They needed to sell and buy at the same time. Here's how it went.
May 24, 2026 10:01 am
Hello!
I want to tell you about one of the most stressful deals I've done in a while.
Not because it went wrong. Because it almost could have and it didn't.
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A family came to me with a situation that's more common than most people think.
Two adults. Two growing kids. One bathroom. They'd been in their condo townhouse for years, and they'd built up real equity in it. The decision was clear: sell, take that equity, and use it as a down payment on a home that actually fit their life.
Simple enough, right?
Here's where it gets real.
Before we listed, I had to sit down with them and give them the honest version of the market. A few units in their complex had sold in the past for significantly more than what buyers are paying today. That's not easy to hear when you're hoping for a certain number.
I told them anyway. Because I'd rather you hear the truth from me now than be caught off guard later. We adjusted the strategy. They trusted the process.
We listed. One day on market. An offer came in.
And here's where it got complicated.
Right in the middle of the conditional period on their sale while the buyers were doing their due diligence, my clients found the home they wanted to buy. Right location. Walking distance to both jobs. Good schools nearby. Everything on the list.
So now I had two live deals running at the same time.
Conditions on the home they were selling. Conditions on the home they were buying. And both sides had to line up.
Most people don't realize you can't just waive your conditions whenever you feel like it. There are real risks on both sides, and every one of them needed to be laid out clearly. I drew them a diagram, like actual stick figures, a family, a house, arrows going everywhere so there was no confusion about what we were doing and why.
The rule we should almost never break: don't waive anything until the bank says yes.
This is where being dual licensed as both a real estate agent and a mortgage agent made a real difference. I was able to assess the home they were buying from a financing perspective right then. Ran my own appraisal check. The property had equity built in at the purchase price. That's a green light from a lender's point of view. But I still waited for full approval before we moved.
Then the day came.
The buyers of their home waived their conditions.
The bank approved my clients on the home they were buying.
Same day.
I called them the moment it happened.
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That family is moving into a home with more bedrooms, more bathrooms, a fully fenced backyard for the dog, and two jobs they can walk to.
When we spoke after it was all confirmed, they said they felt taken care of the entire way. That every risk was explained. That they were never left guessing.
That's the job. That's what calm looks like in a complicated situation.
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5 things Toronto homeowners forget every spring
Most homeowners do this in spring. Most homeowners also get caught off guard in fall.
Winter in the GTA is not kind to homes.
Freeze-thaw cycles crack your foundation. Ice backs up under your shingles.
Moisture sneaks into places you can't see and quietly does damage for months before you ever notice it.
By the time you do notice it, it's not a small fix anymore.
Here's the thing nobody tells you: the difference between a $200 problem and a $6,000 problem is usually just timing. Catching something in May instead of October can save you thousands and a lot of stress.
So before summer takes over your calendar, here are 5 quick checks that protect your biggest investment.
1. Walk your roof line — without climbing it. Stand back and look. Missing shingles, sagging areas, or dark patches that weren't there last year are all signs water has found a way in. You don't need to go up, you just need to look. If something's off, call a roofer before the summer rush doubles their booking time.
2. Clean your gutters and check where the water goes. Clogged gutters push water toward your foundation. And foundation water damage is exactly as expensive as it sounds. Make sure downspouts are directing water away from the house — at least 6 feet is the rule of thumb.
3. Check your caulking around windows and doors. Run your finger along the edges. If the caulking is cracked, pulling away, or missing in spots, water is already getting in during rain. A $10 tube of caulk applied on a Saturday afternoon is one of the best returns on investment a homeowner can make.
4. Test every window and exterior door. Winter settles houses. Doors that drag or windows that suddenly won't lock properly are telling you the frame has shifted. Usually minor. But sometimes it's a foundation conversation. Worth knowing now.
5. Look at your driveway and walkways with fresh eyes.
Cracks that made it through winter are wider now. Water will get in those cracks, freeze again next winter, and make them bigger. Sealing them now is inexpensive. Replacing a cracked driveway is not.
None of this requires a contractor. Most of it takes an afternoon and a cup of coffee.
But here's what I always tell my clients: your home is likely your largest financial asset. Treating it like one — with a little regular attention — keeps its value strong, keeps buyers confident when the day comes to sell, and keeps you from facing an unwelcome surprise when life is already busy enough.
P.S. — Thinking about selling this year or next? The condition of your home matters more than most people realize — not just to buyers, but to appraisers and lenders too. If you want a quick, honest conversation about what your home is worth right now and what (if anything) is worth fixing before you list, I'm happy to walk through it with you. No pressure, no pitch. Just a straight answer.
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Got other questions? You can book your free 15 MIN. MEETING - no pressure, no sales pitch.
Just clarity.
Talk soon,
Fred Camingal