You know that fantasy a lot of us have?

You hop on a plane, land somewhere warm, walk past a café with $2 cappuccinos, and think: “I could buy an apartment here for less than my car back home.”

Fast-forward a few months and suddenly you’re not just daydreaming about it—you’re wire-transferring money to a country where you barely understand the legal system… in a language you’re still learning on Duolingo.

Overseas real estate can be a fantastic move:

  • Strong rental yields

  • Diversification outside your home market

  • A backup residency or even a path to citizenship

  • And a place you actually enjoy spending time

But here’s the truth nobody on Instagram wants to tell you:

Most of the pain in overseas property investing doesn’t come from “bad markets.”
It comes from avoidable mistakes.

Not just “I overpaid a little” mistakes.
I’m talking:

  • Contracts you can’t enforce

  • Tax problems with two different governments

  • A property that looks great on Airbnb photos but bleeds money in real life

We’re going to walk through the 10 biggest mistakes I see people make when buying property abroad—and how to avoid every single one of them.

If you’re thinking about buying a condo in Medellín, a villa in Bali, a farmhouse in Tuscany, or a beach place in Mexico, this is your pre-flight safety briefing.

Mistake #1: Ignoring Local Ownership Laws

In your home country, you’re probably used to a simple equation:

Money + contract = I own this thing.

Overseas, that’s… not always how it works.

Many countries restrict foreign ownership, especially when it comes to land or strategic coastal areas. A few examples you’ll commonly hear about:

  • Thailand – Foreigners usually can’t own land directly. You can own condos, but only up to 49% of the units in a building can be foreign-owned.

  • Mexico (coastal and border “restricted zones”) – As a foreigner, you don’t hold the title directly; you usually use a bank trust (fideicomiso) or a corporate structure.

  • Philippines, Indonesia, parts of Eastern Europe – Different shapes of the same problem: foreign ownership restrictions, long-term lease workarounds, or “nominee” structures that can get messy.

If you don’t understand these rules before you sign anything, you risk:

  • Paying for a “title” that is not legally yours

  • Holding an interest through a structure that’s not enforceable

  • Losing deposits or being unable to resell later

How to do it right:

  • Hire a local, independent real estate attorney (not the seller’s lawyer, not the developer’s lawyer).

  • Ask them in writing:

    • Can I legally own this in my own name?

    • If not, what structures are common and safe in this country?

    • What are the risks and protections?

  • Don’t accept “this is how everyone does it” as a legal explanation.

Mistake #2: Underestimating Transaction Costs

The listing price is just the starting number.

In many countries, total closing costs can easily add 10–15% on top of the purchase price once you include:

  • Transfer taxes

  • Stamp duties

  • Notary and registry fees

  • Legal fees

  • Agency commissions (sometimes paid by buyer, sometimes by seller, sometimes split)

  • And in a few places… let’s say “expediting fees”

In places like Spain or Italy, that extra 10–15% is normal. If you don’t plan for it, your first-year rental yield can evaporate before you’ve even handed over the keys.

How to do it right:

  • Before you commit, ask your lawyer and agent to give you a written breakdown of all expected transaction costs.

  • Build your model assuming the full all-in number, not just the listing price.

  • If the deal only looks good when you pretend those costs don’t exist… it’s not a good deal.

Mistake #3: Only Looking at Peak-Season Returns

This one is very common in tourist markets.

Someone goes to:

  • Bali

  • The Greek islands

  • The Algarve in Portugal

  • Tulum

  • A Caribbean island

They see rental rates in December, January, and July and think, “Wow, I’ll be rich by Easter.”

The problem?

Most properties don’t rent at peak prices, 12 months a year.

In many destinations, you have:

  • High season – Fully booked, high nightly rates

  • Shoulder seasons – Some bookings, lower rates

  • Low season – Crickets

Investors who only model high-season numbers often end up disappointed when:

  • Occupancy drops

  • Rates must be discounted

  • Maintenance and fixed costs keep going

How to do it right:

  • Build a conservative annual model:

    • High-season occupancy and rates

    • Mid-season

    • Low-season

  • Look at mid-term rentals as a backup:

    • Renting to digital nomads, remote workers, or local professionals for 1–6 months at a time in off-season

  • Don’t buy a property if it only works financially under “perfect conditions.”

Mistake #4: Ignoring Currency Risk

Let’s say:

  • Your income is in USD, but

  • Your expenses, taxes, and mortgage are in local currency, or vice versa

A big move in the exchange rate can mean:

  • Your returns in home currency shrink

  • Your expenses effectively go up

  • Your “great deal” doesn’t look so great anymore

This can work in your favor too, of course—but hoping the currency moves your way is not a strategy.

How to do it right:

  • Think in both currencies:

    • “What does this look like in local currency?”

    • “What does this look like in my home currency?”

  • Where possible, set rental contracts in a strong, stable currency like USD or EUR (if local law and market demand allow it).

  • Use multi-currency bank accounts so you’re not forced to convert at bad rates.

  • If your exposure is big enough, talk to a professional about hedging options.

Mistake #5: Picking the Cheapest Property Manager

Owning an overseas property you don’t personally manage can go one of two ways:

  • It becomes a turnkey income generator, or

  • It becomes a long-distance headache with a broken WhatsApp trail and unexplained charges

Bad management shows up as:

  • Poor communication

  • Long vacancies

  • Guests complaining online

  • “Surprise” repair bills

  • Misreported bookings or missing income

And here’s the twist:
A lot of people choose managers based on who charges the lowest percentage—then lose far more than they “saved.”

How to do it right:

  • Interview multiple property managers.

  • Ask for references from existing owners, not just generic reviews.

