$4,120,000
Listed for $4,120,000 on Jan. 19, 2026

55 Chisholm Street

Oakville

4 Bed|4 Bath|Yes|128 days on market

$4,120,000

Listed for $4,120,000 on Jan 19, 2026

Or call Dwelly at: (647) 797-1133

Home Details

Taxes
$1485 / month
Total Parking Spots
3
Garage Spaces
2
Furnished
No
Move-in Date
Flexible
Hydro Included
No
Heating
Radiant
Water Included
No
Family Room
Yes
Basement
Full, Finished
Fireplace
Y
Air Conditioning
Other
Central Vaccum
No
Exterior
Stucco (Plaster), Wood
Zoning
RL5-0
Sewer
Sewer
Property Type
Residential Freehold

Listing Description

Set within Oakville's West Harbour, 55 Chisholm Street is defined by originality and intent. 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.

About 55 Chisholm Street, Oakville

Located at 55 Chisholm Street , this Oakville house was listed for $4,120,000. It has 4 bedrooms and 4 bathrooms. The property's amenities include Hospital, Library, Park, Public Transit, Rec./Commun.Centre, School. The property includes the following rooms: . This property comes with 3 parking spots.


MLS#: undefined · $4,120,000 · 4 bedroom house in Oakville