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Detached for sale at 437 Cairncroft Road, Oakville - 4 bedroom, 6 bathroom - Photo 1 of 60
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$4,450,000

437 Cairncroft Rd

Oakville, ON L6J 4N1

437 Cairncroft Rd, OakvilleListed at $4,450,000. 4 bedroom, 6 bathroom 2-Storey. MLS® W13445698.

4Beds
6Baths
3500-5000sqft
2-Storey
8Parking
$19,019 (2026)

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Description

Positioned on a rare 0.8-acre ravine lot in one of Southeast Oakville's most coveted neighbourhoods, this exceptional residence makes an immediate impression with its stately curb appeal and beautifully landscaped grounds. Framed by mature trees and offering exceptional privacy, the home presents a refined presence that blends seamlessly with its lush, natural surroundings. Inside, 7,000 sq. ft. of elegantly finished living space unfolds. A grand foyer sets the tone, complemented by rich hardwood flooring and soaring ceilings throughout. The home offers four spacious bedrooms, each with its own private ensuite, along with premium appliances and a custom wine cellar. A separate side entrance adds flexibility, providing a private access point with direct entry to the lower level. Designed for both elegant entertaining and relaxed everyday living, the backyard is a private resort-style retreat. A saltwater inground pool, expansive stone patio, and uninterrupted ravine views create a setting that feels more Muskoka than city. Ideally located within walking distance of Oakville's top-ranked schools and minutes from premier amenities, this home offers a rare combination of estate-scale land, striking curb appeal, and unmatched privacy in a prime urban location. Well maintained with extensive upgrades, it reflects true pride of ownership throughout.

Property Details

Property TypeDetached
Style2-Storey
Community1011 - MO Morrison
Approximate Age31-50
Rooms10+1
Kitchens1
Washrooms6
Square Feet3500-5000 sqft
Lot Dimensions165 × 169 ft
Fronting OnNorth
Dir/Cross StCairncroft Rd/Cumnock Cres
Garage TypeAttached
Garage Parking Spaces2
DrivePrivate Double
Parking Drive Spaces6
Total Parking Spaces8
ExteriorStone
RoofAsphalt Shingle
FoundationPoured Concrete
BasementFull
Fireplace FeaturesYes
Heating TypeForced Air
Heating SourceGas
A/CCentral Air
SewersSewer
PoolInground
Taxes (2026)$19,019
HSTIncluded In
Listed Date6/15/2026
Days on Market33 days
Possession90+ Days

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Listing Courtesy of: RE/MAX ABOUTOWNE REALTY CORP.

MLS® #W13445698

TRREBMLS®

The listing data is provided under copyright by the Toronto Regional Real Estate Board (TRREB). The listing data is deemed reliable but is not guaranteed accurate by TRREB. The trademarks REALTOR®, REALTORS®, and the REALTOR® logo are controlled by The Canadian Real Estate Association (CREA) and identify real estate professionals who are members of CREA. The trademarks MLS®, Multiple Listing Service® and the associated logos are owned by CREA and identify the quality of services provided by real estate professionals who are members of CREA. Used under license.

© 2026 Toronto Regional Real Estate Board. All rights reserved.

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HouseIndex Take: 437 Cairncroft Road

This detached (2-Storey) is located in the 1011 - MO Morrison neighbourhood of Oakville.

The home offers 4 bedrooms, 6 bathrooms.

Features include a full basement, 8 parking spaces including a 2-car garage, a fireplace.

Additional details: lot dimensions of 165 × 169 feet.

Listed at $4,450,000 CAD with annual property taxes of $19,019 (2026).

About Oakville Real Estate

This Detached is located in the 1011 - MO Morrison community in Oakville. Oakville is an affluent lakefront town in Halton Region known for heritage estates in Old Oakville, a thriving downtown core along Lakeshore Road, and excellent schools. The QEW provides quick access to Toronto and Hamilton, while the Oakville GO station offers 30-minute service to Union. It consistently ranks among Canada's best places to live. Detached homes in Oakville are in high demand among families seeking space, privacy, and long-term equity growth.

Lakefront trails & Bronte HarbourTop-ranked Halton District School Board30-minute GO Train to Union StationBoutique shops along Lakeshore Road
~35 min commute to downtown TorontoWalkability: Walkable downtown — suburban outer areas
View full Oakville neighbourhood guide →