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Detached for sale at 35 Bessborough Drive, Toronto C11 - 5 bedroom, 5 bathroom - Photo 1 of 49
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$3,650,000

35 Bessborough Dr

Toronto C11, ON M4G 3H6

35 Bessborough Dr, Toronto C11 — Listed at $3,650,000. 5 bedroom, 5 bathroom 2-Storey Detached. MLS® C14011372.

Just listed — 1 day ago

Possession · seller's timeline

Flexible

5Beds
5Baths
3000-3500sqft
Detached
2-Storey
2Parking
$12,376.73Taxes/yr · 2026

What's this home worth?

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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.

Property Details

Property TypeDetached
Style2-Storey
CommunityLeaside
Rooms14
Kitchens2
Washrooms5
Square Feet3000-3500 sqft
Lot Dimensions30 × 125 ft
Fronting OnEast
Dir/Cross StBAYVIEW AVE & MOORE DRIVE
Garage TypeNone
DrivePrivate
Parking Drive Spaces2
Total Parking Spaces2
ExteriorBrick
RoofAsphalt Shingle
FoundationConcrete
BasementFinished
Fireplace FeaturesWood
Heating TypeForced Air
Heating SourceGas
A/CCentral Air
SewersSewer
Taxes (2026)$12,376.73
HSTIncluded In
Other StructuresAux Residences
Listed Date10/13/2026
Days on Market1 days
PossessionFLEXIBLE

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Listing Courtesy of: ROYAL LEPAGE SIGNATURE REALTY

MLS® #C14011372

TRREBMLS®

The listing data is provided under copyright by the Toronto Regional Real Estate Board (TRREB). The listing data is deemed reliable but is not guaranteed accurate by TRREB. The trademarks REALTOR®, REALTORS®, and the REALTOR® logo are controlled by The Canadian Real Estate Association (CREA) and identify real estate professionals who are members of CREA. The trademarks MLS®, Multiple Listing Service® and the associated logos are owned by CREA and identify the quality of services provided by real estate professionals who are members of CREA. Used under license.

© 2026 Toronto Regional Real Estate Board. All rights reserved.

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HouseIndex Take: 35 Bessborough Drive

This detached (2-Storey) is located in the Leaside neighbourhood of Toronto.

The home offers 5 bedrooms, 5 bathrooms.

Features include a finished basement, 2 parking spaces, a fireplace.

Additional details: lot dimensions of 30 × 125 feet.

Listed at $3,650,000 CAD with annual property taxes of $12,376.73 (2026).

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About Toronto Real Estate

This Detached is located in the Leaside community in Toronto. Toronto is Canada's largest city and the economic hub of the Greater Toronto Area. With world-class transit, diverse neighbourhoods from the Annex to Scarborough, and proximity to major employers in the Financial District, it remains the most sought-after real estate market in Ontario. Buyers benefit from extensive GO Transit and TTC subway connectivity. Detached homes in Toronto are in high demand among families seeking space, privacy, and long-term equity growth.

TTC subway & streetcar networkWorld-class dining & entertainmentUniversity of Toronto & major hospitals nearbyWaterfront trails & ravine parks
Walkability: Highly walkable — many neighbourhoods score 80+ on Walk Score
View full Toronto neighbourhood guide →