$4,199,000Asking Price
344 Bessborough Drive, Toronto C11, ON M4G 3L2
Leaside, Toronto
The moment you step into 344 Bessborough, you understand why North Leaside commands respect. This is heritage Toronto - the kind of neighbourhood where mature maples line streets that have watched the city grow for a century. And this property? It's the Leaside difference in full. Built in 2013 by Ivey Glenn - a builder known for construction quality over cost-cutting - this home offers 4,741 square feet across three fully finished levels. That number matters. At $4.2M, comparable in Moore Park and Lawrence Park rarely exceed 3,500 square feet. Here, the space is genuine. Main floor ceilings rise to 10 feet. The living and dining rooms flow with proportion and light. The kitchen opens naturally into a generous family room with double walkouts to a 727- square-foot wood deck - not a patio, an outdoor room. Upstairs, the primary suite features a cathedral ceiling, Juliette balcony, and dedicated dressing area. Bedroom 2 has its own ensuite and walk-in closet. Bedroom 3 is oversized. Five bathrooms in total, upper-floor laundry, and space that never forces compromise. The lower level earns the home its versatility. Nearly 1,500 finished square feet with close to 9-foot ceilings, a full second kitchen, bedroom, recreation room, 4-piece bath, dedicated laundry, and a walk-out to the garden. It functions entirely independently - ideal for extended family, live-in help, or guests who prefer their own space. Three gas fireplaces. Two laundry rooms. Attached garage with private drive. TTC transit one minute on foot. Leaside High School in seven. Sherwood Park in five. Sunnybrook less than a kilometre away.
The moment you step into 344 Bessborough, you understand why North Leaside commands respect. This is heritage Toronto - the kind of neighbourhood where mature maples line streets that have watched the city grow for a century. And this property? It's the Leaside difference in full. Built in 2013 by Ivey Glenn - a builder known for construction quality over cost-cutting - this home offers 4,741 square feet across three fully finished levels. That number matters. At $4.2M, comparable in Moore Park and Lawrence Park rarely exceed 3,500 square feet. Here, the space is genuine. Main floor ceilings rise to 10 feet. The living and dining rooms flow with proportion and light. The kitchen opens naturally into a generous family room with double walkouts to a 727- square-foot wood deck - not a patio, an outdoor room. Upstairs, the primary suite features a cathedral ceiling, Juliette balcony, and dedicated dressing area. Bedroom 2 has its own ensuite and walk-in closet. Bedroom 3 is oversized. Five bathrooms in total, upper-floor laundry, and space that never forces compromise. The lower level earns the home its versatility. Nearly 1,500 finished square feet with close to 9-foot ceilings, a full second kitchen, bedroom, recreation room, 4-piece bath, dedicated laundry, and a walk-out to the garden. It functions entirely independently - ideal for extended family, live-in help, or guests who prefer their own space. Three gas fireplaces. Two laundry rooms. Attached garage with private drive. TTC transit one minute on foot. Leaside High School in seven. Sherwood Park in five. Sunnybrook less than a kilometre away.
See MoreKey Info
- 2-Storey Detached
- 2-Car Driveway
- 1-Car Built-In Garage
- Bayview/ Glenvale
- 3000-3500 Approximate Sq Feet
- 6-15 Years Approximate Age
- Basement Apartment
- 2 + 1 Kitchens
- Forced Air Gas Heating
- Central Air
Property
- Lot Size 40.05 x 135 Feet
- Brick/Stone Exterior
- Taxes were $17,759 in 2025
- Possession: TBD
Details
- Fireplace
- Family Room
- Central Vacuum
- Sewers
- Municipal Water
- MLS #C12872310
- ROYAL LEPAGE TERREQUITY SEYMOUR REAL ESTATE
Extras
Rooms
| Room | Floor | Dimensions | Details | |
|---|---|---|---|---|
| 1 | Kitchen | Main | 15.16' x 14.99' | Hardwood Floor, Modern Kitchen, Breakfast Area |
| 2 | Kitchen | Lower | 12.99' x 9.18' | Eat-in Kitchen, Modern Kitchen, Window |
 | 1 5-Piece Bathroom | |||
| 1 4-Piece Bathroom | |||
| 1 3-Piece Bathroom | |||
| 1 2-Piece Bathroom on Main Floor | |||
| 1 4-Piece Bathroom | |||
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Who lives here?
Leaside, Toronto is a north Toronto neighbourhood notable for its university grads, executives and business, science and education, law & public sector professionals. Residents tend to be older with a significant number of kids aged 5 to 14, youth aged 15 to 19, adults aged 45 to 64 and seniors aged 65 to 69.
Families
Kids Per Family
1.2
kids per family
in the neighbourhood.
Gta ({{ '1.29999995231628' | number: 1 }})
Singles
43%
of residents are
single and loving it.
43% singles
Toronto (50%)Gta ({{ '44.8800010681152' | number: 0 }}%)
Renters
29%
of residents
are renters.
29% renters
Toronto (47%)Gta ({{ '33.0200004577637' | number: 0 }}%)
Education
70%
of residents are
university grads.
70% university grads
Toronto (48%)Gta ({{ '43.6699981689453' | number: 0 }}%)
Income
Average Household Income
$303K
is the average household
income in the neighbourhood.
Gta ({{ '135056.828125' | minifiedCurrency }})
Professions
Professions
| Business | 14% |
| Management | 13% |
| Government | 12% |
| Sales | 10% |
| Sciences | 6% |
Immigrants
22%
of residents were
born outside of Canada.
22% immigrants
Toronto (48%)Gta ({{ '45.4300003051758' | number: 0 }}%)
Birthplace - All
3.2% from UK
All-time
Birthplace - Recent
0.4% from China
Recent
Foreign Languages
Foreign Languages
| French | 2% |
| Cantonese | 1% |
| Spanish | 1% |
| Greek | 1% |
| German | 1% |
Religions
Religions
| Christian | 67% |
| Jewish | 3% |
| Muslim | 2% |
| Buddhist | 1% |
| Hindu | 1% |
Social Housing
Social Housing Buildings
0
Social housing buildings
in the neighbourhood.
Shelters
Shelters
0
Homeless shelters in
the neighbourhood.
