MLS: W14117948 Date listed: 2026-10-26
362 Winston Rd Oakville - West
Detached For sale
Listed for $ 1,799,900

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3 BEDS
4 BATH
2000-2500 SQ. FT.
4 GARAGE
See apartment on the map
3 BEDS
4 BATH
2000-2500 SQ. FT.
4 GARAGE

Description

Listed by Royal LePage Realty Plus Oakville, Brokerage

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:

Tax: $9,004 / 2026
Property Type: Detached
Building Age: 51-99 years
Sq. ft. size 2000-2500 sq. ft.
Lot Size: 75.13 x 155.94 feet
Lot Irregularities: LT 23, PL 579 ; S/T TW31604 OAKVILLE
Parking: Attached garage (4), 8 spaces in total
Basement: Crawl Space, Full
Listing #: W14117948
Days on Site: 8 days
Status Change: 8 days ago
Added to CiRealty: 2026-10-26
Updated on: 2026-10-26
Market Demand:
Buyer’s Market
Balanced
Seller’s Market
Property Details
Property details for 362 Winston Rd, Oakville. Listed for $1,799,900 on 2026-10-26
Property
Property Type: Detached
Style: Bungalow
Community: West
Municipality: 1020
Inside
Bedrooms: 3
Bathrooms: 4
Bathrooms Detail: 1 × 4pc, main floor
Bathrooms Detail: 1 × 3pc, ground floor
Bathrooms Detail: 1 × 5pc, 2nd floor
Bathrooms Detail: 1 × 3pc, basement
Kitchens: 1
Rooms: 11
Family Room: Yes
Den: Yes
Fireplace: Yes
Central Vac: Yes
Utilities
Water: Municipal
Cooling: Central Air
Heating Type: Forced Air
Building
Size: 2000-2500 sq. ft.
Building Age: 51-99 years
Construction: Stucco/Plaster
Parking
Garage Type: Attached
Garage Spaces: 4
Driveway: Private, Pvt Double
Driveway Spaces: 4
Total Parking Spaces: 8
Land
Sewer: Sewers
Frontage: 75.13 feet
Depth: 155.94 feet
Cross Street: Rebecca/Fourth Line
Property
Property Type: Detached
Style: Bungalow
Community: West
Municipality: 1020
Building
Size: 2000-2500 sq. ft.
Building Age: 51-99 years
Construction: Stucco/Plaster
Parking
Garage Type: Attached
Garage Spaces: 4
Driveway: Private, Pvt Double
Driveway Spaces: 4
Total Parking Spaces: 8
Inside
Bedrooms: 3
Bathrooms: 4
Bathrooms Detail: 1 × 4pc, main floor
Bathrooms Detail: 1 × 3pc, ground floor
Bathrooms Detail: 1 × 5pc, 2nd floor
Bathrooms Detail: 1 × 3pc, basement
Kitchens: 1
Rooms: 11
Family Room: Yes
Den: Yes
Fireplace: Yes
Central Vac: Yes
Land
Sewer: Sewers
Frontage: 75.13 feet
Depth: 155.94 feet
Cross Street: Rebecca/Fourth Line
Utilities
Water: Municipal
Cooling: Central Air
Heating Type: Forced Air
Rooms
Room details for 362 Winston Rd, Oakville. (Listed for $1,799,900 on 2026-10-26)

Living (15'4" x 9'10")

Dining (16'3" x 7'8")

Kitchen (11'8" x 9'8")

Breakfast (12'0" x 8'9")

2nd Br (13'7" x 11'3")

3rd Br (13'7" x 9'0")

Bathroom (6'6" x 4'11")

4 Pc Bath

Other (8'11" x 4'1")

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