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43.73° N · 79.40° W — Toronto & nearby · 9,742 homes for sale today43.73° N · 79.40° W — 9,742 homes today(647) 554-7436Saved

43.6987° N · 79.3696° W — Leaside, Toronto — MLS® #C14011372

35 Bessborough Dr

$3,650,000

Leaside, Toronto, Ontario M4G 3H6

5
BedroomsBeds
5
BathroomsBaths
3000-3500 sqft3000-3500
SizeSq ft
30 x 125 ft
Lot sizeLot

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In short · from the listing record

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.

Listing readings

How it measures up

Scores from the listing record and the market around it.

  • 83Good

    Condition score

    3 documented update signals

    Listing age, structured features and disclosed update language; not an inspection.

  • 5Shortfall

    Cash flow quality

    −$12,683/mo against the cost of owning (20% down, 4.8%, 25 yrs)

    Median of 129 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 data table

Every fact

Everything the board publishes for this home.

Tax
$12,377 / 2026
MLS® number
C14011372
Board
TRREB MLS®
Property Type
Detached
Time on market
Size
3000-3500 sqft
Lot Size
30 x 125 ft
Listed on
Parking
None, 2 Parking

Listing history

Listing activity for 35 Bessborough Dr, Toronto, Ontario

Date StartDate EndList PricePriceEventListing ID
Date StartN/AN/A$3,650,000N/AFor SaleC14011372

Inside

Room by room

From the listing.

Main6 rooms
  • Living5.16 × 4.97 mhardwood floor, Fireplace, Picture Window
  • Dining4.54 × 2.99 mhardwood floor, W/O To Deck, Pot Lights
  • Kitchen5.84 × 2.93 mhardwood floor, Stainless Steel Appl, Centre Island
  • Office5.84 × 2.93 mhardwood floor, B/I Desk, W/O To Deck
  • Kitchen4.74 × 2.88 mQuartz Counter, Backsplash, Stainless Steel Appl
  • Living3.73 × 3.47 mhardwood floor, Pot Lights, Combined W/Kitchen
2nd8 rooms
  • Primary3.61 × 3.52 mVaulted Ceiling, 3 Pc Ensuite, Double Closet
  • Bathroom2.14 × 2.24 mHeated Floor, Window, Separate Shower
  • 2nd Br2.55 × 3.23 mBroadloom, Closet, Window
  • 3rd Br3.84 × 2.57 mBroadloom, Closet, Window
  • Primary5.1 × 3.57 mW/I Closet, hardwood floor, 5 Pc Ensuite
  • Bathroom4.27 × 2.61 mSeparate Shower, Soaker, Tile Floor
  • 2nd Br3.43 × 2.79 mhardwood floor, Pot Lights, Closet
  • Den2.1 × 4.39 mhardwood floor, Window, Pot Lights
Bsmt3 rooms
  • Rec3.59 × 5.81 mWindow
  • Utility5.36 × 3.61 mConcrete Floor, W/I Closet
  • Bathroom2.83 × 2.47 mTile Floor, Heated Floor

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

Where it sits

The street and the area

Asking prices on the map.

Map and tour

Transit nearby

StationLinesDistance
Leaside StationTTC light rail: Line 5 Eglinton1.5 km
Laird StationTTC light rail: Line 5 Eglinton1.7 km
Mount Pleasant StationTTC light rail: Line 5 Eglinton2 km
Davisville StationTTC subway: Line 1 Yonge-University2.2 km
St Clair StationTTC subway: Line 1 Yonge-University2.2 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.

Around it

Detached in Leaside

Active listings only, today.

Detached homes for sale in Leaside right now

For sale now
26
Median asking price
$3.46M

Middle half: $2.16M to $3.97M

New in 7 days
3

15 in 28 days

Price cuts
15%

4 listings

This home is asking 5% above the median.

See all homes in Leaside

Asking prices and counts of the MLS® listings on this site as of today. Asking figures only, never sold or leased prices.

Site report

What the record says

What the City and the conservation authority have on file for this address.

