
362 Winston Road
Oakville (West), ON L6L 4W5
- 3Bedrooms
- 4Bathrooms
- 4Garage
- 2000–2500Sq Ft
- $9,004Tax
- 75×156 ftLot Size
- Estimated Value:$1,690,248See Free Estimate Report

Sale & Price History for 362 Winston Road, Oakville, West
| Start Date | End Date | Price | Event | MLS# |
|---|---|---|---|---|
| No listing history available | ||||
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About 362 Winston Road, Oakville, West
Summarized Description
- Sophisticated renovated bungalow in South Oakville.
- Multi-level addition expands living space significantly.
- Private west-facing backyard for outdoor enjoyment.
- Expansive primary bedroom with luxurious ensuite.
- Four full bathrooms accommodate families and guests.
- Oversized four-car garage adds convenience.
- Close to Appleby College and multimillion-dollar homes.
- Mature landscaping enhances property appeal.
Welcome to 362 Winston Road, a sophisticated South Oakville residence situated on a coveted street surrounded by custom multimillion-dollar homes, and walking distance from Appleby College. This deceptively large, renovated bungalow features an amazing, multi-level rear addition that dramatically expands its square footage and provides distinct, functional living zones. The heart of the addition is a spacious ground-floor family room with a gas fireplace, large windows, and a direct walk-out to a private, west-facing backyard. Positioned on its own dedicated upper level, the expansive primary bedroom retreat serves as a private sanctuary complete with a sitting area, skylight, generous closet space, and a 5-piece ensuite. The original main level accommodates daily living with hardwood floors, solid wood California shutters, an updated skylit kitchen, a breakfast nook, a formal dining room, two additional bedrooms, and a 4-piece bathroom. The home's footprint extends into a fully finished lower level, significantly increasing functional space with a large recreation room, home office, gym, laundry area, full 3-piece bathroom, and extensive storage. With four full bathrooms distributed throughout, the layout effortlessly accommodates families and guests. Externally, the property features a rare, oversized attached four-car garage and mature landscaping. This property offers a rare blend of space, privacy, and location in one of South Oakville's premier enclaves.
Key Facts & Features
Property Costs
- Annual Property Tax Amount
- $9,004
- Land Transfer Tax Fee
- $32,473
- Basement Type
- Crawl Space, Full, Unfinished, Finished
Interior Features
- Interior Extras
- Central Vacuum, Water Heater Owned, Auto Garage Door Remote
- Fireplace/Stove
- Yes
- Fireplace Features
- Natural Gas
- Elevator
- No
Exterior Features
- Pool
- None
Building
- Building Type
- Detached
- Building Style
- Bungalow
- Approx Age
- 51-99
Construction
- Exterior Finish
- Stucco (Plaster)
- Roof
- Asphalt Shingle
- Foundation Details
- Concrete Block
- Special Designation
- Unknown
Lot
- Lot Front
- 75.13 ft
- Lot Depth
- 155.94 ft
Inclusions
- Inclusions
- All window coverings, electrical light fixtures, washing machine and dryer, upright freezer in basement, bar fridge, central vac & attachments, Maytag oven, dishwasher, Kitchenaid fridge, over the range hood, on the counter microwave, alarm system (owned), bathroom mirrors, Hot water heater (owned), GDO + remotes, outdoor umbrella.
Exclusions
- Exclusions
- Oval mirror in primary bedroom.
Parking & Garages
- Garage Type
- Attached
- Garage Spaces
- 4
- Parking Spaces
- 4
- Total Garage And Parking Spaces
- 8
Heating & Cooling
- Heat Source
- Gas
- Heat Type
- Forced Air
- Air Conditioning
- Central Air
- Water
- Municipal
- Sewers
- Sewer
- Bedrooms
- 3
- Washrooms
- 4
- Kitchens
- 1
- Family / bonus room
- Yes
Room sizes
- Bedroom 2—Main level
- Bathroom—Ground level, 3 Pc Bath
- Bathroom—Main level, 4 Pc Bath
- Dining Room—Main level
- Recreation—Basement level
- Bathroom—Second level, 5 Pc Ensuite
- Laundry—Basement level
- Breakfast—Main level
- Family Room—Ground level
- Kitchen—Main level
- Bathroom—Basement level, 3 Pc Bath
- Primary Bedroom—Second level
- Office—Basement level
- Bedroom 3—Main level
- Living Room—Main level
- Den—Basement level
- Other—Main level
Washrooms
- 4-piece, Main
- 3-piece, Ground
- 5-piece, Second
- 3-piece, Basement
- Municipality
- Oakville
- Neighbourhood
- West
- Main cross streets
- Rebecca/Fourth Line
- Zoning
- RL2-0
- Directions
- Rebecca/Maplehurst/Winston Rd
- MLS® number
- W14117948
- Data source
- Toronto Regional Real Estate Board
- Listed on
- 2026-10-26
- Updated on
- 2026-10-26
- Days on market
- 1 day
- Possession type
- Flexible
- Co-op commission
- 2.5% + HST
- Seller
- Listed by
- Royal LePage Realty Plus Oakville, Brokerage
Home Market Value
Current home valuation for 362 Winston Road, Oakville, West, Oakville, ON. Listed for $1,799,900
HOMEH Estimate
$1,690,248
Estimated Sales Range
$1,530,714 - $1,929,548
HOMEH Estimate for 362 Winston Road, Oakville, West
Calculated with a real agent's CMA method — 45+ years of experience, codified. Not an AI guess.
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Mortgage Payment Calculator
Compare up to 4 down payment scenarios
20% required for homes $1.5M or more
$359,980
| Scenario 1 | Scenario 2 | Scenario 3 | Scenario 4 | |
|---|---|---|---|---|
−Down payment | % $ | % $ | % $ | % $ |
+CMHC insurance | $0 | $0 | $0 | $0 |
=Total mortgage | $1,439,920 | $1,349,925 | $1,259,930 | $1,169,935 |
Amortization | ||||
Mortgage rate | % | % | % | % |
| Payment frequency | ||||
=Mortgage payment | $7,030monthly | $6,591monthly | $6,152monthly | $5,712monthly |
Land Transfer Tax
$32,473
$32,473
Around this home
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