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.
About this home
Photos of 35 Bessborough Drive
Facts and features of 35 Bessborough Drive
| Type | Detached |
|---|---|
| Style | 2-Storey |
| Bedrooms | 5 |
| Bathrooms | 5 |
| Size | 3000-3500 sq ft |
| Lot | 30 x 125 Feet |
| Parking | 2 |
| Garage | None |
| Heating | Forced Air |
| Cooling | Central Air |
| Basement | Finished |
| Exterior | Brick |
| Taxes | $12,377 (2026) |
| Days on market | 16 |
| Listing brokerage | ROYAL LEPAGE SIGNATURE REALTY |
Rooms
17 rooms, with sizes
| Room | Level | Size | Features |
|---|---|---|---|
| Bathroom | Basement | 8′ 1″ × 9′ 3″ 2.47 × 2.83 m | tile floor, heated floor |
| Living Room | Main | 16′ 4″ × 16′ 11″ 4.97 × 5.16 m | hardwood floor, fireplace, picture window |
| Kitchen | Main | 9′ 5″ × 15′ 7″ 2.88 × 4.74 m | quartz counter, backsplash, stainless steel appl |
| Primary Bedroom | Second | 11′ 7″ × 11′ 10″ 3.52 × 3.61 m | vaulted ceiling(s), 3 pc ensuite, double closet |
| Kitchen | Main | 9′ 7″ × 19′ 2″ 2.93 × 5.84 m | hardwood floor, stainless steel appl, centre island |
| Office | Main | 9′ 7″ × 19′ 2″ 2.93 × 5.84 m | hardwood floor, b/i desk, w/o to deck |
| Bathroom | Second | 7′ 4″ × 7′ 0″ 2.24 × 2.14 m | heated floor, window, separate shower |
| Bedroom 2 | Second | 9′ 2″ × 11′ 3″ 2.79 × 3.43 m | hardwood floor, pot lights, closet |
| Dining Room | Main | 9′ 10″ × 14′ 11″ 2.99 × 4.54 m | hardwood floor, w/o to deck, pot lights |
| Bedroom 2 | Second | 10′ 7″ × 8′ 4″ 3.23 × 2.55 m | broadloom, closet, window |
| Recreation | Basement | 19′ 1″ × 11′ 9″ 5.81 × 3.59 m | Window |
| Bathroom | Second | 8′ 7″ × 14′ 0″ 2.61 × 4.27 m | separate shower, soaking tub, tile floor |
| Utility Room | Basement | 11′ 10″ × 17′ 7″ 3.61 × 5.36 m | concrete floor, walk-in closet(s) |
| Living Room | Main | 11′ 5″ × 12′ 3″ 3.47 × 3.73 m | hardwood floor, pot lights, combined w/kitchen |
| Den | Second | 14′ 5″ × 6′ 11″ 4.39 × 2.1 m | hardwood floor, window, pot lights |
| Bedroom 3 | Second | 8′ 5″ × 12′ 7″ 2.57 × 3.84 m | broadloom, closet, window |
| Primary Bedroom | Second | 11′ 9″ × 16′ 9″ 3.57 × 5.1 m | walk-in closet(s), hardwood floor, 5 pc ensuite |
Around this home
What’s near 35 Bessborough Drive
From 35 Bessborough Drive, the nearest station is Leaside station (Line 5 Eglinton), about 1.5 km away; the nearest grocery store is Loblaws, about 250 m away; the nearest TDSB elementary school is Rolph Road Elementary School, about 300 m away; and the nearest park is Sandy Bruce Park, about 150 m away.
Transit
- Leaside station Line 5 Eglinton about 1.5 km
- Laird station Line 5 Eglinton about 1.7 km
- Mount Pleasant station Line 5 Eglinton about 2.0 km
Groceries and pharmacies
- Rexall Pharmacy about 200 m
- Loblaws Grocery about 250 m
- Passion Fruits Grocery about 800 m
- Loblaws Grocery about 800 m
- Pace Pharmacy Pharmacy about 900 m
Parks
- Sandy Bruce Park Park about 150 m
- Evergreen Gardens Park Park about 400 m
- Bennington Heights Park Park about 400 m
Schools
- Rolph Road Elementary School TDSB elementary · JK-6 EQAO 2024-25: Gr 6 reading 96% · Gr 6 math 88% about 300 m
- Bennington Heights Elementary School TDSB elementary · JK-6 EQAO 2024-25: Gr 6 reading 95% · Gr 6 math 74% about 500 m
- Hodgson Middle School TDSB middle school · 6-8 EQAO 2024-25: Gr 6 reading 83% · Gr 6 math 61% about 1.3 km
- St Anselm Catholic School Catholic elementary · JK-8 EQAO 2024-25: Gr 6 reading 100% · Gr 6 math 75% about 750 m
- Leaside High School TDSB secondary · 9-12 EQAO 2024-25: Gr 9 math 79% · Gr 10 literacy 95% about 1.4 km
- Msgr Fraser College (Isabella Campus) Catholic secondary · 9-12 about 3.3 km
Nearest schools, not necessarily the ones that serve this address. Check with the TDSB and TCDSB school locators.
Community
- Leaside Memorial Pool Pool or arena about 750 m
- Trace Manes Centennial Community Recreation Centre Community centre about 800 m
- Leaside Library Library about 900 m
Private schools
- Girls
- Branksome Hall JK to Grade 12 about 2.8 km
- St. Clement's School Grades 1 to 12 about 2.9 km
- The Bishop Strachan School JK to Grade 12 about 3.3 km
- Boys
- Upper Canada College JK to Grade 12 about 2.7 km
- Co-ed
- Sunnybrook School JK to Grade 6 about 1.0 km
- Greenwood College School Grades 7 to 12 about 1.3 km
- Toronto Prep School Grades 7 to 12 about 1.4 km
- The York School JK to Grade 12 about 2.2 km
Within a 40-minute walk, from our list of private schools in central Toronto (checked October 2026). Fees and admissions on each school’s site. See all private schools
Restaurants
- Dhillon's Karahi Google reviews about 250 m
- Pizza Hut Google reviews about 400 m
- Nigiri-ya Gourmet Sushi Google reviews about 650 m
- China Food Google reviews about 700 m
- Chefs of Pauri Khal Google reviews about 700 m
Places: OpenStreetMap contributors, October 2026. Straight-line distances. Schools: EQAO 2024-25, Ontario Ministry of Education.
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35 Bessborough Drive
Listing information is deemed reliable but is not guaranteed accurate by PropTx or the Toronto Regional Real Estate Board. Data source: PropTx. Listings are refreshed from the MLS® at least daily.
The information provided herein must only be used by consumers that have a bona fide interest in the purchase, sale, or lease of real estate and may not be used for any commercial purpose or any other purpose.
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MLS® C14011372 Data source: PropTx Listed October 13, 2026
