NEXT Open House + more
Nov 07, 2026 02:00 PM - 04:00 PM EST

286 Watson Avenue
1013 - OO Old Oakville Oakville L6J 3V4

$2,950,000
Residential Freehold beds: 3 baths: 4.0

Main Photo: 286 Watson Avenue in Oakville: 1013 - OO Old Oakville House for sale : MLS®# W14152080
Photo 1: 286 Watson Avenue in Oakville: 1013 - OO Old Oakville House for sale : MLS®# W14152080
Photo 2: 286 Watson Avenue in Oakville: 1013 - OO Old Oakville House for sale : MLS®# W14152080
Photo 3: 286 Watson Avenue in Oakville: 1013 - OO Old Oakville House for sale : MLS®# W14152080
Photo 4: 286 Watson Avenue in Oakville: 1013 - OO Old Oakville House for sale : MLS®# W14152080
Photo 5: 286 Watson Avenue in Oakville: 1013 - OO Old Oakville House for sale : MLS®# W14152080
Photo 6: 286 Watson Avenue in Oakville: 1013 - OO Old Oakville House for sale : MLS®# W14152080
Photo 7: 286 Watson Avenue in Oakville: 1013 - OO Old Oakville House for sale : MLS®# W14152080
Photo 8: 286 Watson Avenue in Oakville: 1013 - OO Old Oakville House for sale : MLS®# W14152080
Photo 9: 286 Watson Avenue in Oakville: 1013 - OO Old Oakville House for sale : MLS®# W14152080
Photo 10: 286 Watson Avenue in Oakville: 1013 - OO Old Oakville House for sale : MLS®# W14152080
Photo 11: 286 Watson Avenue in Oakville: 1013 - OO Old Oakville House for sale : MLS®# W14152080
Photo 12: 286 Watson Avenue in Oakville: 1013 - OO Old Oakville House for sale : MLS®# W14152080
Photo 13: 286 Watson Avenue in Oakville: 1013 - OO Old Oakville House for sale : MLS®# W14152080
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Photo 15: 286 Watson Avenue in Oakville: 1013 - OO Old Oakville House for sale : MLS®# W14152080
Photo 16: 286 Watson Avenue in Oakville: 1013 - OO Old Oakville House for sale : MLS®# W14152080
Photo 17: 286 Watson Avenue in Oakville: 1013 - OO Old Oakville House for sale : MLS®# W14152080
Photo 18: 286 Watson Avenue in Oakville: 1013 - OO Old Oakville House for sale : MLS®# W14152080
Photo 19: 286 Watson Avenue in Oakville: 1013 - OO Old Oakville House for sale : MLS®# W14152080
Photo 20: 286 Watson Avenue in Oakville: 1013 - OO Old Oakville House for sale : MLS®# W14152080
Photo 21: 286 Watson Avenue in Oakville: 1013 - OO Old Oakville House for sale : MLS®# W14152080
Photo 22: 286 Watson Avenue in Oakville: 1013 - OO Old Oakville House for sale : MLS®# W14152080
Photo 23: 286 Watson Avenue in Oakville: 1013 - OO Old Oakville House for sale : MLS®# W14152080
Photo 24: 286 Watson Avenue in Oakville: 1013 - OO Old Oakville House for sale : MLS®# W14152080
Photo 25: 286 Watson Avenue in Oakville: 1013 - OO Old Oakville House for sale : MLS®# W14152080
Photo 26: 286 Watson Avenue in Oakville: 1013 - OO Old Oakville House for sale : MLS®# W14152080
Photo 27: 286 Watson Avenue in Oakville: 1013 - OO Old Oakville House for sale : MLS®# W14152080
Photo 28: 286 Watson Avenue in Oakville: 1013 - OO Old Oakville House for sale : MLS®# W14152080
Photo 29: 286 Watson Avenue in Oakville: 1013 - OO Old Oakville House for sale : MLS®# W14152080
Photo 30: 286 Watson Avenue in Oakville: 1013 - OO Old Oakville House for sale : MLS®# W14152080
Photo 31: 286 Watson Avenue in Oakville: 1013 - OO Old Oakville House for sale : MLS®# W14152080
Photo 32: 286 Watson Avenue in Oakville: 1013 - OO Old Oakville House for sale : MLS®# W14152080
Photo 33: 286 Watson Avenue in Oakville: 1013 - OO Old Oakville House for sale : MLS®# W14152080
Photo 34: 286 Watson Avenue in Oakville: 1013 - OO Old Oakville House for sale : MLS®# W14152080
Photo 35: 286 Watson Avenue in Oakville: 1013 - OO Old Oakville House for sale : MLS®# W14152080
Photo 36: 286 Watson Avenue in Oakville: 1013 - OO Old Oakville House for sale : MLS®# W14152080
Photo 37: 286 Watson Avenue in Oakville: 1013 - OO Old Oakville House for sale : MLS®# W14152080
Photo 38: 286 Watson Avenue in Oakville: 1013 - OO Old Oakville House for sale : MLS®# W14152080
Photo 39: 286 Watson Avenue in Oakville: 1013 - OO Old Oakville House for sale : MLS®# W14152080
Photo 40: 286 Watson Avenue in Oakville: 1013 - OO Old Oakville House for sale : MLS®# W14152080
Photo 41: 286 Watson Avenue in Oakville: 1013 - OO Old Oakville House for sale : MLS®# W14152080
Photo 42: 286 Watson Avenue in Oakville: 1013 - OO Old Oakville House for sale : MLS®# W14152080
