Listed for:Listed 6 days ago
$3,650,000

35 Bessborough Drive

Toronto (Leaside), ON M4G 3H6

Detached House For Sale
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Sale & Price History for 35 Bessborough Drive, Toronto, Leaside

No listing history available

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About 35 Bessborough Drive, Toronto, Leaside

Summarized Description

  • Rare offering in the heart of Leaside
  • Extensively renovated main house and garden residence
  • Vaulted-ceiling primary retreat with heated floors
  • Custom kitchens with high-end appliances
  • Ideal for multigenerational living or rental income
  • Landscaped outdoor space with cedar deck
  • Finished lower level with gym and steam shower
  • Almost 3000 square feet of living space

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.

Key Facts & Features

Property Costs

Annual Property Tax Amount
$12,377
Land Transfer Tax Fee
$161,950

Rental Items

Rental Equipment
NONE

Basement Type
Finished

Interior Features

Laundry Level
Lower Level
Interior Extras
Built-In Oven, Countertop Range, Floor Drain, Water Heater
Fireplace/Stove
Yes
Fireplace Features
Wood
Elevator
No

Exterior Features

Exterior Extras
Landscaped, Privacy
Pool
None
Property Features
Hospital, Library, Park, Place Of Worship, Public Transit, School
Other Structures
Aux Residences

Building

Building Type
Detached
Building Style
2-Storey

Construction

Exterior Finish
Brick
Roof
Asphalt Shingle
Foundation Details
Concrete
Special Designation
Unknown

Lot

Lot Front
30.00 ft
Lot Depth
125.00 ft

Inclusions

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

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.

Parking & Garages

Garage Type
None
Garage Spaces
0
Parking Spaces
2
Total Garage And Parking Spaces
2

Heating & Cooling

Heat Source
Gas
Heat Type
Forced Air
Air Conditioning
Central Air
Water
Municipal
Sewers
Sewer

Bedrooms
5
Washrooms
5
Kitchens
2

Room sizes

  • Bathroom—
    Basement level, Tile Floor, Heated Floor
  • Living Room—
    Main level, Hardwood Floor, Fireplace, Picture Window
  • Kitchen—
    Main level, Quartz Counter, Backsplash, Stainless Steel Appl
  • Primary Bedroom—
    Second level, Vaulted Ceiling(s), 3 Pc Ensuite, Double Closet
  • Kitchen—
    Main level, Hardwood Floor, Stainless Steel Appl, Centre Island
  • Office—
    Main level, Hardwood Floor, B/I Desk, W/O To Deck
  • Bathroom—
    Second level, Heated Floor, Window, Separate Shower
  • Bedroom 2—
    Second level, Hardwood Floor, Pot Lights, Closet
  • Dining Room—
    Main level, Hardwood Floor, W/O To Deck, Pot Lights
  • Bedroom 2—
    Second level, Broadloom, Closet, Window
  • Recreation—
    Basement level, Window
  • Bathroom—
    Second level, Separate Shower, Soaking Tub, Tile Floor
  • Utility Room—
    Basement level, Concrete Floor, Walk-In Closet(s)
  • Living Room—
    Main level, Hardwood Floor, Pot Lights, Combined w/Kitchen
  • Den—
    Second level, Hardwood Floor, Window, Pot Lights
  • Bedroom 3—
    Second level, Broadloom, Closet, Window
  • Primary Bedroom—
    Second level, Walk-In Closet(s), Hardwood Floor, 5 Pc Ensuite

Washrooms

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

Municipality
Toronto
Neighbourhood
Leaside
Main cross streets
BAYVIEW AVE & MOORE DRIVE
Directions
EAST OF BAYVIEW, NORTH OF MOORE DRIVE

MLS® number
C14011372
Data source
Toronto Regional Real Estate Board
Listed on
2026-10-13
Updated on
2026-10-19
Days on market
6 days
Possession type
Flexible
Co-op commission
2.5%+HST
Seller
Listed by
ROYAL LEPAGE SIGNATURE REALTY

Home Market Value

Current home valuation for 35 Bessborough Drive, Toronto, Leaside, Toronto, ON. Listed for $3,650,000

HOMEH Estimate

?

$3,745,696

Estimated Sales Range

?

$2,959,100 - $4,532,292

HOMEH Estimate for 35 Bessborough Drive, Toronto, Leaside

Calculated with a real agent's CMA method — 45+ years of experience, codified. Not an AI guess.

$3,745,696Medium confidence
Based on 4 comparable properties
− $95,696 (3%) below our estimate — Good deal!
See the full analysisFree Every recent nearby sale behind this number

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Mortgage Payment Calculator

Compare up to 4 down payment scenarios

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Toronto, ON
Minimum Down Payment Required:20.0%

20% required for homes $1.5M or more

Minimum down payment

$730,000

Scenario 1 Scenario 2 Scenario 3 Scenario 4
−Down payment
%
$
%
$
%
$
%
$
+CMHC insurance
$0$0$0$0
=Total mortgage
$2,920,000$2,737,500$2,555,000$2,372,500
Amortization
Mortgage rate
%
%
%
%
Payment frequency
=Mortgage payment
$14,257monthly$13,366monthly$12,475monthly$11,584monthly
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Land Transfer Tax

Provincial

$77,725

Municipal (Toronto)

$84,225

Total Land Transfer Tax

$161,950

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