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Moving Madness in Jamaica: Can You Sell and Buy a Home at the Same Time Without Losing Your Mind?

A youthful, intelligent, and affluent Jamaican landowner, dressed in elegant island attire, stands contemplatively in front of her sleek, modern Caribbean villa, its architecture a blend of tropical and contemporary styles, with lush greenery and vibrant flowers surrounding the property.

Honestly? I’ve rarely seen this kind of thing go smoothly in Jamaica. It’s not like the UK where things move like clockwork. Here, once a deal hits the lawyer’s desk, it could sit there for two months just to draft a sales agreement. And don’t even get me started on the Land Registry delays – unless you know the right channels, your file could collect dust in a pile like last week’s Gleaner. Rumours swirl that there’s a “fast track” fee you can pay to jump the line, but even then, coordination between sellers, buyers, banks, and attorneys is like herding goats up a hill in slippers.

So, let’s talk straight: Is it even possible to sell and buy a house at the same time in Jamaica? Technically yes. Realistically? Let’s say… it’s complicated.


The Dream vs. The Jamaican Reality

In theory, selling your current home and buying your next one in perfect harmony sounds great. Smooth transition. No double mortgages. No moving in with aunty and uncle with six dogs and a dog.

But in Jamaica? You better brace yourself. The timing of legal paperwork, loan processing delays, property valuations, and human nature (yes, people do try to shift the goalposts mid-deal) can turn this dream into a logistical nightmare.

“In real estate, the paperwork should follow the handshake—not strangle it. But in Jamaica, we often forget the rhythm of trust,”Dean Jones


Why Some Jamaicans Still Try It

Despite all this, there are brave souls who attempt the double act – sell and buy at the same time. Why?

  • They want to unlock their equity from their current home.
  • They’re aiming to avoid two mortgages.
  • They found the perfect next home and don’t want to lose it.
  • Their circumstances force them to move urgently.

Let’s break down some of the theory – then discuss how it plays out practically in our Jamaican setting.


1. Unlocking Your Home Equity – Is That Even Possible?

In North America and the UK, many homeowners sell their property to release built-up equity, which they then use to purchase their next home. It’s a logical move. In fact, research from Cotality (formerly CoreLogic) suggests the average homeowner holds US$302,000 in equity.

But Jamaica’s market is different. Most homeowners do have significant equity – especially with the recent spike in property values – but the challenge is converting that equity into liquid funds quickly. Unless you have a cash buyer who is ready, willing, and able, your house can sit on the market for months.

“Equity is like ackee – full of potential, but you better know when and how to crack it open.”Dean Jones

And even if you find a buyer, you’re still at the mercy of legal delays, bank pre-approvals, valuations, title searches, caveats, missing TRNs, and the occasional cousin overseas who suddenly lays claim to the property.


2. Avoiding Two Mortgages – Sounds Great Until You Try

Carrying two mortgages is financial suicide for most Jamaican families. So yes, it makes sense to sell before you buy. The challenge is timing. If you sell and can’t close on the new property fast enough, you’ll need a plan B – and temporary accommodation in Jamaica is not cheap.

Even rentals are tricky right now, especially in Kingston, Montego Bay, or Mandeville. So unless you’re blessed with generous relatives or an empty flat somewhere, expect to either pay twice or negotiate for “post-possession” arrangements – where you rent the house back from the buyer until your new place is ready.

In Jamaica, post-possession isn’t common. Buyers want the keys when the cheque clears. Period.


3. Stronger Offer, Cleaner Deal – If You’ve Already Sold

This one’s true anywhere. If your offer to purchase is not dependent on selling another house, sellers see you as more serious and credible. Fewer contingencies mean less risk of delays or collapse. That’s golden.

But again, in Jamaica, it’s not just you. It’s your lawyer, your buyer’s lawyer, the Titles Office, the mortgage officer at the bank who’s on vacation, the valuer who can’t find the gate, and the vendor who still wants to live there “just one more month.”

A “clean offer” is often just the start of a messy trail.


“Doing a double deal in Jamaica is like playing dominoes with wet cards – even when the pieces line up, everything’s still soggy.”


What Could Actually Work?

