AS OF Jun 26, 2025

$5,500,000Asking Price

37 Madison Avenue, Toronto, ON M5R 2S2

The Annex, Toronto

Detached
1
Bedroom
4
Baths
8
Parking
Days on Market

Step into history with this extraordinary architectural masterpiece, designed by visionary Edward James Lennox, renowned for his eclectic style that seamlessly blends Gothic, Romantic Revival, Queen Anne, and Edwardian influences. Originally completed in 1891 as the private residence of esteemed house builder Lewis Lukes, this one-of-a-kind home offers a rare opportunity to own a piece of Toronto's architectural heritage.Located between the vibrant Yorkville neighborhood and the prestigious Annex, this property places you in the heart of two of Toronto's most desirable areas. The homes distinctive facade and intricate detailing are a testament to Lennox's unmatched craftsmanship, while the interiors feature soaring ceilings, expansive windows, and original woodwork, creating a sense of timeless elegance.With easy access to world-class dining, upscale shopping, cultural institutions, and parks, this property is perfectly positioned for those who appreciate both history and modern urban living. A once-in-a-lifetime opportunity to own an iconic piece of Toronto's past in an unbeatable location.

Step into history with this extraordinary architectural masterpiece, designed by visionary Edward James Lennox, renowned for his eclectic style that seamlessly blends Gothic, Romantic Revival, Queen Anne, and Edwardian influences. Originally completed in 1891 as the private residence of esteemed house builder Lewis Lukes, this one-of-a-kind home offers a rare opportunity to own a piece of Toronto's architectural heritage.Located between the vibrant Yorkville neighborhood and the prestigious Annex, this property places you in the heart of two of Toronto's most desirable areas. The homes distinctive facade and intricate detailing are a testament to Lennox's unmatched craftsmanship, while the interiors feature soaring ceilings, expansive windows, and original woodwork, creating a sense of timeless elegance.With easy access to world-class dining, upscale shopping, cultural institutions, and parks, this property is perfectly positioned for those who appreciate both history and modern urban living. A once-in-a-lifetime opportunity to own an iconic piece of Toronto's past in an unbeatable location.

Key Info

  • 3-Storey Detached
  • 8-Car Driveway
  • No Garage
  • Bloor & St George
  • Less than 700 Square Feet
  • 100+ Years Approximate Age
  • Finished Basement
  • 1 Kitchen
  • Forced Air Gas Heating
  • Central Air

Property

  • Lot Size 44.16 x 126 Feet
  • Brick Exterior
  • Taxes were $65,662 in 2024

Details

  • Fireplace
  • Family Room
  • Designation: Heritage
  • Sewers
  • Municipal Water
  •  
  • MLS #C9416378
  • RE/MAX REALTRON REALTY INC.

Extras

Room Floor Dimensions Details
1 Foyer Ground 13.91' x 14.83'
2 Office Ground 14.50' x 17.75'
3 Office Ground 8.33' x 8.27'
4 Office Ground 9.68' x 8.76'
Washroom1 2-Piece Bathroom on Ground Floor
Washroom1 2-Piece Bathroom
Washroom1 2-Piece Bathroom
Washroom1 2-Piece Bathroom

Who lives here?

The Annex, Toronto is a central Toronto neighbourhood notable for its singles, renters, university grads, executives and business, science, education, law & public sector and arts & culture professionals. Residents tend to be younger with a significant number of youth aged 20 to 24 and adults aged 25 to 39.

Created with Highcharts 7.1.2Highcharts.com
BabiesKidsYouthAdultsAdultsSeniors

Families

Kids Per Family

0.6

kids per family
in the neighbourhood.

Toronto  (1.2)
Gta  (1.3)

Singles

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59% of residents are
single and loving it.

59% singles

Toronto (50%)
Gta (45%)

Renters

Created with Highcharts 7.1.2Highcharts.com

70% of residents
are renters.

70% renters

Toronto (47%)
Gta (33%)

Education

Created with Highcharts 7.1.2Highcharts.com

74% of residents are
university grads.

74% university grads

Toronto (48%)
Gta (44%)

Income

Average Household Income

$176K

is the average household
income in the neighbourhood.

Toronto  ($132K)
Gta  ($135K)

Professions

Professions

Government 18%
Business 13%
Sales 12%
Management 9%
Culture 8%

Immigrants

Created with Highcharts 7.1.2Highcharts.com

28% of residents were
born outside of Canada.

28% immigrants

Toronto (48%)
Gta (45%)

Birthplace - All

USA was once home to 2.8% of immigrants.
China 2.3%
Caribbean 1.6%
UK 1.6%
India 1.1%

2.8% from USA
All-time

Birthplace - Recent

USA was once home to 0.8% of immigrants.
India 0.6%
China 0.5%
UK 0.4%
Iran 0.4%

0.8% from USA
Recent

Foreign Languages

Foreign Languages

French 3%
Spanish 2%
Mandarin 2%
Cantonese 2%
Korean 1%

Religions

Religions

Christian 40%
Jewish 11%
Muslim 3%
Buddhist 2%
Hindu 1%

Social Housing

Social Housing Buildings

8

Social housing buildings
in the neighbourhood.

Gta Avg (5.19)

Shelters

Shelters

2

Homeless shelters in
the neighbourhood.

Gta Avg (0.54)