35 Bessborough Dr
Leaside, Toronto, Ontario M4G 3H6
- Bedrooms
- 5
- Bathrooms
- 5
- Size
- 3,000–3,500sq ft
- Per sq ft
- $1,123at the range’s middle
- Lot
- 30 x 125 ft
- Tax a year
- $12,3772026 tax year
- Parking
- 2none
- Days on market
- Members
The brief
About 35 Bessborough Dr
35 Bessborough Dr is a 5-bedroom, 5-bathroom detached house in Leaside, Toronto, listed for sale at an asking price of $3,650,000 (MLS® C14011372).
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.
Insights
Condition Score
Good83/1003 documented update signals
Source: Listing age, structured features and disclosed update language; not an inspection.
Cashflow Quality
Shortfall5/100−$12,683/mo against the cost of owning (20% down, 4.8%, 25 yrs)
Source: Median of 126 detached homes with 5 bedrooms for lease in Toronto right now. Cost of owning counts the mortgage and property tax.
Condition uses listing-record signals, not an inspection.
The home
Key facts
- Tax
- $12,377 / 2026
- MLS® number
- C14011372
- Board
- TRREB MLS®
- Property Type
- Detached
- Days on market
- Size
- 3000-3500 sqft
- Lot Size
- 30 x 125 ft
- Listed on
- Parking
- None, 2 Parking
Property details
Property
- Property Type
- Detached
- Style
- 2-Storey
- Community
- Leaside
- Municipality
- Toronto
Building
- Size
- 3000-3500 sqft
- Construction
- Brick
Inside
- Bedrooms
- 5
- Bathrooms
- 5
- Bathroom Details
- 1 × 4pc Upper, 1 × 3pc Upper, 1 × 3pc Lower, 1 × 3pc Main, 1 × 5pc Upper
- Basement Type
- Finished
- Kitchens
- 2
Parking
- Driveway
- Private
- Garage Type
- None
- Additional Parking
- 2
- Total Parking
- 2
Utilities
- Water
- Municipal
- Cooling
- Central Air
- Heating Type
- Forced Air
Land
- Sewer
- Sewers
- Frontage
- 30 ft
- Depth
- 125 ft
- Lot Size
- 30 x 125 ft
Additional
- Foundation
- Concrete
- Roof
- Asphalt Shingle
- Fireplace
- Yes
- Pool
- None
- Den
- No
- Family room
- No
- Extras
- 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.
Rooms
| Room | Size | Features | Level |
|---|---|---|---|
| Living | 5.16 × 4.97 m | hardwood floor, Fireplace, Picture Window | Main |
| Dining | 4.54 × 2.99 m | hardwood floor, W/O To Deck, Pot Lights | Main |
| Kitchen | 5.84 × 2.93 m | hardwood floor, Stainless Steel Appl, Centre Island | Main |
| Office | 5.84 × 2.93 m | hardwood floor, B/I Desk, W/O To Deck | Main |
| Primary | 3.61 × 3.52 m | Vaulted Ceiling, 3 Pc Ensuite, Double Closet | 2nd |
| Bathroom | 2.14 × 2.24 m | Heated Floor, Window, Separate Shower | 2nd |
| 2nd Br | 2.55 × 3.23 m | Broadloom, Closet, Window | 2nd |
| 3rd Br | 3.84 × 2.57 m | Broadloom, Closet, Window | 2nd |
| Rec | 3.59 × 5.81 m | Window | Bsmt |
| Utility | 5.36 × 3.61 m | Concrete Floor, W/I Closet | Bsmt |
| Bathroom | 2.83 × 2.47 m | Tile Floor, Heated Floor | Bsmt |
| Kitchen | 4.74 × 2.88 m | Quartz Counter, Backsplash, Stainless Steel Appl | Main |
| Living | 3.73 × 3.47 m | hardwood floor, Pot Lights, Combined W/Kitchen | Main |
| Primary | 5.1 × 3.57 m | W/I Closet, hardwood floor, 5 Pc Ensuite | 2nd |
| Bathroom | 4.27 × 2.61 m | Separate Shower, Soaker, Tile Floor | 2nd |
| 2nd Br | 3.43 × 2.79 m | hardwood floor, Pot Lights, Closet | 2nd |
| Den | 2.1 × 4.39 m | hardwood floor, Window, Pot Lights | 2nd |
Listing history
Buy/sell history for 35 Bessborough Dr, Toronto, Ontario
Sale history on this site covers the last 2 years, the window permitted under the TRREB MLS® VOW agreement.
