhere from 12 to 24 months, sometimes longer, and the fees are set by statute, often totaling up to 5% of the gross estate value. On a home worth $1,000,000, that's potentially $50,000 in fees before your heirs see a dime.

A living trust sidesteps all of that. Your successor trustee can sell the property, distribute proceeds, and close the estate without court involvement. It's private, it's efficient, and it's one of the greatest gifts you can give your family. If you need reommendations for estate planning attorneys who can help you set up a living trust, or review an existing one, just reach out, I'm happy to help. 

Know what Prop 19 Means for You

California's Proposition 19, which took effect in 2021, brought significant changes to property tax rules that directly affect downsizing homeowners over 55.

Here's the good news: Prop 19 allows eligible homeowners (age 55+, severely disabled, or victims of natural disaster) to transfer their existing property tax base to a replacement home anywhere in California — up to three times in your lifetime. Previously, this benefit was far more restricted by county and price limits.

In practical terms: if you've owned your home for 20+ years and your assessed value is a fraction of today's market value, you may be able to purchase a smaller home and bring that low tax base with you. This can save hundreds or even thousands of dollars per year in property taxes, making the financial case for downsizing even stronger.

Important caveat: Prop 19 also changed the rules for passing property to children. A home no longer automatically retains its low assessed value when inherited unless the child uses it as their primary residence. This makes proper trust planning even more essential if your goal is to protect your heirs' tax benefits.

Step 2: Getting Yourself & Your Stuff Ready

Give yourself the Gift of Going First

When it's time to make a move, most downsizesrs find it easiest to secure their new home before selling the old one. Whether your next step is assisted living, moving in with family, or continuing your independent lifestyle in a smaller space, making that move first gives you a sense of comfort that the move feels right, adds clarity to what you should (and shouldn't) bring with you, and allows you to start letting go of your longtime home and making the mental shift into preparing the property for its next stewards. There are several options for making the finances of a buy-first strategy work, so don't assume that you'll have to sell your home occupied and as-is before you can secure your new one.

Downsize your Stuff

Now for the part that's both challenging and deeply satisfying: preparing a longtime family home for sale. Yes, there's work involved, but there's also an enormous sense of accomplishment in doing it well.

Before you can prep the house, you need to address what's in it. Most longtime homeowners have accumulated furniture, collectibles, clothing, tools, and keepsakes across multiple decades and sometimes multiple generations. Deciding what to do with a house full of things is complex and can feel like an impossible task, so don't go it alone. If you've got the time and want to thin out your belongings yourself, I've got an excellent guide who can give you online direction and support. If you're looking for more hands-on help, I've got recommendations for organizers and estate sale professionals, so let's chat to figure out which is right for your situation and then I'll connect you to the resources you need. 

Step 3: Getting the House Ready: Repairs and Updates That Actually Matter

Not every update is worth your time and money, so don't start spending before we've had a chance to talk through what will make an impact and what won't. I'm happy to guide you on the improvements that will yield the highest returns in the current market. These may include: 

  • Fresh interior paint in neutral tones is almost always worth it. It makes a home feel clean, bright, and move-in ready.
  • Refinishing original hardwood or replacing worn carpet can dramatically change a buyer's first impression.
  • Kitchens and bathrooms don't always need a full remodel. Clean, functioning fixtures, new hardware, and updated lighting can make an older space feel refreshed without a major investment.
  • Deferred maintenance should be evaluated on a case-by-case basis. I like to have a  home inspector do a walk-through of the property before we finalize our prep plan so that we can get ahead of any surprises and make informed decisions about what needs to be addressed (like items that can threaten the insurability of the property) vs what work can be left as an exercise for the buyer.
  • The outside of the home is the buyer's first impression, and it matters more than you may think. Fresh mulch, trimmed hedges, a clean driveway, and a painted front door go a long way. If the exterior paint is noticeably faded or peeling, a fresh coat can be one of the best investments you make before listing a home. But as always, we'll want to talk through our full wish list of updates, reality check it with your budget, and determine what works best for your goals without breaking the bank.

Gut Check: The Emotional Side Is Real, and That's Okay

Leaving a home where you raised children, celebrated milestones, and built a life is not purely a financial transaction — it's an emotional one too. Give yourself grace, involve family where it feels right, and consider working with local professionals to help guide you through the process. 

Downsizing isn't giving something up. It's stepping into a lighter, freer, more intentional chapter of your life with the resources you've worked decades to build now working for you.

The most important thing you can do right now is start the conversation. Reach out — I'm here to help!

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Don't stress - I'm here to help

It all starts with a conversation, and it's never too early to reach out. I work with clients who are ready to make a move now, or are still in the planning & strategizing stages. Wherever you are in your homeownership journey, let's get you prepared to make calm, confident decisions on your next steps.