The quick answer
Selling first gives you a known budget and a stronger position when you negotiate on the next home, which is why most Markham downsizers end up in that order. Buying first gives you certainty about where you are going, but it usually depends on bridge financing or a long closing date. It also leaves you exposed if your sale takes longer than expected. The right order comes down to how flexible your destination is, how much of the next home the sale has to fund and how much risk you can comfortably carry.
Part of the Markham Downsizing Guide, our complete guide to this topic.
The short answer
Almost every downsizing move comes down to one decision made early: do you sell the family home first or buy the smaller place first? Everything else, the budget, the timeline, whether you need bridge financing, follows from it.
Most downsizers we work with sell first. The reason is simple. The family home is usually worth more than the next one, so until it sells you are guessing at your own budget. Selling first replaces the guess with a number.
Buying first is the right call in a narrower set of cases. It is not reckless when the conditions are right. This post walks through both orders honestly, including what each one costs you. Our Markham downsizing guide covers the wider picture of costs, areas and timing.
Selling first: a known budget and a stronger hand
When your sale is firm, three things change.
You know your real number. Not the estimate from an online tool and not the number a neighbour got two years ago. You know what your home sold for. After your mortgage payout, commission, legal fees and any deferred property tax, you know what you are walking away with. That figure is what you actually have to spend.
You negotiate from strength. A downsizer with a firm sale is close to a cash buyer. You do not need a financing condition tied to a home that has not sold. You can also offer a closing date that suits the seller. In a building where several units are for sale, that flexibility is worth real money.
You stop making decisions under pressure. This one is harder to put a price on. It also matters most. People who buy first and then have to sell tend to accept the first reasonable offer, because the alternative is carrying two homes. That is the worst position from which to price a home you have owned for thirty years.
The obvious cost of selling first is that you now have a closing date and nowhere confirmed to go. That is a real problem. It is solved with the closing date itself rather than with luck.
How the two closings actually line up
The lever most people overlook is the closing date, which is negotiable on both transactions.
A typical downsizing sequence looks like this. You list and sell with a longer closing than usual, ninety days rather than sixty. That gives you a window to shop with a firm sale behind you. You then buy with a closing date a few days before your sale closes, so you can move out of the old house into the new one without a night in between.
Closing the purchase slightly before the sale is the common arrangement. That gap is what bridge financing exists to cover. If the purchase closes on the fifteenth and the sale closes on the twentieth, you need the purchase money for five days before your sale money arrives.
Bridge financing covers exactly that gap. A few things worth knowing:
- Lenders generally want your sale to be firm before they will commit to it. A conditional sale is not enough, because the whole point is that the money is certain to arrive.
- It is priced as a short term loan with a set up fee plus daily interest, so a five day bridge and a sixty day bridge are very different costs.
- It is arranged through your lender and your lawyer together. Raise it with both of them early rather than in the final week.
Ask your lender for the terms in writing before you rely on a bridge. What you are checking is whether they will lend, on what condition and at what cost.
Buying first: when it is the right call
Buying first makes sense when what you want is genuinely hard to find. A ground floor unit in one specific building. A bungalow in a pocket where two come up a year. A condo in the same neighbourhood as your daughter. If you wait for a firm sale before you look, the one you wanted may be gone.
If you go this way, go in with your eyes open:
- Have a written plan for carrying both homes for at least three months. Two mortgages, two property tax bills, two sets of utilities and insurance on a vacant home.
- Get a realistic read on your own home before you commit, not after. What has actually sold on your street, in what condition, at what price and how quickly.
- Negotiate the longest closing you can on the purchase. Ninety or a hundred and twenty days on the buy gives your sale room to breathe.
- Understand that you are accepting price risk on the sale. If the market softens while you are exposed, you absorb it.
The version of buying first that goes wrong is the one where the decision was never really made. Someone sees a place they love, buys it and works out the sale afterwards. Our post on what it costs to downsize in Markham sets out the carrying costs that decision commits you to.
The third option: sell, rent, then buy
Selling and renting for six months or a year gets forgotten and for some downsizers it is the best answer available.
