Listed by Sotheby'S International Realty Canada, Brokerage.

55 Chisholm Street is a Detached, 2-Storey and is currently for Sale @ $4,120,000. Taxes in 2025 were $17,811.05.

More homes for sale under 4.1M in Oakville

Set within Oakville's West Harbour, 55 Chisholm Street is defined by originality and intent. The 2-Storey on 55 Chisholm Street has 3 bedrooms, 4 bathrooms, and is located on a 80 x 89.5 ft loton < .50 acres in the community of Central . Located steps from Tannery Park and Lake Ontario, this home was conceived as a work of art for those who value architecture, sustainability, and livability in equal measure. Inside, innovation drives the home as much as artistry geothermal heating and cooling, energy-recovery ventilation, and rainwater harvesting provide modern sustainability without sacrificing comfort. Natural plaster walls, custom ironwork, and a sculptural three-dimensional stairwell create moments of discovery at every turn. A dramatic soapstone fireplace anchors the main level, where open living and dining spaces frame views of the landscaped grounds and flow around a Scavolini kitchen with Miele appliances. The second floor offers three bedrooms and two bathrooms, including a primary suite that opens to a private terrace overlooking the property. Above, a treetop lookout provides a quiet, elevated perspective above the neighbourhood canopy, marking an unexpected and compelling architectural moment. The lower level thoughtfully integrates the home's original stone foundation with contemporary function, housing a den, guest suite, full bath, gym, laundry, and a cedar-lined wine cellar. Outdoors, nine distinct gathering spaces await, designed for both relaxation and entertaining. A cedar sauna and outdoor shower invite quiet unwinding, while a fire pit and full outdoor kitchen create an effortless setting, surrounded by lush landscaping. With access to the lake, trails, and the shops and restaurants of Downtown Oakville 55 Chisholm Street offers a rare balance of privacy and connection. This is a home for those who value craftsmanship over convention, restraint over excess, and design that reveals itself slowly. Every material, surface, and hidden detail reflects a life lived with intention. Singular in vision and execution, it stands apart for the few who recognize extraordinary design when they see it.

2 Wall Mounted Tvs, Outdoor kitchen appliances (gas BBQ, gas griddle and side burners), All ELFS, Built-in Microwave, Dishwasher, Dryer, Other, Fridge Freezer, Smoke Detector, Stove, Washer.

The address 55 Chisholm Street was listed for sale (MLS# W12708196) on Monday, January 19, 2026.