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Real Estate on the Rock

The Hidden Cost of “Easy Entry”

Why Jamaica’s real estate market looks open — but runs on pressure, positioning, and maths most people never do

Dean Jones's avatar
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Dean Jones and Jamaica Now
Apr 12, 2026
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6,000 listings. 600 deals a month. And everyone’s chasing one. This is what it looks like in between. (AI-generated image for illustrative purposes.)
6,000 listings. 600 deals a month. And everyone’s chasing one. This is what it looks like in between. (AI-generated image for illustrative purposes.)

There is a sentence that quietly circulates across Jamaica whenever the economy tightens or someone starts looking for a way out of a 9–5: “I can always try real estate.” It sounds practical. Flexible hours, big commissions, no ceiling, low barrier to entry. It’s the kind of sentence that makes sense at a kitchen table, especially after someone mentions a deal they heard about where “a man made millions from one sale.” But like most things that sound easy at the front end, the reality sits further down the road, usually just after you’ve spent money, time, and a good portion of your patience.

Let’s start with what we actually know, n…

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