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.
Address
55 Chisholm Street
List Price
$4,120,000
MLS® Status
New
Expiration Date
2026-07-19
Property Type
Residential Freehold
Type of Dwelling
Detached
Style of Home
2-Storey
Transaction Type
Sale
Area
Oakville
Sub-Area
1002 - CO Central
Region
Halton
Bedrooms
3 + 1
Bedrooms (Total)
4
Rooms Above Grade
11
Bathrooms
4
Floor Area
3000-3500 Sq. Ft.
Lot Size Source
MPAC
Lot Depth
80
Lot Size Range (Acres)
< .50
Lot Size Units
Feet
Lot Width
89.5
Parcel Number
247780136
Occupant Type
Owner
Cross Street
Lakeshore Rd W / Chisholm St
Approx. Age
100+ Years
MLS® Number
W12708196
Listing Brokerage
Sotheby's International Realty Canada, Brokerage
Basement Area
Full, Finished
Postal Code
L6K 3H6
Posession Details
Flexible
Parking
Private Double
Parking Places (Total)
3
Parking Spaces
2
Tax Amount
$17,811.05
Tax Year
2025
Site Influences
Deck, Hospital, Landscape Lighting, Lawn Sprinkler System, Library, Park, Patio, Porch, Privacy, Public Transit, Rec./Commun.Centre, Recreational Area, School, Year Round Living
Exterior Features
Lawn Sprinkler System, Landscape Lighting, Deck, Privacy, Recreational Area, Porch, Year Round Living, Patio
Interior Features
Air Exchanger, Countertop Range, ERV/HRV, Built-In Oven, Sauna, Ventilation System, Water Heater Owned
Property Features
Hospital, Library, Park, Public Transit, Rec./Commun.Centre, School
Central Vacuum
No
Family Room
Yes
Elevator
No
Ensuite Laundry
No
Special Designation
Heritage
Standard Status
Active
Board Or Association
Oakville, Milton & District Real Estate Board
Heat Source
Ground Source
Heat Type
Radiant
Cooling Features
Other
Construction Materials
Stucco (Plaster), Wood
UFFI
No
Direction Faces
East
Fireplace
Yes
Fireplace Features
Freestanding, Wood
Foundation Details
Poured Concrete, Stone
Garage
Yes
Garage Type
Detached
Covered Spaces
1
Kitchens Total
1
Kitchens Above Grade
1
Other Structures
Sauna
Pool Features
None
Roof
Metal
Tax Legal Description
PT LT 6 & 8, BLK 72, PL 1, AS IN OC19959 TOWN OF OAKVILLE
Security Features
Alarm System, Security System, Smoke Detector
View Type
Garden
Waterfront
No
Waterfront
None
Sewer
Sewer
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