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Detached for sale at 286 Watson Avenue, Oakville - 3 bedroom, 4 bathroom - Photo 1 of 50
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$2,950,000

286 Watson Ave

Oakville, ON L6J 3V4

286 Watson Ave, Oakville — Listed at $2,950,000. 3 bedroom, 4 bathroom 2-Storey Detached. MLS® W14152080.

Just listed — 3 days ago

Possession · seller's timeline

Flexible

3Beds
4Baths
1500-2000sqft
Detached
2-Storey
7Parking
$11,973.36Taxes/yr · 2026
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Description

Some streets are more than an address. Watson Avenue is one of Old Oakville's most admired, cherished for its mature tree canopy, beautiful homes, renowned schools and exceptional walkability to Downtown Oakville. Welcome to 286 Watson Avenue, a charming, move-in-ready home thoughtfully updated by its current owners. Recent improvements inside and out include freshly painted wood siding, custom Inline Fibreglass windows and front door, and refreshed landscaping that creates a warm welcome from the moment you arrive. Inside offers over 2300sqft of living space, with vintage Oak hardwood floors and generously proportioned principal rooms bringing warmth and character throughout. The main floor offers both formal living and dining rooms, alongside a bright white kitchen appointed with Wolf and Sub-Zero appliances. A cozy breakfast nook and wood-burning fireplace make it a natural gathering place, while expansive windows frame views of the backyard and gardens. Upstairs, three well-sized bedrooms feature generous closets, newer hardwood flooring, updated trim and fresh paint. Two renovated bathrooms complete the level. The finished walk-out basement adds valuable flexibility, with a spacious recreation room, room for a home office or gym, a full bathroom and a renovated laundry room with additional storage. The west-facing backyard is a private, sun-drenched retreat, framed by mature trees and beautifully established gardens. Spend summer afternoons by the heated 16' x 32' in ground pool, or gather with family and friends in the cabana. A special opportunity to enjoy a thoughtfully updated home, a wonderful outdoor setting and the distinctive lifestyle of one of Old Oakville's most coveted streets. See the attached list of improvements for additional details.

Property Details

Property TypeDetached
Style2-Storey
Community1013 - OO Old Oakville
Approximate Age51-99
Rooms10
Kitchens1
Washrooms4
Square Feet1500-2000 sqft
Lot Dimensions46 × 150 ft
Fronting OnWest
Dir/Cross StWatson and Lakeshore
Garage TypeAttached
Garage Parking Spaces1
DrivePrivate
Parking Drive Spaces6
Total Parking Spaces7
ExteriorWood
RoofAsphalt Shingle
FoundationBlock
BasementFinished with Walk-Out
Fireplace FeaturesWood, Natural Gas
Heating TypeForced Air
Heating SourceGas
A/CCentral Air
SewersSewer
PoolInground
Taxes (2026)$11,973.36
HSTIncluded In
Other StructuresFence - Full, Garden Shed, Storage, Workshop
UFFINo
Listed Date11/5/2026
Days on Market3 days
PossessionFlexible
Same-day showings available
5.0Rated 5 stars on Google ReviewsWhatsApp Us About This Listing

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Home Value
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Listing Courtesy of: RE/MAX ABOUTOWNE REALTY CORP.

MLS® #W14152080

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: 286 Watson Avenue

This detached (2-Storey) is located in the 1013 - OO Old Oakville neighbourhood of Oakville.

The home offers 3 bedrooms, 4 bathrooms.

Features include a finished with walk-out basement, 7 parking spaces including a 1-car garage, a fireplace.

Additional details: lot dimensions of 46 × 150 feet.

Listed at $2,950,000 CAD with annual property taxes of $11,973.36 (2026).

About Oakville Real Estate

This Detached is located in the 1013 - OO Old Oakville 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 →