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$3,850,000
For SaleListed 108 days agoVirtual Tour

55 Chisholm Street, Oakville, ONL6K 3H6

Central
4
4
3,000–3,500 ft²
Detached3 Parking89.5 × 80 ft Lot
Listed by Sotheby's International Realty Canada, Brokerage

Property Information

Property TypeDetached
Lot Size89.5 × 80 ft
BasementFull, Finished
Parking3 parking spaces · Private Double · Detached
Property taxes$17,811/yr (2025)
Days on Market108 Days
Listed DateApr 20, 2026
MLS® NumberW13018186

Monthly Cost

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 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.

Listing History

Event
Date
Price
Listed
Apr 20, 2026
$3,850,000

Shows activity for this MLS® listing. Prior listings and sold records appear when available.

Location

View on Map

School Catchments

School boundaries and eligibility may change. Confirm school eligibility directly with the school board.

All Oakville school catchments

Licensed Childcare Nearby

Licensed childcare nearby
From Ontario’s Ministry of Education registry
6
Licensed centres nearby
0.4km
Closest centre
4
CWELCC
4
Before & after care
Licensed Child Care Centre
Hopedale Montessori School - Thomas St. Campus
160 William Street, Oakville
0.4 km
CWELCC
Full day · Half day
Operator: 1318291 Ontario Limited
Licence #20185·Child Care Centre
Licensed Child Care Centre
Parkview Children'S Centre- The Thistleoaks School
53 Bond Street, Oakville
0.6 km
Full day
Operator: Parkview Children'S Centre
Licence #62312·Child Care Centre
Licensed Child Care Centre
Maple Tree Montessori Childcare - Oakville
226 Randall Street, Oakville
0.7 km
CWELCC
Full day · Before & after school
Operator: 11824023 Canada Inc.
Licence #58730·Child Care Centre
Licensed Child Care Centre
Positive Minds Daycare Inc
318 Queen Mary Drive, Oakville
1.0 km
CWELCC
Full day · Before & after school
Operator: Positive Minds Daycare Inc.
Licence #57729·Child Care Centre
Licensed Child Care Centre
Oakville Family Ymca Sacc- Oakwood
357 Bartos Drive, Oakville
1.3 km
CWELCC
Before & after school
Operator: Oakville Family Ymca
Licence #62758·Child Care Centre
Licensed Child Care Centre
Les Coccinelles Ste. Marie
336 Maurice Drive, Oakville
1.3 km
Français
Full day · Before & after school
Operator: Les Coccinelles D'Oakville Inc.
Licence #0001757·Child Care Centre

About Central

View Central on Market

Who lives here

A snapshot of this home’s immediate area — the census dissemination area it sits in.

44%
Homeowners
39%
Households with kids
$97,000
Median income
61
Median age
More about this area
1.9
Avg. household size
60%
University degree
34%
Newcomers (immigrants)
Age profile538 residents
Under 208%
20–3416%
35–6435%
65+41%

StatCan 2021 Census · this home’s dissemination area (DA 35240587). Values are randomly rounded by Statistics Canada for privacy.

Homes for sale nearby

DistrictIQ Inc., BrokerageMLS® data provided by PropTxUpdated Jul 3, 2026
Data sources & legal disclosures

Listing data is provided by the Toronto Regional Real Estate Board (TRREB) and PropTx under the Internet Data Exchange (IDX) program. The information is deemed reliable but is not guaranteed accurate by TRREB, PropTx, CREA or DistrictIQ Inc., Brokerage, may not reflect the most current status, and is subject to errors, omissions, prior sale, change, or withdrawal without notice. Listings should be independently verified.

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