The Top 5 Most Expensive Home Sales in Oakville for 2024
2024 was a standout year for luxury real estate in Oakville, with several exceptional properties changing hands at jaw-dropping prices. Here's a look at the top 5 sales that highlight the prestige and allure of Oakville's finest estates.
1. 88 Wolfdale Avenue
Sold for: $18,600,000
Nestled on a breathtaking peninsula with 740 feet of private shoreline, this extraordinary estate is a dream come true for water lovers. With 17,500 square feet of living space, six bedrooms, and a triple-scaled living room featuring panoramic views of Lake Ontario, this home redefines opulence. The estate also boasts a private dock, a putting green, a resort-like pool, and a cascading waterfall. Every corner of this home screams luxury and privacy, making it the crown jewel of Oakville's 2024 sales.
Sold by: SOTHEBY`S INTERNATIONAL REALTY CANADA, BROKERAGE
2. 1128 Westdale Road
Sold for: $17,000,000
Designed by Chatsworth Fine Homes, this lakefront masterpiece is situated on over half an acre and offers over 180-degree panoramic views of Lake Ontario, including the Toronto skyline. Highlights include an indoor hockey rink, an indoor pool that transforms into an open-air oasis, and a wine cellar. The primary suite commands breathtaking views, and the outdoor space features a gunite hot tub and an expansive patio perfect for entertaining.
Sold By: Century 21 Miller Real Estate
3. 199 Chartwell Road
Sold for: $10,300,000
Located on the prestigious "Street of Dreams," this gated estate showcases solid limestone construction, slate roofing, and over 11,000 square feet of exquisite interiors. A grand two-storey great room with a limestone fireplace and a chef’s kitchen with marble counters highlight the main level. Outdoors, the saltwater pool, cabana, and cascading jets create a resort-like ambiance. This architectural marvel is as much a sanctuary as it is a statement piece.
Sold by: SOTHEBY`S INTERNATIONAL REALTY CANADA, BROKERAGE
4. 140 Chartwell Road
Sold for: $10,200,000
One of Oakville's most iconic estates, this colonial-style home sits on 1.5 acres of beautifully manicured gardens. Recently upgraded with $2.5 million in renovations, the property includes a saltwater pool, a cabana, and multiple sitting areas featuring handpicked sculptures symbolising the elements. Inside, the home blends traditional craftsmanship with contemporary design, offering a theatre room, a fitness space, and state-of-the-art automation.
Sold By: ROYAL LEPAGE REAL ESTATE SERVICES LTD., BROKERAGE
5. 23 Park Avenue
Sold for: $8,800,000
This custom-designed home, located steps from Lake Ontario, offers a perfect blend of sophistication and practicality. With a newly transformed backyard featuring a saltwater pool, a cabana, and a putting green, it’s the ultimate family retreat. Inside, the home showcases a main-floor primary suite, a gym, and an elegantly redesigned interior by Olly + Em. The seamless blend of indoor and outdoor spaces makes this property both luxurious and welcoming.
Sold by: ROYAL LEPAGE/J & D DIVISION, BROKERAGE
A Testament to Oakville's Prestige
These record-breaking sales underscore Oakville's status as a premier destination for luxury living. With breathtaking views, unparalleled privacy, and bespoke designs, these homes represent the pinnacle of affluent lifestyles. Whether you’re dreaming of waterfront elegance or an architectural marvel, Oakville offers an array of exclusive opportunities to call home.
If you’re inspired by these exceptional properties and want to explore Oakville's luxury real estate market, contact us to discover your dream home.
