35 Bessborough Drive
Leaside, Toronto, M4G 3H6
$3,650,000
- 5 bedrooms
- 5 bathrooms
- 2 parking
- 3000-3500 sq ft
Listed 7 days ago · MLS® C14011372
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.
Details
- Type
- Detached
- Style
- 2-Storey
- Size
- 3000-3500 sq ft
- Lot
- 30 × 125 ft
- Basement
- Finished
- Garage
- None
- Kitchens
- 2
- Property tax
- $12,377 (2026)
- Neighbourhood
- Leaside
- Municipality
- Toronto C11
- Price per sq ft
- $1,123 (21% below detached houses in Leaside, $1,418)
Interior
- Bedrooms
- 5 above ground
- Bathrooms
- 1 × 4-piece (upper), 1 × 3-piece (upper), 1 × 3-piece (lower), 1 × 3-piece (main), 1 × 5-piece (upper)
- Rooms
- 14 above ground
- Family room or den
- No
- Fireplace
- Wood
- Features
- Built-In Oven, Countertop Range, Floor Drain, Water Heater
Heating, cooling and services
- Heating
- Forced Air, Gas
- Air conditioning
- Central Air
- Water and sewer
- Sewer
Building and exterior
- Style
- 2-Storey
- Exterior
- Brick
- Roof
- Asphalt Shingle
- Foundation
- Concrete
- Faces
- East
- Outdoor
- Landscaped, Privacy, Aux Residences
Parking
- Total parking
- 2
- Driveway and parking
- Private
Lot
- Size
- 30 × 125 ft
More
- Possession
- FLEXIBLE
- Nearby
- Hospital, Library, Park, Place Of Worship, Public Transit, School
- Cross street
- BAYVIEW AVE & MOORE DRIVE
Rooms
| Room | Level | Size | Features |
|---|---|---|---|
| Living Room | Main | 4.97 × 5.16 m (16'4" × 16'11") | Hardwood Floor, Fireplace, Picture Window |
| Dining Room | Main | 2.99 × 4.54 m (9'10" × 14'11") | Hardwood Floor, W/O To Deck, Pot Lights |
| Kitchen | Main | 2.93 × 5.84 m (9'7" × 19'2") | Hardwood Floor, Stainless Steel Appl, Centre Island |
| Office | Main | 2.93 × 5.84 m (9'7" × 19'2") | Hardwood Floor, B/I Desk, W/O To Deck |
| Primary Bedroom | Second | 3.52 × 3.61 m (11'7" × 11'10") | Vaulted Ceiling(s), 3 Pc Ensuite, Double Closet |
| Bathroom | Second | 2.24 × 2.14 m (7'4" × 7') | Heated Floor, Window, Separate Shower |
| Bedroom 2 | Second | 3.23 × 2.55 m (10'7" × 8'4") | Broadloom, Closet, Window |
| Bedroom 3 | Second | 2.57 × 3.84 m (8'5" × 12'7") | Broadloom, Closet, Window |
| Recreation | Basement | 5.81 × 3.59 m (19'1" × 11'9") | Window |
| Utility Room | Basement | 3.61 × 5.36 m (11'10" × 17'7") | Concrete Floor, Walk-In Closet(s) |
| Bathroom | Basement | 2.47 × 2.83 m (8'1" × 9'3") | Tile Floor, Heated Floor |
| Kitchen | Main | 2.88 × 4.74 m (9'5" × 15'7") | Quartz Counter, Backsplash, Stainless Steel Appl |
| Living Room | Main | 3.47 × 3.73 m (11'5" × 12'3") | Hardwood Floor, Pot Lights, Combined w/Kitchen |
| Primary Bedroom | Second | 3.57 × 5.1 m (11'9" × 16'9") | Walk-In Closet(s), Hardwood Floor, 5 Pc Ensuite |
| Bathroom | Second | 2.61 × 4.27 m (8'7" × 14') | Separate Shower, Soaking Tub, Tile Floor |
| Bedroom 2 | Second | 2.79 × 3.43 m (9'2" × 11'3") | Hardwood Floor, Pot Lights, Closet |
| Den | Second | 4.39 × 2.1 m (14'5" × 6'11") | Hardwood Floor, Window, Pot Lights |
History of this address
1 earlier listing at this address, with sold and leased prices. Create a free account or sign in to see them.
Location
Location is approximate. See nearby homes on the map
Recent sales nearby
See what similar homes within 1 km sold for in the last year. Create a free account or sign in to see them.
The neighbourhood
Getting around Very walkable
- 🚇 Leaside LRT1.5 km
- 🚇 Laird LRT1.7 km
- 🚆 Danforth GO5.7 km
Within a 10-minute walk: 6 grocery stores, 31 cafés and restaurants, 10 parks, 3 pharmacies. Nearest grocery: Loblaws (250 m). Nearest park: Sandy Bruce Park (150 m).