| Date Start | Date End | List Price | Price | Event | Listing ID |
|---|---|---|---|---|---|
| Date StartN/A | N/A | $3,650,000 | N/A | For Sale | C14011372 |
Members see the full history. Prices are hidden from signed-out visitors.
The numbers
Mortgage Calculator
Plan with the current asking price
CMHC insurance: not required at 20% down. Payments use Canadian semi-annual compounding.
Mortgage Details
4.8% · 5-year term · 25-year amortization · 20% down
- Total down payment
- $730,000
- Total mortgage amount
- $2,920,000
- Total interest payment
- $2,075,600
- Total purchase cost
- $5,725,600
- Mortgage payment
- $16,652/mo
Cash Flow Analysis
If you rented this home out at 20% down
Break-even down payment
81%Monthly carrying cost
$17,683- Rent $5,000
- Shortfall $12,683
Rental income opens at $5,000, the median asking rent of 126 comparable homes for lease in Toronto. Type over it with the rent you expect. This is a planning tool, not advice.
Land transfer tax on this home
- Ontario land transfer tax
- $77,725
- Toronto municipal land transfer tax
- $84,225
- Total land transfer tax
- $161,950
- First-time buyer rebates (Ontario up to $4,000 + Toronto up to $4,475)
- −$8,475
- Total for first-time buyers
- $153,475
See how this is worked out
- 0.5% on the first $55,000
- $275
- 1.0% from $55,000 to $250,000
- $1,950
- 1.5% from $250,000 to $400,000
- $2,250
- 2.0% from $400,000 to $2,000,000
- $32,000
- 2.5% from $2,000,000 to $3,650,000
- $41,250
- Ontario total
- $77,725
Toronto’s municipal tax has its own higher brackets at this price, so it adds $84,225.
An estimate at the asking price, for a home with one or two single-family residences. Your lawyer confirms the exact amount.
Estimate
Estimated value requires sign in
Market estimates use sold comparables and are available after you sign in and accept MLS® VOW terms.
The estimate is an automated value built from public and MLS® data. It is not an appraisal; ask Kassaundra Dobson, Broker of Record for a full comparative market analysis.
Comparable sales
Comparable sales require sign in
Closing prices and sold comps are available to registered visitors who accept MLS® VOW terms on this site.
The land
Lot
- Lot area
- 3,750 sq ft348 m²
- Street frontage
- 30 ft9.1 m
- Depth
- 125 ft38.1 m
The area is the frontage multiplied by the depth, so boundaries are approximate. Confirm with a survey before you buy.
Source: the MLS® listing record, measured by MPAC.
Land and environment
Public records about this location. Not part of the MLS® listing and not provided by the listing brokerage.