  • Ask to see a sample monthly report:

    • Bookings

    • Expenses

    • Net payouts

  • Clarify:

    • How do they handle maintenance?

    • Do they add a markup to repairs?

    • Who approves expenses above a certain threshold?

  • Make sure they use modern systems (channel managers, accounting, transparent dashboards) not just a notebook and vibes.

Overseas property is not just a financial decision; it’s a tax and legal decision in at least two countries.

You might trigger:

  • Local income taxes on rental income

  • Local capital gains taxes when you sell

  • Inheritance or wealth taxes in some countries

  • Home-country reporting obligations (especially for U.S. citizens)

If you’re American, remember:

The IRS taxes you on worldwide income.

That means:

  • Rental income from your property abroad is still taxable in the U.S.

  • You may need to report foreign bank accounts and foreign entities.

At the same time, countries like Portugal, Italy, Spain, Greece, and others may offer special tax regimes for new residents—but these usually require formal registration and planning.

How to do it right:

  • Before you send a deposit, talk to a cross-border tax advisor who understands both:

    • Your home country

    • The country where you’re buying

  • Ask specifically:

    • How will my rental income be taxed locally and at home?

    • Should I hold this in my personal name, a local company, a foreign company, or a trust?

    • What happens when I sell?

    • What happens if I pass the property to my kids?

A small amount spent on good advice up front can save you years of costly mistakes later.

Mistake #7: No Exit Strategy

A lot of people fall in love with buying.
Almost nobody falls in love with selling—until life changes and they suddenly need liquidity.

But not every market is easy to exit.

Some places have:

  • Very limited buyer pools

  • Very slow transaction times

  • Very high capital gains taxes

  • Or simply low demand for “resale” properties compared to new builds

That charming farmhouse in a remote part of France, that off-grid island house, or that jungle villa down a dirt road? Amazing lifestyle. Not always amazing resale.

How to do it right:

  • Investigate resale demand before buying:

    • Are resales common?

    • How long do properties sit on the market?

    • Are prices stable, rising, or discount-driven?

  • Ask your agent to show you recent comparable sales, not just listings.

  • Factor in capital gains taxes and fees when you model your eventual exit.

  • Aim for properties in locations that other expats or locals actually want to buy later.

Mistake #8: Buying for Your Personal Fantasy, Not Market Demand

Overseas property has a way of turning into a personal love story:

  • “This crumbling stone house has soul.”

  • “This cabin is so remote—no neighbors for miles!”

  • “This quirky apartment has so much character.”

All of that is great if the property is primarily for you.

If your goal is income, though, your renters don’t care about your fantasy. They care about:

  • Location

  • Amenities

  • Comfort

  • Safety

  • Convenience

In Bali, for example, tourists overwhelmingly book:

  • Well-located villas

  • With a private pool

  • In established areas

Not inland houses you need a scooter and a dirt track to reach.

How to do it right:

  • Be honest:

    • Is this primarily a lifestyle purchase or an investment?

  • If it’s an investment, ask property managers:

    • “What types of properties rent best?”

    • “What do your guests consistently request?”

  • Buy the product the market wants, not just what makes a great story at dinner parties.

Mistake #9: Skipping Due Diligence on Infrastructure

This one sounds incredibly unsexy… until it ruins your stay and your reviews.

Properties can look perfect in photos and still have:

  • Unreliable electricity (frequent blackouts)

  • Weak or unstable internet

  • Low water pressure or water cuts

  • Access roads that turn into mud pits during rainy season

Great for “adventure” on Instagram. Not so great when:

  • Guests demand partial refunds

  • Remote work becomes impossible

  • Maintenance costs skyrocket

How to do it right:

  • Test the internet speed on-site (multiple days, not just once).

  • Visit the property at different times of day.

  • Ask neighbors about:

    • Power cuts

    • Water issues

    • Road conditions in rainy season

  • If you’re buying in a brand-new area, be especially cautious—“planned infrastructure” doesn’t always arrive on schedule.

Mistake #10: Rushing the Purchase

This is where most horror stories start.

The pattern is almost always:

“It felt like everyone was telling me I had to move fast or I’d ‘miss the opportunity.’”

Developers, agents, and even other buyers may all be saying:

  • “These are selling out.”

  • “You have to reserve now.”

  • “Someone else is ready to wire the deposit.”

When your fear of missing out overrides your due diligence, you risk:

  • Buying without a proper inspection

  • Skipping a full title search

  • Overlooking unpaid taxes or debts attached to the property

  • Signing contracts you don’t fully understand

And once you’ve wired the money, your leverage disappears.

How to do it right:

  • Accept up front: “If moving slowly means losing the deal, I’m okay with that.”

  • Make your own non-negotiable checklist:

    • Independent legal review

    • Title search and encumbrance check

    • Technical inspection (structure, plumbing, electrical)

    • Clear closing cost estimate

  • If any of those steps are rushed, minimized, or dismissed as “not necessary,” that’s a red flag—not a time saver.

Building a Smarter Overseas Property Strategy

Overseas real estate can absolutely be:

  • A powerful wealth building tool

  • A lifestyle upgrade

  • A backup residency plan

  • A way to put part of your net worth somewhere that doesn’t rise and fall with your home country’s politics

But it only works long-term if you:

  • Respect local law

  • Run conservative numbers

  • Understand your tax position

  • Build an exit strategy

  • And get help from the right professionals

The best overseas investors I know are not the ones who “got lucky.”

They’re the ones who:

  • Took their time

  • Asked uncomfortable questions

  • Walked away from bad deals

  • And treated the process like a serious financial decision, not vacation shopping

If you combine local expertise, patient due diligence, and realistic expectations, you can build a portfolio that gives you both income and options—without the nightmares.

Keep Reading