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55 Chisholm Street — Detached

For Sale

Oakville, ON L6K 3H6

4 Bed · 4 Bath · Detached

MLS #W13018186

$3,850,000

Listed Price

About This Property

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.

Property Details

Bedrooms

4

Bathrooms

4

Square Feet

3000-3500 sqft

Property Type

Detached

Style2-Storey
Approx. Age100+ years
Lot Size90 80 ft
Frontage89.5 ft
Depth80.0 ft
GarageDetached
BasementFull, Finished
CoolingOther
HeatingRadiant
FireplaceYes
Parking Spaces3
Listed OnApr 19, 2026
MLS Size3000-3500
Property Tax$17,811/year

Rooms

NameSize (m)Size (ft)Features
Dining Room(Main)6.52 x 4.2721.4 x 14.0-
Dining Room(Main)6.52 x 4.2721.4 x 14.0-
Dining Room(Main)6.52 x 4.2721.4 x 14.0-
Dining Room(Main)6.52 x 4.2721.4 x 14.0-
Dining Room(Main)6.52 x 4.2721.4 x 14.0-
Dining Room(Main)6.52 x 4.2721.4 x 14.0-
Family Room(Main)4.13 x 4.2113.5 x 13.8-
Family Room(Main)4.13 x 4.2113.5 x 13.8-
Family Room(Main)4.13 x 4.2113.5 x 13.8-
Family Room(Main)4.13 x 4.2113.5 x 13.8-
Family Room(Main)4.13 x 4.2113.5 x 13.8-
Family Room(Main)4.13 x 4.2113.5 x 13.8-
Kitchen(Main)3.68 x 3.9212.1 x 12.9-
Kitchen(Main)3.68 x 3.9212.1 x 12.9-
Kitchen(Main)3.68 x 3.9212.1 x 12.9-
Kitchen(Main)3.68 x 3.9212.1 x 12.9-
Kitchen(Main)3.68 x 3.9212.1 x 12.9-
Kitchen(Main)3.68 x 3.9212.1 x 12.9-
Living Room(Main)7.11 x 6.4823.3 x 21.3-
Living Room(Main)7.11 x 6.4823.3 x 21.3-
Living Room(Main)7.11 x 6.4823.3 x 21.3-
Living Room(Main)7.11 x 6.4823.3 x 21.3-
Living Room(Main)7.11 x 6.4823.3 x 21.3-
Living Room(Main)7.11 x 6.4823.3 x 21.3-
Mud Room(Main)3.74 x 2.3712.3 x 7.8-
Mud Room(Main)3.74 x 2.3712.3 x 7.8-
Mud Room(Main)3.74 x 2.3712.3 x 7.8-
Mud Room(Main)3.74 x 2.3712.3 x 7.8-
Mud Room(Main)3.74 x 2.3712.3 x 7.8-
Mud Room(Main)3.74 x 2.3712.3 x 7.8-
Solarium(Main)2.32 x 4.327.6 x 14.2-
Solarium(Main)2.32 x 4.327.6 x 14.2-
Solarium(Main)2.32 x 4.327.6 x 14.2-
Solarium(Main)2.32 x 4.327.6 x 14.2-
Solarium(Main)2.32 x 4.327.6 x 14.2-
Solarium(Main)2.32 x 4.327.6 x 14.2-
Bedroom(Second)3.8 x 4.2612.5 x 14.0-
Bedroom(Second)3.8 x 4.2612.5 x 14.0-
Bedroom(Second)3.8 x 4.2612.5 x 14.0-
Bedroom(Second)3.8 x 4.2612.5 x 14.0-
Bedroom(Second)3.8 x 4.2612.5 x 14.0-
Bedroom(Second)3.8 x 4.2612.5 x 14.0-
Bedroom(Second)5.36 x 4.2617.6 x 14.0-
Bedroom(Second)5.36 x 4.2617.6 x 14.0-
Bedroom(Second)5.36 x 4.2617.6 x 14.0-
Bedroom(Second)5.36 x 4.2617.6 x 14.0-
Bedroom(Second)5.36 x 4.2617.6 x 14.0-
Bedroom(Second)5.36 x 4.2617.6 x 14.0-
Primary Bedroom(Second)6.28 x 3.9920.6 x 13.1-
Primary Bedroom(Second)6.28 x 3.9920.6 x 13.1-
Primary Bedroom(Second)6.28 x 3.9920.6 x 13.1-
Primary Bedroom(Second)6.28 x 3.9920.6 x 13.1-
Primary Bedroom(Second)6.28 x 3.9920.6 x 13.1-
Primary Bedroom(Second)6.28 x 3.9920.6 x 13.1-
Bedroom(Basement)3.37 x 3.3611.1 x 11.0-
Bedroom(Basement)3.37 x 3.3611.1 x 11.0-
Bedroom(Basement)3.37 x 3.3611.1 x 11.0-
Bedroom(Basement)3.37 x 3.3611.1 x 11.0-
Bedroom(Basement)3.37 x 3.3611.1 x 11.0-
Bedroom(Basement)3.37 x 3.3611.1 x 11.0-
Laundry(Basement)10.15 x 5.4733.3 x 17.9-
Laundry(Basement)10.15 x 5.4733.3 x 17.9-
Laundry(Basement)10.15 x 5.4733.3 x 17.9-
Laundry(Basement)10.15 x 5.4733.3 x 17.9-
Laundry(Basement)10.15 x 5.4733.3 x 17.9-
Laundry(Basement)10.15 x 5.4733.3 x 17.9-
Recreation(Basement)6.59 x 8.3121.6 x 27.3-
Recreation(Basement)6.59 x 8.3121.6 x 27.3-
Recreation(Basement)6.59 x 8.3121.6 x 27.3-
Recreation(Basement)6.59 x 8.3121.6 x 27.3-
Recreation(Basement)6.59 x 8.3121.6 x 27.3-
Recreation(Basement)6.59 x 8.3121.6 x 27.3-
Other(Basement)3.42 x 2.6311.2 x 8.6-
Other(Basement)3.42 x 2.6311.2 x 8.6-
Other(Basement)3.42 x 2.6311.2 x 8.6-
Other(Basement)3.42 x 2.6311.2 x 8.6-
Other(Basement)3.42 x 2.6311.2 x 8.6-
Other(Basement)3.42 x 2.6311.2 x 8.6-

55 Chisholm Street History

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Listed: Jan 18, 2026

$4,120,000

Sale
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Home Features

Property TypeDetached
Style2-Storey
Approx. Age100+ years
Lot Size90 × 80 ft
Frontage89.5 ft
Depth80.0 ft
GarageDetached
BasementFull, Finished
CoolingOther
FireplaceYes

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About 55 Chisholm Street, Oakville, ON L6K 3H6

55 Chisholm Street, Oakville, ON L6K 3H6 is a 4-bedroom, 4-bathroom 2-storey detached with approximately 3000-3500 square feet of living space, situated on a 90 80 foot lot. This property is currently for sale at $3,850,000. The home features a detached garage and a full, finished basement, built approximately 100+ years ago.

1002 - CO Central Neighbourhood

This home is located in 1002 - CO Central, part of Oakville in the Halton area. Explore more homes for sale and recently sold properties in this neighbourhood.

Whether you are looking to buy, sell, or lease in 1002 - CO Central, our team of experienced real estate professionals can help you navigate the market and find the perfect home. Contact us today for a free consultation.

55 Chisholm Street, Oakville, ON L6K 3H6

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