Real EstateReal Estate
ActiveDetached

304 Winston Road

Oakville, CA L6L 4W5

$4,480,000

Bedrooms

5

Bathrooms

6

Sq Ft

3,500

Year Built

0-5

Garage

8

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About This Property

Welcome to 304 Winston Rd, an exceptional custom-designed and built residence offering 5897 sq ft of total living space in one of Oakville's most prestigious neighbourhoods. Perfectly positioned on a premium lot just a few minutes walk to Appleby College, this spectacular home blends timeless transitional architecture with sophisticated finishes, modern smart-home technology, and luxurious resort-inspired living.The exceptional backyard is an outdoor retreat featuring custom infinity edge saltwater pool and hot tub surrounded by expansive entertaining areas. Enjoy indoor-outdoor living beneath the covered rear porch complete with built-in automated screens, fireplace and TV allowing for enjoyment well into the shoulder seasons. Integrated security cameras, advanced Control4 automation, and a dedicated Generator provide added convenience, comfort, and peace of mind. Inside, the home exudes warmth and sophistication. The thoughtfully designed layout offers exceptional versatility, highlighted by a rare main floor primary complete with a luxurious ensuite bath and walk-in closet. An integrated elevator provides ease with access to all levels of the home. With 4+1 bedrooms and 5.5 baths, the residence is perfectly suited for families of all sizes. Two separate laundry rooms further enhance the home's everyday practicality and convenience. The fully finished lower level has been meticulously designed for year-round enjoyment featuring radiant heated floors throughout for exceptional comfort. This impressive space includes a home theatre, gym, rec area, guest/nanny suite & ample storage. Combining luxurious amenities, timeless design, and an unbeatable South Oakville location close to top-ranked schools, parks, waterfront trails, and everyday conveniences, 304 Winston Rd. presents an extraordinary opportunity to experience refined custom living in one of the town's most sought-after communities.

Property Details
Property TypeResidential Freehold
Sub TypeDetached
Year Built0-5
Living Area3,500 sqft
Listed DateMay 21, 2026
Days on Market21
CoolingCentral Air
HeatingForced Air
Garage Spaces8
Features & Amenities

Interior Features

Generator - FullPrimary Bedroom - Main FloorAir ExchangerCentral VacuumAuto Garage Door RemoteWater Heater OwnedSump PumpERV/HRVBar Fridge

Exterior Features

Hot TubPorchLandscaped
Building Information

Property Facts

Approximate Age0-5
BasementFull, Finished

Lot & Parking

Total Parking8
Garage TypeAttached
Parking FeaturesPrivate Double

Utilities & Systems

Heat TypeForced Air
Heat SourceGas
CoolingCentral Air
WaterMunicipal
SewerSewer
Interested in this property?

Contact Michael Allan for more information or to schedule a viewing.

MLS #: W13159190

Listed: May 21, 2026

Additional Info
Parking: Private Double
Water: Municipal
Sewer: Sewer
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