286 Watson Avenue
OO Old Oakville · Oakville, ON L6J 3V4
Listing brokerage: RE/MAX ABOUTOWNE REALTY CORP.
Asking price
$2,950,000
Key facts
- DetachedProperty type
- 3Bedrooms
- 4Bathrooms
- 7 spacesParking
- 1,750 sq ftLiving space
- 46 ftLot frontage
- Nov 5, 2026Listed
- 4 daysOn market
- W14152080MLS® number
About this home
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.
Price history
- Listed$2,950,000
Location
286 Watson Avenue, Oakville
Schools & transit
School locations and boards shown from open data. We do not publish rankings; any future scores will be sourced, dated and shown factually.
Nearby schools
- MacLachlan College Lower SchoolPrivate · Elementary · 567 m in a straight lineBoundary data unavailable for this board — we don't guess catchment lines.
- New Central Public SchoolHalton DSB · Elementary · 612 m in a straight lineBoundary data unavailable for this board — we don't guess catchment lines.
- St Mildred's-Lightbourn SchoolPrivate · K–12 · 1.1 km in a straight lineBoundary data unavailable for this board — we don't guess catchment lines.
Nearby transit
Lines nearby: GO Lakeshore West, 18, 22, 56
- Oakville GOGO Transit · 976 m in a straight line · about 12 min walk (estimate) · GO Lakeshore West, 18, 22, 56
- Trafalgar Rd. @ Iroquois Shore Rd.GO Transit · 1.8 km in a straight line · about 23 min walk (estimate) · 22, 56
- Trafalgar Rd. @ Leighland Ave.GO Transit · 1.8 km in a straight line · about 23 min walk (estimate) · 22, 56
Estimated commute
- Downtown Mississauga (Square One)~63 minestimate
- Downtown Toronto (Union Station)~120 minestimate
- Toronto Pearson Airport~97 minestimate
How is the commute estimated?
Estimate only. A coarse model from straight-line distance and an average transit speed — not a live routed trip. Actual times vary with schedules, transfers and traffic.
Sources
- Contains information licensed under the Open Government Licence – Ontario. Source: Ontario Ministry of Education.
- Data used in this product or service is provided with the permission of Metrolinx. Metrolinx makes no representations or warranties of any kind, express or implied, with respect to the Data and assumes no responsibility for the accuracy or currency of the data used in this product or service.
MLS® #W14152080
Last updated Nov 5, 2026
MLS®, Multiple Listing Service®, and the associated logos are owned by The Canadian Real Estate Association (CREA)/the applicable board and identify the quality of services provided by real estate professionals who are members.
Listing data is provided under licence by the Toronto Regional Real Estate Board and is deemed reliable but not guaranteed accurate.



