437 Cairncroft Road, Oakville, ON L6J 4N1

About this home

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.

Home details

Days on market

Not reported

Property type

Detached

MLS® number

W14094924

Source status

Price Change

Bedrooms

4

Bathrooms

6

Postal code

L6J 4N1

Kitchens

1

Kitchens above grade

1

Family room / den

Yes

Interior size (reported range)

3500-5000

Lot size

.50-1.99 acres (reported range)

Lot depth

169 ft

Garage parking spaces

Not reported

Total parking spaces

8

Occupancy

Owner

Possession type

Flexible

Garage

Attached

Annual property tax

19019

Basement

Full

Interior features

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

Architectural style

2-Storey

Parking features

Private Double

Pool features

Inground

Fireplace

Yes

Waterfront

No

Garage available

Yes

Attached garage

Yes

Heating system

Forced Air

Heating fuel

Gas

Cooling

Central Air

Sewer

Sewer

Direction facing

North

Construction materials

Stone

Roof

Asphalt Shingle

Foundation

Poured Concrete

MLS entry age (not confirmed DOM)

18 days

These details come from the listing source. Please confirm measurements and fees before making a decision.

Utilities and services

Sewer

Sewer

Heating system

Forced Air

Heating fuel

Gas

Cooling

Central Air

A reported service is not necessarily included in rent or maintenance. Missing information does not mean a service is absent.

Rooms & virtual tours

Bedrooms above grade

4

Rooms above grade

10

Rooms below grade

1

Total rooms (source)

11

Den / family room reported

Yes

Reported counts are shown independently. Room dimensions have not been inferred from these counts.

Ask the listing brokerage for floor plans and measured room layouts.

Listing dates & price record

Asking amount

$3,999,000

1. Oct 19, 2026

   Original MLS entry

   Entry into the source MLS system; distinct from days on market.

Coverage varies by listing. Dates are source-reported calendar dates; only the latest reported asking-price change is shown. This is a partial record.

Estimate monthly costs

Adjust the assumptions for your own scenario. Blank expenses are unknown; enter them for a fuller estimate.

Planning estimate with Canadian semiannual compounding. Excludes mortgage insurance, closing costs and special assessments. This is not a lender quote or mortgage approval.

Map and neighbourhood

Region / county

HALTON

Municipality

OAKVILLE

MLS® community

1011 - MO Morrison