
Welcome to this remarkable 2-Storey detached located in the coveted neighborhood of Old Oakville. Expertly crafted featuring premium wood construction, this residence presents an exceptional opportunity offered at $2,950,000 to acquire a beautiful home in a highly sought-after setting. Designed for both comfortable daily living and elegant entertaining, the layout maximizes natural light, functional flow, and lifestyle utility.
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.
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This detached home located at 286 Watson Avenue, Oakville is currently for sale and has been available for 0 days. This property is listed at $2,950,000 with an estimated mortgage of $9,819* per month. It has 3 beds, 4 bathrooms, and is 1500-2000 square feet. 286 Watson Avenue, Oakville is in the Old Oakville neighborhood.
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* Estimated mortgage assumes a 30% down payment, 4.00% interest rate, and 30-year amortization.Yes! Featuring 3 bedrooms and 4 bathrooms, this home offers ample space and comfort for growing families in Old Oakville, Oakville.
Families, couples, or downsizers looking for a well-proportioned home in Oakville.
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No historical data available for this property.
This could be the first listing for this address.
If you are looking for a house in Oakville or researching Oakville real estate for sale, this 3-bedroom detached at 286 Watson Avenue, Oakville, ON offers an exceptional opportunity to buy a home in Oakville, Ontario. Whether you are a first-time Oakville home buyer or comparing active Oakville MLS® homes for sale, working with a dedicated Oakville buyer agent ensures you receive priority showing access, unrepresented buyer protection, and aggressive price negotiation.
Browse all verified Oakville real estate listings, compare active Oakville houses for sale, and view brand new MLS® inventory before it hits the open market.
Under Ontario REBBA/TRESA regulations, the listing brokerage is legally bound to the seller's financial interests. Work with an experienced Oakville realtor & real estate broker who represents you 100%—at zero cost to you as a buyer.
Estimated mortgage: $9,819*/month*. Estimated Ontario Land Transfer Tax: $60,225. First-time Oakville home buyers may qualify for up to $8,475 in rebates.
The current listing price for 286 Watson Avenue, Oakville, ON in Old Oakville, Oakville is $2,950,000.
This property features 3 bedrooms and 4 bathrooms across approximately 1500-2000 sqft.
286 Watson Avenue, Oakville, ON is a Detached (2-Storey) featuring a Finished with Walk-Out basement.
Key property features include: Fenced Yard, Park, Public Transit, Rec./Commun.Centre, School.
Interior highlights include: Auto Garage Door Remote, Bar Fridge.
Yes, this property offers parking space for 7.0 vehicles (Attached).
Heating is provided via Gas and cooling via Central Air.
Request a live agent video tour or get 3D virtual walkthrough access for 286 Watson Avenue, Oakville, ON .
Old Oakville, Oakville
6 assaults (50.0/100k)
7 B&E (58.3/100k)
8 thefts (66.7/100k)
Improving vs previous year
Formula: (Annual Occurrences / Population) Ă— 100,000. This standard policing calculation normalizes incident frequencies across different population sizes, allowing accurate safety comparisons between quiet residential pockets and dense urban centres.
Disclaimer: Crime and safety analytics are compiled from official municipal and regional police open data records for general consumer informational and demographic research purposes only. Data is deemed reliable but is not guaranteed and does not constitute a legal representation or guarantee of future safety.
Data-driven valuation for 286 Watson Avenue, Oakville, ON L6J 3V4
Based on 0 recent similar sales in the pocket.
Properties in this area are selling at a steady pace.
Calculate your monthly payment, minimum downpayment, and land transfer taxes for this home in Oakville.
About Purchasing a Home in Oakville, ON
For a property listed at $2,950,000 in Oakville, the legal minimum down payment is $590,000 under current Canadian banking regulations. This calculation applies a 5% requirement on the first $500,000, 10% on the next $499,999, and a flat 20% on any amount exceeding $1,000,000.
Additionally, buyers in Ontario must budget for the Provincial Land Transfer Tax, which is estimated at $60,225 for this transaction. As this listing is in Oakville (outside the City of Toronto), no additional municipal land transfer tax is levied, resulting in total estimated land transfer taxes of $60,225.
Comprehensive city-wide demographics, local real estate stats, and school rankings for Old Oakville, Oakville.
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Disclaimer: AI Insights are generated by an automated system and should be used for informational purposes only. While we strive for accuracy using current market data and deep-learning models, these assessments do not constitute professional real estate, legal, or financial advice. All property values, predictions, and scores are estimates. We strongly recommend verifying all property details and conducting independent due diligence with a licensed professional before making any purchase decisions.
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