For Sale - 55 Chisholm Street, Oakville, Ontario

Est payment $18,487/mo
Views   2
Time on Jump  71 day
  • Historic charm blended with modern design in prestigious West Harbour.
  • Open-concept areas connect seamlessly with beautifully landscaped gardens.
  • Well-appointed bedrooms with a private terrace in the primary suite.
  • Lower level features a gym, wine cellar, and guest suite.
  • Outdoor space includes a sauna, fire pit, and full kitchen.



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 scavolini 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.
Listing IDW13018186
Address55 Chisholm Street
CityOakville, Ontario
Price$3,850,000
Bed / Bath4 / 4 Full
Style2-Storey, Detached
ConstructionStucco (Plaster),Wood
TypeResidential
StatusFor Sale
Subtype DetachedIndoor Features Air Exchanger, Countertop Range, ERV/HRV, Built-In Oven, Sauna, Ventilation System, Water Heater OwnedOutdoor Features Lawn Sprinkler System, Landscape Lighting, Deck, Privacy, Recreational Area, Porch, Year Round Living, PatioAmenities Hospital, Library, Park, Public Transit, Rec./Commun.Centre, SchoolOwnership FreeholdViews GardenWaterfront NoneBasement Full, FinishedFoundation Poured Concrete, StoneHeating / Cooling RadiantHeating Fuel Ground SourceSewer Sewer
Parking 3.00
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Listing Agency:  Sotheby's International Realty Canada, Brokerage

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55 Chisholm Street
Oakville , Ontario
4 4 $3,850,000
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