The situation
Selam worked as a plumber, steady hours, steady pay, and a habit of putting money aside. His sister Vivian had built a career as an insurance adjuster and had a sharper eye for paperwork than he did. Between the two of them, they had been talking for years about buying a rental property together, something that would sit quietly building equity while they kept their day jobs. In the spring, they found it: a semi-detached house in Kingston listed at roughly $680,000, close enough to campus and downtown to rent easily, in decent shape without needing major work.
They made an offer at the asking price, and it was accepted. Under the agreement of purchase and sale — the contract that sets out the price, the closing date and the conditions both sides have to meet before the deal becomes binding — they were due to submit a deposit of $34,000, roughly five percent of the purchase price, within twenty-four hours of acceptance. Deposits in Ontario real estate transactions are not paid to the seller directly. They are held in trust, most commonly by the listing brokerage, and cannot be released to either side until both buyer and seller sign a mutual direction agreeing on where the money goes, or until a court decides the question. Selam and Vivian sent the deposit on time, exactly as required.
Their offer included one important condition: the purchase depended on Selam selling his condo within thirty days, since part of the deposit and down payment funds were tied up in that sale. It was a common structure for buyers moving equity from one property into another, and their real estate agent had used similar wording before without trouble. The house they were buying, from a seller named Angela, was otherwise a straightforward deal — no other conditions, no unusual terms, a closing date set about two months out.
The stand-off
Selam's condo did not sell as quickly as hoped. Showings were slow, an early offer fell through over financing, and by day twenty-eight of the thirty-day window, there was still no firm buyer. Selam and Vivian did what the condition allowed: they sent notice that the condition had not been satisfied and the agreement was at an end, entitling them to the return of their deposit. The notice went out by email to the listing brokerage and to Angela's lawyer on the afternoon of day thirty, which they believed was within the window the agreement allowed.
Angela's position, delivered through her lawyer within days, was different. She argued the notice had arrived too late in the day to count as delivered within the condition period under the method of notice the agreement specified, and that because the condition had technically expired unfulfilled and unwaived, the agreement had become firm and binding — meaning Selam and Vivian were the ones in breach for failing to close, not the ones entitled to walk away cleanly. On that reading, the deposit was forfeited to Angela as compensation for taking the property off the market and losing weeks of a selling season.
The disagreement came down to a matter of hours and the precise wording the agreement used for how notice had to be given and received. Selam and Vivian genuinely believed they had acted within their rights. Angela genuinely believed the property had been tied up and then abandoned. Neither side would sign the mutual direction the brokerage needed to release the funds, so the $34,000 sat frozen in the brokerage's trust account, belonging to no one until the two sides agreed or a court said otherwise. Weeks passed with the money going nowhere, both families increasingly frustrated, and the siblings unable to move forward on another purchase without knowing whether that deposit was coming back.
What we did
- Reviewed the agreement's exact notice mechanics. We read the condition clause and the notice provisions closely, line by line, to see whether the agreement actually required delivery by a fixed hour or simply by the calendar day, and gathered the email timestamps and delivery confirmations showing when notice had gone out and when it had been received.
- Assessed the strength of both positions honestly. The notice provision in the agreement was not as airtight as the siblings had assumed — it was genuinely ambiguous about cut-off times, which meant a court could plausibly side with either reading. We told Selam and Vivian directly that a fight over this clause was winnable but far from certain, and that litigating it through an application to the Superior Court to determine entitlement to the deposit would likely cost more in time and legal fees than the amount actually in dispute between the two positions.
- Opened a direct line to the seller's lawyer. Rather than letting the stand-off calcify into a formal court application, we contacted Angela's lawyer to lay out both sides' exposure plainly: neither party could touch the money without agreement or a judge's order, and a court process to resolve a timing dispute over a single day's notice would take months and consume a meaningful share of the deposit in legal costs on both sides regardless of who won.
- Proposed a negotiated split instead of a winner-take-all outcome. We put forward a compromise that returned the bulk of the deposit to Selam and Vivian while compensating Angela for the weeks her property had been off the market and the costs of relisting, reflecting the genuine uncertainty in how a court might have ruled on the notice question rather than assuming either side would fully prevail.
- Documented the release properly. Once Angela's lawyer agreed to the terms, we prepared the mutual direction needed to instruct the brokerage to release the funds according to the agreed split, making sure the document closed out every claim between the parties so neither side could reopen the dispute later.
The outcome
Selam and Vivian recovered $24,000 of their $34,000 deposit, with the remaining $10,000 released to Angela as agreed compensation for the lost selling time and the costs of putting the house back on the market. It was not the full return they had believed they were entitled to, and it was not the clean walk-away they had expected when they sent their notice on day thirty. But it ended a stand-off that had already cost them weeks of frozen capital and would have cost considerably more — in legal fees and further delay — had it gone to a court application over a single ambiguous clause about delivery timing.
The house itself was never theirs; the deal stayed dead once the condition period lapsed, whichever side had been technically right about it. Selam and Vivian used the recovered funds toward a second attempt at a joint purchase later that year, this time with a much closer eye on how conditions were worded. Angela relisted the Kingston property and sold it to another buyer a few months later, closer to her original asking price.
Neither side got everything they wanted, which is often the honest measure of a good negotiated outcome in a dispute where the underlying contract language simply was not clear enough to guarantee either party a win. The alternative — asking a judge to interpret a single ambiguous sentence about notice timing, months after the fact, with both sides paying legal fees the whole way — would have put more of the deposit at risk than either party could afford to lose over a matter of hours.
What you can learn from this
- Deposits in Ontario real estate deals are held in trust and cannot be released to either party without a signed mutual direction or a court order. A collapsed deal does not automatically return your money — someone has to agree to release it.
- Conditions that depend on selling another property need airtight notice provisions: a specific deadline, a specific method of delivery and a specific time of day. Vague wording turns a routine termination into a genuine legal dispute.
- When a contract clause is ambiguous, both sides usually have a real argument. Recognizing that early, rather than assuming your own reading is obviously correct, opens the door to a negotiated resolution instead of a costly court fight.
- A frozen deposit is a real financial cost even before anyone loses anything — it is capital you cannot use, sitting idle, while the dispute drags on. Speed of resolution has value of its own, separate from the amount ultimately recovered.
- Before relying on a same-day notice deadline, confirm exactly how and when the agreement requires it to be delivered, and send it early enough that there is no argument about whether it arrived in time.
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