on Jun 24, 2025

$2,250,000 Sold Price

$2,498,000Asking Price

305 Bessborough Drive, Toronto, ON M4G 3K9

Leaside, Toronto

Detached
5
Bedrooms
5
Baths
2
Parking
Days on Market

Step back in time in this spacious 4000 sq ft, 5 bedroom retro-style home nestled on a well-appointed street. From the moment you enter, you'll be captivated by the architectural interest, including a striking spiral staircase that graces the main floor. The main level is thoughtfully designed for both comfortable family living and seamless entertaining. Enjoy a dedicated den and a bright eat-in kitchen. For more formal occasions, the expansive living room and separate dining room offer elegant settings. A stylish bar area completes the main floor. Venture downstairs to the finished basement, an extension of the living space with a generously sized recreation rooms and the added convenience of a second kitchen. The 2nd floor features a primary bedroom overlooking the backyard with walk-in closet and 3-piece ensuite as well as 4 good sized bedrooms. Ideal location blocks from top schools, future LRT station, amenities and Sunnybrook hospital. Rare chance to own a distinctive home in highly regarded Leaside.

Step back in time in this spacious 4000 sq ft, 5 bedroom retro-style home nestled on a well-appointed street. From the moment you enter, you'll be captivated by the architectural interest, including a striking spiral staircase that graces the main floor. The main level is thoughtfully designed for both comfortable family living and seamless entertaining. Enjoy a dedicated den and a bright eat-in kitchen. For more formal occasions, the expansive living room and separate dining room offer elegant settings. A stylish bar area completes the main floor. Venture downstairs to the finished basement, an extension of the living space with a generously sized recreation rooms and the added convenience of a second kitchen. The 2nd floor features a primary bedroom overlooking the backyard with walk-in closet and 3-piece ensuite as well as 4 good sized bedrooms. Ideal location blocks from top schools, future LRT station, amenities and Sunnybrook hospital. Rare chance to own a distinctive home in highly regarded Leaside.

Key Info

  • 2-Storey Detached
  • 2-Car Driveway
  • 0-Car Attached Garage
  • Bayview & Eglinton
  • 2500-3000 Approximate Sq Feet
  • 2 + 1 Kitchens
  • Forced Air Gas Heating
  • Central Air

Property

  • Lot Size 38.83 x 115 Feet
  • Brick Exterior
  • Taxes were $10,757 in 2025
  • Possession: 60 days /TBA

Details

  • Fireplace
  • Family Room
  • Sewers
  • Municipal Water
  •  
  • MLS #C12125061
  • SOTHEBY'S INTERNATIONAL REALTY CANADA

Extras

Room Floor Dimensions Details
1 Other Main 10.60' x 13.48' Broadloom, Spiral Stairs, Open Concept
2 Kitchen Main 8.99' x 16.50' Ceramic Floor, Eat-in Kitchen, 2-PieceBath
3 Den Main 12.01' x 11.15' Ceramic Floor, Overlooks Backyard, Built-in Bookcase
Washroom1 2-Piece Bathroom on Ground Floor
Washroom1 2-Piece Bathroom
Washroom1 3-Piece Bathroom
Washroom1 4-Piece Bathroom
Washroom1 2-Piece Bathroom

Who lives here?

Leaside, Toronto is a north Toronto neighbourhood notable for its university grads, executives and business, science and education, law & public sector professionals. Residents tend to be older with a significant number of kids aged 5 to 14, youth aged 15 to 19, adults aged 45 to 64 and seniors aged 65 to 69.

Created with Highcharts 7.1.2Highcharts.com
BabiesKidsYouthAdultsAdultsSeniors

Families

Kids Per Family

1.2

kids per family
in the neighbourhood.

Toronto  (1.2)
Gta  (1.3)

Singles

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43% of residents are
single and loving it.

43% singles

Toronto (50%)
Gta (45%)

Renters

Created with Highcharts 7.1.2Highcharts.com

29% of residents
are renters.

29% renters

Toronto (47%)
Gta (33%)

Education

Created with Highcharts 7.1.2Highcharts.com

70% of residents are
university grads.

70% university grads

Toronto (48%)
Gta (44%)

Income

Average Household Income

$303K

is the average household
income in the neighbourhood.

Toronto  ($132K)
Gta  ($135K)

Professions

Professions

Business 14%
Management 13%
Government 12%
Sales 10%
Sciences 6%

Immigrants

Created with Highcharts 7.1.2Highcharts.com

22% of residents were
born outside of Canada.

22% immigrants

Toronto (48%)
Gta (45%)

Birthplace - All

UK was once home to 3.2% of immigrants.
China 1.6%
USA 1.2%
Hong Kong 1.0%
India 0.9%

3.2% from UK
All-time

Birthplace - Recent

China was once home to 0.4% of immigrants.
UK 0.4%
Philippines 0.2%
Brazil 0.2%
Ukraine 0.2%

0.4% from China
Recent

Foreign Languages

Foreign Languages

French 2%
Cantonese 1%
Spanish 1%
Greek 1%
German 1%

Religions

Religions

Christian 67%
Jewish 3%
Muslim 2%
Buddhist 1%
Hindu 1%

Social Housing

Social Housing Buildings

0

Social housing buildings
in the neighbourhood.

Gta Avg (5.19)

Shelters

Shelters

0

Homeless shelters in
the neighbourhood.

Gta Avg (0.54)