Skip to content
647-931-3923 info@detachedconnect.com
Detached homes for sale across Toronto, the GTA & Ontario
Swipe Swipe
For saleMLS® C14011372

35 Bessborough Drive, Toronto, ON M4G 3H6

Leaside, Toronto · Near BAYVIEW AVE & MOORE DRIVE · View map

$3,650,000
5Beds
5Baths
3000–3500Sq ft
2-storey detached homeType
2 totalParking
FinishedBasement
$12,377/yrTaxes
Call / Text Will
$3,650,000
FreeholdNo monthly condo fee
Parking for 2Comes with the home
Finished basementExtra living space
Lot 30 x 125 ftThe land comes with the home
Central airCool all summer
FireplaceCozy winters

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.

The home

Type
2-storey detached home
Style
2-Storey
Square footage
3000-3500 sq ft
Bedrooms
5
Bathrooms
5
Kitchens
2
Rooms
14
Basement
Finished
Lot size
30 x 125 ft
Faces
East

Ownership & fees

Ownership
Freehold
Monthly condo fee
None
Exterior
Brick

Heating & cooling

Heating fuel
Gas
Heating type
Forced Air
Air conditioning
Central Air
Fireplace
Yes

Garage & parking

Driveway spaces
2
Total parking
2
Parking features
Private

Taxes & other

Property taxes
$12,377/yr
Tax year
2026
Occupancy
Owner
Possession
FLEXIBLE
Cross street
BAYVIEW AVE & MOORE DRIVE
Neighbourhood
Leaside

More

Price per sq ft
~$1,123 (at 3,250 sq ft)
MLS® number
C14011372

The home and its surroundings

  • Built-In Oven
  • Countertop Range
  • Floor Drain
  • Water Heater
  • Hospital
  • Library
  • Park
  • Place Of Worship
  • Public Transit
  • School
  • Landscaped
  • Privacy
Want to know something that isn’t listed?
Estimated monthly cost$15,754per month, all in
  • Mortgage
  • Property tax

Cash needed to close

    Estimates only, using Canadian semi-annual compounding, Ontario land transfer tax and Toronto municipal land transfer tax. Mortgage default insurance is added when you put down less than 20%. Your lender and lawyer will confirm exact numbers.

    Know exactly what you can affordRun your own numbers with our mortgage and land transfer tax calculators.
    Open the calculators
    Loading map…

    35 Bessborough Drive, Toronto, ON M4G 3H6

    Leaside, Toronto · Near BAYVIEW AVE & MOORE DRIVE

    Get directionsWhat’s nearby

    Schools nearby

    Open this tab to load nearby schools.

    Your commute

    Enter where you go every day to see real drive times:

    Sold history

    Listing history for 35 Bessborough Drive

    See what this home and others at the same address were listed for, what they sold for, and how long it took.

    Sold prices are for members. It’s free, takes a few seconds, and unlocks the sale history on every listing.

    Questions & answers

    Frequently asked questions about 35 Bessborough Drive

    Answers come straight from this home’s MLS® listing.

    How much is 35 Bessborough Drive listed for, and what would it cost each month?

    35 Bessborough Drive is listed for $3,650,000. With 20% down ($730,000), the mortgage payment would be roughly $14,723 a month at 4.5% over 30 years. Add property tax and the estimate comes to about $15,754 a month, all in. That figure is an illustration, not a quote.

    Is 35 Bessborough Drive freehold or a condo, and is there a monthly fee?

    35 Bessborough Drive is a 2-storey detached home in Leaside, Toronto. Ownership is freehold: you own the home and the lot. There is no monthly condo fee, so the roof, windows, driveway, snow and lawn are yours to look after.

    How many bedrooms and bathrooms does 35 Bessborough Drive have?

    35 Bessborough Drive has 5 bedrooms and 5 bathrooms.

    Does 35 Bessborough Drive have a garage and parking?

    The listing does not show a garage. The driveway adds 2 spaces. In total the listing counts 2 parking spaces.

    Does 35 Bessborough Drive have a finished basement?

    The listing describes the basement as finished. Finished basement space is usually not counted in the square footage shown.

    What style of home is 35 Bessborough Drive?

    35 Bessborough Drive is a 2-storey detached home. A 2-storey detached house has its living space on the main floor and the bedrooms upstairs, on its own lot with no shared walls.

    How big is 35 Bessborough Drive, and what is the lot size?

    The listing puts the home between 3,000 and 3,500 sq ft. The board reports a range rather than an exact figure, and it usually leaves out the basement. The lot is listed as 30 x 125 ft.

    How is 35 Bessborough Drive heated and cooled?

    Heating is forced air (gas). Cooling is central air.

    What are the property taxes for 35 Bessborough Drive?

    Property taxes are $12,377 a year (2026), or about $1,031 a month.

    Where is 35 Bessborough Drive?

    35 Bessborough Drive is in the Leaside community of Toronto. The nearest main intersection is BAYVIEW AVE & MOORE DRIVE. The postal code is M4G 3H6.

    Is 35 Bessborough Drive still for sale?

    Yes. It is an active listing (MLS® C14011372). Listings here update from the board through the day and come down once a home sells.

    What are similar detached homes near 35 Bessborough Drive asking?

    Similar detached homes for sale nearby right now include 354 Bessborough Drive at $3,299,999 (4+2 bed), 15 Moorehill Drive at $3,900,000 (5+1 bed) and 319 Rumsey Road at $3,589,000 (4 bed). These are asking prices, not sold prices. The Sold history tab shows what homes at this address went for.

    What have homes at 35 Bessborough Drive sold for?

    Recent sales, leases and expired listings for this home and others at the same address are in the Sold history tab, with the price and date of each. It is free for members.

    How do I book a showing at 35 Bessborough Drive?

    Pick a day and time with Book a Tour on this page. Tours are free, with no obligation, in person or by video. You can also call or text 647-931-3923.

    Have a different question? Ask about this home and get an answer, usually within the hour.

    *Estimated monthly cost assumes 20% down, a 4.5% rate and a 30-year amortization, plus property tax. For illustration only.

    Call
    © DetachedConnect · Will Balo, Sales Representative · RE/MAX Experts
    Privacy Policy Terms of Use Sitemap Photo Credits
    Call Get listings