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    Most Expensive Homes Sold In The GTA This Spring

    A round-up of the priciest transactions so far this season

    Written By Robert Van Rhijn

    It's no surprise that April and May saw some jaw-droppingly expensive homes changing hands. But surprisingly, most of them sold for under asking.

    From opulent mansions to luxurious condos, let's take a peek at the crème de la crème of GTA real estate that had everyone buzzing this month!

    188 Roxborough Dr

    After only 6 days on the market, this stunning home sold for $15,000,000, which was actually $3.5 million more than the list price! And honestly, it was probably worth it. The six bedroom, six bathroom timelessly elegant Georgian exudes striking grandeur. 188 Roxborough Drive is also on a landmark Rosedale ravine street, and comes with almost half an acre of land. Not to mention the inside has over 8,300 square feet of living space.


    50 Yorkville Ave, Unit 4303

    Turns out the most expensive home to sell in the GTA in May wasn’t a house, but rather an incredibly lavish condo. Unit #4303 at 50 Yorkville Ave sold for $9,775,000, down $1,225,000 from the original list price of $11 million. The condo was recently updated by the esteemed L.A. design team, Studio Collective, and brought a fresh, modern aesthetic to the space. It features two bedrooms and four bathrooms, including a primary bedroom with two ensuites. The luxury! Not to mention this condo is in the Four Seasons, so you know the amenities are exceptional.


    36 Hazel Ave, Unit 5B

    After spending the better part of three years on and off the market, Unit 5B at 36 Hazelton Ave finally sold for $9,150,000. This is down from the $13.5 million it was first listed for in 2021. The condo was a collaboration between the owners and BCMR Custom Homes. It perfectly blends luxury and practicality. With two bedrooms, two and a half baths, and 3,955 square feet of living space — this home is ideal for both lively get-togethers and peaceful family moments.


    8 Russell Hill Dr

    This jaw-dropping mansion by Joe Brennan just sold for $7,750,000, making it one of the priciest homes to sell this season. The home features six bedrooms, seven bathrooms and over 8,300 square-feet of living space. The property sits on a 52 x 218 ravine lot, so the new owners will enjoy tree-house views and four levels of ravine bliss.


    84 Glencairn Ave

    This four-bedroom, seven-bathroom home was first listed back in 2020. But it likely didn’t sell because of the pandemic. It wasn’t relisted until this year and after two-months on the market — this stunner of a house sold for $7,350,000. The executive home comes fully stocked with every amenity you could dream of including, heated floors, a projector room, the coolest wine cellar ever, an inground pool with a pool house to match.


    101 Admiral Rd

    Houses in the Annex are coveted, and on average sell between $1.3 million to almost $7 million. But surprisingly, 101 Admiral Road seems to struggle. The 1909 Tudor-inspired mansion was first listed in 2022 for $10,000,000. And after more than a year on the market dropped its price to $8,795,000 in 2023. Yet, still no luck. It finally sold at the end of April for $6,625,000. Even though it took a while to find its perfect buyer, the magnificent 6-bedroom residence is a testament to grand architecture and enduring charm.

    Let’s see now if two of Toronto’s most expensive homes, 17 Ardwold Gate and 11 Thornwood Rd, get snatched up. Now that would be a sale!

    Starting your search for a new home? Click on any of these links to access active listings, sold listings or contact a Strata agent.

    For any questions about this article or media inquires, please email