Costa Rica is a place where the natural world still reigns…
Beauty, value, and lifestyle converge here in a way that’s hard to beat.
And it’s one of the top destinations on my global beat for real estate investment…
I’ve uncovered some exceptional opportunities here for members of my Real Estate Trend Alert (RETA) group over the years—Costa Rica has been on my radar for nearly two decades. I bought myself, a home close to the beach at Playa Flamingo in the northwest. (RETA member pricing was from $286,800 and I expect these homes will be worth $525,000 three years after delivery and rent for an annual gross yield of 15%.)
Picture waking up to mist rising over emerald-green mountains, the distant call of howler monkeys, and fresh papaya on your breakfast table.
Costa Rica’s coasts are dotted with laidback surf towns, yoga retreats, and beachfront cafés. Inland, you’ll find cloud forests, volcanoes, and hot springs. The biodiversity is off the charts, all wrapped in a tropical climate that welcomes you year-round.
What hooks most expats is the pura vida lifestyle—a slower, more intentional way of living. People take time here. Time for family, for nature, for a long conversation over a strong cup of (incredible) coffee.
Costa Rica isn’t just a vacation spot. It’s a place to live well, invest smart, and truly enjoy life.
But don’t take my word for it…
Today in Your Overseas Dream Home I’m sharing the story of a couple who left the bright lights of New York City and settled in the surf town of Tamarindo on Costa Rica’s Gold Coast (in case you missed it, yesterday I told you all about this stunning region. Go here to read it).
Jesse and Gina spoke to one of my old team members, Jason, and told him how they were searching for a warm-weather retirement haven by the sea…and found it, on the Gold Coast.
From NYC to Beach Town Costa Rica By Jason Holland
When planning their move out of New York City to some place warmer, Jesse and Gina Epstein considered a few locations—Australia and St. Petersburg, Florida, among them.
Costa Rica was also on the list because, aside from year-round warm weather, it has no army and has a history of stability. Plus, Jesse had visited 20 years previously on a beach vacation and had fond memories. In fact, Gina notes her husband often spoke of Costa Rica over the years.
Two exploratory trips later and they moved. First, they set up in the busy capital, San José, so their daughter could attend one of the international schools there. But then a couple years later, after discovering several well-regarded schools on the country’s northern Pacific coast, they decided to make a change.
Life by the Sea in Tamarindo
“We wanted to live near the ocean. We came here to Tamarindo and loved it. The first time we visited we didn’t want to leave,” recalls Gina of their move three years ago.
Tamarindo is one of Costa Rica’s most popular expat and vacation destinations, a beach village set on an expansive bay first embraced by surfers and fishermen starting in the 1970s. It now attracts all types of people from all over the world.
Although it’s grown a lot over the years, it remains a small town with a tight-knit community. It’s very walkable, notes Jesse, and has quite a cosmopolitan vibe.
You can find restaurants of every cuisine, including high-end options, cafés, yoga studios, live music nights, markets carrying organic and gourmet foods, and chic home décor and fashion boutiques. Tamarindo is still funky but also hip and sophisticated.
“We love going to sunset,” says Gina. “Many of the families in town—there are a lot of families—meet down on the beach. There’s a real sense of community here. And you meet a lot of different types of people—and everybody helps each other.”
“I get a kick out of living every day in what is like a resort,” says Jesse.
They spend a lot of time outdoors. Jesse often rides his bike around town. They go out on a friend’s catamaran too.
Gina also enjoys a weekly ladies’ night out with friends, with the group hitting up one of Tamarindo’s many top-notch eateries every Tuesday. In Tamarindo, there is no shortage of choices, with restaurants featuring seafood, Italian, Argentinian, Mexican, Israeli, pub grub, and more.
Their daughter is an avid horseback rider.
“She rides at Finca La Garza,” says Gina, who sometimes joins her. “It’s been owned by the same family for 100 years. I can’t tell you how great a morning I had…riding out in the pasture with this newborn colt and three other horses. Usually, we have six dogs with us too.”
“We Feel Like We’ve Landed. This is Home.”
The couple bought their home last year. And in a very rare occurrence for foreigners, even for legal residents like the Epsteins, they were able to secure a mortgage. Most transactions for expats in Costa Rica are cash, sometimes owner financing. They worked with a Costa Rican credit union. It was a difficult process, with lots of red tape and both were compelled to get life insurance.
But they say it was worth it. Their villa is on the quieter edge of town, and they have a nice pool, which comes in handy on hot days.
“I actually like the heat,” says Jesse. “I’ve never had a pool at home before—we go in every day.”
Occasionally, the Epsteins make the four-hour or so trek to San José to take in some culture. They saw the Bolshoi ballet at the National Theater and visited the famed Gold Museum and Jade Museum in the city as well. And they plan to visit a multimedia show about Van Gogh that is touring the world and has its next stop in Costa Rica.
“It’s not quite New York but…” says Gina.
The couple does still work. Jesse, who is a documentary filmmaker and university instructor, continues to teach classes online part-time. And Gina, who was previously a fabric buyer in the fashion industry, has an online business and is a mental health advocate.
The couple does plan a trip to visit family back in the States this summer. But after that, they have no plans to return anytime soon.
“We live in paradise, they can visit us,” says Jesse, laughing.
All in all, it’s been a good move for the family.
“We feel like we’ve landed. This is home,” says Gina.
Ronan says: I’ve recently returned from scouting the area around Tamarindo for more opportunity for RETA members (if you’re not yet a member, all the details for joining are here). While there, I was reminded of just how much this Pacific coast region of Costa Rica offers, both as a real estate and lifestyle investment.
You’ve heard from the Epsteins about the kind of lifestyle you can have here, and when it comes to real estate, this Gold Coast region is filled with opportunity…if you can find the right deal.
While scouting the Gold Coast, I met best-in-class developers with potential projects in the works around the Papagayo peninsula…the renowned surf and beach town of Tamarindo…and the upmarket beach and marina town of Playa Flamingo…
I also checked in on a past RETA members-only deal in a community called Acquarello Flamingo in Playa Flamingo where, back in March of 2024, RETA members got access to an off-market deal to own luxury homes a short walk to two beaches from just $286,800. (As I said earlier, I bought alongside members.)
When I visited last month, the developer told me that two-bed homes similar to those that RETA members could buy last March were listing for about $80,000 more…in six months!
Demand here is incredible. More and more flights are coming from North America into the booming airport in Liberia (about a 90-minute drive from Tamarindo). Just last month a new United route from Philadelphia to Liberia commenced but that’s just one of the many U.S. locations you can fly to from here. You can also fly direct to LA, Dallas, Charlotte, New York, Miami, and Seattle.
And all that spells more opportunity. Like I said, I spent over a week with boots on the ground here and I’m currently speaking with developers about new deals in this area for RETA members.
As soon as I have an update, I’ll be telling RETA members first. If you want to be first in line to hear about this deal, and all the other deals I bring to my RETA group this year, become a RETA member today…you can do that here.
Wishing you good real estate investing,
