55 Chisholm Street

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
50 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 Scavolini 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
Show all
Instant estimate:
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$83,012
lower than listed price
i
High
$3,950,914
Mid
$3,766,988
Low
$3,601,013
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About 55 Chisholm Street

55 Chisholm Street is an Oakville detached house for sale. It was listed at $3850000 in April 2026 and has 3+1 beds and 4 bathrooms. Situated in Oakville's Old Oakville neighbourhood, Bronte East, College Park, Eastlake and Iroquois Ridge South are nearby neighbourhoods.

There are a lot of great restaurants nearby 55 Chisholm St, Oakville.Grab your morning coffee at Tim Hortons located at 49 Lakeshore Rd W. Nearby grocery options: Marbled Premium Meats is a 3-minute walk.

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