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437 Cairncroft Road, Oakville, ON L6J 4N1

1011 - MO Morrison · Oakville · ON

$3,999,000For Sale Updated 6 days ago
4Beds
6Baths
8.00Parking
3500-5000 sq ftLiving area
DetachedProperty type

About this property

Nestled among lush, beautifully landscaped grounds in one of Southeast Oakville's most coveted neighbourhoods, this exceptional stone residence occupies a rare 0.8-acre ravine lot, offering timeless elegance, generous living spaces and exceptional privacy. Inside, 7,000 sq. ft. of finished living space unfolds, offering the generous proportions and expansive living areas that are increasingly rare in today's newer builds. A grand foyer sets the tone, complemented by rich hardwood flooring, high ceilings and an abundance of space for both gracious entertaining and comfortable family living. The home features four spacious bedrooms, each with its own private ensuite, premium appliances and a custom wine cellar. A separate side entrance provides added flexibility, with direct access to the lower level. Designed for both elegant entertaining and relaxed everyday living, the outdoor setting is equally impressive. Multiple stone patios surround the home, creating inviting spaces to gather, dine and unwind, while the saltwater in ground pool and uninterrupted ravine views transform the backyard into a private, resort-style retreat that feels more Muskoka than city. Ideally located within walking distance of Oakville's top-ranked schools and minutes from premier amenities, this distinguished residence offers a rare combination of estate-scale grounds, timeless stone architecture, substantial living space and exceptional privacy in a prime urban location. Meticulously maintained, it reflects true pride of ownership throughout.

Property details

MLS® Number
W14094924
Status
Active / Price Change
Transaction
For Sale
Property Type
Residential Freehold
Property Subtype
Detached
Bedrooms Above Grade
4
Kitchens
1
Rooms
11
Living Area Range
3500-5000
Lot Size
Feet
Lot Width
165.00
Lot Depth
169.00
Taxes
$19,019
Tax Year
2026
Garage
Attached
Parking Spaces
6
Parking Total
8.00
Heating
Forced Air / Gas
Cooling
Central Air
Basement
Full
Sewer
Sewer
Direction Faces
North
Cross Street
Cairncroft Rd/Cumnock Cres
Directions
Cairncroft Rd/Cumnock Cres
Occupancy
Owner

Interior Features

Interior
Central Vacuum, Auto Garage Door Remote, Water Heater Owned, Sump Pump

Exterior Features

Pool
Inground

Building & Construction

Style
2-Storey
Construction
Stone
Foundation
Poured Concrete
Roof
Asphalt Shingle
Approximate age
31-50

Parking & Garage

Garage
Attached
Parking features
Private Double
Parking spaces
6
Parking total
8.00
Covered spaces
2

Community & Neighbourhood

Cross street
Cairncroft Rd/Cumnock Cres

Utilities & Services

Sewer
Sewer

Location

Listing courtesy of RE/MAX ABOUTOWNE REALTY CORP.

Property History

Listed
October 19, 2026 2:41 PM
Listing updated
November 4, 2026 9:05 AM
System updated
November 4, 2026 9:05 AM
Photos changed
October 19, 2026 2:41 PM
Media changed
October 19, 2026 2:41 PM
Imported locally
November 4, 2026 12:00 PM

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