Value
Photos
Map
$4,098,000
ESTIMATED
4
BEDROOMS
6
BATHROOMS
W13733644
MLSID

437 Cairncroft Road, Oakville

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 inground 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.
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Sold History

SOLD
18 January 2016
$2,315,000
SOLD
8 July 2008
$1,850,000
SOLD
2 May 2006
$1,775,000
SOLD
2 May 2006
$1,775,000
SOLD
6 June 2003
$1,750,000
SOLD
26 May 1999
$1,300,000

Summary

Address
437 Cairncroft Road
MLSID
W13733644
Property Type
Detached
Property Category
Bedrooms
4
Bathrooms
6
Rooms
10 + 1
Kitchens
1
Zoning
RL1-0
Taxes (Annual)
$19,019.00
Tax Year
2026
Published
September 1, 2026
Days on Market
65 Days
Possession Type
90+ Days
Possession Details
90+ Days
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Exclusions

Dining room chandelier and crystal chandelier in upstairs bedroom

Details

Bathroom 1
2-Piece Main Level
Bathroom 2
4-Piece Second Level
Bathroom 3
6-Piece Second Level
Bathroom 4
2-Piece Lower Level
Basement
Full
Interior Features
Central Vacuum, Auto Garage Door Remote, Water Heater Owned, Sump Pump
Parking Spaces
6
Parking Total
8
Parking Features
Private Double
Architectural Style
2-Storey
Roof
Asphalt Shingle
Construction Materials
Stone
Lot Width
165 Feet
Lot Depth
169 Feet
Water
Municipal
Heat Source
Gas
Heat Type
Forced Air
New Construction
No
Occupant Type
Owner
Private Entrance
No
Sauna
No
Seasonal Property
No
Hot Tub / Spa
No
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