Can I defer taxes if I’m buying another property?
Want to sell in Milton and buy another home without a huge tax bill? Here’s the blunt truth you need now.
Quick answer — Can you defer taxes if you’re buying another property?
No automatic deferral. Canada does not offer a US-style 1031 exchange. Buying another property in Milton does not by itself defer capital gains tax. But there are real, legal strategies to reduce or delay taxes — if you plan and act correctly.
What Milton sellers must know first
If you lived in the home as your primary residence for every year you owned it, you likely pay no capital gains tax because of the Principal Residence Exemption (PRE). That’s the easiest path to zero tax. But many sellers don’t qualify fully: rental years, part-home businesses, or a change-of-use can create taxable gains.
Milton’s market matters. Homes here have appreciated fast in recent years. Average sale prices for detached homes have been above $900K–$1M in recent cycles. That means even modest gains can translate into significant tax bills. Don’t assume “I’ll buy another house, so it’ll be fine.” The Canada Revenue Agency (CRA) treats sales based on use, not on what you buy next.

The top legal ways to defer or reduce tax in Ontario (and how they work in Milton)
1) Principal Residence Exemption (PRE)
- What it is: If your property qualifies as your principal residence for each year owned, capital gain is exempt. The exemption is calculated by designating one property per family unit per year.
- Milton reality: If you lived in your Milton house full-time, you likely qualify. If you rented part of it or used it for a business, only the years used as a principal residence count.
- Action: Keep clear records of your residency, utility bills, driver’s licence address, and school registrations. Designate the property correctly on your tax return.
2) Change‑of‑use election (s.45(2))
- What it is: If you convert your home to a rental or vice versa, you can elect to defer the deemed disposition. This avoids triggering capital gains when you change use.
- Milton scenario: You buy a new home in Milton and convert the old one to a rental. With the election, you can defer gain until you actually sell.
- Action: File the election on time and talk to a tax lawyer or accountant before changing use.
3) Capital gains reserve (spread the gain)
- What it is: If you sell and receive payments over several years (seller financing), you can report the capital gain over up to five years. That spreads tax, lowering immediate tax burden.
- Milton example: You sell a Milton home for $900,000 and take a 3-year vendor take-back mortgage for $200,000. You can claim the reserve for payments received after year of sale.
- Action: Structure sale payments and document the agreement. Speak with your accountant to maximize the reserve without CRA issues.
4) Transfer to a corporation (Section 85 rollover)
- What it is: You can transfer property to a private corporation in exchange for shares. With professional planning, you can defer tax until the corporation disposes of the property.
- Milton application: Investors or owners rolling multiple properties into a holding company use this to defer gains and centralize management.
- Tradeoffs: Legal fees, ongoing corporate filings, and future tax on disposition at corporate level. Not for simple home sellers.
5) Spousal rollover (s.73)
- What it is: Transfer property to a spouse on a tax-deferred basis. The transfer is at the original cost base, deferring the capital gain.
- When to use: Estate planning or when the spouse has lower income for later tax planning.
6) Use losses and timing
- What it is: If you have capital losses from other investments, you can apply these against capital gains to reduce tax in the year of sale.
- Milton tip: If you expect a big gain on your Milton sale, time other investment dispositions to offset gains, or consider carrying back unused losses where possible.
What you cannot do — clear myths busted
- You cannot defer capital gains simply by buying another property in Canada. There is no like-kind exchange (no 1031).
- You cannot avoid tax by labeling a sale as a purchase of a new property. CRA looks at use and legal dispositions.
Practical Milton-focused strategies to minimize tax when selling and buying here
1) Plan your designation of principal residence
- If you own two properties (Milton and a cottage or Toronto condo), choose which to designate for PRE in which years. Designation matters.
2) Time your sale and move
- Sell after you’ve established the Milton house as your principal residence for more years. CRA counts years of ownership and use.
3) Use a rent‑back or bridging arrangement
- If you need to buy first, negotiate a short rent-back after your sale or arrange a bridge mortgage. Keeping use consistent helps PRE and avoids unintended change-of-use problems.
