304 Winston Road, Oakville, ON L6L 4W5
$4,298,000
$4,298,000

304 Winston Road

1020 - WO West, Oakville, Halton $4,298,000

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5 Beds
6 Baths
3500-5000 sqft
Attached Garage
Parking for 6
South Facing
Pool!
MLS®#:
W13159190
Property Type:
Detached
Property Style:
2-Storey
Area:
Halton
Community:
1020 - WO West
Taxes:
$17,126.65 / 2025
Added:
May 21 2026
Lot Frontage:
77
Lot Depth:
163
Status:
Active
Outside:
Brick,Stone
Year Built:
0-5
Basement:
Full,Finished
Brokerage:
RE/MAX ABOUTOWNE REALTY CORP.
Lot :

163

77

BIG LOT

Lot Irregularities:
77.13 x 163.07 x 64.10 x13.92 x150.26 ft
Intersection:
Maplehurst/Rebecca
Rooms:
Bedrooms:
5
Bathrooms:
6
Fireplace:
Utilities
Water:
Municipal
Cooling:
Central Air
Heating Type:
Forced Air
Heating Fuel:
Family Room 5.02 x 5.36m
Cathedral Ceiling(s) , Fireplace , B/I Bookcase
Main Level
Kitchen 6.99 x 5.28m
Window Floor to Ceiling , B/I Appliances , Pantry
Main Level
Mud Room 3.96 x 2.29m

Main Level
Primary Bedroom 4.22 x 5.18m
Walk-In Closet(s) , Hardwood Floor
Main Level
Bathroom 3.76 x 4.37m
5 Pc Ensuite , Heated Floor
Main Level
Powder Room 1.83 x 2.18m
2 Pc Bath
Main Level
Bedroom 2 3.76 x 4.22m
Walk-In Closet(s) , Hardwood Floor
Second Level
Bathroom 3.45 x 1.68m
4 Pc Ensuite
Second Level
Bedroom 3 3.56 x 4.09m
Walk-In Closet(s) , Hardwood Floor
Second Level
Bathroom 3.2 x 1.57m
3 Pc Ensuite
Second Level
Bedroom 4 4.37 x 3.53m
Walk-In Closet(s) , Hardwood Floor
Second Level
Bathroom 3.2 x 1.57m
3 Pc Ensuite
Second Level
Bedroom 5 4.06 x 3.48m

Basement Level
Bathroom 3.61 x 1.52m
3 Pc Bath
Basement Level
Exercise Room 4.26 x 5m

Basement Level
Media Room 5.15 x 3.4m

Basement Level
Recreation 8.22 x 6.37m

Basement Level

Listing Details

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.

Subzero fridge, Subzero freezer, Subzero wine fridge, Wolf induction cooktop, Wolf wall oven, Wolf microwave, Cove dishwasher, Asko Dishwasher, Miele washer, Miele Dryer, Samsung washer, Samsung gas dryer, Generator, Pool equipment, window coverings, ELFS, Garage remotes, Central vac accessories, Family room TV, Primary bedroom TV, Outdoor covered porch TV, Gym TV.

Insights

  1. Luxurious Living Space: This custom-designed residence boasts a total of 5,897 sq ft of living space, featuring 5 bedrooms and 6 bathrooms, making it ideal for families of all sizes.
  2. Resort-Style Amenities: The property includes a stunning infinity edge saltwater pool and hot tub, complemented by expansive outdoor entertaining areas, perfect for relaxation and gatherings.
  3. Prime Location: Situated in one of Oakville's most prestigious neighborhoods, the home is just a short walk from Appleby College and close to parks, waterfront trails, and top-ranked schools, enhancing its appeal for families and investors alike.

Property Features

School
Park
Lake/Pond

Sale/Lease History of 304 Winston Road

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Neighborhood Overview

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1020 - WO West home prices

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Insights for 304 Winston Road

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* Data is provided courtesy of TRREB (Toronto Regional Real-estate Board)