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362 Winston Road

Oakville (WO West), Ontario L6L4W5

MLS # W14117948

$1,799,900

Property Details

Type

Detached

Beds

3

Baths

4

Status

For Sale

About this property

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.

Mortgage Estimate

Estimated monthly payment

Calculating…

Estimate only. Taxes, insurance, condo fees, and lender terms are not included.

Monthly costs to verify

Property taxes: about $750/month based on listed annual taxes.

Estimate only. Confirm taxes, condo/maintenance fees, insurance, utilities, and lender terms before making decisions.

Rooms

Room Level Dimensions
Living room Main level 4.67 x 2.99
Primary Bedroom Second level 6.43 x 5.89
Bathroom Second level 3.37 x 1.52
Dining room Main level 4.96 x 2.33
Laundry room Basement 8.21 x 2.45
Bathroom Basement 1.98 x 1.85
Recreational, Games room Basement 4.42 x 3.26
Den Basement 4.53 x 3.26
Office Basement 3.53 x 3.26
Kitchen Main level 3.56 x 2.94
Eating area Main level 3.66 x 2.66
Bedroom 2 Main level 4.13 x 3.44
Bedroom 3 Main level 4.15 x 2.74
Bathroom Main level 1.99 x 1.51
Other Main level 2.72 x 1.25
Family room Ground level 5.29 x 4.76
Bathroom Ground level 3.25 x 1.54

Facts & Location

Parking

8 spaces

Lot Size

75.1 x 155.9 FT

Annual Taxes

$9,004

Listing data

Listing information is provided for personal, non-commercial use and should be independently verified before making real estate decisions.

Last refreshed: Nov 1, 2026 3:19 AM

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