These are 5 of the most expensive houses listed in Toronto in the past year

Toronto real estate may have cooled, but the city's luxury market is still out here living its best, most delusional life.

While the rest of us are refreshing mortgage calculators and reconsidering our brunch budgets, a handful of jaw-dropping mega-mansions spent the past year casually asking for the kind of money usually reserved for government budget lines.

From sprawling Bridle Path compounds to architectural fever dreams tucked behind unassuming gates, these were some of the priciest pads to hit the market in Toronto over the last 12 months — proof that no matter what the market's doing, someone out there is always ready to list a house for the price of a small nation.

15 High Point Rd.

The library in 15 High Point Rd. 

One of the most expensive homes ever (and currently) listed in Toronto, 15 High Point Rd. isn't just a house — it's a full-blown fantasy.

A mix of Old World grandeur and modern indulgence, this French Revival mega-mansion took seven years of meticulous planning by top European artisans, architects, and designers. It's also the third chapter in a very dramatic architectural family tree that includes the Grand Trianon at Versailles and Rhode Island's Rosecliff Mansion. Casual.

All that opulence — plus two full acres of Bridle Path land — can be yours for a breezy $49,950,000.

17 Ardwold Gate

The exterior of 17 Ardwold Gate. 

Making a return appearance after snagging a spot on last year's list, 17 Ardwold Gate came back with the same $34,500,000 asking price and not a hint of shame about it.

While other luxury listings slashed prices or hit the market under power of sale, this six-bedroom, 11-bathroom palace stood firm. Is it still breathtaking? Absolutely. Will it also be on this list in 2026? All signs point to "duh."

8 High Point Rd.

The front of 8 High Point Rd. 

After finally selling for 25 per cent under its asking price in 2020, 8 High Point Rd. has resurfaced — completed, polished, and now listed for a staggering $32,570,000.

If you enjoy fun math, that's more than $20 million above its 2020 sold price, or about 2.5 times higher.

The house itself is a maximalist fever dream: Corinthian columns, tropical murals, and sixteen (sixteen!!!) bathrooms. It's an obnoxious display of Bridle Path wealth, but also maybe the most gloriously tasteless mansion to hit the list this year.

20/22 Park Lane Circ.

The back of 22 Park Lane Circle. 

Listed at $29,990,000, this was actually a two-for-one special, and remarkably, the only ultra-expensive home on the list that actually sold in 2025. It closed at $27,325,000 after just 105 days, which in this price bracket is practically a fire sale.

Together, the combined properties offered four lush acres, a dated-but-large five-bedroom mansion, and a modest one-bedroom bungalow.

But let's be honest: the biggest selling point was probably the neighbour across the street. Yes, that neighbour. Drake.

85 The Bridle Path

The backyard at 85 The Bridle Path. 

After languishing on the market for four years and finally selling in 2021, 85 The Bridle Path is somehow back — and still asking luxury-tier money.

The eight-bedroom French Provincial estate returned to the market last year for $28,900,000, then gently lowered its price this year by a whopping (for normal people) but meaningless-to-the-ultra-rich $20K, landing at $28,880,000.

Nothing inside appears to have changed, which means in today's market, this place might be settling in for another multi-year stay on MLS. The Bridle Path giveth, the Bridle Path refuses to budge.