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.
Address
55 Chisholm Street
List Price
$3,850,000
MLS® Status
New
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
W13018186
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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Rooms
| Floor | Type | Dimensions | Features |
|---|---|---|---|
| Main | Dining Room | 6.52 x 4.27 | |
| Main | Family Room | 4.13 x 4.21 | |
| Main | Kitchen | 3.68 x 3.92 | |
| Main | Living Room | 7.11 x 6.48 | |
| Main | Mud Room | 3.74 x 2.37 | |
| Main | Solarium | 2.32 x 4.32 | |
| Second | Bedroom | 3.8 x 4.26 | |
| Second | Bedroom | 5.36 x 4.26 | |
| Second | Primary Bedroom | 6.28 x 3.99 | |
| Basement | Bedroom | 3.37 x 3.36 | |
| Basement | Laundry | 10.15 x 5.47 | |
| Basement | Recreation | 6.59 x 8.31 | |
| Basement | Other | 3.42 x 2.63 |