It suits you if you are not certain where you want to end up, if you are considering a move closer to family in another part of the Greater Toronto Area or if you want to try condo living before you commit your capital to it. It removes every timing problem at once, because you buy with no deadline and no property to sell.
The costs are honest ones: two moves instead of one, storage for whatever does not fit in the rental and the risk that prices rise while you are out of the market. For people whose main worry is making the wrong decision quickly, that is often a price worth paying.
How to decide, in three questions
How flexible is your destination? If you would be happy in any of six buildings, sell first. If only one will do, buying first deserves serious thought.
How much of the next home does the sale have to fund? If the purchase depends on the sale proceeds, sell first. If you could buy without the sale, you have the freedom to choose.
What happens if the sale takes three months longer than you expect? Answer this in dollars. If the answer is uncomfortable, that is your answer on the order.
There is no universally correct sequence. There is a correct sequence for your home, your destination and your tolerance for carrying two properties. Before you decide either way, it is worth knowing what your home is genuinely worth today, which is where a free home valuation comes in and worth reading the senior downsizing checklist if this move involves a longer held family home.
When you are ready to talk it through, we will tell you which order we would choose in your situation and why. Sometimes the honest answer is that this is not the year to move at all.
Common questions
Should I sell first or buy first when downsizing in Markham?
For most downsizers, selling first is the lower risk order. It turns your largest asset into a known number before you commit to a purchase, so you shop with a real budget rather than an estimate. Buying first makes more sense when your destination is genuinely scarce, such as a specific building or a bungalow in a particular pocket. It also needs you to be able to carry both properties if the sale takes longer than planned.
What is bridge financing and when would I need it?
Bridge financing is a short term loan that covers the gap when your purchase closes before your sale does. Lenders will generally only offer it once your sale is firm, meaning all conditions have been removed, because that is what proves the money is coming. It is not a substitute for a sale that has not happened yet. Ask your lender what they require and what the set up costs and daily interest come to before you rely on it.
Can I just line up both closings for the same day?
You can try. Many downsizing moves are arranged this way, but same day closings leave no room for delay. If either lawyer or lender is held up, the other transaction is affected. A common compromise is to close the sale a few days to a week after the purchase, which gives you time to move without paying to carry both homes for long.
What happens if I buy first and my home does not sell?
You are responsible for both closings regardless. That can mean carrying two mortgages, two sets of property tax and two sets of utilities. It can also mean accepting a lower price on your sale in order to close on time. This is the single biggest risk in the buy first order and it is the reason to be honest with yourself about how quickly your particular home will sell.
Do I pay land transfer tax twice when I downsize?
You pay Ontario land transfer tax once, on the home you buy. There is no land transfer tax on the home you sell. Markham is in York Region, so there is no municipal land transfer tax on top, unlike a purchase inside the City of Toronto.
Is renting between the two moves a reasonable option?
It can be, particularly when you are not sure where you want to land. Selling, renting for several months and then buying removes all of the timing pressure and lets you try an area before committing. The tradeoffs are two moves instead of one, storage costs and the risk that prices move while you are out of the market.
Keep exploring
- Unionville neighbourhood guide Heritage main street, mature trees and the strongest name recognition in the city.
- Markham Village neighbourhood guide The original town centre, with older housing and genuinely deep lots.
- Downsizing Forty years of a house and a sequence that has to work in the right order.
- Relocation Choosing a neighbourhood you have never lived in, usually on a deadline.
Sources
- Financial Consumer Agency of Canada, Buying a home
- CMHC, How much will my home really cost
- Ontario.ca, Land transfer tax
- Real Estate Council of Ontario, Buyer's checklist
Figures and rules were checked against these sources on the date this post was published or last updated.
Not advice. This post is general information only. It is not legal, tax, mortgage or investment advice. Rules and figures change, so confirm the details for your own situation with a qualified professional before acting.
Market data. Any prices quoted are general information for the period stated. They are not an appraisal or an opinion of value for any specific property.