55 Chisholm Street

55 Chisholm Street
55 Chisholm Street
55 Chisholm Street
+47
3+1
 bed
4
 bath
3
 parking
3000 - 3500
 sqft
Detached
$4,120,000
For Sale
36 days
 on site
$4,120,000
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Size
-
Lot size
7160 sqft
Street frontage
-
Possession
Flexible
Price per sqft
$1,177 - $1,373
Taxes
$17,811.05 (2025)
Parking Type
-
Style
2-Storey
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Description
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.
Broker: Sotheby's International Realty Canada, Brokerage
MLS®#: W12708196
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:
Jan 19, 2026
Show all details
Rooms
LevelNameSizeFeatures
Main
Living Room
23.3 x 21.3 ft
Basement
Bedroom
11.1 x 11.0 ft
Main
Family Room
13.6 x 13.8 ft
Show all
Instant estimate:
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$5,520
higher than listed price
i
High
$4,326,951
Mid
$4,125,520
Low
$3,943,748
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About 55 Chisholm Street

55 Chisholm Street is an Oakville detached house for sale. 55 Chisholm Street has an asking price of $4120000, and has been on the market since January 2026. This 3000-3500 sqft detached house has 3+1 beds and 4 bathrooms. 55 Chisholm Street, Oakville is situated in Old Oakville, with nearby neighbourhoods in 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, COBS Bread is a 5-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.