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
For sale
C$4,988,888
37 Madison Ave, Toronto, ON M5R 2S2
1beds
4baths
Single Family Residence
Built in ----
5,564 Square Feet Lot
$-- Zestimate®
C$--/sqft
C$-- HOA
What's special
Soaring ceilingsOriginal woodworkExpansive windows
- 32 days
- on Zillow |
- 133 |
- 2 |
Zillow last checked: 7 hours ago
Listing updated: July 03, 2025 at 09:16am
Listed by:
RE/MAX REALTRON REALTY INC.
Source: TRREB,MLS®#: C12259630
Originating MLS®#: Toronto Regional Real Estate Board

Travel times
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 1
- Bathrooms: 4
Heating
- Forced Air, Gas
Cooling
- Central Air
Features
- None
- Basement: Full
- Has fireplace: Yes
- Fireplace features: Wood Burning
Interior area
- Living area range: 5000 + null
Property
Parking
- Total spaces: 8
Features
- Stories: 3
- Pool features: None
Lot
- Size: 5,564 Square Feet
Details
- Parcel number: 212120039
Construction
Type & style
- Home type: SingleFamily
- Property subtype: Single Family Residence
Materials
- Brick
- Foundation: Stone
- Roof: Shingle
Utilities & green energy
- Sewer: Sewer
Community & HOA
Location
- Region: Toronto
Financial & listing details
- Annual tax amount: C$65,662
- Date on market: 7/3/2025
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