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MLS® W14117948
Oakville, ON
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.
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
Oval mirror in primary bedroom.
Broker
Royal LePage Realty Plus Oakville, Brokerage
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Detached
362 Winston Road Oakville
Oakville
Built
51-99
Type
Detached
Basement
Crawl Space, Full, Unfinished, Finished
Parking
Attached (8)
Property Tax
~$9,004/yr
Heating
Forced Air
Buying Essentials
Square Feet
2250 sqft
Facing Direction
West
Parking
Attached (8)
Finances
List Price
$1,799,900
Price per SQFT
$800/sqft
Property Tax
~$9,004/yr
Property Specs
Property Type
Detached
MLS Size
2250 sqft
Age of Building
51-99
Basement
Crawl Space, Full, Unfinished, Finished
Living & Amenities
Heating Type
Forced Air
Features
Central Vacuum · Water Heater Owned · Auto Garage Door Remote
Policies & Utilities
Neighbourhood
Oakville
Listed On
Oct 26, 2026
Days on Market
Current: 12 days
15.3 x 9.8
150 sqft
16.3 x 7.6
124 sqft
11.7 x 9.6
113 sqft
12.0 x 8.7
105 sqft
13.5 x 11.3
153 sqft
13.6 x 9.0
122 sqft
4 Pc Bath
6.5 x 5.0
32 sqft
8.9 x 4.1
37 sqft
17.4 x 15.6
271 sqft
3 Pc Bath
10.7 x 5.1
54 sqft
21.1 x 19.3
408 sqft
5 Pc Ensuite
11.1 x 5.0
55 sqft
26.9 x 8.0
217 sqft
3 Pc Bath
6.5 x 6.1
39 sqft
14.5 x 10.7
155 sqft
14.9 x 10.7
159 sqft
11.6 x 10.7
124 sqft
Rooms
17
Listed Room Area
2,318 sqft
Source
Estimated from MLS room dimensions
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