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Murat Sahiner, Broker | Home6 Team at RE/MAX Realtron Realty Inc., Brokerage | 88 Konrad Crescent, Markham, ON L3R 8T7

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437 Cairncroft Road Oakville
For SalePrice DropOakville

437 Cairncroft Road Oakville, Detached for Sale

MLS® W14094924

Oakville, ON

21 days on market
$3,999,000
Previously $4,098,000
Show on Map
Show on Map
4Beds
6Baths
4,250Sqft
8Parking
Detached

Overview· 437 Cairncroft Road Oakville

MLS® #W14094924

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.

Exclusions

Dining room chandelier and crystal chandelier in upstairs bedroom

Broker

RE/MAX ABOUTOWNE REALTY CORP.

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Walk Score®42Car-DependentCar-Dependent
Transit Score®30Some TransitSome Transit
Bike Score®46Somewhat BikeableSomewhat Bikeable
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Safety—Crime data covers Toronto onlyCrime data covers Toronto only

Highlights & Amenities· 437 Cairncroft Road Oakville

Source: MLS® listing data
437 Cairncroft Road Oakville

Detached

437 Cairncroft Road Oakville

Oakville

Built

31-50

Type

Detached

Basement

Full

Parking

Attached (8)

Property Tax

~$19,019/yr

Heating

Forced Air

Buying Essentials

Square Feet

4250 sqft

Facing Direction

North

Parking

Attached (8)

Finances

List Price

$3,999,000

Price per SQFT

$941/sqft

Property Tax

~$19,019/yr

Property Specs

Property Type

Detached

MLS Size

4250 sqft

Age of Building

31-50

Basement

Full

Living & Amenities

Heating Type

Forced Air

Features

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

Policies & Utilities

Neighbourhood

Oakville

Listed On

Oct 18, 2026

Price & Listing History

Days on Market

Current: 21 days

0306090120+

Rooms

Bedroom 4(Second)

18.4 x 11.1

204 sqft

Living Room(Main)

27.3 x 18.9

516 sqft

Family Room(Main)

24.0 x 15.1

362 sqft

Den(Main)

11.8 x 10.6

126 sqft

Kitchen(Main)

25.4 x 15.1

384 sqft

Recreation(Lower)

27.0 x 38.1

1,028 sqft

Bedroom 3(Second)

12.9 x 12.5

162 sqft

Primary Bedroom(Second)

20.2 x 15.3

308 sqft

Dining Room(Main)

18.5 x 15.4

285 sqft

Sunroom(Main)

15.7 x 12.9

204 sqft

Bedroom 2(Second)

13.7 x 11.4

156 sqft

RoomsDimensionsFeaturesSqft
Bedroom 4(Second)18.4 x 11.1—204
Living Room(Main)27.3 x 18.9—516
Family Room(Main)24.0 x 15.1—362
Den(Main)11.8 x 10.6—126
Kitchen(Main)25.4 x 15.1—384
Recreation(Lower)27.0 x 38.1—1,028
Bedroom 3(Second)12.9 x 12.5—162
Primary Bedroom(Second)20.2 x 15.3—308
Dining Room(Main)18.5 x 15.4—285
Sunroom(Main)15.7 x 12.9—204
Bedroom 2(Second)13.7 x 11.4—156

Rooms

11

Listed Room Area

3,735 sqft

Source

Estimated from MLS room dimensions

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Mortgage Summary

Mortgage Payment$16,085/mo
Property Tax$1,585/mo
Total Monthly$17,670

Monthly Cash Flow (investors)

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Net Cash FlowN/A

Closing Costs

Estimated closing costs$0
Cash required incl. down payment$0