327 Bessborough Drive • Toronto, ON photo 1
327 Bessborough Drive • Toronto, ON photo 2
327 Bessborough Drive • Toronto, ON photo 3
327 Bessborough Drive • Toronto, ON photo 4
327 Bessborough Drive • Toronto, ON photo 5
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New1 / 7
$1,999,000
327 Bessborough Drive • Toronto, ONNew
Courtesy of KELLER WILLIAMS REFERRED URBAN REALTY
4+2
Bedrooms
3
Bathrooms
1500-2000
Square feet
4
Parking

About this home

Nestled on one of Leaside's most coveted streets, this lovingly maintained 2-storey home has been cherished by the same family for approximately 60 years and offers an exceptional opportunity in one of Toronto's most sought-after neighbourhoods. Set on a premium oversized lot, this charming, well-maintained home is ready to enjoy as-is while offering outstanding opportunities to renovate, expand, or create your dream home in a highly sought-after location. The functional layout features spacious principal rooms, a bright and updated kitchen with two ovens, including one built-in, a bar fridge, two sinks, a coffee bar, and an appliance garage, as well as a versatile pantry or home office tucked just off the kitchen. Original character and charm shine throughout, while abundant storage adds everyday practicality. The basement offers two separate entrances - one from the back, and one from the front, a full bathroom, and excellent potential for a future in-law suite or income-generating apartment. Step outside to an incredible private backyard complete with lush gardens, composite decking, a pergola, and fully fenced grounds, while the award-worthy front garden has been recognized by the Leaside Garden Society as a Garden of Distinction and featured as part of its renowned Garden Tour. Situated in the heart of prestigious Leaside, just steps to top-rated schools, beautiful parks, boutique shopping, restaurants, transit, and all the amenities that make this neighbourhood one of Toronto's most desirable places to call home, this is a rare opportunity not to be missed.

Property details

Property type
Detached
Style
2-Storey
Total rooms
9
Lot size
35 × 124 ft
Property taxes
$10,404.74 (2026)
Occupancy
Flex
Days on market
1
Status
Active
MLS®

Property history

Recently sold nearby

Listing data last updated: Jul 24, 2026, 10:24 a.m. EDT via TRREB IDX.

First listed: Jul 24, 2026, 8:07 a.m. EDT.