35 Bessborough Drive, Toronto, ON

Toronto, Central Toronto, Leaside Hood
BAYVIEW AVE & MOORE DRIVE
5 Br | 5 Bath | 3000-3500 Sqft
$3,650,000 For Sale

Property Overview

  • Detached — 2-Storey
  • SqFt: | 3000-3500 Sqft
  • Lot Size: 30.00 x 125.00 Feet
  • Age: n/a
  • Basement: Finished
  • Exterior: Brick
  • Taxes: 12,377 / 2026
  • Zoning: n/a
  • MLS #: C14011372
  • Sewer: Sewer
  • Heat Source: Gas , Forced Air

Property Description

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.

Main House: fridge, built in oven, cooktop, dishwasher, built in microwave, built in wine fridge x2 (kitchen and basement), washer and dryer, home gym training rack, basement gym speakers, all window coverings, all light fixtures. Garden Suite: built in Miele fridge, Miele 6 burner range, Miele built in dishwasher, built in wine fridge, washer & dryer, all electric light fixtures.

Property Details

  • For: For Sale
  • Type: Detached
  • Style: 2-Storey
  • Lot: 30.00 x 125.00 Feet
  • Region: Toronto
  • Hood: Leaside
  • Zoning: n/a
  • Lot Irreg: Fronting on: East
  • Fronting On: East

Building Details

  • Age: n/a
  • Exterior: Brick
  • Heat: Gas , Forced Air
  • A/C: Central Air
  • Interior Features: Built-In Oven, Countertop Range, Floor Drain, Water Heater
  • Pool: None
  • Sewer: Sewer
  • Garage: None
  • Total Parking: 2.00
  • Driveway: Private

Property Interior

  • Sqft: 3000-3500 Sqft
  • Bed: 5
  • Bath: 5
  • Kitchen: 2
  • Family Room: No
  • Basement: Finished
Rooms Details

Living Room

Main Level

4.97 x 5.16

Hardwood Floor, Fireplace, Picture Window

Dining Room

Main Level

2.99 x 4.54

Hardwood Floor, W/O To Deck, Pot Lights

Kitchen

Main Level

2.93 x 5.84

Hardwood Floor, Stainless Steel Appl, Centre Island

Office

Main Level

2.93 x 5.84

Hardwood Floor, B/I Desk, W/O To Deck

Primary Bedroom

Second Level

3.52 x 3.61

Vaulted Ceiling(s), 3 Pc Ensuite, Double Closet

Bathroom

Second Level

2.24 x 2.14

Heated Floor, Window, Separate Shower

Bedroom 2

Second Level

3.23 x 2.55

Broadloom, Closet, Window

Bedroom 3

Second Level

2.57 x 3.84

Broadloom, Closet, Window

Recreation

Basement Level

5.81 x 3.59

Window

Utility Room

Basement Level

3.61 x 5.36

Concrete Floor, Walk-In Closet(s)

Bathroom

Basement Level

2.47 x 2.83

Tile Floor, Heated Floor

Kitchen

Main Level

2.88 x 4.74

Quartz Counter, Backsplash, Stainless Steel Appl

Living Room

Main Level

3.47 x 3.73

Hardwood Floor, Pot Lights, Combined w/Kitchen

Primary Bedroom

Second Level

3.57 x 5.1

Walk-In Closet(s), Hardwood Floor, 5 Pc Ensuite

Bathroom

Second Level

2.61 x 4.27

Separate Shower, Soaking Tub, Tile Floor

Bedroom 2

Second Level

2.79 x 3.43

Hardwood Floor, Pot Lights, Closet

Den

Second Level

4.39 x 2.1

Hardwood Floor, Window, Pot Lights

Property Listed by: ROYAL LEPAGE SIGNATURE REALTY
Virtual Tour: https://my.matterport.com/show/?m=hFkFbf3tUFx

Home Valuation Estimate

What is 35 Bessborough Drive, Toronto, ON worth in today’s Leaside, Central Toronto market?

This HomeZira valuation preview helps buyers and sellers think through the asking price for this 5-bedroom Detached with 3000-3500 sq. ft. in Leaside, Central Toronto. The full estimate reviews the property’s location, home type, bedroom count, size range, age, and nearby comparable market activity after sign-in.

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Location

  • Address: 35 Bessborough Drive
  • Neighborhood: Leaside
  • Zip/Postal Code: M4G 3H6
  • Nearby Amenities: Hospital, Library, Park, Place Of Worship, Public Transit, School
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About 35 Bessborough Drive, Toronto, ON M4G 3H6, Central Toronto

Located at 35 Bessborough Drive, Toronto, ON in Central Toronto (Leaside neighbourhood), near BAYVIEW AVE & MOORE DRIVE. This freehold home offers Detached, ["2-Storey"], 5 bedrooms, 5 bathrooms and 3000-3500 sq.ft. (approx.) in a layout suited to everyday family living. Basement: Finished • 2 parking spots • Garage: None • Heating: Gas Forced Air • Cooling: Central Air. Property taxes are approximately $12,377 for 2026. 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 valu.

FAQs for 35 Bessborough Drive, Toronto, ON , Leaside , Central Toronto

What are the listing details for 35 Bessborough Drive, Toronto, ON?
35 Bessborough Drive, Toronto, ON is a Detached for sale in Central Toronto, in the Leaside neighbourhood, Toronto. The current list price is $3,650,000. MLS number: C14011372.
How many bedrooms and bathrooms does this home have?
35 Bessborough Drive, Toronto, ON is listed as a Detached with a ["2-Storey"] style, featuring 5 bedroom(s) and 5 bathroom(s). The listed interior size range is 3000-3500 sq. ft..
What lot, basement, garage, or parking details are listed?
The lot size is listed as approximately 30.00 x 125.00 Feet. The basement is listed as: Finished. Garage type: None. Total parking: 2 space(s).
What heating, cooling, and exterior details are shown?
Heating is listed as: Gas, Forced Air. Cooling is listed as: Central Air. Exterior/construction materials are listed as: Brick.
Where is this property located?
35 Bessborough Drive, Toronto, ON is located in the Leaside neighbourhood of Central Toronto. The listed cross street is BAYVIEW AVE & MOORE DRIVE.
What information is available on this public listing page?
The public listing page shows current active listing information, property photos, room details when available, map location, listed price, property features, and contact options. Annual taxes are listed as $12,377 / 2026. Valuation tools and similar sold-property previews are available after sign-in where applicable, without displaying sold data in this public FAQ.

FAQ content is based on current active listing fields shown on this page. Sold prices, sold comparables, and VOW-only details are not included in this public FAQ.