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The Best Purchase We Ever Saw

Sixteen years of transactions, and one buyer we still talk about.

4 min readOctober 13, 2025Success StoriesLas Catalinas

In sixteen years on this coast we have watched hundreds of purchases. One of them we still use as a teaching case.

She arrived with something almost nobody brings: a thesis. Written down. One page. She wanted a walkable, car-free environment with genuine architectural scarcity — a place that couldn’t be diluted by the next hillside of construction, because its whole value was the plan itself. On this coast, that pointed one place: the pedestrian town of Las Catalinas, where the supply of what she wanted was capped by design.

Then she did the unglamorous part. She rented there twice in different seasons. She learned the difference between the plaza-front homes and the quiet upper lanes. She met owners at the coffee shop and asked what they’d pay more for now. She told us exactly what she wanted, what she’d pay, and — rarer — what she’d walk away from.

Then she waited. Ready is different from waiting; she was ready.

The home that matched her page never reached the open market. An owner mentioned to a neighbor who mentioned to us that they were considering selling after the new year. Within a week she had seen it twice. Her offer wasn’t the highest number the owner imagined — it was clean: no financing contingency, a thirty-day close, the furniture question settled in one sentence, her attorney’s diligence already half-done because she’d prepared it in advance.

“The certain offer beat the bigger one,” the seller told us afterward. “It usually does.”

The rest is arithmetic. The property has appreciated the way capped-supply assets in demanded places do. It rents, when she allows it to, at the top of the market. But the number we quote isn’t financial: between the first call and the closing, the entire transaction took thirty-nine days — because every slow part had been done in the years before.

“The certain offer beat the bigger one. It usually does.”

The Story Timeline

2022The one-page thesis
2022–23Rented twice, two seasons
DEC 2023The coffee-shop network at work
JAN 2024Off-market call. Two viewings. Clean offer.
FEB 2024Closed in 39 days

The Cost

Years of preparation, spent before the property existed
A fair price — beaten by certainty, not raised by auction
39 days, call to keys
Zero regret on record

Lessons For Future Buyers

01Write the thesis downOne page converts browsing into buying.
02Scarcity rewards decisivenessCapped-supply assets don't wait for committees.
03Relationships surface the off-marketThe best property on this coast trades on conversation.
04Terms can beat priceClean, certain, fast — sellers price that in.
05Be ready before it appearsThe best buyers finish their homework before the listing exists.

Insider Perspective

People imagine the best deals go to insiders. Closer to the truth: they go to the prepared. Her thesis, her seasons of renting, her pre-staged diligence — that's what 'lucky off-market buyer' actually looks like from where we sit.

JSJames SimmonsFounder, Costa Rica Property Insider

Where They Are Now

We keep her one-page thesis (anonymized, with permission) and show it to serious buyers. Most read it and go quiet. The good ones ask for a blank page.

Considering Las Catalinas? 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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