Water and conservation3
- Not in Toronto and Region Conservation Authority’s mapped regulated areaAt the address
- No mapped wetland within 120 m120 m
- No water-supply well recorded within 250 m1 test or monitoring hole also recorded.250 m
Toronto and Region Conservation Authority · Province of Ontario open data
Planning and building activity4
- Outside the Greenbelt, Oak Ridges Moraine and Niagara Escarpment plan areasAt the address
- 46 building permits issued within 250 m in the last 2 years250 m
- Nearest airport: 7.3 km7.3 km
- Mapped parcel: about 3,760 sq ftMeasured from the municipal parcel map, which can differ from the survey and from the lot size in the listing.At the address
Province of Ontario open data · Municipal building permits · toronto.parcels
Around the home2
- Nearest rail line: 460 m460 m
- A trail on the Ontario trail network within 1 km1 km
Province of Ontario open data
Environmental records4
- No licensed pit or quarry within 2 km2 km
- No recorded oil, gas or salt well within 250 m250 m
- No facility within 1 km reports pollutant releases to Environment CanadaThe nearest is City of Toronto — North Toronto Treatment Plant, 1.0 km away. Only facilities above the inventory’s reporting thresholds are listed.1 km
- No federal contaminated site within 1 kmThe federal inventory covers federal land only; it says nothing about provincial or private sites.1 km
Province of Ontario open data · Government of Canada open data
Power and internet3
- Electricity is distributed here by Toronto Hydro-Electric System LimitedAt the address
- Wired internet 50/10 Mbps or faster is listed at a household 50 m awayFixed wireless 50/10 Mbps or faster. LTE mobile coverage listed. ISED’s National Broadband Data at the nearest household point (50 m from the listing); 50/10 Mbps is its top category and includes faster plans. Confirm with a provider for this address.50 m
- Across the surrounding area: fibre to the home, cable, DSL internet listedFibre to the home: Beanfield Metroconnect, Bell, CIK Telecom, FibreStream. Cable: Rogers. DSL: Bell. Fixed wireless: Rogers, Routcom. Mobile: Bell, Freedom Mobile, Rogers, Telus. Satellite: Xplore. ISED’s list for the surrounding ~25 km² area; check with a provider for this address.Area-wide
Ontario Energy Board · Innovation, Science and Economic Development Canada
Each record is placed at the distance its own line states. None of it is an inspection of the property. Confirm anything that matters to you with the municipality, Toronto and Region Conservation Authorityor the record’s publisher.
Contains information licensed under the Open Government Licence – Canada. Contains information licensed under the Open Government Licence – Ontario. Contains information licensed under the Open Government Licence – Toronto. Contains information made available under the Toronto and Region Conservation Authority Open Data Licence v1.0.
Heritage and ravine protection
- Not found on the Heritage Register
- Not in a mapped Heritage Conservation District
- Not in the mapped ravine protection area
What this means: None of these City records was found at this address. That does not rule out other approvals, such as a conservation authority permit, so check before you plan work.
City of Toronto Heritage Register, Heritage Conservation Districts and the Ravine and Natural Feature Protection by-law, read at this address from the City’s maps. Contains information licensed under the Open Government Licence – Toronto.
Zoning
Zone
RD (f12.0; a370; d0.6)By-law
569-2013Municipality
Toronto1 f12.0
Frontage: at least 12.0 m.
2 a370
Lot area: at least 370 m² per dwelling unit.
3 d0.6
Density: floor area is capped at 0.6 times the lot area.
4 Where this is written
Chapter 10, section 10.20 of By-law 569-2013
5 What that means in practice
These are the zone’s rules, not permission for this lot. What can be built also depends on the exceptions, overlays and setbacks that apply here. Confirm with the City before you plan.
City of Toronto Zoning By-law 569-2013, read at this address from the City’s zoning map. Open the City’s zoning map. Contains information licensed under the Open Government Licence – Toronto.
Permit history
3 building permits cleared at this address in the City’s file.
Building Permit Related(MS)Closed
HVAC - Proposal to demolish existing garage and construct a new two storey garden suite.
Issued July 18, 2025
Building Permit Related(PS)Closed
Plumbing - Proposal to demolish existing garage and construct a new two storey garden suite.
Issued July 16, 2025
New Laneway / Rear Yard SuiteClosed
Proposal to demolish existing garage and construct a new two storey garden suite.
Issued July 16, 2025
City of Toronto Open Data — cleared building permits, which begin in 2017. Contains information licensed under the Open Government Licence – Toronto.
Signals around this home
Changing nearby. 6 open development applications within 800 m of this home.
32 EVERGREEN GDNSCondominiumUnder Review
Draft Plan of Condo for Common Elements.
