
Shawn Hinchey
Broker, Hinchey Homes Real Estate Team
RECO registered, TRESA compliant, 18+ years in Durham Region real estate
Published: July 10, 2024
Downsizing should free up equity and simplify your life, but these seven common mistakes can turn it into a costly headache. Here is how to avoid each one.
Downsizing is one of the biggest financial decisions you will make in retirement. Done well, it frees up hundreds of thousands of dollars in equity, reduces your monthly expenses, and puts you in a home that fits your life today. Done poorly, it costs you money, time, and emotional energy you cannot get back.
We work with downsizers across Durham Region every month. Here are the seven most common mistakes we see, and the specific steps you can take to avoid each one.
Mistake 1: Selling Before You Know Where You Are Going
Too many downsizers list their home without a clear plan for where they will live next. They assume the right condo or bungalow will appear when they need it. Then their home sells in a week, they have 60 days to close, and they are scrambling to find something acceptable under pressure. Pressure leads to overpaying or settling for the wrong home.
Start your search for the next home at least three months before you list. You do not need to buy first, but you need to know what is available, what it costs, and how quickly it moves in your target area. That knowledge lets you time your sale with confidence.
Mistake 2: Underestimating the Cost of Moving and Setup
The sale proceeds look great on paper. Then you subtract real estate commissions, legal fees, land transfer tax on the new home, moving costs, storage fees, new furniture, window coverings, and minor renovations in the new place. These costs can easily total $30,000 to $60,000 depending on your situation.
Build a realistic budget before you start. Include every line item, not just the obvious ones. A good real estate team will walk you through the full cost picture so there are no surprises.
Mistake 3: Listing the Family Home As-Is
Your home served you well for 25 or 30 years, but it shows the wear. Dated kitchens, worn carpets, old light fixtures, and deferred maintenance are all things buyers notice immediately. Listing as-is leaves tens of thousands of dollars on the table because buyers discount dated homes far more aggressively than the cost of fixing them.
Strategic pre-sale renovations, even modest ones like fresh paint, new flooring, and updated fixtures, consistently return two to three times their cost in sale price. Our Renos for Revenue program covers these costs upfront so you do not need to spend anything out of pocket.
Mistake 4: Choosing the Wrong Type of Downsized Home
Not all downsized homes are created equal. A condo with high maintenance fees can erode your financial benefit. A bungalow with a large lot still requires the yard work you were trying to escape. A retirement community that seemed perfect at 65 may feel restrictive at 75.
Think about your needs five and ten years from now, not just today. Single-floor living, accessibility features, proximity to medical care, and walkability to daily errands should all factor into your decision.
Mistake 5: Letting Emotions Drive the Timeline
The family home holds 30 years of memories. That emotional weight can cause you to delay the sale long past the point where it makes financial and practical sense, or it can push you to rush the sale because the process feels overwhelming. Neither extreme serves you well.
Give yourself permission to grieve the transition. Then make the financial decision based on the numbers. A good agent will give you space while also giving you honest guidance on timing.
Mistake 6: Not Considering the Tax Implications
If the home you are selling has always been your principal residence, you likely owe zero capital gains tax. But if you have been renting it out, used part of it as an office, or own a cottage that you have been claiming as your principal residence instead, the math changes. Get an accountant involved before you list, not after.
Mistake 7: Hiring the Wrong Agent
Downsizing is not a standard resale transaction. It involves coordinating two transactions, navigating emotional complexity, understanding retirement housing options, and often managing the logistics of decades' worth of belongings. You need an agent who has done this many times and who will be patient with the process.
We specialize in working with downsizers and estate sellers across Durham Region. If you are thinking about downsizing, we would be happy to walk you through the process from start to finish with no pressure and no obligation.
“Think about your needs five and ten years from now, not just today. Single-floor living, accessibility, proximity to medical care, and walkability should all factor in.”

Shawn Hinchey
Broker, Hinchey Homes Real Estate Team
RECO registered, TRESA compliant, 18+ years in Durham Region real estate
Published: July 10, 2024





