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Detached for sale at 437 Cairncroft Road, Oakville - 4 bedroom, 6 bathroom - Photo 1 of 50
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Detached for sale at 437 Cairncroft Road, Oakville - 4 bedroom, 6 bathroom - Photo 6 of 50
Detached for sale at 437 Cairncroft Road, Oakville - 4 bedroom, 6 bathroom - Photo 7 of 50
Detached for sale at 437 Cairncroft Road, Oakville - 4 bedroom, 6 bathroom - Photo 8 of 50
Detached for sale at 437 Cairncroft Road, Oakville - 4 bedroom, 6 bathroom - Photo 9 of 50
Detached for sale at 437 Cairncroft Road, Oakville - 4 bedroom, 6 bathroom - Photo 10 of 50
Detached for sale at 437 Cairncroft Road, Oakville - 4 bedroom, 6 bathroom - Photo 11 of 50
Detached for sale at 437 Cairncroft Road, Oakville - 4 bedroom, 6 bathroom - Photo 12 of 50
Detached for sale at 437 Cairncroft Road, Oakville - 4 bedroom, 6 bathroom - Photo 13 of 50
Detached for sale at 437 Cairncroft Road, Oakville - 4 bedroom, 6 bathroom - Photo 14 of 50
Detached for sale at 437 Cairncroft Road, Oakville - 4 bedroom, 6 bathroom - Photo 15 of 50
Detached for sale at 437 Cairncroft Road, Oakville - 4 bedroom, 6 bathroom - Photo 16 of 50
Detached for sale at 437 Cairncroft Road, Oakville - 4 bedroom, 6 bathroom - Photo 17 of 50
Detached for sale at 437 Cairncroft Road, Oakville - 4 bedroom, 6 bathroom - Photo 18 of 50
Detached for sale at 437 Cairncroft Road, Oakville - 4 bedroom, 6 bathroom - Photo 19 of 50
Detached for sale at 437 Cairncroft Road, Oakville - 4 bedroom, 6 bathroom - Photo 20 of 50
Detached for sale at 437 Cairncroft Road, Oakville - 4 bedroom, 6 bathroom - Photo 21 of 50
Detached for sale at 437 Cairncroft Road, Oakville - 4 bedroom, 6 bathroom - Photo 22 of 50
Detached for sale at 437 Cairncroft Road, Oakville - 4 bedroom, 6 bathroom - Photo 23 of 50
Detached for sale at 437 Cairncroft Road, Oakville - 4 bedroom, 6 bathroom - Photo 24 of 50
Detached for sale at 437 Cairncroft Road, Oakville - 4 bedroom, 6 bathroom - Photo 25 of 50
Detached for sale at 437 Cairncroft Road, Oakville - 4 bedroom, 6 bathroom - Photo 26 of 50
Detached for sale at 437 Cairncroft Road, Oakville - 4 bedroom, 6 bathroom - Photo 27 of 50
Detached for sale at 437 Cairncroft Road, Oakville - 4 bedroom, 6 bathroom - Photo 28 of 50
Detached for sale at 437 Cairncroft Road, Oakville - 4 bedroom, 6 bathroom - Photo 29 of 50
Detached for sale at 437 Cairncroft Road, Oakville - 4 bedroom, 6 bathroom - Photo 30 of 50
Detached for sale at 437 Cairncroft Road, Oakville - 4 bedroom, 6 bathroom - Photo 31 of 50
Detached for sale at 437 Cairncroft Road, Oakville - 4 bedroom, 6 bathroom - Photo 32 of 50
Detached for sale at 437 Cairncroft Road, Oakville - 4 bedroom, 6 bathroom - Photo 33 of 50
Detached for sale at 437 Cairncroft Road, Oakville - 4 bedroom, 6 bathroom - Photo 34 of 50
Detached for sale at 437 Cairncroft Road, Oakville - 4 bedroom, 6 bathroom - Photo 35 of 50
Detached for sale at 437 Cairncroft Road, Oakville - 4 bedroom, 6 bathroom - Photo 36 of 50
Detached for sale at 437 Cairncroft Road, Oakville - 4 bedroom, 6 bathroom - Photo 37 of 50
Detached for sale at 437 Cairncroft Road, Oakville - 4 bedroom, 6 bathroom - Photo 38 of 50
Detached for sale at 437 Cairncroft Road, Oakville - 4 bedroom, 6 bathroom - Photo 39 of 50
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Detached for sale at 437 Cairncroft Road, Oakville - 4 bedroom, 6 bathroom - Photo 41 of 50
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Detached for sale at 437 Cairncroft Road, Oakville - 4 bedroom, 6 bathroom - Photo 43 of 50
Detached for sale at 437 Cairncroft Road, Oakville - 4 bedroom, 6 bathroom - Photo 44 of 50
Detached for sale at 437 Cairncroft Road, Oakville - 4 bedroom, 6 bathroom - Photo 45 of 50
Detached for sale at 437 Cairncroft Road, Oakville - 4 bedroom, 6 bathroom - Photo 46 of 50
Detached for sale at 437 Cairncroft Road, Oakville - 4 bedroom, 6 bathroom - Photo 47 of 50
Detached for sale at 437 Cairncroft Road, Oakville - 4 bedroom, 6 bathroom - Photo 48 of 50
Detached for sale at 437 Cairncroft Road, Oakville - 4 bedroom, 6 bathroom - Photo 49 of 50
Detached for sale at 437 Cairncroft Road, Oakville - 4 bedroom, 6 bathroom - Photo 50 of 50
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$4,098,000

437 Cairncroft Rd

Oakville, ON L6J 4N1

437 Cairncroft Rd, Oakville — Listed at $4,098,000. 4 bedroom, 6 bathroom 2-Storey Detached. MLS® W14094924.

New this week

Possession · seller's timeline

90+ days

4Beds
6Baths
3500-5000sqft
Detached
2-Storey
8Parking
$19,019Taxes/yr · 2026

What's this home worth?

Get a free estimate for 437 Cairncroft Rd

Description

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

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 Date10/19/2026
Days on Market6 days
Possession90+ Days
Same-day showings available
5.0Rated 5 stars on Google ReviewsWhatsApp Us About This Listing

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Home Value
Estimate

Listing Courtesy of: RE/MAX ABOUTOWNE REALTY CORP.

MLS® #W14094924

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 $4,098,000 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 →