  • Heritage and ravineNone foundNot found on the Heritage Register
  • Heritage and ravineNone foundNot in a mapped Heritage Conservation District
  • Heritage and ravineNone foundNot in the mapped ravine protection area
  • ZoningRD (f12.0; a370; d0.6)Residential Detached zone (RD) · Chapter 10, section 10.20 of By-law 569-2013
  • Permits3 clearedBuilding Permit Related(MS) Issued July 18, 2025 · Building Permit Related(PS) Issued July 16, 2025 · New Laneway / Rear Yard Suite Issued July 16, 2025
  • Signals nearby6 to note32 EVERGREEN GDNS, Condominium, 330 m away · 28 EVERGREEN GDNS, Condominium, 350 m away · 1466 BAYVIEW AVE, Site plan, 620 m away · 1466 BAYVIEW AVE, Official plan or zoning amendment, 620 m away · 1500 BAYVIEW AVE, Site plan, 680 m away · 1500 BAYVIEW AVE, Official plan or zoning amendment, 680 m away
  • ca regulatedNone in rangeNot in Toronto and Region Conservation Authority’s mapped regulated area
  • provincial plansNone in rangeOutside the Greenbelt, Oak Ridges Moraine and Niagara Escarpment plan areas
  • wetlandNone in rangeNo mapped wetland within 120 m
  • aggregateNone in rangeNo licensed pit or quarry within 2 km
  • wellsNone in rangeNo recorded oil, gas or salt well within 250 m
  • railOn recordNearest rail line: 460 m
  • trailOn recordA trail on the Ontario trail network within 1 km
  • permitsOn record46 building permits issued within 250 m in the last 2 years
  • airportOn recordNearest airport: 7.3 km
  • parcelOn recordMapped parcel: about 3,760 sq ft Measured from the municipal parcel map, which can differ from the survey and from the lot size in the listing.
  • water wellsNone in rangeNo water-supply well recorded within 250 m 1 test or monitoring hole also recorded.
  • npriNone in rangeNo facility within 1 km reports pollutant releases to Environment Canada The nearest is City of Toronto — North Toronto Treatment Plant, 1.0 km away. Only facilities above the inventory’s reporting thresholds are listed.
  • fcsiNone in rangeNo federal contaminated site within 1 km The federal inventory covers federal land only; it says nothing about provincial or private sites.
  • electricityOn recordElectricity is distributed here by Toronto Hydro-Electric System Limited
  • internet speedOn recordWired internet 50/10 Mbps or faster is listed at a household 50 m away Fixed 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.
  • broadbandOn recordAcross the surrounding area: fibre to the home, cable, DSL internet listed Fibre 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.

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.

Each record is the map at the home’s location, not an inspection. Confirm anything that matters with the municipality, Toronto and Region Conservation Authority or the record’s publisher.

City of Toronto Open Data and zoning map, read at this address. Contains information licensed under the Open Government Licence – Toronto. 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. 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.

Lot

Lot area
3,750 sq ft348 m²
Street frontage
30 ft9.1 m
Depth
125 ft38.1 m
30 × 125 ftBESSBOROUGH DR

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 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.

Schools

Nearest schools

Straight-line distances. Check catchments with the board.

ElementaryEQAO average 2024–25

  • Rolph Road Elementary SchoolToronto DSBPublic · grades JK–693%Grade 6 average300 m
  • Bennington Heights Elementary SchoolToronto DSBPublic · grades JK–686%Grade 6 average500 m
  • St Anselm Catholic SchoolToronto CDSBCatholic · grades JK–891%Grade 6 average750 m
  • École élémentaire La MosaïqueConseil scolaire ViamondeFrench-language public · grades JK–693%Grade 6 average3.4 km

SecondaryGrade 9 math 2024–25

  • Leaside High SchoolToronto DSBPublic · grades 9–12 · French Immersion79%Grade 9 math1.4 km
  • Northern Secondary SchoolToronto DSBPublic · grades 9–1272%Grade 9 math2.1 km
  • Msgr Fraser College (Isabella Campus)Toronto CDSBCatholic · grades 9–12—3.3 km
  • École secondaire Michelle-O'BonsawinConseil scolaire ViamondeFrench-language public · grades 9–1279%Grade 9 math3.7 km

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.

Searches this home is in

Keep looking

The ledger

What it costs to own

Worked out for this home. Change any number.

Price$3,650,000

A month, all in

$17,683

  • Mortgage$16,652
  • Property tax$1,031

A planning figure, not a quote.

Land transfer tax

$161,950

$153,475 for first-time buyers; Toronto adds its own tax.

Rent, similar homes

$5,000

a month, median asking rent of 129 similar homes in Toronto.

Community

Who lives around it

Similar homes

You might also like

For sale nearby at a similar price.

Shemeer Ahmad

Shemeer AhmadVALERY REAL ESTATE INC.

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(647) 554-7436

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