Welcome to this remarkable 2-Storey detached located in the coveted neighborhood of Central. Expertly crafted featuring premium stucco (plaster) and wood construction, this residence presents an exceptional opportunity offered at $3,850,000 to acquire a beautiful home in a highly sought-after setting. Designed for both comfortable daily living and elegant entertaining, the layout maximizes natural light, functional flow, and lifestyle utility.
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.
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This detached home located at 55 Chisholm Street, Oakville is currently for sale and has been available on SousaSells for 131 days. This property is listed at $3,850,000 with an estimated mortgage of $12,815* per month. It has 4 beds, 4 bathrooms, and is 3000-3500 square feet. 55 Chisholm Street, Oakville is in the Central neighborhood.
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* Estimated mortgage assumes a 30% down payment, 4.00% interest rate, and 30-year amortization.Yes! Featuring 4 bedrooms and 4 bathrooms, this home offers ample space and comfort for growing families in Central, Oakville.
Growing families needing multi-bedroom flexibility and space in Central, Oakville.
None listed
The current listing price for 55 Chisholm Street, Oakville, ON in Central, Oakville is $3,850,000.
This property features 4 bedrooms and 4 bathrooms across approximately 3000-3500 sqft.
55 Chisholm Street, Oakville, ON is a Detached (2-Storey) featuring a Full, Finished basement.
Key property features include: Hospital, Library, Park, Public Transit, Rec./Commun.Centre, School.
Interior highlights include: Air Exchanger, Countertop Range, ERV/HRV, Built-In Oven, Sauna, Ventilation System, Water Heater Owned.
Security features include: Alarm System, Security System, Smoke Detector.
Yes, this property offers parking space for 3.0 vehicles (Detached).
Heating is provided via Ground Source and cooling via Other.
Central, Oakville
8 assaults (45.0/100k)
8 B&E (40.0/100k)
12 thefts (45.0/100k)
Improving vs previous year
Formula: (Annual Occurrences / Population) Ă— 100,000. This standard policing calculation normalizes incident frequencies across different population sizes, allowing accurate safety comparisons between quiet residential pockets and dense urban centres.
Disclaimer: Crime and safety analytics are compiled from official municipal and regional police open data records for general consumer informational and demographic research purposes only. Data is deemed reliable but is not guaranteed and does not constitute a legal representation or guarantee of future safety.
No historical data available for this property.
This could be the first listing for this address.
Data-driven valuation for 55 Chisholm Street, Oakville, ON L6K 3H6
Based on 0 recent similar sales in the pocket.
Properties in this area are selling at a steady pace.
Calculate your monthly payment, minimum downpayment, and land transfer taxes for this home in Oakville.
About Purchasing a Home in Oakville, ON
For a property listed at $3,850,000 in Oakville, the legal minimum down payment is $770,000 under current Canadian banking regulations. This calculation applies a 5% requirement on the first $500,000, 10% on the next $499,999, and a flat 20% on any amount exceeding $1,000,000.
Additionally, buyers in Ontario must budget for the Provincial Land Transfer Tax, which is estimated at $82,725 for this transaction. As this listing is in Oakville (outside the City of Toronto), no additional municipal land transfer tax is levied, resulting in total estimated land transfer taxes of $82,725.
Comprehensive city-wide demographics, local real estate stats, and school rankings for Central, Oakville.
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Disclaimer: AI Insights are generated by an automated system and should be used for informational purposes only. While we strive for accuracy using current market data and deep-learning models, these assessments do not constitute professional real estate, legal, or financial advice. All property values, predictions, and scores are estimates. We strongly recommend verifying all property details and conducting independent due diligence with a licensed professional before making any purchase decisions.
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