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
6 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
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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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$216,446
lower than listed price
i
High
$3,810,965
Mid
$3,633,554
Low
$3,473,458
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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.

55 Chisholm St, Oakville is not far from Tim Hortons for that morning caffeine fix and if you're not in the mood to cook, Ladolcevita, Subway and Pasquale's Trattoria are near this detached house. Nearby grocery options: Marbled Premium Meats is only 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.