MLS® listing
35 Bessborough Drive: detached house for sale
$3,650,000
From the listing brokerage
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.
Facts on the listing
| Square feet | 1100-1500 |
|---|---|
| Style | 2-Storey |
| Basement | Finished |
| Lot width | 30 |
| Lot depth | 125 |
| Lot measured in | Feet |
| Faces | East |
| Parking spaces | 2 |
| Garage | None |
| Heating | Forced Air |
| Cooling | Central Air |
| Kitchens | 2 |
| Property tax | $12,377 |
| Tax year | 2026 |
| Parking | Private |
| Interior features | Built-In Oven, Countertop Range, Floor Drain, Water Heater |
| Features | Hospital, Library, Park, Place Of Worship, Public Transit, School |
Listing courtesy of ROYAL LEPAGE SIGNATURE REALTY. MLS® C14011372.
About this detached house
35 Bessborough Drive is a 5 bedroom detached house in TRREB's Leaside community in Toronto, listed for sale at $3,650,000. The listing shows 5 bathrooms and 1100-1500 square feet. The style is given as 2-storey. The lot is listed as 30 by 125 feet. The listing gives the basement as finished. It comes with 2 parking spaces according to the listing. The nearest main intersection given is BAYVIEW AVE & MOORE DRIVE.
These details come from the listing brokerage through TRREB's MLS® System. Room sizes, the lot, the taxes and what is included in the sale should all be confirmed before an offer is firm.
What it costs to buy 35 Bessborough Drive
At the asking price of $3,650,000, a buyer pays two land transfer taxes on closing: the Ontario tax and the City of Toronto's municipal tax. Both apply to every home inside the City.
| Asking price | $3,650,000 |
|---|---|
| Ontario land transfer tax | $77,725 |
| Toronto municipal land transfer tax | $90,075 |
| Both taxes | $167,800 |
| First-time buyer relief, if you qualify | up to $8,475 |
| Minimum down payment | $730,000 |
The down payment figure is the federal minimum: 20 percent, because a home at $1.5 million or more cannot carry mortgage default insurance. A lender can ask for more. These figures use the asking price, so they change if you pay more or less. The rates above $2,000,000 used here are the ones for a home with one or two single family residences. A property with more units is taxed differently. Legal fees, title insurance and adjustments are extra: ask your lawyer for a written quote. This is general information, not legal or tax advice. Confirm the figures with a lawyer or accountant. You can change the price in our land transfer tax calculator and our mortgage calculator.
What it costs to own each month
| Property tax (2026) | $12,377 a year, about $1,031 a month |
|---|
That is before a mortgage payment, home insurance and utilities. The listing shows no monthly maintenance fee, so upkeep of the building and the lot is the owner's own cost.
How the asking price compares
TRREB recorded 550 detached house sales in the City of Toronto in August 2026, at a median price of $1,170,000 and an average of $1,525,749. This home is listed at $3,650,000, which is $2,480,000 above that median.
The median covers every neighbourhood, size and condition in the City of Toronto, so it is a reference point and not a valuation of this home. Location, size, lot, parking and condition all move the price. Our Toronto house prices page has the figures for every home type.
What to check before you make an offer
- Book a home inspection. An inspector looks at the roof, foundation, wiring, plumbing and heating. The listing gives the heating as forced air.
- Have a lawyer search the title. A title search shows mortgages, liens and easements registered against the property. Ask whether a survey exists and whether it matches the lot on the listing, 30 by 125 feet.
- Ask about permits. Ask which renovations had building permits and whether those permits were closed. The listing shows 2 kitchens. If there is a second unit, ask whether it meets the municipality's rules for one.
- Confirm what is included. Appliances, light fixtures and window coverings are included only if the agreement says so. Ask whether the water heater or furnace is rented.
- Get your financing in writing. A lender looks at the property tax and heating costs as well as the price.
- See it in person. The listing has a virtual tour, but photos do not show noise, light at different hours or the state of the street and the homes beside it.
Our first-time home buyer guide and our page for buyers walk through each step. This is general information, not legal advice. Confirm the details with a lawyer.
About Leaside
A detached-house neighbourhood along Eglinton Avenue East with three Line 5 Eglinton stations. From April to June 2026 the median sale across all property types was $1,850,000 (TRREB).
Transit: Line 5 Eglinton at Leaside, Laird and Sunnybrook Park stations, with Mount Pleasant station at the west edge. TTC buses 11 Bayview, 51 Leslie, 88 South Leaside and 124 Sunnybrook
| Property type | Median | Sales and average |
|---|---|---|
| All property types | Median $1,850,000 | 63 sales, average $2,141,130 |
| Detached | About $2,500,000 | 41 sales, average about $2,675,000 |
| Semi-detached | About $1,455,000 | 10 sales, average about $1,467,000 |
| Condo apartment | About $560,000 | 11 sales, average about $702,000 |
| Freehold townhouse (TRREB att/row/townhouse) | No price reported | 1 sale |
Source: TRREB community housing market reports, as set out in the guide.
Questions about Leaside
Is Leaside a good place to live?
That depends on your budget and how you get around. Leaside is mainly detached houses, with a median detached sale of about $2,500,000 from April to June 2026 (TRREB). It has three Line 5 Eglinton stations, a public library branch on McRae Drive and a City arena and pool on Millwood Road.
How much does a house cost in Leaside?
From April to June 2026 TRREB recorded 41 detached sales in Leaside with a median of about $2,500,000. The 10 semi-detached sales had a median of about $1,455,000.
Is Leaside on the subway?
Line 5 Eglinton has opened with Leaside, Laird and Sunnybrook Park stations along Eglinton Avenue East. Service began on February 8, 2026. Line 5 connects to Line 1 at Eglinton station, two stops west of Leaside station.
Are there condos in Leaside?
Some. TRREB recorded 11 condo apartment sales from April to June 2026 with a median of about $560,000. In the 2021 Census 8.0% of private dwellings in Leaside-Bennington were in apartment buildings of five or more storeys.
Is Leaside a heritage conservation district?
No. The City of Toronto's list of heritage conservation districts does not include a district in Leaside. Individual properties can still carry heritage designations, so check the exact address with the City.
Read the Leaside neighbourhood guide · All Leaside homes for sale
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Questions about 35 Bessborough Drive
How much is land transfer tax on 35 Bessborough Drive?
At the asking price of $3,650,000 the Ontario tax is $77,725 and the Toronto tax is $90,075, $167,800 in total. A first-time buyer who qualifies can get up to $8,475 back. Confirm the final figures with your lawyer.
What is the minimum down payment for 35 Bessborough Drive?
$730,000 at the asking price of $3,650,000, under the federal minimum down payment rules. A lender may require more.
How much is the property tax on 35 Bessborough Drive?
The listing shows $12,377 a year for 2026, about $1,031 a month.
Is 35 Bessborough Drive priced above or below the median?
It is listed at $3,650,000. The August 2026 median for detached house sales in the City of Toronto was $1,170,000 across 550 sales, so the asking price is $2,480,000 higher. The median covers all sizes and neighbourhoods.
How do I book a showing for 35 Bessborough Drive?
Use the form on this page or call us. Quote MLS® C14011372. We will confirm the listing is still available and arrange a time with the listing brokerage.
Is 35 Bessborough Drive still for sale?
This page is refreshed from TRREB's MLS® System through the day. If the listing sells or is withdrawn the page says so. Contact us to confirm before you make plans.
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