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286 Watson Avenue
Sat, Nov 7 · 2:00 to 4:00 PM
Sun, Nov 8 · 2:00 to 4:00 PM
Listing courtesy of RE/MAX ABOUTOWNE REALTY CORP. · MLS® W14152080
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.
My take · Jai Mession
How this home sits in today's market
This is priced in the middle of what is for sale nearby, so the details decide it: the lot, the light, the street and the work done since it was built. It is newly listed, so expect other buyers to be looking this week.
Want my value range on this home?
I will compare it with what actually sold nearby, not just what is asking, and send you my number.
Counted from today's live listings in Oakville. Asking prices, not sold prices, and not an appraisal.

Jai Mession, Salesperson, The Agency, Brokerage · 31 Scarsdale Rd, Unit 6, North York, ON M3B 3R8 · 416 847 5288 · 647 887 9867. This website is operated by a salesperson who is a member of The Canadian Real Estate Association. 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 trademarks MLS®, Multiple Listing Service® and the associated logos are owned by CREA and identify the quality of services provided by real estate professionals who are members of CREA. Listing information from CREA's DDF®, believed reliable but not guaranteed. Terms of use.