37 Madison Avenue

The Annex, Downtown, Toronto

37 Madison Avenue
37 Madison Avenue
37 Madison Avenue
+19
1
 bed
4
 bath
8
 parking
5000 - 65535
 sqft
Detached
$4,988,888
For Sale
81 days
 on site
$4,988,888
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Size
-
Lot size
5564 sqft
Street frontage
-
Possession
2025-07-08
Price per sqft
$76 - $998
Taxes
$65,662.54 (2024)
Parking Type
-
Style
3-Storey
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Description
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
Broker: RE/MAX REALTRON REALTY INC.
MLS®#: C12259630
Property details
Parking:
8
Parking type:
-
Property type:
Detached
Heating type:
Forced Air
Style:
3-Storey
MLS Size:
5000-65535 sqft
Lot front:
44 Ft
Lot depth:
126 Ft
Listed on:
Jul 3, 2025
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Instant estimate:
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$575,268
lower than listed price
i
High
$4,598,424
Mid
$4,413,620
Low
$4,158,764
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About 37 Madison Avenue

37 Madison Avenue is a Toronto detached house for sale. 37 Madison Avenue has an asking price of $4988888, and has been on the market since July 2025. This detached house has 1 bed, 4 bathrooms and is 5000-65535 sqft. 37 Madison Avenue, Toronto is situated in Annex, with nearby neighbourhoods in Yorkville, Seaton Village, Palmerston and Casa Loma.

37 Madison Ave, Toronto is not far from Tim Hortons for that morning caffeine fix and if you're not in the mood to cook, Madison Avenue Pub & Restaurant, Fat Bastard Burrito and Pizza Pizza are near this detached house. For grabbing your groceries, Noahs Natural Foods is not far.

If you are looking for transit, don't fear, 37 Madison Ave, Toronto has a public transit Bus Stop (Spadina Rd at Lowther Ave) a short walk. It also has route Davenport close by. If you need to get on the highway often from 37 Madison Ave, Gardiner Expressway and Bay St has both on and off ramps and is within a few minutes drive.