Oakville mansion hits the market for $39M. This is what it looks like inside
A luxury waterfront property, perched on Oakville’s sought-after Lakeshore Road, has hit the market for $39 million. Here’s what the home looks like.
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A luxury waterfront property, perched on Oakville’s sought-after Lakeshore Road, has hit the market for $39 million. The home was first listed for sale on Aug. 4 and will cost its next owners more than $123,000 a year in property taxes alone. (Alex Irish and Matthew Regan, RE/MAX Escarpment Realty Inc., Brokerage)
The seven-bedroom, 13-bathroom estate was built in 2011 and sprawls over 19,000 square feet.
“This home is one of the country’s premiere properties by sheer size situated on 1.6 acres & 166 ft. of pristine shoreline,” Matthew Regan, CEO and broker of Regan Irish & Associates, told CTV News Toronto in a statement. (Alex Irish and Matthew Regan, RE/MAX Escarpment Realty Inc., Brokerage)
“Waterfront estates are one of the rarest and most sought-after real estate assets,” Regan said, adding the property features “immaculate and pristine finishes.” (Alex Irish and Matthew Regan, RE/MAX Escarpment Realty Inc., Brokerage)
The home boasts 12-foot-high ceilings on the main floor with breathtaking water views from the estate’s living room and dining room. (Alex Irish and Matthew Regan, RE/MAX Escarpment Realty Inc., Brokerage)
The luxury listing says the living and dining areas provide the "perfect" setting for small gatherings or larger celebrations. (Alex Irish and Matthew Regan, RE/MAX Escarpment Realty Inc., Brokerage)
The lower level of the property is fit for any movie buff as it boasts a “state-of-the-art” home theatre. (Alex Irish and Matthew Regan, RE/MAX Escarpment Realty Inc., Brokerage)
Fitness enthusiasts can make use of the property’s home gym or can work on their swing at the golf simulator. (Alex Irish and Matthew Regan, RE/MAX Escarpment Realty Inc., Brokerage)
There is also a sprawling wine cellar, billiards area with a rec room and a catering kit on the lower level of the home. (Alex Irish and Matthew Regan, RE/MAX Escarpment Realty Inc., Brokerage)
From the lower level, guests can walk out to the infinity-edge pool in the backyard. (Alex Irish and Matthew Regan, RE/MAX Escarpment Realty Inc., Brokerage)
Guests sitting outside on the property's terrace can listen to the sounds of the "Bellagio"-inspired fountains while taking in the lakefront view. (Alex Irish and Matthew Regan, RE/MAX Escarpment Realty Inc., Brokerage)
There is also an elevator that brings guests to all five levels of the home. (Alex Irish and Matthew Regan, RE/MAX Escarpment Realty Inc., Brokerage)
Car enthusiasts can park up to four vehicles in the “his & hers double car garages,” with up to 20 more spots available on the estate’s circular driveway. (Alex Irish and Matthew Regan, RE/MAX Escarpment Realty Inc., Brokerage)
Ultra-luxury homes for sale in the Greater Toronto Area have been outpacing the traditional market, with Sotheby’s International Realty Canada reporting sales for pricier homes are up 200 per cent for the first half of 2025. (Alex Irish and Matthew Regan, RE/MAX Escarpment Realty Inc., Brokerage)
According to Sotheby’s, 12 properties worth more than $10 million were sold in the GTA sometime between January and June this year. Seven of those were sold in Toronto. In 2024, only four luxury homes were solid in the same period. (Alex Irish and Matthew Regan, RE/MAX Escarpment Realty Inc., Brokerage)
While still on the pricier end, the Sotheby's report notes that sales of $4 million-plus homes were down 28 per cent year-over-year. One-million-dollar-plus home sales also dwindled, falling by 23 per cent. (Alex Irish and Matthew Regan, RE/MAX Escarpment Realty Inc., Brokerage)
The luxury condo market has also been hard hit with sales for units worth more than $1 million in the GTA were down 29 per cent year-over-year, according to Sotheby's. (Alex Irish and Matthew Regan, RE/MAX Escarpment Realty Inc., Brokerage)
Dianne Usher, managing broker for Sotheby’s International Realty Canada, told CP24 that people are buying ultra-luxury homes because nobody else is buying due to the uncertainty in the marketplace.
“They have confidence in the market, and they’re out there and they’re looking and they’re buying,” Usher said. (Alex Irish and Matthew Regan, RE/MAX Escarpment Realty Inc., Brokerage)
The ultra-luxury home buyer is highly selective, Dianne Usher notes, adding they are searching for properties that exude “quality” and “elegance” that will withstand “the test of time.” (Alex Irish and Matthew Regan, RE/MAX Escarpment Realty Inc., Brokerage)
The Sotheby’s report also notes that more sales of $10 million-plus properties take place “off-market,” citing privacy reasons for the buyers. (Alex Irish and Matthew Regan, RE/MAX Escarpment Realty Inc., Brokerage)
Though uncertainty swirls the real estate market due to political and economic concerns, Dianne Usher says ultra-luxury-homebuyers are looking past that and betting on Toronto for the long-term.
“Certainly there’s more resilience in the upper-end luxury market,” Usher told CP24, adding she is expecting an active third quarter. (Alex Irish and Matthew Regan, RE/MAX Escarpment Realty Inc., Brokerage)
