As Canada’s biggest urban region, the Greater Toronto Area has always boasted a slew of incredible real estate. Now that we’re closing out the year, we at HouseSigma figured it was time to list out the 10 most expensive home sales across the GTA in 2025 – assuming no others break into the rankings in the next two weeks.
The homes range from a mega property combination deal, to a turreted party mansion that looks straight out of The Great Gatsby, to refined and elegant urban homes. Plus, there are a LOT of beautiful swimming pools to envy!
Check these amazing properties out below, then head to our home page to see more sold and for-sale homes in your area, where you can filter by price and many other attributes.
1. North York property combo: $27.325M
20/22 Park Lane Circle, North York: We have to admit, this property sale – which is higher priced than any on the Metro Vancouver most expensive sales list – is a bit of a cheat in terms of ranking #1 on this list. It’s actually two neighbouring North York properties combined into one deal – one for $16.205 million and one for $11.12 million, which closed on the same day to the same buyer. So, although the combination makes it Canada’s highest priced residential resale property deal of 2025, it’s not actually the individual most expensive Canadian home sale of the year (that title goes number 2 on this list).
Details: 8 bed, 9 bath • Sold February 4, 2025
2. Palatial party pad: $17.8M
15466 The Gore Road, Caledon: What in the Great Gatsby is this? Just… wow. We figure this huge, turreted home in Caledon on a vast property could host the most epic party the GTA has ever seen. And, at $17.8 million, its sale in May was the highest priced single residential resale transaction of 2025, anywhere in Canada (according to MLS records and not counting farms/ranches, land-based deals, or any off-market transactions). The main home has incredible interiors and gorgeous finishes, such as double-height ceilings and internal stone walls. The property includes 52 acres of forested land, with trail walks, a stream with waterfalls, and a “beach house” for guests on one of the small lakes – which have fountains, of course.
Details: 7 bed, 9 bath • Sold May 1, 2025
3. Sleek and stylish architectural home: $xx
11 Thornwood Road, Toronto: This Rosedale home, named Thornwood House and designed by KPMB Architects, is as much art as it is house. It was designed to showcase artwork and let in tonnes of natural light. The dark, mysterious frontage of the house is contrasted by the wall-to-wall windows around the back L-shape of the building, offering views of a serene garden. We hope the new owner is a car lover, as there’s also a garage with a car lift to store an extra vehicle underground.
Details: 5 bed, 8 bath • Sold May 11, 2025
4. House fit for King: $13.45M
72 Manitou Drive, King: This is a huge French chateau-style home that seems built for royalty, with 22,000 square feet of living space, located in the Narrows of Kingscross Estates. The home is wall-to-wall marble and ultra-luxury finishes throughout. The grounds feature a circular parking courtyard and driveway for up to 20 cars, plus there’s an underground garage for an additional 10 cars. There is also a tennis court, and separate 3,400sf building housing a heated saltwater indoor pool with mural ceilings.
Details: 7 bed, 6 bath • Sold February 7, 2025
5. A rose in Rosedale: $13.2M
20 Elm Avenue, Toronto: This is a real Rosedale gem – an elegant home from 1890 that has been meticulously restored to state-of-the-art standards. The 135-year-old home offers over 11,500 square feet of living space across four levels, with original architectural details including hand-carved moldings, eight fireplaces, and a dramatic entrance foyer, plus they have installed a four-floor elevator. Outside it has one-third of an acre of gardens, including a terraces, patios, a shaded pool, and mature trees.
Details: 6 bed, 9 bath • Sold August 30, 2025
6. Brand-new penthouse: $12.5M
7 Dale Avenue #PH3, Toronto: The only condo on this top 10 list, this is a penthouse at the exclusive and striking 7 Dale Avenue building – designed by architect Hariri Pontarini with the interiors by Studio Munge, and completed last year. This unit boasts a huge outdoor terrace with Rosedale and wider city views, and 4,200 square feet of indoor living space. The listing shows no interior images, and the description says the as-yet-unlived-in penthouse listing is “presented with the opportunity for the purchaser to choose their colours and materials” – so we believe it was not finished upon listing, but sold at the completed price.
Details: 4 bed, 4 bath • Sold October 14, 2025
7. Riches in Richmond Hill: $12.25M
61 Westwood Lane, Richmond Hill: At first glance, this Richmond Hill residence is all about the grandeur. Custom-built in Georgian style (except, you know… new), the house showcases such extravagant features as 23-foot ceilings in the rotunda-style entrance foyer, and formal topiary on the pool terraces. But inside, the house is surprisingly livable and accessible, while still being very luxurious. Outside, there’s a tricked-out pool cabana with a bathroom, laundry room, and an outdoor kitchen with a grilling station and a wood-fired pizza oven.
Details: 6 bed, 10 bath • Sold April 29, 2025
8. Design-magazine-style home: $12.2M
18 Chestnut Park Road, Toronto: The charming family-home exterior of this Rosedale house belies the design-magazine-quality modern interiors, which are jaw-droppingly sumptuous. Just check out the listing photos – especially that high-end-club-style basement recreation space. That wine room is something else, too.
Details: 6 bed, 7 bath • Sold October 14, 2025
9. Burlington family estate: $12M
4472 Escarpment Drive, Burlington: Located in enclave of The Bluffs in Burlington near the Bruce Trail, this custom-built family home sits on two acres of land. The home offers 15,000 square feet of living space, with seven bedrooms, 11 bathrooms, an elevator, a movie theatre, a spectacular two-storey gourmet kitchen, and an expansive outdoor pool area.
Details: 7 bed, 11 bath • Sold June 24, 2025
10. New-build Forest Hill home: $11.9M
228 Dunvegan Road, Toronto: Back in the city, the last on our list is a newly built home in Forest Hill. The house has nearly 9,000 square feet of modern living space, and was created by architect Richard Wengle and built by Marvel Homes. Out back, there’s a yard with a shady swimming pool and a terrace for outdoor dining.
Details: 6 bed, 9 bath • Sold August 1, 2025
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