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Detached for sale at 442 Sherin Drive, Oakville - 6 bedroom, 5 bathroom - Photo 1 of 50
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$3,300,000

442 Sherin Dr

Oakville, ON L6L 4J5

442 Sherin Dr, OakvilleListed at $3,300,000. 6 bedroom, 5 bathroom 2-Storey Detached. MLS® W13496464.

Possession · seller's timeline

Immediate

6Beds
5Baths
3000-3500sqft
Detached
2-Storey
7Parking
$13,370Taxes/yr · 2025

What's this home worth?

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Description

Welcome to this exceptional custom-built home in the heart of South Oakville, where timeless design meets modern luxury. Offering 3,387 sq. ft. above grade (MPAC) and approximately 5,400 sq. ft. of beautifully finished living space, this residence was thoughtfully designed for comfortable family living and elegant entertaining.The sun-filled open-concept layout features dramatic floor-to-ceiling windows, 10-foot ceilings on the main floor, and premium finishes throughout. The gourmet kitchen is the centerpiece of the home, complete with custom white cabinetry, quartz countertops, high-end appliances, and a large centre island overlooking the spacious family and dining areas.This home offers 4+2 generously sized bedrooms, a private main-floor office, and 5 beautifully finished bathrooms, providing plenty of space for growing families. The professionally finished walk-up basement with 9-foot ceilings includes an oversized recreation room, wet bar, exercise area, and two additional bedrooms, making it ideal for entertaining or extended family living.Step outside to a professionally landscaped backyard featuring a covered cedar-ceiling patio, creating the perfect setting for relaxing or hosting family and friends.Situated in one of South Oakville's most desirable neighbourhoods, this home is within walking distance to parks, shopping, Appleby College, Queen Elizabeth Park Community and Cultural Centre, and is just minutes from the lake. It is also surrounded by some of the area's top-rated public, Catholic, and private schools.Proudly built by the owner for personal use-not as a speculative build-this home reflects exceptional craftsmanship, quality materials, and meticulous attention to detail throughout. This is a rare opportunity to own a truly remarkable custom home in one of Oakville's most sought-after communities.

Property Details

Property TypeDetached
Style2-Storey
Community1020 - WO West
Approximate Age0-5
Rooms8+4
Kitchens2
Washrooms5
Square Feet3000-3500 sqft
Lot Size7,500 sq ft
Lot Dimensions60 × 125 ft
Lot Size Area7,500 sqft (MPAC)
Fronting OnEast
Dir/Cross StBridge Rd/Sherin Dr Third Line
Garage TypeAttached
Garage Parking Spaces2
Parking Drive Spaces5
Total Parking Spaces7
ExteriorStone, Stucco (Plaster)
RoofAsphalt Shingle
FoundationConcrete
BasementWalk-Up
Fireplace FeaturesFamily Room
Heating TypeForced Air
Heating SourceGas
A/CCentral Air
SewersSewer
Taxes (2025)$13,370
HSTIncluded In
Listed Date6/26/2026
Days on Market86 days
PossessionVacant
Same-day showings available
5.0Rated 5 stars on Google ReviewsWhatsApp Us About This Listing

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Listing Courtesy of: HOME AND BUSINESS REALTY

MLS® #W13496464

TRREBMLS®

The listing data is provided under copyright by the Toronto Regional Real Estate Board (TRREB). The listing data is deemed reliable but is not guaranteed accurate by TRREB. The trademarks REALTOR®, REALTORS®, and the REALTOR® logo are controlled by The Canadian Real Estate Association (CREA) and identify real estate professionals who are members of CREA. The trademarks MLS®, Multiple Listing Service® and the associated logos are owned by CREA and identify the quality of services provided by real estate professionals who are members of CREA. Used under license.

© 2026 Toronto Regional Real Estate Board. All rights reserved.

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HouseIndex Take: 442 Sherin Drive

This detached (2-Storey) is located in the 1020 - WO West neighbourhood of Oakville.

The home offers 6+2 bedrooms, 5 bathrooms.

Features include a walk-up basement, 7 parking spaces including a 2-car garage, a fireplace.

Additional details: lot dimensions of 60 × 125 feet.

Listed at $3,300,000 CAD with annual property taxes of $13,370 (2025). This listing has been on the market for 12 days.

About Oakville Real Estate

This Detached is located in the 1020 - WO West community in Oakville. Oakville is an affluent lakefront town in Halton Region known for heritage estates in Old Oakville, a thriving downtown core along Lakeshore Road, and excellent schools. The QEW provides quick access to Toronto and Hamilton, while the Oakville GO station offers 30-minute service to Union. It consistently ranks among Canada's best places to live. Detached homes in Oakville are in high demand among families seeking space, privacy, and long-term equity growth.

Lakefront trails & Bronte HarbourTop-ranked Halton District School Board30-minute GO Train to Union StationBoutique shops along Lakeshore Road
~35 min commute to downtown TorontoWalkability: Walkable downtown — suburban outer areas
View full Oakville neighbourhood guide →