43.4549° N · 79.6697° W — Old Oakville, Oakville — MLS® #W14152080
286 Watson Ave
$2,950,000
Old Oakville, Oakville, Ontario L6J 3V4
- 3
- BedroomsBeds
- 4
- BathroomsBaths
- 1500-2000 sqft1500-2000
- SizeSq ft
- 46 x 150 ft
- Lot sizeLot
Inquire about this listing
In short · from the listing record
286 Watson Ave is a 3-bedroom, 4-bathroom detached house in Old Oakville, Oakville, listed for sale at an asking price of $2,950,000 (MLS® W14152080).
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.
Listing readings
How it measures up
Scores from the listing record and the market around it.
78Good
Condition score
2 documented update signals
Listing age, structured features and disclosed update language; not an inspection.
5Shortfall
Cash flow quality
−$10,507/mo against the cost of owning (20% down, 4.8%, 25 yrs)
Median of 29 detached homes with 3 bedrooms for lease in Oakville right now. Cost of owning counts the mortgage and property tax.
Condition uses listing-record signals, not an inspection.
The data table
Every fact
Everything the board publishes for this home.
- Tax
- $11,973 / 2026
- MLS® number
- W14152080
- Board
- TRREB MLS®
- Property Type
- Detached
- Building Age
- 51-99
- Time on market
- Size
- 1500-2000 sqft
- Lot Size
- 46 x 150 ft
- Listed on
- Parking
- 1 Attached, 7 Parking
Listing history
Listing activity for 286 Watson Ave, Oakville, Ontario
| Date Start | Date End | List Price | Price | Event | Listing ID |
|---|---|---|---|---|---|
| Date StartN/A | N/A | $2,950,000 | N/A | For Sale | W14152080 |
Inside
Room by room
From the listing.
- Living6.06 × 3.38 m
- Dining3.19 × 3.3 m
- Kitchen3.2 × 3.22 m
- Breakfast3.2 × 3.25 m
- Family2.93 × 9.27 m
- Other3.13 × 3.15 m
- Laundry2.9 × 3.15 m
- Primary5.29 × 3.63 m
- 2nd Br2.84 × 4.07 m
- 3rd Br3.12 × 4.63 m
Property
- Property Type
- Detached
- Style
- 2-Storey
- Community
- Old Oakville
- Municipality
- Oakville
Building
- Size
- 1500-2000 sqft
- Building Age
- 51-99
- Construction
- Wood
Inside
- Bedrooms
- 3
- Bathrooms
- 4
- Bathroom Details
- 1 × 2pc Main, 1 × 4pc 2nd, 1 × 4pc 2nd, 1 × 3pc Lower
- Basement Type
- Finished with Walk-Out
- Kitchens
- 1
Parking
- Driveway
- Private
- Garage Type
- Attached
- Garage
- 1
- Additional Parking
- 6
- Total Parking
- 7
Utilities
- Water
- Municipal
- Cooling
- Central Air
- Heating Type
- Forced Air
Land
- Sewer
- Sewers
- Frontage
- 46 ft
- Depth
- 150 ft
- Lot Size
- 46 x 150 ft
Where it sits
The street and the area
Asking prices on the map.
Map and tour
Transit nearby
| Station | Lines | Distance |
|---|---|---|
| Oakville GO | GO Transit train: Lakeshore West | 1 km |
The nearest subway, light rail, train, bus rapid transit stations 5 km, as the crow flies. Source: GO Transit schedule data (GTFS) from Metrolinx under the Open Government Licence – Ontario – Metrolinx, downloaded October 18, 2026. 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. Contains information licensed under the Open Government Licence – Ontario – Metrolinx.
Around it
Detached in Old Oakville
Active listings only, today.
Detached homes for sale in Old Oakville right now
- For sale now
- 27
- Median asking price
- $4.1M
- New in 7 days
- 1
- Price cuts
- 19%
Middle half: $2.87M to $5.24M
7 in 28 days
5 listings
This home is asking 28% below the median.
See all homes in Old OakvilleAsking prices and counts of the MLS® listings on this site as of today. Asking figures only, never sold or leased prices.
Site report
What the record says
What the City and the conservation authority have on file for this address.
Lot
- Lot area
- 6,900 sq ft641 m²
- Street frontage
- 46 ft14 m
- Depth
- 150 ft45.7 m
The area is the frontage multiplied by the depth, so boundaries are approximate. Confirm with a survey before you buy.
Source: the MLS® listing record.
Land transfer tax on this home
- Ontario land transfer tax
- $60,225
- Total land transfer tax
- $60,225
- First-time buyer rebates (Ontario up to $4,000)
- −$4,000
- Total for first-time buyers
- $56,225
See how this is worked out
- 0.5% on the first $55,000
- $275
- 1.0% from $55,000 to $250,000
- $1,950
- 1.5% from $250,000 to $400,000
- $2,250
- 2.0% from $400,000 to $2,000,000
- $32,000
- 2.5% from $2,000,000 to $2,950,000
- $23,750
- Ontario total
- $60,225
An estimate at the asking price, for a home with one or two single-family residences. Your lawyer confirms the exact amount.
Schools
Nearest schools
Straight-line distances. Check catchments with the board.
ElementaryEQAO average 2024–25
- New Central Public SchoolHalton DSBPublic · grades JK–690%Grade 6 average650 m
- Oakwood Public SchoolHalton DSBPublic · grades JK–645%Grade 3 average1.4 km
- St. Vincent Catholic Elementary SchoolHalton CDSBCatholic · grades JK–876%Grade 6 average1.6 km
- ÉÉC Sainte-Marie-OakvilleConseil scolaire catholique MonAvenirFrench-language Catholic · grades JK–891%Grade 6 average2 km
SecondaryGrade 9 math 2024–25
- St. Thomas Aquinas Catholic Secondary SchoolHalton CDSBCatholic · grades 9–1272%Grade 9 math2.3 km
- Oakville Trafalgar High SchoolHalton DSBPublic · grades 9–12 · French Immersion86%Grade 9 math2.3 km
- White Oaks Secondary SchoolHalton DSBPublic · grades 9–1281%Grade 9 math2.7 km
- École secondaire Gaétan GervaisConseil scolaire ViamondeFrench-language public · grades 9–1285%Grade 9 math3 km
EQAO: share of students at or above the provincial standard, 2024–25 (Ontario open data). These are the schools nearest this home, not the schools it is assigned to: boundaries change, and some schools take students by application. Confirm with the board before you buy. Contains information licensed under the Open Government Licence – Ontario.
Searches this home is in
Keep looking
The ledger
What it costs to own
Worked out for this home. Change any number.
A month, all in
$14,457
- Mortgage$13,459
- Property tax$998
A planning figure, not a quote.
Land transfer tax
$60,225
$56,225 for first-time buyers.
Rent, similar homes
$3,950
a month, median asking rent of 29 similar homes in Oakville.
Community
Who lives around it
Similar homes
You might also like
For sale nearby at a similar price.
Shemeer AhmadVALERY REAL ESTATE INC.
Want to see it this week?
Ask me anything about this home, or what fair looks like nearby.