Advantage Group Real Estate
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$3,650,000
35 Bessborough Drive • Toronto, ONNew
Courtesy of ROYAL LEPAGE SIGNATURE REALTY
5
Bedrooms
5
Bathrooms
3000-3500
Square feet
2
Parking

About this home

A rare offering on Bessborough in the heart of Leaside: a beautifully renovated 3-bedroom 3-bathroom home home paired with a brand-new, exceptionally finished 2+1 bedroom 2 bathroom garden residence, creating a remarkable 5+1 bedroom living opportunity at almost 3000 square feet across two distinct homes.The main house has been extensively renovated with a warm, elevated finish throughout. The main floor features hardwood flooring, a wood-burning fireplace, a Cameo kitchen with Statuario marble backsplash and Caesarstone quartz countertops, built-in wine fridge, and a convenient office area just off the kitchen. Upstairs, three bedrooms include a vaulted-ceiling primary retreat with heated ensuite floors, while the finished lower level adds valuable living space with a steam shower, heated floors, gym area. New windows, central air, a cedar deck, updated driveway and landscaped outdoor space complete the home.Far beyond a traditional garden suite, the newly built rear residence has been designed and finished to the standard of a luxury home in its own right. Offering two bedrooms plus a flexible office, nursery or sitting area, it features a custom Irpinia kitchen and millwork, Miele appliances, marble backsplash, Caesarstone quartz countertops and seating for six at the island/peninsula. Radiant in-floor heating runs throughout both levels, while the primary suite includes a walk-in closet, grasscloth feature wall and spa-inspired ensuite with soaker tub and separate water closet. Second-floor laundry, air conditioning and a private interlock walkway complete the space.Ideal for multigenerational living,extended family, guests, passive income or those looking for exceptional flexibility, this is a unique opportunity to enjoy two beautifully finished residences on one of Leaside's most sought-after streets.

Property details

Property type
Detached
Style
2-Storey
Total rooms
14
Lot size
30 × 125 ft
Property taxes
$12,376.73 (2026)
Occupancy
FLEXIBLE
Days on market
8
Status
Active
MLS®

Property history

Recently sold nearby

Listing data last updated: Oct 19, 2026, 6:04 p.m. EDT via TRREB IDX.

First listed: Oct 13, 2026, 10:36 a.m. EDT.