Welcome to 444 Drummond Road, nestled in prime Southeast Oakville. This stunning residence offers elegance and privacy, set on a secluded 75x185' park-like lot backing onto green space. Redesigned and expanded in 2012/2013, the home showcases high-end finishes and sophisticated design throughout. Upon entering, you are greeted by a large open-concept layout connecting the main living areas. The kitchen, equipped with Wolf and Sub-Zero appliances, overlooks the backyard and pool. An adjacent pantry offers ample storage, while walk-outs from the kitchen and dining area seamlessly blend indoor and outdoor living. The main floor features a magnificent primary suite with a spa-like ensuite, spacious walk-in closet, and an intimate sitting room. A combined laundry and mudroom adds convenience with extra storage, an overflow fridge, and direct garage access. Upstairs, two generously sized bedrooms include one with a Juliette balcony. A beautifully appointed bathroom serves this level, while unfinished space offers potential for an additional bedroom or office. The lower level is designed for entertaining, featuring a recreation room with a gas fireplace and a custom wet bar complete with cabinetry, a beer tap, freezer, and wine fridge. An additional bedroom, full bathroom, and ample storage complete this level. Outdoors, the park-like setting includes a stunning in-ground pool with a waterfall and multiple spaces for relaxing and dining. A charming bridge leads to an additional area, enhancing this private oasis. Visit the Virtual Tour link for more photos, video and floor plan.
For sale
C$3,795,000
444 Drummond Rd, Oakville, ON L6J 4L4
4beds
4baths
Single Family Residence
Built in ----
0.29 Acres Lot
$-- Zestimate®
C$--/sqft
C$-- HOA
What's special
Backing onto green spaceHigh-end finishesSophisticated designOpen-concept layoutWolf and sub-zero appliancesSpa-like ensuiteWalk-in closet
- 78 days
- on Zillow |
- 21 |
- 2 |
Zillow last checked: 7 hours ago
Listing updated: May 22, 2025 at 10:25am
Listed by:
CHESTNUT PARK REAL ESTATE LIMITED
Source: TRREB,MLS®#: W12166249
Originating MLS®#: Toronto Regional Real Estate Board

Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 4
- Bathrooms: 4
Heating
- Forced Air, Gas
Cooling
- Central Air
Appliances
- Included: Bar Fridge, Water Heater, Water Softener, Built-In Oven, Disposal
Features
- Other, Central Vacuum, Primary Bedroom - Main Floor, Upgraded Insulation
- Basement: Finished,Full
- Has fireplace: Yes
- Fireplace features: Natural Gas
Interior area
- Living area range: 2500-3000 null
Video & virtual tour
Property
Parking
- Total spaces: 5
- Parking features: Private Double, Garage Door Opener
- Has garage: Yes
Features
- Patio & porch: Deck, Porch, Patio
- Exterior features: Lawn Sprinkler System, Privacy, Backs On Green Belt, Landscape Lighting, Landscaped
- Has private pool: Yes
- Pool features: In Ground
- Has view: Yes
- View description: Creek/Stream, Garden, Trees/Woods, Forest
- Has water view: Yes
- Water view: Creek/Stream
- Waterfront features: None
Lot
- Size: 0.29 Acres
- Features: Greenbelt/Conservation, Lake/Pond, Marina, Rec./Commun.Centre, School, Wooded/Treed, Irregular Lot
- Topography: Wooded/Treed
Details
- Parcel number: 247930086
- Other equipment: Sump Pump
Construction
Type & style
- Home type: SingleFamily
- Architectural style: Bungaloft
- Property subtype: Single Family Residence
- Attached to another structure: Yes
Materials
- Wood, Stone
- Foundation: Block, Poured Concrete
- Roof: Asphalt Shingle
Utilities & green energy
- Sewer: Sewer
Community & HOA
Community
- Security: Carbon Monoxide Detector(s), Alarm System, Smoke Detector(s)
Location
- Region: Oakville
Financial & listing details
- Tax assessed value: C$1,773,000
- Annual tax amount: C$14,110
- Date on market: 5/22/2025
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