286 Watson Avenue, Oakville

286 Watson Avenue
286 Watson Avenue
286 Watson Avenue
+47
3
 bed
4
 bath
7
 parking
1500 - 2000
 sqft
Detached
$2,950,000
For Sale
1 hour
 on site
$2,950,000
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Size
-
Lot size
6900 sqft
Street frontage
-
Possession
Flexible
Price per sqft
$1,475 - $1,967
Taxes
$11,973.36 (2026)
Parking Type
-
Style
2-Storey
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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.
Broker: RE/MAX ABOUTOWNE REALTY CORP.
MLS®#: W14152080
Property details
Parking:
7
Parking type:
-
Property type:
Detached
Heating type:
Forced Air
Style:
2-Storey
MLS Size:
1500-2000 sqft
Lot front:
46 Ft
Lot depth:
150 Ft
Listed on:
Nov 5, 2026
Show all details
Rooms
LevelNameSizeFeatures
Lower
Family Room
30.4 x 9.6 ft
Main
Dining Room
10.8 x 10.5 ft
Main
Living Room
11.1 x 19.9 ft
Show all
Instant estimate:
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$198,410
lower than listed price
i
High
$2,885,939
Mid
$2,751,590
Low
$2,630,354
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About 286 Watson Avenue

286 Watson Avenue is an Oakville detached house for sale. It was listed at $2950000 in November 2026 and has 3 beds and 4 bathrooms. 286 Watson Avenue resides in the Oakville Old Oakville neighbourhood, and nearby areas include College Park, Eastlake, Industrial and Iroquois Ridge South.

Looking for your next favourite place to eat? There is a lot close to 286 Watson Ave, Oakville.Grab your morning coffee at WFM Coffee Bar located at 301 Cornwall Rd. For grabbing your groceries, Whole Foods Market is a 7-minute walk.

Living in this Old Oakville detached house is easy. There is also Macdonald Rd / Watson Ave Bus Stop, not far, with route Linbrook nearby.