
Sophia Streeter · May 7, 2026
If you’ve owned your home in Marin for a while, you may have had this thought:
“We should probably downsize… but does it actually make sense?”
You’re not alone.
Across Marin, many homeowners are living in houses that no longer quite fit their lifestyle—too large, too much maintenance, or simply no longer aligned with how they want to live. And yet, they stay.
Not because they want to—but because moving doesn’t always feel like a clear win.
Many Marin homeowners are sitting on significant appreciation. A home purchased decades ago for a few hundred thousand dollars may now be worth $2–3 million or more.
Even with the $500,000 capital gains exclusion, selling can come with a meaningful tax bill.
So the hesitation is real:
“Are we really downsizing… or just paying to move?”
What to Know
There isn’t a one-size-fits-all answer—but there are ways to think about this more strategically.
The key is understanding your specific numbers—because they’re often not as straightforward as they seem.
For many Marin homeowners, this is the biggest sticking point.
Thanks to Proposition 13, property taxes are based on your original purchase price—not today’s value. That means you may be paying a fraction of what a new buyer would.
Moving—even to a smaller home—can feel like a step backward financially.
What to Know
Proposition 19 has changed the landscape.
If you’re over 55, you may be able to transfer your current property tax base to a new home—even within Marin, and even in some cases to a higher-priced property.
For many of our clients, this is the detail that turns a “no” into a real possibility.
There’s also a quieter consideration that often sits in the background.
In California, when one spouse passes away, a primary residence can receive a full step-up in tax basis. In simple terms, that can significantly reduce—or even eliminate—capital gains taxes if the home is sold afterward.
So for some, the thinking becomes:
“If we wait, the tax burden could disappear.”
What to Know
This can be a meaningful advantage—but it’s not purely a financial decision.
Waiting may preserve tax benefits, but it can also mean:
For some, waiting makes sense. For others, it keeps them in a holding pattern longer than they’d like.
This is where many people land.
Not fully committed to staying.
Not fully confident in moving.
Just… stuck in the middle.
What to Know
The best next step isn’t always making a move—it’s getting clarity.
Some of the most helpful strategies we’ve seen include:
Once those options are on the table, the decision tends to feel much less overwhelming.
Most homeowners start with:
But over time, the question often shifts to:
Because staying isn’t neutral—it comes with its own trade-offs, both financially and in terms of lifestyle.
These decisions sit at the intersection of real estate, taxes, and long-term planning—which is why they can feel so complex.
This is also where having the right guidance makes a meaningful difference.
With years of experience working specifically in Marin, we’ve seen just how nuanced these situations can be. No two homeowners have the same financial picture, tax exposure, or long-term goals—and the strategy should reflect that.
We help our clients:
Often, it’s not about pushing a move—it’s about creating enough clarity that the right decision becomes obvious.
In Marin, staying put can feel like the safest choice.
But in many cases, the right move—done thoughtfully—can open the door to a more aligned, simplified next chapter.
Sometimes, the biggest shift isn’t the market.
It’s simply understanding your options.
Ken Dara + Jennifer Ames