37 Madison Avenue
Toronto, ON M5R 2S2
$4,988,888
Beds: 1
Baths: 4
Sq. Ft. Range: 5000 +
Type: House
Listing #C12259630
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 Features
Community: Annex
Area: Toronto
Cross Street: Bloor and Spadina
Toronto Municipality: Toronto C02
City Area: Toronto C02
Interior: None
Full Baths: 4
Has Fireplace: Yes
Fireplace Description: Wood
Heating: Forced Air
Heating Fuel: Gas
Cooling: Central Air
Basement Description: Full
Has Basement: Yes
Style: 3-Storey
Construction: Brick
Foundation: Stone
Roof: Shingles
Septic or Sewer: Sewer
Has Garage: No
Total Parking Spaces: 8
Pool Description: None
Exposure Faces: East
Garage Description: None
Has Waterfront: No
Property Type: SFR
Property SubType: Detached
Parcel Number: 212120039
Status: Active
Tax Year: 2024
Tax Amount: $65,662.54
Transaction Type: For Sale
$ per month
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Listing Courtesy of RE/MAX REALTRON REALTY INC.
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TRREB - Toronto data last updated at November 17, 2025, 9:20 PM ET
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