3 days on market
$4,988,888
For Sale

37 Madison Ave

Annex, Toronto

1+null Bed|4 Bath|Yes|3 days on market

$4,988,888

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Home Details

Taxes
$5472 / month
Total Parking Spots
8
Garage Spaces
NaN
Furnished
No
Lot Size
44.16 x 126 Feet
Move-in Date
Jul 08, 2025
Hydro Included
No
Heating
Forced Air
Water Included
No
Family Room
Yes
Basement
Full
Fireplace
Y
Air Conditioning
Central Air
Central Vaccum
No
Exterior
Brick
Zoning
Mixed Zoning, Commercial
Sewer
Sewers
Property Type
Detached
Style
3-Storey
Status
New
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Listing 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

Property History

or to view this property's history
Listing DateDOMList PriceSold PriceEventMLS ID
Jul 3, 20253$45,000N/ANewC12259682
Jul 1, 20255$4,988,888N/ANewC12254763
Oct 18, 2024251$5,500,000N/ATerminatedC9416378
Oct 18, 2024N/A$5,500,000N/ATerminatedC9416439
Nov 21, 2023N/A$5,998,000N/ASoldC7312594
Nov 20, 2023223$5,998,000N/AExpiredC7312600
Aug 3, 2023N/A$6,488,000N/ASoldC6712672
Aug 2, 2023100$6,488,000N/AExpiredC6712754
Oct 5, 2022N/A$6,488,000N/ASoldC5786700
Oct 4, 2022300$6,488,000N/AExpiredC5785758

Rooms

Room dimensions for 37 Madison Ave, Toronto
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Market Trends and Insights

Mortgage Calculator

Your estimated monthly payment for 37 Madison Ave is 30066

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Total Mortgage


Purchase Price$4988888
Down Payment$997778
Mortgage Insurance$0
Total Mortgage$3991110

Monthly Payment


Mortgage Payment$24594
Property Taxes$5472
Maintenance Fees$0
Monthly Payment$30066
$30066
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About 37 Madison Ave, Toronto

Located at 37 Madison Ave , this Toronto house is available for sale. This property was listed for $4,988,888 on Thu Jul 03 2025. This house's size is 5000 + Sqft. It has 1 bedroom and 4 bathrooms. The property includes the following rooms: , , , , , , , , , , , . This property comes with 8 parking spots. 37 Madison Ave, Toronto is situated in the Annex neighbourhood.


MLS#: C12259630 · $4,988,888 · 1 bedroom house in Annex, Toronto