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35 Bessborough Drive
Leaside Toronto M4G 3H6

$3,650,000
Residential Freehold beds: 5 baths: 5.0

Main Photo: 35 Bessborough Drive in Toronto: Leaside House for sale (Toronto C11)  : MLS®# C14011372
Photo 1: 35 Bessborough Drive in Toronto: Leaside House for sale (Toronto C11)  : MLS®# C14011372
Photo 2: 35 Bessborough Drive in Toronto: Leaside House for sale (Toronto C11)  : MLS®# C14011372
Photo 3: 35 Bessborough Drive in Toronto: Leaside House for sale (Toronto C11)  : MLS®# C14011372
Photo 4: 35 Bessborough Drive in Toronto: Leaside House for sale (Toronto C11)  : MLS®# C14011372
Photo 5: 35 Bessborough Drive in Toronto: Leaside House for sale (Toronto C11)  : MLS®# C14011372
Photo 6: 35 Bessborough Drive in Toronto: Leaside House for sale (Toronto C11)  : MLS®# C14011372
Photo 7: 35 Bessborough Drive in Toronto: Leaside House for sale (Toronto C11)  : MLS®# C14011372
Photo 8: 35 Bessborough Drive in Toronto: Leaside House for sale (Toronto C11)  : MLS®# C14011372
Photo 9: 35 Bessborough Drive in Toronto: Leaside House for sale (Toronto C11)  : MLS®# C14011372
Photo 10: 35 Bessborough Drive in Toronto: Leaside House for sale (Toronto C11)  : MLS®# C14011372
Photo 11: 35 Bessborough Drive in Toronto: Leaside House for sale (Toronto C11)  : MLS®# C14011372
Photo 12: 35 Bessborough Drive in Toronto: Leaside House for sale (Toronto C11)  : MLS®# C14011372
Photo 13: 35 Bessborough Drive in Toronto: Leaside House for sale (Toronto C11)  : MLS®# C14011372
Photo 14: 35 Bessborough Drive in Toronto: Leaside House for sale (Toronto C11)  : MLS®# C14011372
Photo 15: 35 Bessborough Drive in Toronto: Leaside House for sale (Toronto C11)  : MLS®# C14011372
Photo 16: 35 Bessborough Drive in Toronto: Leaside House for sale (Toronto C11)  : MLS®# C14011372
Photo 17: 35 Bessborough Drive in Toronto: Leaside House for sale (Toronto C11)  : MLS®# C14011372
Photo 18: 35 Bessborough Drive in Toronto: Leaside House for sale (Toronto C11)  : MLS®# C14011372
Photo 19: 35 Bessborough Drive in Toronto: Leaside House for sale (Toronto C11)  : MLS®# C14011372
Photo 20: 35 Bessborough Drive in Toronto: Leaside House for sale (Toronto C11)  : MLS®# C14011372
Photo 21: 35 Bessborough Drive in Toronto: Leaside House for sale (Toronto C11)  : MLS®# C14011372
Photo 22: 35 Bessborough Drive in Toronto: Leaside House for sale (Toronto C11)  : MLS®# C14011372
Photo 23: 35 Bessborough Drive in Toronto: Leaside House for sale (Toronto C11)  : MLS®# C14011372
Photo 24: 35 Bessborough Drive in Toronto: Leaside House for sale (Toronto C11)  : MLS®# C14011372
Photo 25: 35 Bessborough Drive in Toronto: Leaside House for sale (Toronto C11)  : MLS®# C14011372
Photo 26: 35 Bessborough Drive in Toronto: Leaside House for sale (Toronto C11)  : MLS®# C14011372
Photo 27: 35 Bessborough Drive in Toronto: Leaside House for sale (Toronto C11)  : MLS®# C14011372
Photo 28: 35 Bessborough Drive in Toronto: Leaside House for sale (Toronto C11)  : MLS®# C14011372
Photo 29: 35 Bessborough Drive in Toronto: Leaside House for sale (Toronto C11)  : MLS®# C14011372
Photo 30: 35 Bessborough Drive in Toronto: Leaside House for sale (Toronto C11)  : MLS®# C14011372
Photo 31: 35 Bessborough Drive in Toronto: Leaside House for sale (Toronto C11)  : MLS®# C14011372
Photo 32: 35 Bessborough Drive in Toronto: Leaside House for sale (Toronto C11)  : MLS®# C14011372
Photo 33: 35 Bessborough Drive in Toronto: Leaside House for sale (Toronto C11)  : MLS®# C14011372
Photo 34: 35 Bessborough Drive in Toronto: Leaside House for sale (Toronto C11)  : MLS®# C14011372
Photo 35: 35 Bessborough Drive in Toronto: Leaside House for sale (Toronto C11)  : MLS®# C14011372
Photo 36: 35 Bessborough Drive in Toronto: Leaside House for sale (Toronto C11)  : MLS®# C14011372
Photo 37: 35 Bessborough Drive in Toronto: Leaside House for sale (Toronto C11)  : MLS®# C14011372
Photo 38: 35 Bessborough Drive in Toronto: Leaside House for sale (Toronto C11)  : MLS®# C14011372
Photo 39: 35 Bessborough Drive in Toronto: Leaside House for sale (Toronto C11)  : MLS®# C14011372
Photo 40: 35 Bessborough Drive in Toronto: Leaside House for sale (Toronto C11)  : MLS®# C14011372
Photo 41: 35 Bessborough Drive in Toronto: Leaside House for sale (Toronto C11)  : MLS®# C14011372
Photo 42: 35 Bessborough Drive in Toronto: Leaside House for sale (Toronto C11)  : MLS®# C14011372
