310 Bessborough Drive

Off MarketFlemingdon Park / Don Mills · LeasideMLS® C13538994

$4,707,000

$1,569 / sq ft

Bedrooms5

Bathrooms4

Interior3,000 sq ft

Lot Size8,557 sq ft

TypeSingle Family Home

ListingOff Market

About this property

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.

Features & finishes

View

Fireplace

Air Conditioning

Basement

Property details

MLS® Number	C13538994
Status	Off Market
Listing Type	Off Market
Property Type	Single Family Home
Interior Size	3,000 sq ft
Lot Size	8,557 sq ft
Beds / Baths	5 bed · 4 bath
Property Taxes (2025)	$15,625
Neighbourhood	Leaside
City	Flemingdon Park / Don Mills
Postal Code	M4G 3L1
Province	ON
Listed Date	July 8, 2026
Price per Sq Ft	$1,569
Brokerage	CHESTNUT PARK REAL ESTATE LIMITED