$1,399,000Asking Price
299 Winona Drive, Toronto C03, ON M6C 3S8
Oakwood Village, Toronto
Step inside and prepare for the wow factorthis solid, sturdy home has been fully reimagined from top to bottom. Sitting on an expansive lot in one of the best locations on Winona, it was taken right down to the studs with new insulation, electrical, plumbing, windows, doors, furnace, AC, and hot water tank. Every detail has been rebuilt with exceptional quality. Inside, youll find 3 bright bedrooms and 3 bathrooms, including a newly added main-floor bath. High-end finishes shine throughout: a floating staircase, marble countertops, custom built-ins, surround sound, and a cozy fireplace. The vaulted ceiling in the primary suite creates a true retreat, enhanced with smart-home technology. Outdoors, enjoy an entertainers backyard with new decking perfect for gatherings. Complete with a detached garage and ideally positioned just steps to St. Clairs shops, restaurants, and farmers market, with Cedarvale Park and ravine trails nearby.
Step inside and prepare for the wow factorthis solid, sturdy home has been fully reimagined from top to bottom. Sitting on an expansive lot in one of the best locations on Winona, it was taken right down to the studs with new insulation, electrical, plumbing, windows, doors, furnace, AC, and hot water tank. Every detail has been rebuilt with exceptional quality. Inside, youll find 3 bright bedrooms and 3 bathrooms, including a newly added main-floor bath. High-end finishes shine throughout: a floating staircase, marble countertops, custom built-ins, surround sound, and a cozy fireplace. The vaulted ceiling in the primary suite creates a true retreat, enhanced with smart-home technology. Outdoors, enjoy an entertainers backyard with new decking perfect for gatherings. Complete with a detached garage and ideally positioned just steps to St. Clairs shops, restaurants, and farmers market, with Cedarvale Park and ravine trails nearby.
See MoreKey Info
- 2-Storey Semi-Detached
- 0-Car Driveway
- 2-Car Detached Garage
- Oakwood Ave. & St. Clair Ave.
- 1100-1500 Approximate Sq Feet
- 51-99 Years Approximate Age
- Finished Basement
- 1 Kitchen
- Forced Air Gas Heating
- Central Air
Property
- Lot Size 17.17 x 123.83 Feet
- Brick Exterior
- Taxes were $5,097 in 2025
- Possession: 60 Days/Flex
Details
- No Fireplace
- No Family Room
- Sewers
- Municipal Water
- MLS #C12433756
- RE/MAX NOBLECORP REAL ESTATE
Extras
Rooms
| Room | Floor | Dimensions | Details | |
|---|---|---|---|---|
| 1 | Kitchen | Main | 3.28' x 3.28' | Marble Counter, Built-in Appliances, Pot Lights |
| 2 | Foyer | Main | 3.28' x 3.28' | Closet, Hardwood Floor, Open Stairs |
| 3 | Laundry | Lower | 3.28' x 3.28' | Open Concept, Pot Lights, Closet |
 | 1 2-Piece Bathroom on Main Floor | |||
| 1 4-Piece Bathroom | |||
| 1 4-Piece Bathroom | |||
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Who lives here?
Oakwood Village, Toronto is a central Toronto neighbourhood notable for its singles, education, law & public sector professionals, salespeople and tradespeople. It has a higher than average population of immigrants from the Philippines, and Italian, Spanish, Tagalog and Portuguese speakers. Residents tend to be older with a significant number of babies and adults aged 35 to 54.
Families
Kids Per Family
1.1
kids per family
in the neighbourhood.
Gta ({{ '1.29999995231628' | number: 1 }})
Singles
52%
of residents are
single and loving it.
52% singles
Toronto (50%)Gta ({{ '44.8800010681152' | number: 0 }}%)
Renters
47%
of residents
are renters.
47% renters
Toronto (47%)Gta ({{ '33.0200004577637' | number: 0 }}%)
Education
41%
of residents are
university grads.
41% university grads
Toronto (48%)Gta ({{ '43.6699981689453' | number: 0 }}%)
Income
Average Household Income
$102K
is the average household
income in the neighbourhood.
Gta ({{ '135056.828125' | minifiedCurrency }})
Professions
Professions
| Sales | 17% |
| Government | 11% |
| Business | 9% |
| Trades | 7% |
| Management | 7% |
Immigrants
48%
of residents were
born outside of Canada.
48% immigrants
Toronto (48%)Gta ({{ '45.4300003051758' | number: 0 }}%)
Birthplace - All
8.2% from Philippines
All-time
Birthplace - Recent
2.0% from Philippines
Recent
Foreign Languages
Foreign Languages
| Portuguese | 8% |
| Spanish | 7% |
| Italian | 6% |
| Tagalog | 5% |
| Greek | 2% |
Religions
Religions
| Christian | 67% |
| Jewish | 5% |
| Muslim | 3% |
| Buddhist | 2% |
| Hindu | 2% |
Social Housing
Social Housing Buildings
2
Social housing buildings
in the neighbourhood.
Shelters
Shelters
0
Homeless shelters in
the neighbourhood.