4) Seller financing to spread tax
- Offer a vendor take-back for part of the purchase price. It can attract buyers in Milton’s competitive market and let you claim a capital gains reserve.
5) Consult a tax lawyer before converting a home to rental
- A poorly timed change of use can trigger immediate tax. A s.45(2) election can save you taxes but must be executed with professional help.
6) Consider corporate or spousal rollovers only with advisors
- These are powerful but complex. They require precise filings and legal documentation.
Real numbers: simple example that shows how tax works in Milton
- Purchase price (2010): $400,000
- Sale price (2024): $1,000,000
- Capital gain: $600,000
- Taxable capital gain (50% inclusion): $300,000
- If marginal tax rate is 40% on the gain: Tax payable ≈ $120,000
If the property qualified as a principal residence for all years, PRE could reduce tax to $0. If it was rental for some years, PRE reduces the taxable portion proportionally.
If you spread $120,000 of tax across five years using a capital gains reserve, your cash tax hit drops in the early years, smoothing cash flow while you buy another Milton property.

HST and closing costs in Milton — don’t forget these
- Resale used homes are typically HST-exempt. New builds may have HST; buyers can be eligible for partial HST rebates on new homes.
- Ontario Land Transfer Tax applies at closing. Milton buyers must budget for provincial LTT, lawyer fees, title insurance and mortgage costs.
- These closing costs affect your net proceeds and planning for taxes and purchase.
How Tony Sousa helps Milton sellers — practical, no-fluff planning
Tony Sousa combines local market expertise with tax-aware selling strategies. He helps you:
- Structure the sale to protect the Principal Residence Exemption
- Arrange buyer terms that let you use capital gains reserve (vendor take-back)
- Coordinate with tax lawyers and accountants for s.45(2) elections or s.85 rollovers
- Time the sale to reduce tax and maximize net proceeds
If you want a one-page plan showing how to buy in Milton and minimize tax, contact Tony for a tailored strategy.
Contact: tony@sousasells.ca | 416-477-2620 | https://www.sousasells.ca
Detailed FAQ — Milton sellers and tax deferral strategies
Q: Will buying another home in Milton automatically defer my capital gains tax?
A: No. Canada has no like-kind exchange. Buying another property doesn’t defer gains. Use PRE, reserves, or rollovers where applicable.
Q: Can I claim Principal Residence Exemption if I buy a new house the same year I sell?
A: Yes. You can designate one property as your principal residence for the years you lived there. If you lived in the sold home as your principal residence, you may qualify for full or partial PRE.
Q: I plan to rent my old Milton home after buying a new one. Can I defer tax?
A: Possibly. A change-of-use election (s.45(2)) can defer deemed disposition. File the election and get professional advice before converting use.
Q: What is a capital gains reserve and how can it help me?
A: If you receive payments over time, you can report the gain over up to five years. It reduces immediate tax and improves cash flow.
Q: Is transferring my property to a corporation a good idea for tax deferral?
A: It can defer tax but adds complexity: corporate tax, compliance, and professional fees. Use only with expert tax and legal advice.
Q: How much tax will I pay on a Milton home sale?
A: Tax equals 50% of the capital gain included in income, taxed at your marginal rate. Net proceeds depend on PRE eligibility, losses to offset gains, and any reserves or rollovers used.
Q: Does selling a rental property trigger HST in Milton?
A: Typically HST applies to new or substantially renovated properties sold in the course of business. Resale of used residential property is usually HST-exempt. Consult your accountant for rental/commercial scenarios.
Q: Who should I contact first — realtor or accountant?
A: Call both at the same time. Your realtor (Tony) can structure the sale and timing; your accountant/tax lawyer handles elections and filings.
Bottom line: plan before you sign
Buying another property in Milton doesn’t automatically defer taxes. But with smart planning you can reduce, delay, or even eliminate tax on the sale. Start planning now — line up your realtor, tax professional, and lawyer before you list. A little planning now can save tens of thousands at closing.
Need a practical plan that uses Milton market realities to protect your proceeds? Reach out — tony@sousasells.ca | 416-477-2620 | https://www.sousasells.ca


















