$3,850,000
For sale: Detached

It is rare to find a home that respects its history while boldly defining its future. Set within Oakville's prestigious West Harbour neighbourhood, 55 Chisholm Street is a study in modern heritage, where a century-old stone foundation anchors a home defined by thoughtful design and sustainable innovation. Superior craftsmanship and comfortable, functional spaces create a residence that is both considered and effortlessly livable. Every detail reflects a singular vision. The architecture bridges past and present with quiet confidence, pairing natural plaster walls and custom ironwork with a sculptural three-dimensional stairwell and a professional Valcucine kitchen outfitted with integrated Miele appliances. A striking soapstone fireplace grounds the main living area, while open-concept spaces extend toward landscaped gardens, creating a seamless connection between indoors and out. Its intelligence is expressed through restraint. Geothermal heating, energy-recovery ventilation, and rainwater harvesting are fully integrated, supporting a high level of performance without compromising design integrity. Upstairs, three well-appointed bedrooms and two bathrooms offer calm and privacy. The primary suite opens to a private terrace, while a treetop lookout captures elevated views across the neighbourhood canopy. The lower level includes a modern gym, cedar-lined wine cellar, and guest suite. Outside, the grounds continue the experience with a cedar sauna, outdoor shower, fire pit, and full outdoor kitchen. Steps from the lake and Downtown Oakville, this is a legacy property reimagined for the next century, offering a rare balance of architectural integrity, modern performance, and quiet, enduring livability.
Sold data
Detached homes in Oakville (CO Central) took a median of 27 days to sell over the last 90 days, with the quickest quarter selling within 13 days and the slowest quarter taking more than 50, across 349 recorded sales.
That clock counts only the listing each home finally sold on. Measured from the first time these properties came to market, including any earlier listings that were withdrawn and re-entered, the median is 64 days.
The median sale price was $1,699,000.
Homes sold for about 4.4% below asking on average, so there was room to negotiate.
About 11% of sales closed above the list price.
Around 21% of sellers reduced their price before finding a buyer.
Based on 349 recorded sales in the last 90 days. Aggregate statistics only; individual sale prices are not shown.
Schools
Oakville (CO Central) has 56 Fraser Institute–rated schools (45 elementary and 11 secondary), averaging 7.8/10.
School ratings from the Fraser Institute's Ontario school report cards.
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