Front of 304 Winston Road
304 Winston RoadOakville (West)
Terminated
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Ontario Real Estate › Oakville › West
Front of 304 Winston Road
304 Winston RoadOakville (West)
Terminated
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DetachedMLS W13159190
Last asked:Terminated Sep 22, 2026
$4,298,000
4+1 Bedrooms
6 Bathrooms
2 Garage
3.5K~5K Sq.Ft.
77 x 163 ft Lot
$17,127 Tax/yr

Property history

$4,298,000first asked
$4,298,000last asked
MayJulAugSep
TerminatedSep 22, 2026
$4,298,000MLS® W13159190
Listed for saleMay 21, 2026
$4,298,000MLS® W13159190
Kim Karimi
Kim Karimi

Real Estate Broker

416-838-3031

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About this home

304 Winston Road, Oakville

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.

Generator - FullPrimary Bedroom - Main FloorAir ExchangerCentral VacuumAuto Garage Door RemoteWater Heater Owned

Facts & features

TypeDetached
Style2-storey
Built0-5
Size3.5K~5K Sq.Ft.
Lot77 x 163 ft
Tax$17,127 (2025)
HeatingForced air, gas
CoolingCentral air
BasementFull, finished
Parking6 drive
WaterMunicipal
FireplaceYes, family room, natural gas

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Rooms

17 rooms · 6 bathrooms
Main floor6 rooms
  • Mud room13′ × 7′6″98 sq.ft.
  • Primary bedroom13′10″ × 17′235 sq.ft.
  • Powder room6′ × 7′2″43 sq.ft.
  • Kitchen22′11″ × 17′4″397 sq.ft.
  • Bathroom12′4″ × 14′4″177 sq.ft.
  • Family room16′6″ × 17′7″290 sq.ft.
Second floor6 rooms
  • Bedroom 414′4″ × 11′7″166 sq.ft.
  • Bedroom 212′4″ × 13′10″171 sq.ft.
  • Bathroom10′6″ × 5′2″54 sq.ft.
  • Bathroom11′4″ × 5′6″62 sq.ft.
  • Bathroom10′6″ × 5′2″54 sq.ft.
  • Bedroom 311′8″ × 13′5″157 sq.ft.
Basement5 rooms
  • Exercise room14′ × 16′5″229 sq.ft.
  • Media room16′11″ × 11′2″188 sq.ft.
  • Recreation27′ × 20′11″564 sq.ft.
  • Bathroom11′10″ × 5′59 sq.ft.
  • Bedroom 513′4″ × 11′5″152 sq.ft.
Bathrooms6
5-pcMain4-pcSecond3-pcSecond3-pcSecond3-pcBasement2-pcMain
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Around this home

Maplehurst/Rebecca
7Walking

Schools nearby

School rating, out of 10.

Thomas A Blakelocksecondary · Public · 0.4 km
8.1/10
Brookdaleelementary · Public · 0.8 km
6.9/10
Pine Groveelementary · Public · 0.8 km
7.9/10

Listing details

MLS® numberW13159190
Listed onMay 21, 2026
Days on market124
UpdatedSep 22, 2026
Listing brokerageRE/MAX ABOUTOWNE REALTY CORP.
Possession90+ days

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