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$3,850,000
55 Chisholm St
Oakville, ON L6K 3H6
55 Chisholm St, Oakville — Listed at $3,850,000. 4 bedroom, 4 bathroom 2-Storey. MLS® W13018186.
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Description
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.
Property Details
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Listing Courtesy of: Sotheby's International Realty Canada, Brokerage
MLS® #W13018186


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HouseIndex Take: 55 Chisholm Street
This detached (2-Storey) is located in the 1002 - CO Central neighbourhood of Oakville.
The home offers 4+1 bedrooms, 4 bathrooms.
Features include a full, finished basement, 3 parking spaces including a 1-car garage, a fireplace.
Additional details: lot dimensions of 89.5 × 80 feet.
Listed at $3,850,000 CAD with annual property taxes of $17,811.05 (2025). This listing has been on the market for 52 days.
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About Oakville Real Estate
This Detached is located in the 1002 - CO Central community in Oakville. Oakville is an affluent lakefront town in Halton Region known for heritage estates in Old Oakville, a thriving downtown core along Lakeshore Road, and excellent schools. The QEW provides quick access to Toronto and Hamilton, while the Oakville GO station offers 30-minute service to Union. It consistently ranks among Canada's best places to live. Detached homes in Oakville are in high demand among families seeking space, privacy, and long-term equity growth.