| 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. |
| Price | $4,120,000 |
| Taxes: | $17811.05 |
| Assessment Year: | 2026 |
| Occupancy: | Owner |
| Address: | 55 Chisholm Street , Oakville, L6K 3H6, Halton |
| Acreage: | < .50 |
| Directions/Cross Streets: | Lakeshore Rd W / Chisholm St |
| Rooms: | 11 |
| Bedrooms: | 3 |
| Bedrooms +: | 1 |
| Family Room: | T |
| Basement: | Full, Finished |
| Level/Floor | Room | Length(m) | Width(m) | Descriptions | |
| Room 1 | Main | Dining Ro | 6.52 | 4.27 | |
| Room 2 | Main | Family Ro | 4.13 | 4.21 | |
| Room 3 | Main | Kitchen | 3.68 | 3.92 | |
| Room 4 | Main | Living Ro | 7.11 | 6.48 | |
| Room 5 | Main | Mud Room | 3.74 | 2.37 | |
| Room 6 | Main | Solarium | 2.32 | 4.32 | |
| Room 7 | Second | Bedroom | 3.8 | 4.26 | |
| Room 8 | Second | Bedroom | 5.36 | 4.26 | |
| Room 9 | Second | Primary B | 6.28 | 3.99 | |
| Room 10 | Basement | Bedroom | 3.37 | 3.36 | |
| Room 11 | Basement | Laundry | 10.15 | 5.47 | |
| Room 12 | Basement | Recreatio | 6.59 | 8.31 | |
| Room 13 | Basement | Other | 3.42 | 2.63 |
| Washroom Type | No. of Pieces | Level |
| Washroom Type 1 | 2 | Main |
| Washroom Type 2 | 4 | Second |
| Washroom Type 3 | 4 | Lower |
| Washroom Type 4 | 0 | |
| Washroom Type 5 | 0 | |
| Washroom Type 6 | 2 | Main |
| Washroom Type 7 | 4 | Second |
| Washroom Type 8 | 4 | Lower |
| Washroom Type 9 | 0 | |
| Washroom Type 10 | 0 | |
| Washroom Type 11 | 2 | Main |
| Washroom Type 12 | 4 | Second |
| Washroom Type 13 | 4 | Lower |
| Washroom Type 14 | 0 | |
| Washroom Type 15 | 0 | |
| Washroom Type 16 | 2 | Main |
| Washroom Type 17 | 4 | Second |
| Washroom Type 18 | 4 | Lower |
| Washroom Type 19 | 0 | |
| Washroom Type 20 | 0 | |
| Washroom Type 21 | 2 | Main |
| Washroom Type 22 | 4 | Second |
| Washroom Type 23 | 4 | Lower |
| Washroom Type 24 | 0 | |
| Washroom Type 25 | 0 | |
| Washroom Type 26 | 2 | Main |
| Washroom Type 27 | 4 | Second |
| Washroom Type 28 | 4 | Lower |
| Washroom Type 29 | 0 | |
| Washroom Type 30 | 0 |
| Total Area: | 0.00 |
| Approximatly Age: | 100+ |
| Property Type: | Detached |
| Style: | 2-Storey |
| Exterior: | Stucco (Plaster), Wood |
| Garage Type: | Detached |
| (Parking/)Drive: | Private Do |
| Drive Parking Spaces: | 2 |
| Park #1 | |
| Parking Type: | Private Do |
| Park #2 | |
| Parking Type: | Private Do |
| Pool: | None |
| Other Structures: | Sauna |
| Approximatly Age: | 100+ |
| Approximatly Square Footage: | 3000-3500 |
| Property Features: | Hospital, Library |
| CAC Included: | N |
| Water Included: | N |
| Cabel TV Included: | N |
| Common Elements Included: | N |
| Heat Included: | N |
| Parking Included: | N |
| Condo Tax Included: | N |
| Building Insurance Included: | N |
| Fireplace/Stove: | Y |
| Heat Type: | Radiant |
| Central Air Conditioning: | Other |
| Central Vac: | N |
| Laundry Level: | Syste |
| Ensuite Laundry: | F |
| Elevator Lift: | False |
| Sewers: | Sewer |
| Although the information displayed is believed to be accurate, no warranties or representations are made of any kind. |
| Sotheby's International Realty Canada, Brokerage |
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| Virtual Tour | Book Showing | Email a Friend |
| Type: | Freehold - Detached |
| Area: | Halton |
| Municipality: | Oakville |
| Neighbourhood: | 1002 - CO Central |
| Style: | 2-Storey |
| Approximate Age: | 100+ |
| Tax: | $17,811.05 |
| Beds: | 3+1 |
| Baths: | 4 |
| Fireplace: | Y |
| Pool: | None |