55 Chisholm Street, Oakville

55 Chisholm Street
55 Chisholm Street
55 Chisholm Street
+47
3+1
 bed
4
 bath
3
 parking
3000 - 3500
 sqft
Detached
$3,850,000
For Sale
95 days
 on site
$3,850,000
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Size
-
Lot size
7160 sqft
Street frontage
-
Possession
Flexible
Price per sqft
$1,100 - $1,283
Taxes
$17,811.05 (2025)
Parking Type
-
Style
2-Storey
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Description
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.
Broker: Sotheby's International Realty Canada, Brokerage
MLS®#: W13018186
Property details
Parking:
3
Parking type:
-
Property type:
Detached
Heating type:
Radiant
Style:
2-Storey
MLS Size:
3000-3500 sqft
Lot front:
89 Ft
Lot depth:
80 Ft
Listed on:
Apr 20, 2026
Show all details
Rooms
LevelNameSizeFeatures
Second
Bedroom
17.6 x 14.0 ft
Main
Kitchen
12.1 x 12.9 ft
Basement
Recreation
21.6 x 27.3 ft
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Instant estimate:
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$243,316
lower than listed price
i
High
$3,782,783
Mid
$3,606,684
Low
$3,447,772
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About 55 Chisholm Street

Located at 55 Chisholm Street, this Oakville detached house is available for sale. 55 Chisholm Street has an asking price of $3850000, and has been on the market since April 2026. This 3000-3500 sqft detached house has 3+1 beds and 4 bathrooms. 55 Chisholm Street resides in the Oakville Old Oakville neighbourhood, and nearby areas include Bronte East, College Park, Eastlake and Iroquois Ridge South.

Some good places to grab a bite are Ladolcevita, Subway or Pasquale's Trattoria. Venture a little further for a meal at one of Old Oakville neighbourhood's restaurants. If you love coffee, you're not too far from Tim Hortons located at 49 Lakeshore Rd W. For grabbing your groceries, Marbled Premium Meats is a 3-minute walk.

If you are reliant on transit, don't fear, there is a Bus Stop (Rebecca St. / Chisholm St.) only a 3 minute walk.