344 Bessborough Drive, Toronto C11, ON M4G 3L2, Toronto C11, ON
Bed 5
Bath 5
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.
Property Highlights
For Sale
MLS NO.
C12872310
Type
Residential Freehold
Sub Type
Detached
Bedrooms
5
Bathrooms
5
Parking
3.0
Garage
Yes
Complete Property Details
Property Type
Residential Freehold
Sub Type
Detached
Transaction Type
For Sale
Status
Closed
Contract Status
Unavailable
MLS® Number
C12872310
Living Area Range
3000-3500
Total Bedrooms
5
Bedrooms Above Grade
4
Bedrooms Below Grade
1
Total Bathrooms
5
Total Kitchens
2
Kitchens Above Grade
1
Kitchens Below Grade
1
Rooms Above Grade
9
Rooms Below Grade
1
Interior Features
Air Exchanger, Auto Garage Door Remote, Bar Fridge, Central Vacuum, ERV/HRV, Floor Drain, In-Law Capability, In-Law Suite, Storage, Sump Pump, Water Heater Owned
Fireplace
Yes
Fireplace Features
Family Room, Living Room, Rec Room
Central Vacuum Yn
Yes
Security Features
Alarm System
Construction
Brick, Stone
Roof
Asphalt Rolled, Asphalt Shingle
Lot Width
40.05
Lot Size Units
SquareFeet
Parking Features
Private
Parking Total
3.0
Covered Spaces
1.0
Garage Type
Built-In
Garage
Yes
Pool
None
Direction Facing
West
Cooling
Central Air
Heat Source
Gas
Heat Type
Forced Air
Internet Address Display Yn
Yes
Internet Entire Listing Display Yn
Yes
Full Address
344 Bessborough Drive, Toronto C11, ON M4G 3L2
City
Toronto C11
Neighbourhood
Leaside
County / Region
Toronto
Province / State
ON
Postal Code
M4G 3L2
Cross Street
Bayview/ Glenvale
Directions
Bayview/ Glenvale
Country
CA
List Price
$4,199,000
Annual Taxes
$17,759
Tax Year
2025
Legal Description
PT LOTS 586 & 587 PLAN 3110 AS IN CA483432 ; EAST YORK ; , CITY OF TORONTO
Possession Type
Immediate
Possession Details
TBD
Listing Office
ROYAL LEPAGE TERREQUITY SEYMOUR REAL ESTATE
Board
Toronto Regional Real Estate Board
Original Entry
2026-03-11T18:18:03Z
Media Updated
2026-03-12T17:14:21Z
Photos Updated
2026-03-11T18:48:44Z
Last Modified
2026-04-13T14:08:52Z
System Modified
2026-04-13T14:09:03.468182Z
MLS Status
Sold
Architectural Style
2-Storey
Basement
Apartment, Finished with Walk-Out, Full
Ddfyn
Yes
Expiration Date
2026-06-30
Foundation Details
Poured Concrete
Heat Source Multi
Gas
Heat Type Multi
Forced Air
Hstapplication
Included In
Link Yn
No
Occupant Type
Owner
Originating System Id
A00001796
Parcel Number
103650021
Parking Spaces
2
Property Features
Fenced Yard, Hospital, Library, Park, Place Of Worship, Public Transit
Public Remarks
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.
