For Sale: 35 Bessborough Drive, Toronto, ON - REW
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$3,650,000
5 bd • 5 ba • 1100 - 1500 sf • House
35 Bessborough Drive
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35 Bessborough DriveToronto, ON, M4G 3H6

Leaside
  • 5 Bed
  • 5 Bath
  • 1100 - 1500 Sqft
  • House

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.
Listed by: Erica Reddy, Broker, ROYAL LEPAGE SIGNATURE REALTY

Home facts and features

Price details
List Price
Gross Taxes for 2026
$12,377
Home facts
Bedrooms
5
Full Bathrooms
5
Parking Spaces
2
Parking Details
Private
Property Type
House
Lot Size
30 ft x 125 ft (3750 ft²)
Depth
125.0
Frontage
30.0
Exterior Finish
Brick
Heating Type
Forced Air, Gas
Cooling
Central Air
Basement Details
Finished
Features
Hospital, Landscaped, Library, Park, Place Of Worship, Privacy, Public Transit, School
Community
Agent details
Primary Agent
Primary Broker
ROYAL LEPAGE SIGNATURE REALTY
Listing details
Days on REW
1 Day
MLS® Number
C14011372
Source
Toronto Real Estate Board
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Estimated Payments
Purchase Price
Mortgage Total
Down Payment
Amortization
25 Years
Interest Rate
3.99%

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Property Insights

Rolph Road Elementary School
  • Public
  • JK - 6
Bennington Heights Elementary School
  • Public
  • JK - 6
St Anselm Catholic School
  • Catholic
  • JK - 8
Polaris Learning Centre
  • Private
  • 9 - 12
Maurice Cody Junior Public School
  • Public
  • JK - 6
Bessborough Drive E & Middle School
  • Public
  • JK - 8
Sunnybrook
  • Private
  • JK - 6
Hodgson Senior Public School
  • Public
  • 7 - 8
Greenwood College School
  • Private
  • 7 - 12
Toronto Prep School
  • Private
  • 7 - 12
School catchments and distances are intended to be used as reference only. To verify enrolment eligibility for a property, contact the school directly.Report Incorrect Info
Listing data is subject to copyright, disclaimer, and additional requirements from the data provider. See our Terms of Use for terms applicable to this listing. Listing data was last updated on 2026-10-13.
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