HomeReal Buyer StoriesThe Retiree Who Moved Twice
Retirement Lesson

The Retiree Who Moved Twice

The dream was total quiet. The dream, it turned out, needed neighbors.

4 min readMarch 24, 2026Retirement LessonsSámara hills → Potrero

After thirty-one years of conference calls, he wanted silence. He found it: a hillside home twenty-five minutes above the coast, where the loudest thing at night was the howler monkeys.

For six months it was everything the brochure of his imagination had promised. Coffee on the deck. Birds he learned the names of. A view that made visitors go quiet.

Then the visitors went home. The rains came. And the quiet got louder.

Every errand was a forty-minute round trip on a road that the green season treated as a suggestion. The nearest clinic was an hour. Dinner with new friends meant driving mountain curves at night, so mostly, he didn’t.

“I designed my dream around a photograph,” he told us later. “Not around a week.”

He hadn’t retired to the hills. He had retired to the car.

The second search had different criteria. Not “remote” — quiet. Not “views” — a five-minute drive to coffee, groceries, a doctor, and people. He found it in Potrero: a calm street back from the beach, a town small enough to know him, Flamingo’s services seven minutes away, a hospital under an hour.

He kept the binoculars. The birds, it turns out, live at sea level too.

His test for friends considering the same move is now famous in his circle: rent the dream for ninety days, in the wrong season, with a calendar of real errands. If you still love it in week twelve, buy it.

Quiet and remote are different purchases. He bought the wrong one first.

The Story Timeline

SEP 2023Retired, bought the hillside dream
MAR 2024Six golden months
OCT 2024Green season reality sets in
JUL 2025Sold the hills, bought in Potrero
MAR 2026Community, coffee, doctors — minutes away

The Cost

Two purchases, one hurried sale
A year commuting to his own life
Isolation he hadn't planned for
Healthcare an hour away, at the age it matters

Lessons For Future Buyers

01Quiet is not remoteYou can have peace five minutes from a pharmacy.
02Plan for year 75, not year 65Drives that are scenic at 65 are obstacles at 75.
03Healthcare distance compoundsProximity to clinics becomes the most valuable amenity you own.
04Community is infrastructurePeople are as load-bearing as roads. Build where they are.
05Rent the dream for 90 daysIn the wrong season, with real errands, before you buy it.

Insider Perspective

Retirees consistently shop for the view and end up living the logistics. The happiest retirements we've watched on this coast share one footprint: a quiet street, services within ten minutes, and a community that notices when you don't show up for coffee.

JSJames SimmonsFounder, Costa Rica Property Insider

Where They Are Now

He moved twice so his friends wouldn't have to. Several of them, on his advice, rented first — every one of them ended up buying somewhere different from where they started looking.

Considering Sámara hills? You can read the unfiltered local take on this area, or talk it through with us before you fall in love with anything.

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