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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. (id:58753)
Lakeshore Rd W / Chisholm St
Source: Public Records
| Street Address | Beds | Baths | Sold Date | List Price |
|---|---|---|---|---|
| 215 ROXTON ROAD | 4 | 3 | Jul 03, 2026 | $1,437,000 |
| 387 Walton Street, Oakville ON L6K 1R7 | 3 | 1 | Jun 30, 2026 | $999,000 |
| 500 BLENHEIM CRESCENT | 6 | 4 | Jul 19, 2026 | $2,180,000 |
| 357 MORDEN ROAD | 5 | 2 | Jul 17, 2026 | $1,495,000 |
Discover key demographics, population statistics, and environmental insights for the Oakville (co Central), ON area.
87/100
Very Walkable
Walk Score ®
36/100
Some Transit
Transit Score ®
42/100
Bikable
Bike Score ®
Most errands can be accomplished on foot. A few nearby public transportation options. Minimal bike infrastructure.
8 nearby routes: 8 bus, 0 rail, 0 other
The average walkability score in the surrounding area is Walk Score: 41/100, Transit Score: 38/100, Bike Score: 51/100.
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806 - 111 FORSYTHE STREET
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5 bds • 4 ba • 4266 sqft
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235 LAKEWOOD DRIVE
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18 FLORENCE DRIVE
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211 - 300 RANDALL STREET
Source: Realty.com
55 CHISHOLM STREET, Oakville (CO Central), ON L6K3H6 in Oakville (CO Central), ON L6K3H6 is a single family residence listed at $3,850,000. Highlights include 4 bedrooms, 4 bathrooms. Realty.ca has 50 photos, sales history, school insights, and mortgage tools for this listing.
Realty.com has 50 photos of 55 CHISHOLM STREET.
The full address for this home is 55 CHISHOLM STREET, Oakville (CO Central), ON L6K3H6.
55 CHISHOLM STREET has been listed on Realty.com since Mon April 20, 2026
Most errands can be accomplished on foot. A few nearby public transportation options. Minimal bike infrastructure.
The average walkability score in the surrounding area is Walk Score: 41/100, Transit Score: 38/100, Bike Score: 51/100.
Listing provided courtesy of:
Sotheby's International Realty Canada, Brokerage
Listing agent:
PETRUS ENGELBRECHT
This content last refreshed on 2026-07-29 21:50:51. Some properties which appear for sale on this web site may subsequently have sold or may no longer be available.