Photo 43: 35 Bessborough Drive in Toronto: Leaside House for sale (Toronto C11)  : MLS®# C14011372
Photo 44: 35 Bessborough Drive in Toronto: Leaside House for sale (Toronto C11)  : MLS®# C14011372
Photo 45: 35 Bessborough Drive in Toronto: Leaside House for sale (Toronto C11)  : MLS®# C14011372
Photo 46: 35 Bessborough Drive in Toronto: Leaside House for sale (Toronto C11)  : MLS®# C14011372
Photo 47: 35 Bessborough Drive in Toronto: Leaside House for sale (Toronto C11)  : MLS®# C14011372
Photo 48: 35 Bessborough Drive in Toronto: Leaside House for sale (Toronto C11)  : MLS®# C14011372
Photo 49: 35 Bessborough Drive in Toronto: Leaside House for sale (Toronto C11)  : MLS®# C14011372
Status:
Active
Prop. Type:
Residential Freehold
MLS® Num:
C14011372
Bedrooms:
5
Bathrooms:
5
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 Type:
Residential Freehold
Property Sub Type:
Detached
Home Style:
2-Storey
Total Approx Floor Area:
3000-3500
Lot Depth:
125'
Lot Frontage:
30'
Direction Faces:
East
Bedrooms:
5
Bathrooms:
5.0
Water supply:
Municipal
Kitchens:
2
Bedrooms Above Grade:
5
Kitchens Above Grade:
2
Rooms Above Grade:
14
Fractional Ownership:
No
Assignment:
No
Heating type:
Forced Air
Heating Fuel:
Gas
Fireplaces:
1
Foundation:
Concrete
Roof:
Asphalt Shingle
Basement:
Finished
Fireplace Features:
Wood
Fireplace/Stove:
Yes
Garage:
None
Garage Spaces:
0.0
Other Structures:
Aux Residences
Parking Features:
Private
Parking Spaces:
2
Total Parking Spaces:
2.0
Family Room:
No
Possession Details:
FLEXIBLE
Pool:
None
Link:
No
HST Applicable To Sale Price:
Included In
Taxes:
$12,376.73 / 2026
Assessment:
$- / -
Toronto
Toronto C11
Leaside
Hospital, Library, Park, Place Of Worship, Public Transit, School
Built-In Oven, Countertop Range, Floor Drain, Water Heater
Landscaped, Privacy
NONE
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.
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.
Brick
No
Floor
Type
Size
Other
Main
Living Room
16'11" × 16'4"
Hardwood Floor, Fireplace, Picture Window
Main
Dining Room
14'10¾" × 9'10"
Hardwood Floor, W/O To Deck, Pot Lights
Main
Kitchen
19'2" × 9'7"
Hardwood Floor, Stainless Steel Appl, Centre Island
Main
Office
19'2" × 9'7"
Hardwood Floor, B/I Desk, W/O To Deck
Second
Primary Bedroom
11'10" × 11'7"
Vaulted Ceiling(s), 3 Pc Ensuite, Double Closet
Second
Bedroom 2
10'7" × 8'4"
Broadloom, Closet, Window
Second
Bedroom 3
12'7" × 8'5"
Broadloom, Closet, Window
Basement
Recreation
19'¾" × 11'9"
Window
Basement
Utility Room
17'7" × 11'10"
Concrete Floor, Walk-In Closet(s)
Main
Kitchen
15'7" × 9'5"
Quartz Counter, Backsplash, Stainless Steel Appl
Main
Living Room
12'3" × 11'5"
Hardwood Floor, Pot Lights, Combined w/Kitchen
Second
Primary Bedroom
16'8¾" × 11'8½"
Walk-In Closet(s), Hardwood Floor, 5 Pc Ensuite
Second
Bedroom 2
11'3" × 9'2"
Hardwood Floor, Pot Lights, Closet
Second
Den
14'5" × 6'11"
Hardwood Floor, Window, Pot Lights
Floor
Ensuite
Pieces
Other
Second
No
-
7'4" x 7'¼" Heated Floor, Window, Separate Shower
Basement
No
-
8'1¼" x 9'3" Tile Floor, Heated Floor
Second
No
-
8'6¾" x 14' Separate Shower, Soaking Tub, Tile Floor
Energy Certification:
No
Green Property Information Statement:
No
Special Designation:
Unknown
Sewers:
Sewer
Air Conditioning:
Central Air
Central Vacuum:
No
Seller Property Info Statement:
No
Physically Handicapped-Equipped:
No
Laundry Level:
Lower Level
Date Listed:
Oct 13, 2026
Original Price:
Previous Price:
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Listed by ROYAL LEPAGE SIGNATURE REALTY
Data was last updated October 13, 2026 at 06:15 PM (UTC)
Area Statistics
Listings on market:
22
Avg list price:
$2,997,500
Min list price:
$1,289,000
Max list price:
$6,995,000
Avg days on market:
24
Min days on market:
11
Max days on market:
81
These statistics are generated based on the current listing's property type and located in Leaside. Average values are derived using median calculations. This data is not produced by the MLS® system.
This website may only be used by consumers that have a bona fide interest in the purchase, sale, or lease of real estate of the type being offered via the website. The data relating to real estate on this website comes in part from the MLS® Reciprocity program of the PropTx MLS®. The data is deemed reliable but is not guaranteed to be accurate.