Some homes are built; the very best are lived in. For over two decades, this exceptional North Leaside property has been the backdrop to a lifetime of cherished memories. Lovingly maintained by the same family since 2005, this spectacular home underwent a masterful, back-to-the-studsrenovation and thoughtful addition in 2023. Balancing warmth and architectural sophistication, the residence sits proudly on an extraordinary, widening double lot (58' expanding to 70'+ at rear, x 140.5' deep) with mature, landscaped gardens offering absolute privacy in a coveted neighbourhood. Setting a tone of curated luxury are modern ACM Wiedehopf panels, elegant rain chains, andfull-height Marvin and Anderson Architect windows. Inside, sunlight floods through beautifully crafted interiors. The main level showcases quartersawn rift-cut white oak flooring with herringbone accents, a formal living room with double terrace doors, and a private office enclosed by 4 bench-built oak and glass sliding doors. The family room centers on a custom oak slat media wall and wood fireplace, while the dining room features a gas fireplace and walks out to a raised cedar deck. A chef's dream, the custom kitchen features Calacatta Oro Anticomarble, a 7' oak apothecary island, a walk-in pantry with coffee bar, and premium Sub-Zero, Bertazzoni, and Fisher & Paykel appliances. A hardworking mudroom with soaring ceilings and heated porcelain floors provides a seamless secondary entry. Upstairs, vaulted ceilings and skylights illuminate four bedrooms, including a laundry closet and a primary retreat with a private balcony, fireplace, sitting area, dressing room, and a spa-inspired Arabescato marble ensuite. The walk-out lower level offers incredible flexibility with a recreation room, guest suite, full bath, gym, and secondary kitchen. More than a residence, 310 Bessborough Drive is where the next family's story begins.
Under Contract:
Air Conditioner, Gas Fireplace, Internet, Refrigerator, Tankless Water Heater
Property Type:
Residential Freehold
Property Sub Type:
Detached
Home Style:
2-Storey
Approx. Age:
51-99
Total Approx Floor Area:
2000-2500
Lot Depth:
140'6"42.8 m
Lot Frontage:
57'10½"17.6 m
Lot Shape:
Pie
Direction Faces:
West
Bedrooms:
4+1
Bathrooms:
4.0
Water supply:
Municipal
Kitchens:
2
Kitchens in Basement:
1
Bedrooms Above Grade:
4
Bedrooms Below Grade:
1
Kitchens Above Grade:
1
Rooms Above Grade:
17
Rooms Below Grade:
8
Zoning:
RD (f12;a370;d0.6)
Heating type:
Forced Air
Heating Fuel:
Gas
Fireplaces:
4
Foundation:
Concrete
Roof:
Asphalt Shingle, Flat
Basement:
Finished with Walk-Out, Separate Entrance
Fireplace Features:
Family Room, Fireplace Insert, Living Room, Natural Gas, Other, Wood
Fireplace/Stove:
Yes
Garage:
Attached
Garage Spaces:
2.0
Other Structures:
Fence - Full, Garden Shed, Shed
Parking Features:
Boulevard, Private Double
Parking Spaces:
8
Total Parking Spaces:
10.0
Family Room:
Yes
Possession Details:
TBD
Pool:
None
Link:
No
HST Applicable To Sale Price:
Not Subject to HST
Assessment Year:
2025
Taxes:
$15,625 /
2025
Assessment:
$- /
2025
Toronto
Toronto C11
Leaside
Arts Centre, Fenced Yard, Hospital, Library, Park, Place Of Worship
Bar Fridge, Built-In Oven, Carpet Free, Central Vacuum, Floor Drain, In-Law Capability, On Demand Water Heater, Upgraded Insulation
Data was last updated July 9, 2026 at 06:15 AM (UTC)
Area Statistics
Listings on market:
17
Avg list price:
$2,750,000
Min list price:
$1,349,800
Max list price:
$7,295,000
Avg days on market:
35
Min days on market:
1
Max days on market:
92
These statistics are generated based on the current listing's property type
and located in
Leaside. Average values are
derived using median calculations. This data is not produced by
the MLS® system.
This website may only be used by consumers that have a bona fide interest in the purchase, sale, or lease of real estate of the type being offered via the website.
The data relating to real estate on this website comes in part from the MLS® Reciprocity program of the PropTx MLS®. The data is deemed reliable but is not guaranteed to be accurate.