362 Winston Rd

West, Oakville, Ontario L6L 4W5

For Sale · MLS® W14117948 · TRREB MLS®
3
Beds
4
Baths
2000-2500
Sqft
4
Parking
Detached
Type

Description

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.

01 / Property recordListing details

Key Facts

MLS® #
W14117948
Board
TRREB MLS®
Days on market
Tax
$9,004
Size
2000-2500 sqft
Lot
75.13 × 155.94 Feet
Parking
4 Attached, 8 Parking

Listing History

Buy/Sell history for 362 Winston Rd, Oakville, Ontario

Sale history on this site covers the last 2 years, the window permitted under the TRREB MLS® VOW agreement.

Date StartDate EndList PricePriceEventListing ID
N/AN/A$1,799,900N/AFor SaleW14117948

Estimated Market Value

Estimated value requires sign in

AI market estimates use sold comparables and are available after you sign in and accept MLS® VOW terms.

Property Details

Property

Property Type
Detached
Style
Bungalow
Community
West
Municipality
Oakville

Inside

Bedrooms
3
Bathrooms
4
Bathroom Detail
1, 4pc, Main
Bathroom Detail
1, 3pc, Ground
Bathroom Detail
1, 5pc, 2nd
Bathroom Detail
1, 3pc, Bsmt
Basement Type
Crawl Space
Kitchens
1

Utilities

Water
Municipal
Cooling
Central Air
Heating Type
Forced Air

Building

Size
2000-2500 sqft
Construction
Stucco/Plaster

Parking

Driveway
Private, Pvt Double
Garage Type
Attached
Garage
4
Add. Parking
4
Total Parking
8

Land

Sewer
Sewers
Lot Size
75.13 × 155.94 Feet
Lot Size Code
Feet

Additional

Year built
51-99
Foundation
Concrete Block
Roof
Asphalt Shingle
Fireplace
Y
Pool
None
Den
Y
Family room
Y
Extras
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.

Rooms (17)

Living (2.99 × 4.67)

Level: Main

Dining (2.33 × 4.96)

Level: Main

Kitchen (2.94 × 3.56)

Level: Main

Breakfast (2.66 × 3.66)

Level: Main

2nd Br (3.44 × 4.13)

Level: Main

3rd Br (2.74 × 4.15)

Level: Main

Bathroom (1.51 × 1.99)

4 Pc Bath

Level: Main

Other (1.25 × 2.72)

Level: Main

Family (4.76 × 5.29)

Level: Ground

Bathroom (1.54 × 3.25)

3 Pc Bath

Level: Ground

Primary (5.89 × 6.43)

Level: 2nd

Bathroom (1.52 × 3.37)

5 Pc Ensuite

Level: 2nd

Laundry (2.45 × 8.21)

Level: Bsmt

Bathroom (1.85 × 1.98)

3 Pc Bath

Level: Bsmt

Rec (3.26 × 4.42)

Level: Bsmt

Den (3.26 × 4.53)

Level: Bsmt

Office (3.26 × 3.53)

Level: Bsmt

Location

Land and environment

Public records about this location. Not part of the MLS® listing and not provided by the listing brokerage.

12 records read 5 on record nearby 7 checked, none on recordRead 2026-11-04

Water and conservation

  • No mapped wetland within 120 m
  • No water-supply well recorded within 250 m1 test or monitoring hole also recorded.

Province of Ontario open data

Planning and building activity

  • Outside the Greenbelt, Oak Ridges Moraine and Niagara Escarpment plan areas

Province of Ontario open data

Around the home

  • Transit stop within 400 mFrom the transit agency’s published stop map; the nearest is 270 m away. Routes and stops change; check the agency’s schedule.
  • A trail on the Ontario trail network within 1 km

Municipal transit open data · Province of Ontario open data

Environmental records

  • No licensed pit or quarry within 2 km
  • No recorded oil, gas or salt well within 250 m
  • No facility within 1 km reports pollutant releases to Environment CanadaThe nearest is The Regional Municipality of Halton — Oakville Southwest Wastewater Treatment Plant, 1.2 km away. Only facilities above the inventory’s reporting thresholds are listed.
  • No federal contaminated site within 1 kmThe federal inventory covers federal land only; it says nothing about provincial or private sites.

Province of Ontario open data · Government of Canada open data

Power and internet

  • Electricity is distributed here by Oakville Hydro Electricity Distribution Inc.
  • Wired internet 50/10 Mbps or faster is listed at a household 60 m awayFixed wireless 50/10 Mbps or faster. LTE mobile coverage listed. ISED’s National Broadband Data at the nearest household point (60 m from the listing); 50/10 Mbps is its top category and includes faster plans. Confirm with a provider for this address.
  • Across the surrounding area: fibre to the home, cable, DSL internet listedFibre to the home: Bell, Cogeco Connexion, Rogers. Cable: Cogeco Connexion. DSL: Bell. Fixed wireless: Bell, Rogers, SkyChoice Communications. Mobile: Bell, Freedom Mobile, Rogers, Telus. Satellite: Xplore. ISED’s list for the surrounding ~25 km² area; check with a provider for this address.

Ontario Energy Board · Innovation, Science and Economic Development Canada

None of this is an inspection of the property. Confirm anything that matters to you with the municipality, the conservation authority or the record’s publisher. Contains information licensed under the Open Government Licence – Canada. Contains information licensed under the Open Government Licence – Ontario. Contains information licensed under the Open Government Licence – Town of Oakville.

Comparable Sales

Comparable sales require sign in

Closing prices and sold comps are available to registered visitors who accept MLS® VOW terms on this site.

02 / Plan your numbersTools

Mortgage Tools

Mortgage calculator

20%

Monthly Payment

$8,251

  • Down payment$359,980
  • Mortgage amount$1,439,920
  • Total interest$1,035,380
  • Total cost$2,835,280

Cash flow analysis

$8,251

Total monthly payment

$9,001

Break-even down payment

100%

Cash flow-$9,001
03 / Community profileNeighbourhood demographics

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04 / Local performanceMarket details

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$1,799,900

$1,799,900

CAD

Estimated market value

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