DetachedListed today

286 Watson Ave, Oakville

Name: 286 Watson Avenue
SKU: W14152080
Price: 2950000 CAD
Availability: InStock

Oakville, ON · L6J 3V4 · MLS® W14152080Updated November 5, 2026

$2,950,000Est. $14,492/mo mortgage

Bedrooms: 3
Bathrooms: 3
Living space: 1500–2000sq ft
Parking spaces: 7

Type Detached
Lot 50 acres
Garage Yes
Basement Finished with Walk-Out

What you should know

286 Watson Ave is a 3-bedroom, 3-bathroom detached home in Oakville, listed for $2,950,000. It has 1500-2000 sq ft of living space.

Inside offers over 2300sqft of living space, with vintage Oak hardwood floors and generously proportioned principal rooms bringing warmth and character throughout.
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.

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3 Bed, 3 Bath Detached Home in Oakville

About 286 Watson Avenue

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.

3 bedrooms, 3 bathrooms, about 1,500 sq ft, works out to roughly $1,967 per square foot, the bed-to-bath ratio is generous. Chat with Zara if you'd like a deeper read on whether this detached fits your budget and timing.

Inside 286 Watson Ave

Every detail from the listing, in one place.

Type: Detached
Style: 2-Storey
Living space: 1500-2000 sq ftas stated on the listing
Parking: 7 spacesYes garage
Basement: Finished with Walk-Out

Features & systems

Parking & garage

Garage: Yes
Parking spaces: 7

Interior

Basement: Finished with Walk-Out

Exterior & construction

Pool: Yes

Lot & land

Lot size (sqft): 0

Listing & possession

Property style: 2-Storey
Property class: Detached

286 Watson Ave Price & Sale History

Earlier listings of this property, list-price changes, and the most recent annual property tax on the listing.

Nov 5, 2026For saleListedThis listingMLS® W14152080$2,950,000

Sourced from MLS®. Includes earlier listings of this property on record.

What's it worth?

How 286 Watson Ave Compares to the Oakville Market

Zara compares it with recent sales of similar homes nearby. It's a guide, not an appraisal.

Zara’s estimate

Well Above Market· based on 1,797 recent sales

Value your own home →How accurate are Zara’s estimates?

Summitly estimate, not from TRREB, the MLS® or the listing brokerage. Not an appraisal. How it works

Oakville market, last 90 days

Median sold price: $1,300,000
Average sold price: $1,431,740
Average days on market: 34
Homes sold: 986

Closed sales on the TRREB MLS®.

Full Oakville market report

Recently sold nearby in Oakville

Sold prices are shown free to signed-in members, as board rules require.

6 nearby sales vs. this home

Closed sales from MLS®, compared with this home's asking price.

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Home	Sold price	$ / sqft	% of asking	Sold
This home286 Watson Avenue 3 bd · 3 ba · 1,500 sqft	$2,950,000asking	$1,967	—	—
457 Ravineview Way 4 bd · 2 ba · 2,000 sqft
114 Ringwood Road 3 bd · 2 ba · 700 sqft
2522 Lyndhurst Drive 5 bd · 3 ba · 3,500 sqft
298 Northwood Drive 4 bd · 3 ba · 3,000 sqft
20 Arkendo Drive 5 bd · 2 ba · 3,000 sqft
3127 Streamwood Pass 4 bd · 3 ba · 3,000 sqft

457 Ravineview Way
4 bd · 2 ba · 2,000 sqft
114 Ringwood Road
3 bd · 2 ba · 700 sqft
2522 Lyndhurst Drive
5 bd · 3 ba · 3,500 sqft
298 Northwood Drive
4 bd · 3 ba · 3,000 sqft
20 Arkendo Drive
5 bd · 2 ba · 3,000 sqft
3127 Streamwood Pass
4 bd · 3 ba · 3,000 sqft

Living in Oakville: Location & Amenities

Transit, schools, parks and everyday places near this home. Select any place to open it on Google Maps.

Costs, Mortgage & Rental Return for 286 Watson Ave

What it could cost each month, today's rates from our mortgage partner, and what it could return as a rental.

Mortgage: $14,492; 20% down · 25 years · 5.5% assumed
Property tax: $1,623; 0.66% mill rate · ON
Total per month: $16,115; Before utilities, insurance and fees

Figures are Summitly estimates for illustration only — not from TRREB or the MLS® feed, and not a mortgage approval, appraisal, or financial advice.

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Monthly cost

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Down payment

Rate (%)

Years

An estimate, not a quote. Utilities and insurance are extra.

Affordability calculator

Estimated monthly payment

$14,492

/mo

based on the purchase price of $2,950,000

Down payment20%

$590,000 cash

Amortization25 yr

$2,360,000 financed

Rate5.50%

$1,987,739 total interest

Principal54%$2,360,000

Interest46%$1,987,739

20% down · 25-yr amortization · 5.50% rate. Principal & interest only — taxes, condo fees, and insurance not included.

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Figures are Summitly estimates for illustration only — not from TRREB or the MLS® feed, and not a mortgage approval, appraisal, or financial advice.

Rental income potential

Est. monthly rent

low–high

Gross yield

rent × 12 ÷ price

Cap rate (est.)

net of tax + fees

Summitly AI estimate for discussion only — not from TRREB or the MLS® feed, and not an appraisal or investment advice. Yield and cap rate are derived from the estimated rent versus the asking price.

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Listing brokerage: RE/MAX ABOUTOWNE REALTY CORP., BrokerageMLS® W14152080 · Listing data last updated November 5, 2026

Listing data comes from the Toronto Regional Real Estate Board (TRREB) and is deemed reliable but not guaranteed. Shown on Summitly by Coldwell Banker Summit Realty, Brokerage, which is not the listing brokerage. The information provided herein must only be used by consumers that have a bona fide interest in the purchase, sale, or lease of real estate and may not be used for any commercial purpose or any other purpose. © 2026 Toronto Regional Real Estate Board. All rights reserved.

Mortgage financing is arranged through Mortgage Squad Advisors. Summitly is the technology platform that powers this site. Estimated values, AI insights, calculator results, and rental projections shown on this page are generated by Summitly and are not provided by, reviewed by, or sourced from TRREB, the MLS®, or the listing brokerage; they are not appraisals or opinions of value. 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 Coldwell Banker® name and logo are trademarks of Coldwell Banker Real Estate LLC.

For sale· listed Nov 4· $1,967/sq ft

Estimated monthly mortgage$14,492/moMortgage only · 20% down · 5.5% assumed

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5.0 · Google rating for Coldwell Banker Summit Realty, Brokerage · as of September 2026

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