Here’s a more realistic strategy for Jamaicans looking to sell and buy at the same time:

  1. Sell First, Buy After – This is the safer route. Line up your buyer, get the sale to at least the stage where the agreement for sale is signed and deposit is paid.
  2. Ask for Extended Possession – Negotiate to stay in your sold property for a month or two post-closing (rare, but possible).
  3. Go for Short-Term Rentals or Stay with Family – Build in wiggle room. Use that equity you released to make your next purchase less stressful.
  4. Use One Lawyer for Both Transactions – This can reduce friction if all parties agree. It’s not standard, but it simplifies communication.
  5. Both Transactions Must Be Cash-Based – Trying to coordinate two mortgage timelines is nearly impossible. If one side is cash and the other isn’t, expect delays.
  6. Avoid Trying to Do It All Alone – Work with a licensed Realtor® who knows how to push where needed and soften where appropriate. This is not a solo mission.

A Word on Legal Delays

Here’s where things get sticky. In Jamaica, lawyers play a central role in real estate. They draft the agreement for sale, handle escrow, liaise with the National Land Agency, and more. But many lawyers are juggling multiple files. Some are overwhelmed. Others just… well… let’s say they have a very relaxed timeline.

“Time doesn’t move the same in real estate law offices. One man’s ‘tomorrow’ could be two Thursdays from now.”Dean Jones

There are stories – and I’ve seen them – where a deal is ready to go but sits dormant because one attorney hasn’t reviewed the paperwork. The buyer gets frustrated. The seller loses another opportunity. And the whole thing falls apart like a three-legged table.

So if you’re serious about doing a back-to-back transaction, make sure your lawyer is efficient, responsive, and understands the urgency. Better yet, ask your Realtor® to help coordinate timelines and chase people down when necessary.


Bank Mortgage Delays – The Wild Card

If your buyer is getting a mortgage, you’re automatically in for a long haul. Jamaican banks are thorough – and rightfully so – but the process can stretch over months. Pre-qualification is just the beginning. There’s the valuation, the title check, the credit review, the employment verification, and more.

Worse still, if a buyer tries to renegotiate after signing – which does happen – you’re back at square one. That’s why cash buyers are king. If you’re buying and selling simultaneously, and either side involves a bank loan, you’ll need patience and a backup plan.


Should You Even Try This in Jamaica?

Truthfully? I personally wouldn’t, unless:

  • Both parties are cash buyers.
  • Everyone agrees to use the same lawyer.
  • You have a place to stay in between.
  • Your buyers and sellers are emotionally stable and not prone to last-minute drama.
  • You don’t mind delays.

Because this isn’t the UK. It’s Jamaica. The system works – but not always in a straight line.

“If you’re walking the tightrope of selling and buying at once, in Jamaica, don’t look down – look ahead, and make sure your net is strong enough to catch delays.”Dean Jones


Plan for the Best, Prepare for the worst

There’s no perfect path in real estate, but in Jamaica, we move differently. Our timelines are more relaxed, but our people are resilient. And while simultaneous transactions are tough, with good guidance and a touch of divine patience, you can make it work – just don’t go into it wearing rose-coloured glasses.

Speak to a seasoned Realtor® who understands the local terrain. Get legal support early. And above all, don’t assume things will work the same way they do abroad. Because here? Ya haffi know how di ting set.


“Moving house is more than changing address – it’s shifting seasons. And in Jamaica, seasons come with showers. But even rain grows roots.”Dean Jones

Fees and Expenses to Expect

ExpenseSeller PaysBuyer Pays
Transfer Tax (2%)Yes
Stamp Duty & Reg Fee (50/50)~0.25% + J$2,500~0.25% + J$2,500
Attorney Fees~3% + GCT~2–4% + GCT
Realtor Commission~5% + GCT(Buyer may pay or share)
Agreement Prep~0.2% + GCT~0.2% + GCT
Letter of Possession~J$3,750
Stamp Office valuation delay(Time, not fee)(Time, not fee)

Sellers can expect to pay roughly 11.8% total in closing costs; buyers can expect 4–10% depending on financing.

Fact Check Summary

  • Title update time: 7–12 months for new titles; 4 months for simple amendments.
  • Agreement timelines: 60 days for cash; 90–120 days for mortgaged transactions.
  • Attorney-driven process: Standard in Jamaica, not optiona.
  • Fees breakdown: Vendor ~11.8%, Buyer ~4–10%.

Disclaimer: This article is for informational purposes only and does not constitute legal or financial advice. Please note: Jamaica Homes is not authorized to offer financial advice. The information provided is not financial advice and should not be relied upon for financial decisions. Consult a regulated mortgage adviser for guidance.


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