Blog
7 min read

How to Take the Leap

Written by
Derek Cirillo
Published on
February 9, 2026
How to become a home owner in Japan; don't listen to the nay-sayers.

The idea of owning an affordable home in Japan is exciting and for good reason.

A beautiful country you love.
Homes under $50,000.
That’s less than the cost of most cars.

Who wouldn’t be intrigued?

But as soon as people start seriously considering it, or even just mentioning the idea to friends or family, the pushback usually starts.

Some of it makes sense.
Some… not so much.

You’ve probably heard questions like:

  • “Is this real? Why are the homes so cheap?”
  • “Who’s going to look after it when you’re not there?”
  • “Will you even use it enough?”
  • “What about taxes?”
  • “What if someone breaks in?”
  • “What if an earthquake hits?”
  • “Japan is halfway across the world, what are you thinking?”

Fair questions, all of them.
And the good news?
We help you handle every single one.

From my short time on this earth, I’ve noticed something:
People tend to resist anything that doesn’t fit the mold.

Whether it’s quitting a stable job to travel, starting your own business, or yes, buying a house in Japan. the unconventional path always gets questioned.

But for me, those leaps of faith have led to the best parts of my life.

They weren’t always the most “financially sound” decisions on paper.
Sometimes they didn’t even make sense in the moment.
But they were fun, they built confidence, and they made me realize I could trust myself.

Honestly, I don’t think I ever would’ve bought a home in Japan if I hadn’t taken a bunch of other “what if” risks first.

When I bought my home in Japan, I heard every skeptical comment you can imagine.

Now that helping others buy homes here is my full-time job?
Even more raised eyebrows. 😄

But here’s the truth:
Buying a home in Japan has been one of the best adventures of my life.

It’s led me to where I am now, writing to you, helping people find their dream homes for the price of a used car, and meeting amazing people from all over the world every day.

So where does that leave you?

You love Japan.
You’ve got the money.
But something in your brain is whispering: “Maybe this isn’t a good idea…”

And that’s okay.

I’m not here to convince you that this is the right move.
Only you can make that decision.

But I will tell you this:
It was the right move for me.

It’s been exciting, rewarding, and more fun than I ever expected.

If you’re feeling stuck, maybe the real question to ask isn’t “Is this smart?”
It’s:

What’s the worst that could happen?

You buy a home. Maybe you don’t use it as much as you thought.
Maybe life changes. Maybe you sell it later.
Maybe you lose a bit of money.
Maybe you break even.

Not exactly a disaster.

But what if it goes right?

  • You ride chest-deep powder every winter.
  • You snag a cozy Tokyo apartment and spend a month each year in the greatest city in the world.
  • You buy a beach house and surf empty waves during typhoon season.
  • You get to live your Ghibli dream.

What if this turns into the greatest adventure of your life?

Honestly, I think there’s a much higher chance of that happening than the alternative.

But in the end, only you can decide.
Just make sure you’re actually listening to yourself, not letting fear or other people’s doubts make the decision for you.

Because here’s the truth:

Not one single person supported this journey when I started.
Not one.

But now?
When they see what we’ve created?
Everyone wants in.

That’s the leap.
And it might just change everything.

Browse opportunities yourself: Check out current listings at Nipponhomes.com

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Derek Cirillo
December 8, 2025

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Our team

Meet the founders.

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Derek Cirillo
Co-founder

Derek has been working in the Airbnb space for the past 10+ years and recently purchased a home in Japan. He is excited to bring this investment opportunity to others in the States & abroad.

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Nick McLoota
Co-founder

Nick has a passion for adventure and has always dreamed of owning a property in Japan. His dreams finally came true when Derek brought him in on a deal of a lifetime in Hokkaido, Japan - one of Nick's favorite places on Earth.