Schools nearby
Elementary
- Rolph Road Elementary School
EQAO: Gr 6 reading 96%, math 88%6 min walk - Bennington Heights Elementary School
EQAO: Gr 6 reading 95%, math 74%9 min walk - Leaside Children’s House Montessori Private11 min walk
- St. Anselm Catholic School Catholic
EQAO: Gr 6 reading 100%, math 75%12 min walk
Secondary
- Hodgson Middle School1.3 km
- Leaside High School
EQAO: Gr 9 math 79%, literacy test 95%1.4 km
EQAO: share of students meeting the provincial standard (2024–25). Ontario average: Gr 6 reading 86%, math 51%; Gr 9 math 55%; literacy test 83%.
Closest schools, not school zones. Check which school serves this address with the school board before relying on it.
Who lives here postal area M4G
- Owners / renters
- 68% / 32%
- Median household income
- $130,000
- Average age
- 43
- Children under 15
- 16%
- Homes
- 42% detached, 23% high-rise
- Commute by transit
- 13%
- Population
- 19,598
Languages spoken most at home besides English: Mandarin 0.9%, Spanish 0.8%, Iranian Persian 0.7%, Portuguese 0.7%.
Flood and conservation No mapped hazard
Not inside a mapped flood plain or regulated area.
Screening maps only. Ask the conservation authority for a property inquiry before relying on this.
Safety
Major crime per resident in Leaside-Bennington (2025): 43% below the Toronto average, about the same from the year before.
- Assault72% below average
- Break and enterabout average
- Auto theft32% above average
- Robbery86% below average
- Theft from vehiclesabout average
- Shootingsnone reported
Crime Severity Index for Toronto police: 60 vs 57 for Ontario (2025).
Police-reported figures for the whole neighbourhood, not this street. Rates use the area’s resident population.
Development nearby 1 active
-
32 EVERGREEN GDNS · 350 mPlan of Condominium · Under Review · applied 2025Draft Plan of Condo for Common Elements.Application details
-
32 EVERGREEN GDNS · 350 mPart Lot Control · Closed · applied 2025Part Lot Control to create 4 lots.Application details
-
1250 BAYVIEW AVE · 250 mSite Plan · Closed · applied 2023Site Plan Application Approval for a Family Mausoleum in Mount Pleasant Cemetery.
-
1408 BAYVIEW AVE · 450 mPlan of Condominium · Closed · applied 2022Draft Plan of Standard Condominium proposing 44 residential (condo) units and 2 retail units in an 8-storey mixed-use building inclusive of 49 residential and…Application details
Rezoning, site plan, subdivision and condominium applications filed with the city.
Distances are approximate. Places © OpenStreetMap contributors. Neighbourhood figures: Statistics Canada, 2021 Census. School results: EQAO via Ontario Data Catalogue (Open Government Licence – Ontario). Neighbourhood crime: Toronto Police Service Public Safety Data Portal (Open Government Licence – Toronto Police Service). Crime Severity Index: Statistics Canada. Planning applications: City of Toronto open data.
Living here
Commute
To Union Station (downtown Toronto): 6 km. Transit times · Driving times
Coming transit
- 🚧 Thorncliffe Park 1.7 km
- 🚧 Cosburn 1.9 km
Stations under construction or approved. Opening dates are the latest public estimates and often move.
Noise Nothing major nearby
No highway within 500 m, rail line within 300 m, or airport flight path nearby.
Distances from the map, not noise measurements. Visit at rush hour to judge for yourself.
What can be built RD
Residential Detached.
- ✅ Up to 4 homes on the lot (multiplex)
- ✅ Garden suite in the backyard
- ✅ Laneway suite, if the lot backs onto a lane
From Toronto’s Zoning By-law 569-2013 map. Lot size, setbacks and trees decide what actually fits; check with a planner before you buy.
Building permits
- New Laneway / Rear Yard Suite · 2025 · ClosedProposal to demolish existing garage and construct a new two storey garden suite.
5 permits on this block of the street in the last 2 years.
Permits filed with the City of Toronto. A permit doesn’t mean the work passed final inspection.
Trees
52 City street trees within 100 m, mostly maples. That’s about the Toronto average of 42.
Trees on City boulevards only, not private yards or parks.
Internet High-speed
50/10 Mbps or faster available here by cable, fibre or DSL (the federal high-speed target).
From the federal broadband map. Check exact speeds and providers for the address.
Short-term rentals
Only in your principal residence (where you live). The entire home can be rented up to 180 nights a year; renting up to 3 bedrooms while you live there has no limit. Hosts register with the City and collect the 6% accommodation tax.
Zoning, heritage, building permits and street trees: City of Toronto open data (Open Government Licence – Toronto). Roads, rail, airports and planned stations © OpenStreetMap contributors. Internet: Innovation, Science and Economic Development Canada, National Broadband Data.
Listed by ROYAL LEPAGE SIGNATURE REALTY.
Listing information provided by PropTx Innovations Inc. and TRREB; deemed reliable but not guaranteed accurate by PropTx.
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