37 Madison Avenue, Toronto C02, ON M5R 2S2, Toronto C02, ON
Bed 1
Bath 4
Step into history at 37 Madison Avenue, an architectural masterpiece by Edward James Lennox, famed for landmarks like Casa Loma and Old City Hall. Completed in 1891, this rare heritage home blends Gothic, Romantic Revival, Queen Anne, and Edwardian influences with striking presence and timeless elegance. Located between Yorkville and the Annex, the home features a distinctive façade, soaring ceilings, original woodwork, and expansive windows throughout approx. 6,000 sq. ft. of living space. A unique opportunity to restore or reimagine a landmark residence in one of Toronto's most coveted neighbourhoods. Enjoy unmatched access to world-class dining, boutique shopping, cultural institutions, top schools, and two subway lines, all just steps from your front door
Property Highlights
For Sale
MLS NO.
C12259630
Type
Residential Freehold
Sub Type
Detached
Bedrooms
1
Bathrooms
4
Parking
8.0
Complete Property Details
Property Type
Residential Freehold
Sub Type
Detached
Transaction Type
For Sale
Status
Expired
Contract Status
Unavailable
MLS® Number
C12259630
Living Area Range
5000 +
Total Bedrooms
1
Bedrooms Above Grade
1
Total Bathrooms
4
Total Kitchens
1
Kitchens Above Grade
1
Rooms Above Grade
12
Interior Features
None
Fireplace
Yes
Fireplace Features
Wood
Central Vacuum Yn
No
Construction
Brick
Roof
Shingles
Lot Width
44.16
Lot Size
5564.0
Parking Total
8.0
Covered Spaces
0.0
Garage Type
None
Garage
No
Pool
None
Direction Facing
East
Cooling
Central Air
Heat Source
Gas
Heat Type
Forced Air
Internet Address Display Yn
Yes
Internet Entire Listing Display Yn
Yes
Full Address
37 Madison Avenue, Toronto C02, ON M5R 2S2
City
Toronto C02
Neighbourhood
Annex
County / Region
Toronto
Province / State
ON
Postal Code
M5R 2S2
Cross Street
Bloor and Spadina
Directions
North of Bloor, East of Spadine
Country
CA
List Price
$4,988,888
Annual Taxes
$65,663
Tax Year
2024
Legal Description
Pt Lt 42 Pl M2
Possession Type
Immediate
Listing Office
RE/MAX REALTRON REALTY INC.
Board
Toronto Regional Real Estate Board
Original Entry
2025-07-03T16:16:00Z
Media Updated
2025-07-03T16:16:01Z
Photos Updated
2025-07-03T16:16:01Z
Last Modified
2025-12-11T05:15:18Z
System Modified
2025-12-11T05:15:18.495629Z
MLS Status
Expired
Architectural Style
3-Storey
Basement
Full
Co List Office Name
RE/MAX REALTRON REALTY INC.
Ddfyn
Yes
Expiration Date
2025-12-10
Foundation Details
Stone
Heat Source Multi
Gas
Heat Type Multi
Forced Air
Hstapplication
Included In
Link Yn
No
Occupant Type
Vacant
Originating System Id
A00001796
Parcel Number
212120039
Parking Spaces
8
Public Remarks
Step into history at 37 Madison Avenue, an architectural masterpiece by Edward James Lennox, famed for landmarks like Casa Loma and Old City Hall. Completed in 1891, this rare heritage home blends Gothic, Romantic Revival, Queen Anne, and Edwardian influences with striking presence and timeless elegance. Located between Yorkville and the Annex, the home features a distinctive façade, soaring ceilings, original woodwork, and expansive windows throughout approx. 6,000 sq. ft. of living space. A unique opportunity to restore or reimagine a landmark residence in one of Toronto's most coveted neighbourhoods. Enjoy unmatched access to world-class dining, boutique shopping, cultural institutions, top schools, and two subway lines, all just steps from your front door
