Listed for:Listed 1 day ago
$1,799,900

362 Winston Road

Oakville (West), ON L6L 4W5

Detached House For Sale
Kim Karimi
Kim Karimi

Real Estate Broker

416-838-3031
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Sale & Price History for 362 Winston Road, Oakville, West

No listing history available

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*Sold prices and complete sale & price history are regulated data. Under the Trust in Real Estate Services Act, 2002 (TRESA) and the rules of the Real Estate Council of Ontario (RECO), and pursuant to the Multiple Listing Service® rules of the Canadian Real Estate Association (CREA) and the Toronto Regional Real Estate Board (TRREB), this information may be shown only to registered users who have agreed to the applicable terms of use (a Virtual Office Website, or "VOW," arrangement). HOMEH Inc., Brokerage therefore provides it to signed-in members only. Creating an account is free and takes under a minute.

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.

$1,690,248Low confidence
Based on 10 comparable properties
+ $109,652 (6%) above our estimate
See the full analysisFree Every recent nearby sale behind this number

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Mortgage Payment Calculator

Compare up to 4 down payment scenarios

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Oakville, ON
Minimum Down Payment Required:20.0%

20% required for homes $1.5M or more

Minimum down payment

$359,980

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+CMHC insurance
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=Total mortgage
$1,439,920$1,349,925$1,259,930$1,169,935
Amortization
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Payment frequency
=Mortgage payment
$7,030monthly$6,591monthly$6,152monthly$5,712monthly
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Land Transfer Tax

Provincial

$32,473

Total Land Transfer Tax

$32,473

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