330 m away28 EVERGREEN GDNSCondominiumUnder Review
Draft Plan of Condo for Common Elements.
350 m away1466 BAYVIEW AVESite planAppeal Received
Site Plan Control application to permit a 8-storey mixed use building with 154 dwelling units and 1,560 square metres of retail space.
620 m away1466 BAYVIEW AVEOfficial plan or zoning amendmentAppeal Received
Zoning By-law Amendment application to permit a 8-storey mixed use building with 154 dwelling units and 1,560 square metres of retail space.
620 m away1500 BAYVIEW AVESite planAppeal Received
Site Plan Control application to permit a 8-storey mixed use building with 154 dwelling units and 1,560 square metres of retail space.
680 m away1500 BAYVIEW AVEOfficial plan or zoning amendmentAppeal Received
Zoning By-law Amendment application to permit a 8-storey mixed use building with 154 dwelling units and 1,560 square metres of retail space.
680 m away
City of Toronto Open Data — Development Applications and Building Permits (cleared permits since 2017). An application is a proposal: it may change, be refused or never be built. Contains information licensed under the Open Government Licence – Toronto.
The market
Detached homes for sale in Leaside right now
- For sale now
- 26
- Median asking price
- $3.46M
- New in 7 days
- 5
- Price cuts
- 15%
Middle half: $2.16M to $3.97M
15 in 28 days
4 listings
This home is asking 5% above the median.
See all homes in LeasideAsking prices and counts of the MLS® listings on this site as of today. Asking figures only, never sold or leased prices.
Market area · filters apply to the charts below
The street
Map and tour
Transit nearby
| Station | Lines | Distance |
|---|---|---|
| Leaside Station | TTC light rail: Line 5 Eglinton | 1.5 km |
| Laird Station | TTC light rail: Line 5 Eglinton | 1.7 km |
| Mount Pleasant Station | TTC light rail: Line 5 Eglinton | 2 km |
| Davisville Station | TTC subway: Line 1 Yonge-University | 2.2 km |
| St Clair Station | TTC subway: Line 1 Yonge-University | 2.2 km |
The nearest subway, light rail, train, bus rapid transit stations 5 km, as the crow flies. Source: TTC schedule data (GTFS) from the Toronto Transit Commission under the Open Government Licence – Toronto, downloaded October 18, 2026. Contains information licensed under the Open Government Licence – Toronto.
Schools nearby
| Elementary | Type | Distance | EQAO average 2024–25 |
|---|---|---|---|
| Rolph Road Elementary SchoolToronto DSB | Public · grades JK–6 | 300 m | 93%Grade 6 average |
| Bennington Heights Elementary SchoolToronto DSB | Public · grades JK–6 | 500 m | 86%Grade 6 average |
| St Anselm Catholic SchoolToronto CDSB | Catholic · grades JK–8 | 750 m | 91%Grade 6 average |
| École élémentaire La MosaïqueConseil scolaire Viamonde | French-language public · grades JK–6 | 3.4 km | 93%Grade 6 average |
| Secondary | Type | Distance | Grade 9 math 2024–25 |
|---|---|---|---|
| Leaside High SchoolToronto DSB | Public · grades 9–12 · French Immersion | 1.4 km | 79%Grade 9 math |
| Northern Secondary SchoolToronto DSB | Public · grades 9–12 | 2.1 km | 72%Grade 9 math |
| Msgr Fraser College (Isabella Campus)Toronto CDSB | Catholic · grades 9–12 | 3.3 km | — |
| École secondaire Michelle-O'BonsawinConseil scolaire Viamonde | French-language public · grades 9–12 | 3.7 km | 79%Grade 9 math |
EQAO: share of students at or above the provincial standard, 2024–25 (Ontario open data). These are the schools nearest this home, not the schools it is assigned to: boundaries change, and some schools take students by application. Confirm with the board before you buy. Contains information licensed under the Open Government Licence – Ontario.
The verdict
Similar Active Listings
Recently sold nearby
Sold prices in Leaside are shown to signed-in members.