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5
 bed5
 bath2
 parking3000 - 3500
 sqftDetached
$3,650,000
For Sale
13 hours
 on site$3,650,000

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Size
-
Lot size
3750 sqft
Street frontage
-
Possession
Flexible
Price per sqft
$1,043 - $1,217
Taxes
$12,376.73 (2026)
Parking Type
-
Style
2-Storey
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Description
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.
Broker: ROYAL LEPAGE SIGNATURE REALTY
MLS®#: C14011372
Property details
Parking:
2
Parking type:
-
Property type:
Detached
Heating type:
Forced Air
Style:
2-Storey
MLS Size:
3000-3500 sqft
Lot front:
30 Ft
Lot depth:
125 Ft
Listed on:
Oct 13, 2026
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Instant estimate:
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$311,021
higher than listed pricei
High
$4,126,873
Mid
$3,961,021
Low
$3,732,299
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About 35 Bessborough Drive
35 Bessborough Drive is an East York detached house for sale. It has been listed at $3650000 since October 2026. This 3000-3500 sqft detached house has 5 beds and 5 bathrooms. 35 Bessborough Drive resides in the East York Leaside neighbourhood, and nearby areas include Bennington Heights, Moore Park, Davisville Village and Thorncliffe Park.
For groceries there is Loblaws which is not far.
Transit riders take note, 35 Bessborough Dr, Toronto is only steps away to the closest public transit Bus Stop (Sutherland Dr / Bessborough Dr) with route South Leaside. Access to Don Valley Parkway from 35 Bessborough Dr is within a few minutes drive, making it easy for those driving to get into and out of the city using on and off ramps on Don Mills Rd.
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