For Sale: 304 Winston Road, Oakville, ON - REW
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$4,480,000
4 + 1 bd 6 ba 3500 - 5000 sf House
304 Winston Road
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304 Winston RoadOakville, ON, L6L 4W5

Bronte East
  • 4 + 1 Bed
  • 6 Bath
  • 3500 - 5000 Sqft
  • House

About this home

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.
Listed by: Carmen Liscio, Salesperson, RE/MAX Aboutowne Realty Corp., Brokerage

Home facts and features

Price details
List Price
Gross Taxes for 2025
$17,127
Home facts
Bedrooms
4 + 1
Full Bathrooms
6
Parking Spaces
8
Parking Details
Private Double
Property Type
House
Lot Size
77 ft x 163 ft (12551 ft²)
Depth
163.0
Frontage
77.0
Year Built
0 - 5 yrs old
Exterior Finish
Brick, Stone
Heating Type
Forced Air, Gas
Cooling
Central Air
Pool
Salt, Inground
Basement Details
Full, Finished
Features
Carbon Monoxide Detectors, Hot Tub, Lake/Pond, Landscaped, Park, Porch, School, Security System
Amenities
Elevator, Hallway Width 42 Inches or More, Open Floor Plan
Community
Agent details
Primary Agent
Carmen Liscio
Primary Broker
RE/MAX Aboutowne Realty Corp., Brokerage
Listing details
Days on REW
17 Days
Property Views
16
MLS® Number
W13159190
Source
Toronto Real Estate Board
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Estimated Payments
Purchase Price
Mortgage Total
Down Payment
Amortization
25 Years
Interest Rate
3.99%

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Property Insights

Thomas A Blakelock High School
  • Public
  • 9 - 12
Appleby College
  • Private
  • 7 - 12
Brookdale Public School
  • Public
  • JK - 8
Pine Grove Public School
  • Public
  • 1 - 8
É Élém Patricia-Picknell
  • Public
  • JK - 6
St Joseph's School
  • Catholic
  • JK - 8
W H Morden Public School
  • Public
  • JK - 8
St James School
  • Catholic
  • JK - 8
St Thomas Aquinas Roman Catholic Secondary School
  • Catholic
  • 9 - 12
Oakville Christian School
  • Private
  • JK - 8
School catchments and distances are intended to be used as reference only. To verify enrolment eligibility for a property, contact the school directly.Report Incorrect Info
Listing data is subject to copyright, disclaimer, and additional requirements from the data provider. See our Terms of Use for terms applicable to this listing. Listing data was last updated on 2026-06-07.