The 10 Most Expensive Homes In Canada

Ever wondered about the most expensive homes in Canada? Satisfy your curiosity with this top 10 list of the most expensive properties in Canada – 2019 edition.

The 10 Most Expensive Homes In Canada - April 28, 2025

Share this image on your site!

1. 3085 Point Grey Road, Vancouver (Kitsilano)

73.12 Million

Owner: Chip Wilson – Founder of Lululemon Athletica Inc.

House size: 15,694 sq. ft

Land size: 30,600 sq. ft

Set on Vancouver’s famed Golden Mile, this estate is the most expensive home in Canada. Designed by celebrated architect Russell Hollingsworth and completed in 2008, it showcases the kind of detail and scale that keeps even the most experienced residential property management companies on their toes.

2. 4707 Belmont Avenue, Vancouver

65.46 Million

Owner: Not publicly known

House size: 28,794 sq.ft

Land size: 74,00 sq. ft

This house was also designed by Russell Hollingsworth and built in 2007. It has 10 bedrooms and 17 bathrooms. The owners are not known as they are currently hidden behind the British Virgin Island’s holding company –  Pisonii (PTC) Ltd.

3. Chelster Hall – Oakville Ontario

58 Million

Owner: Currently for sale. Past owner is Hugo Powell, the ex-CEO of Interbrew

House size: 47,000

Land size: 10 acres

Built in 2006, this estate combines classical architecture with modern indulgence: six bedrooms, thirteen bathrooms, indoor and outdoor pools, a wine cellar, a movie theatre, and even a private bowling alley.

If the owner lives abroad and plans to rent the home, the Canada Revenue Agency will require filing the NR4/NR6 for non-residents to report and withhold the proper tax on that rental income.

4. James Island, Gulf Islands, B.C.

54.4 Million

Owner: Craig McCaw (Seattle telecommunications billionaire)

House size: 5,000 sq.ft

Land size: Entire 770 acre island

A cool fact about this island is that it once had a dynamite factory in 1910 and made dynamite that was used in World War II. The property itself has an 18 hole golf course, private air strip, 6 guest homes etc.

5. 4719 Belmont Avenue, Vancouver

41.2 Million

Owner: Hassan Khosrowshahi

House size: 18,114 sq.ft

Land size: 60,000 sq.ft

This home was designed by Formwerks Architecture, built in 1997 and has 10 bathrooms and 6 bedrooms. The property has a 7 foot wide skylight and a chandelier that was once owned by Mussolini!

6. 1243 Chartwell Place, West Vancouver

39.9 Million

Owner: For sale

House size: 20,000

Land size: 2.82 acres

This home was built in 1985 but it was recently renovated in 2017. Some of its features include 6 bedrooms, 8 bathrooms, an  indoor pool, sauna, media room, private creek access, tennis court etc.

7. 2815 Point Grey Road, Vancouver (Kitsilano)

39.96 Million

Owner: Jacqui Cohen

House size: 9,301 sq.ft

Land size: 33,400 sq.ft

This house was built in 1962 and is quite private with 4 nearby parks. It has 5 bedrooms, 6 bathrooms and a pool that overlooks English bay.

8. 71 The Bridle Path – Toronto

39.6 Million

Owner: For sale

House size: 35,000 sq.ft

Land size: 2 acres

If you’re a fan of Drake then you’ll be pleased to know that this mansion is a mere 3 minutes away from Drake’s new Toronto home. It has 9 bedrooms, 14 bathrooms, 36 parking spaces, an indoor pool, cathedral ballroom, tennis court etc.

9. 4743 Belmont Avenue, Vancouver

37.7 Million

Owner: For sale. Previous owner: Joe Segal

House size:  22,000 sq.ft

Land size: 1.28 acres

This beautiful property overlooks the North Shore Mountains and English bay. It has 5 bedrooms, 12 bathrooms, 2 gallery halls that have a capacity for 100 guests, an indoor pool, elevator etc. The Segal family hosted numerous charity events at this home which raised millions of dollars.

10. 4773 Belmont Avenue, Vancouver

35.88 Million

Owner: Not publicly known.

House size: 13,600 sq.ft

Land size: 49,200 sq.ft

This home was built in 2010 with 5 bedrooms and 9 bathrooms. It’s quite a private property as not much else is known about it.

References

 

Sabine Ghali
Sabine Ghali
Helping real estate investors build wealth over time

Sabine Ghali, Managing Director at Buttonwood Property Management, Award Winning Real Estate Broker and an Entrepreneur at heart. Sabine is on a mission to help investors create real estate wealth over time in the Greater Toronto Area. Sabine is published in a number of media outlets, including Toronto Star, The Globe and Mail, Toronto Sun, Entrepreneur, Forbes, and Gulf News, among many others.