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35 Bessborough Drive

35 Bessborough Drive

Toronto C11, ON

  • 5 bed
  • 5 bath
  • approx. 3000-3500 sqft
  • Detached
$3,650,000

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.

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Listing Details

Taxes (2026)
$12,377
Listed
October 13, 2026

Price History

Property

Style
2-Storey
Construction
Brick
Roof
Asphalt Shingle
Foundation
Concrete
Interior
Built-In Oven, Countertop Range, Floor Drain, Water Heater
Lot Size
30 x 125 Feet

Parking

Garage
None
Covered Spaces
0
Total Parking
2

Utilities

Sewer
Sewer
Heat Source
Gas

Location & Legal

Cross Street
BAYVIEW AVE & MOORE DRIVE
Parcel Number
103920220
Possession
Flexible
Occupancy
Owner

Included

Inclusions
Main House: fridge, built in oven, cooktop, dishwasher, built in microwave, built in wine fridge x2 (kitchen and basement), washer and dryer, home gym training rack, basement gym speakers, all window coverings, all light fixtures. Garden Suite: built in Miele fridge, Miele 6 burner range, Miele built in dishwasher, built in wine fridge, washer & dryer, all electric light fixtures.
Exclusions
TV and bracket in living room, TV, bracket and sound bar in master bedroom, small tv and bracket in the upstairs bedroom in the main house, basement TV and bracket, stereo and stand, free weights and weight stand in gym.
Rental Items
NONE

Schools

Elementary

  • Rolph Road Elementary School0.3 km

    Public · Toronto DSB · 320 students

    Grade 3 reading: 78% met the provincial standard · Grade 6 math: 88% met the provincial standard

  • Bennington Heights Elementary School0.5 km

    Public · Toronto DSB · 160 students

    Grade 3 reading: 67% met the provincial standard · Grade 6 math: 74% met the provincial standard

  • St Anselm Catholic School0.8 km

    Catholic · Toronto CDSB · 255 students

    Grade 3 reading: 88% met the provincial standard · Grade 6 math: 75% met the provincial standard

Secondary

  • Leaside High School1.4 km

    Public · Toronto DSB · 1115 students

    Grade 10 literacy: 95% met the provincial standard

  • Northern Secondary School2.1 km

    Public · Toronto DSB · 2075 students

    Grade 10 literacy: 91% met the provincial standard

  • North Toronto Collegiate Institute2.5 km

    Public · Toronto DSB · 1220 students

    Grade 10 literacy: 95% met the provincial standard

Straight-line distance. Nearby schools are not necessarily the assigned schools — confirm catchment with the school board. Scores are EQAO provincial test results for 2024-2025.

Community

Postal area M4G

Population
19,598
Private dwellings
8,622
Median age
44.4
Average household size
2.4
Median household income
$130,000

Source: Statistics Canada, 2021 Census of Population, catalogue 98-401-X2021013. Adapted from Statistics Canada. This does not constitute an endorsement by Statistics Canada of this product.

Local market

Residential Freehold in Toronto C11 · last 12 months

Median sold price
$785,000
Homes sold
339
Median days on market
19
Sale-to-list price
97.9%

Based on 339 recorded sales of residential freehold properties in Toronto C11 over the last 12 months.

Rooms

4-piece on Upper, 3-piece on Upper, 3-piece on Lower, 3-piece on Main, 5-piece on Upper

Second

  • Bathroom7'4" x 7'
  • Bathroom8'7" x 14'
  • Bedroom 29'2" x 11'3"
  • Bedroom 210'7" x 8'4"
  • Bedroom 38'5" x 12'7"
  • Den14'5" x 6'11"
  • Primary Bedroom11'7" x 11'10"
  • Primary Bedroom11'9" x 16'9"

Main

  • Dining Room9'10" x 14'11"
  • Kitchen9'5" x 15'7"
  • Kitchen9'7" x 19'2"
  • Living Room16'4" x 16'11"
  • Living Room11'5" x 12'3"
  • Office9'7" x 19'2"

Basement

  • Bathroom8'1" x 9'3"
  • Recreation19'1" x 11'9"
  • Utility Room11'10" x 17'7"

Listed by

ROYAL LEPAGE SIGNATURE REALTY

Walk Score

Walk Score is unavailable for this address right now.

Mortgage Calculator

$730,000

Estimated Monthly Payment

$17,931

Land transfer tax

Estimated land transfer tax$77,725

Ontario land transfer tax only. An estimate — not legal or financial advice. Municipal land transfer tax applies in Toronto and is not included.

Investment Analysis

No recent nearby lease data. Enter a rent to see the numbers.

Mortgage: $17,931/mo (20% down, 5.5%)

Taxes: $1,031/mo · Insurance: $913/mo

Estimates only. Consult a financial advisor.

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