Get $9,125 Cash Back
35 BESSBOROUGH DRIVE, Toronto (Leaside) — listed at $3,650,000. Earn buyer cashback at closing. No catches, just more money in your pocket.
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. (id:60164)
| Room | Level | Dimensions |
|---|---|---|
| Living room | Main level | 4.97 x 5.16 meters |
| Bathroom | Basement | 2.47 x 2.83 meters |
| Kitchen | Main level | 2.88 x 4.74 meters |
| Living room | Main level | 3.47 x 3.73 meters |
| Primary Bedroom | Second level | 3.57 x 5.1 meters |
| Bathroom | Second level | 2.61 x 4.27 meters |
| Bedroom 2 | Second level | 2.79 x 3.43 meters |
| Den | Second level | 4.39 x 2.1 meters |
| Dining room | Main level | 2.99 x 4.54 meters |
| Kitchen | Main level | 2.93 x 5.84 meters |
| Office | Main level | 2.93 x 5.84 meters |
| Primary Bedroom | Second level | 3.52 x 3.61 meters |
| Bathroom | Second level | 2.24 x 2.14 meters |
| Bedroom 2 | Second level | 3.23 x 2.55 meters |
| Bedroom 3 | Second level | 2.57 x 3.84 meters |
| Recreational, Games room | Basement | 5.81 x 3.59 meters |
| Utility room | Basement | 3.61 x 5.36 meters |
Does it have a basement, and is it finished?+
Yes — Finished, N/A. A finished basement adds meaningful living space beyond the listed square footage.
What's the parking situation?+
This property includes 2 spaces — No Garage.
Is there air conditioning?+
Yes — central air conditioning cooling is in place.
Is 35 BESSBOROUGH DRIVE a good fit for a growing family?+
With 5 bedrooms and 5 bathrooms, there's room for kids plus a guest room or home office. The 2-storey layout keeps living and sleeping areas separated.
What makes this a luxury property?+
At $3,650,000, standout features include 5 bathrooms, 1 fireplace. In this price range, expect higher-end finishes — verify during a showing.
What are the ongoing costs beyond the mortgage?+
Budget for annual property taxes of $12,376.73, heating is radiant heat, forced air, natural gas. Always verify the latest figures with your agent before making an offer — these change yearly.
Ask About This Property
Nearby Places
Searching nearby places…
Benchmark price · Updated 2026-09
Year over year
Past 10 years
Similar listings
For Sale65 days25
For Sale53 days32
For Sale134 days24
For Sale31 days32The listing data above is provided under copyright by the Canadian Real Estate Association. While the information is considered reliable, its accuracy is not guaranteed by the Canadian Real Estate Association or getsetsold.ca. Neither getsetsold.ca nor its affiliates make any representations or warranties, express or implied, regarding the accuracy or completeness of the information presented here.