Photo 43: 286 Watson Avenue in Oakville: 1013 - OO Old Oakville House for sale : MLS®# W14152080
Photo 44: 286 Watson Avenue in Oakville: 1013 - OO Old Oakville House for sale : MLS®# W14152080
Photo 45: 286 Watson Avenue in Oakville: 1013 - OO Old Oakville House for sale : MLS®# W14152080
Photo 46: 286 Watson Avenue in Oakville: 1013 - OO Old Oakville House for sale : MLS®# W14152080
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Photo 48: 286 Watson Avenue in Oakville: 1013 - OO Old Oakville House for sale : MLS®# W14152080
Photo 49: 286 Watson Avenue in Oakville: 1013 - OO Old Oakville House for sale : MLS®# W14152080
Photo 50: 286 Watson Avenue in Oakville: 1013 - OO Old Oakville House for sale : MLS®# W14152080
Open House - Nov 07, 2026
02:00 PM - 04:00 PM EST
NOTES: Open House on Saturday, November 7, 2026 2:00PM - 4:00PM
Open House - Nov 08, 2026
02:00 PM - 04:00 PM EST
NOTES: Open House on Sunday, November 8, 2026 2:00PM - 4:00PM
Status:
Active
Prop. Type:
Residential Freehold
MLS® Num:
W14152080
Bedrooms:
3
Bathrooms:
4
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 Type:
Residential Freehold
Property Sub Type:
Detached
Home Style:
2-Storey
Approx. Age:
51-99
Total Approx Floor Area:
1500-2000
Lot Size:
<.50
Lot Depth:
150'
Lot Frontage:
46'
Lot Shape:
Rectangular
Topography:
Flat
Direction Faces:
West
Bedrooms:
3
Bathrooms:
4.0
Water supply:
Municipal
Kitchens:
1
Bedrooms Above Grade:
3
Kitchens Above Grade:
1
Rooms Above Grade:
10
Fractional Ownership:
No
Assignment:
No
Heating type:
Forced Air
Heating Fuel:
Gas
Fireplaces:
3
Foundation:
Block
Roof:
Asphalt Shingle
Basement:
Finished with Walk-Out
Fireplace Features:
Wood, Natural Gas
Fireplace/Stove:
Yes
Garage:
Attached
Garage Spaces:
1.0
Other Structures:
Fence - Full, Garden Shed, Storage, Workshop
Parking Features:
Private
Parking Spaces:
6
Total Parking Spaces:
7.0
Family Room:
No
Possession Details:
Flexible
Pool:
Inground
Link:
No
HST Applicable To Sale Price:
Included In
Taxes:
$11,973.36 / 2026
Assessment:
$- / -
Halton
Oakville
1013 - OO Old Oakville
Fenced Yard, Park, Public Transit, Rec./Commun.Centre, School
Auto Garage Door Remote, Bar Fridge
Landscape Lighting, Landscaped, Lawn Sprinkler System, Lighting, Patio, Privacy, Year Round Living
Sub zero refrigerator, wolf gas stove, built in microwave, built in dishwasher, Hood vent, kitchen bar fridge, basement bar fridge, washer & dryer, garage door opener + remote, all pool equipment + safety cover, back yard shed, backyard cabana
TVs and Tv mounts
None
Wood
No
No
Floor
Type
Size
Other
Main
Living Room
19'11" × 11'1"
Main
Dining Room
10'10" × 10'6"
Main
Kitchen
10'6¾" × 10'6"
Main
Breakfast
10'8" × 10'6"
Second
Primary Bedroom
17'4¼" × 11'11"
Second
Bedroom 2
13'4¼" × 9'4"
Second
Bedroom 3
15'2" × 10'3"
Lower
Family Room
30'5" × 9'7"
Lower
Other
10'4" × 10'3¼"
Lower
Laundry
10'4" × 9'6"
UFFI:
No
Utilities Cable:
Available
Utilities Telephone:
Available
Utilities Gas:
Yes
Utilities Hydro:
Yes
Utilities Water:
Yes
Sewers:
Yes
Energy Certification:
No
Green Property Information Statement:
No
Special Designation:
Unknown
Sewers:
Sewer
Air Conditioning:
Central Air
Central Vacuum:
No
Seller Property Info Statement:
No
Physically Handicapped-Equipped:
No
Laundry Level:
Lower Level
Date Listed:
Nov 05, 2026
Original Price:
$2,950,000
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Listed by RE/MAX ABOUTOWNE REALTY CORP.
Data was last updated November 5, 2026 at 08:31 PM (UTC)
Area Statistics
Listings on market:
26
Avg list price:
$4,182,000
Min list price:
$1,649,999
Max list price:
$10,900,000
Avg days on market:
54
Min days on market:
7
Max days on market:
409
These statistics are generated based on the current listing's property type and located in 1013 - OO Old Oakville. Average values are derived using median calculations. This data is not produced by the MLS® system.
This website may only be used by consumers that have a bona fide interest in the purchase, sale, or lease of real estate of the type being offered via the website. The data relating to real estate on this website comes in part from the MLS® Reciprocity program of the PropTx MLS®. The data is deemed reliable but is not guaranteed to be accurate.