Skip to main content
Sell Your Home
Shortlisted Properties
  • New Homes
  • For Sale
  • For Rent
Danger! Indicates a dangerous or potentially negative action.
Error

Maximum 4 project can be compared at one go.

Last Updated : 73 Days ago
37 Madison Avenue, Toronto, ON, Annex
Photo Gallery
+ 40 Photos

37 Madison Avenue, Toronto MLS Number: C12259630

Annex, Toronto, ON, M5R 2S2

$4,988,888

Status: For Sale

  • 1+ Beds
  • 4 Baths
  • Area : 5000 + sqft
  • Property Type: Residential Freehold (Detached)
  • Property Taxes : $65662.54 (Tax Year:2024)
  • Listing Courtesy : Re/max Realtron Realty Inc.

37 Madison Avenue Property 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

Read More

37 Madison Avenue Property Facts

Property Type :Residential Freehold
MLS Number :C12259630
Listing Type :Sale
Possession Date :
know more link icon
Last Updated :22 Sep, 2025 (73 Days ago)
Source :Toronto Regional Real Estate Board
Area :Toronto
Postal Code : M5R 2S2
property detail community link icon

37 Madison Avenue Property Price & Tax Insights

Price : $4,988,888
Property Taxes :$65662.54
Tax Year :2024

37 Madison Avenue, Toronto Property Details

Bedrooms :1 +
No. of Rooms :12
Air Conditioning :Central Air
Heating :Forced Air
Cross Street :Bloor and Spadina
Bathrooms :4
Fuel :Gas
Approx Square Footage :5000 + sqft

Exterior Information

Exterior Finish :Brick
Parking Space :8
Basement :Full

37 Madison Avenue, Toronto - Price History

2025-07

01 Jul, 2025

TREB #C12254763

Listed

$4988888.0

property sold history blur background
View More

Sign in to view full price history of this property

  • 0
  • 400k
  • 800k
  • 1.2M
  • 1.6M
  • 2M+
  • 0
  • 6
  • 12
  • 18
  • 24
  • 30+
  • 0
  • 6
  • 12
  • 18
  • 24
  • 30+

37 Madison Avenue - Location Map and Landmarks

  • Spadina Subway, Toronto 0.21 km
  • St George Subway, Toronto 0.27 km
  • Bathurst Subway, Toronto 0.72 km
  • Dupont Subway, Toronto 0.73 km
  • Museum Subway, Toronto 0.8 km
  • Bay Subway, Toronto 1.06 km
  • Christie Subway, Toronto 1.33 km
  • Bloor-Yonge Subway, Toronto 1.41 km
  • Queen'S Park Subway, Toronto 1.42 km
  • Rosedale Subway, Toronto 1.46 km
  • Ontario College Of Pharmacy, Toronto 0.11 km
  • Huron Street Junior Public School, Toronto 0.24 km
  • Paul Penna Jewish, Toronto 0.29 km
  • Downtown Jewish Community School, Toronto 0.29 km
  • Ontario College Of Education, Toronto 0.36 km
  • University Of Toronto - Woodsworth College, Toronto 0.41 km
  • The Young Artist Performance Academy, Toronto 0.57 km
  • Royal Conservatory Of Music, Toronto 0.57 km
  • Central Technical School, Toronto 0.72 km
  • Monsignor Fraser College - Annex Campus, Toronto 0.87 km
  • Toronto Rehab Institute - Hillcrest Site, Toronto 1.47 km
  • Mount Sinai Hospital Special Pregnancy Program, Toronto 1.48 km
  • Women's College, Toronto 1.49 km
  • Sunnybrook & Women'S Coll W C Site, Toronto 1.5 km
  • Princess Margaret Hosp, Toronto 1.56 km
  • University Health Network - Princess Margaret Cancer Centre, Toronto 1.59 km
  • Tgh Peter Munk Cardiac Centre, Toronto 1.6 km
  • St Regis Hospital, Toronto 1.6 km
  • University Health Network - Toronto General, Toronto 1.61 km
  • Salvation Army Toronto Grace Hospital, Toronto 1.61 km
  • G'S Fine Foods, Toronto 0.25 km
  • Metro, Toronto 0.32 km
  • Bloor Superfresh, Toronto 0.39 km
  • Sobey'S, Toronto 0.55 km
  • Bloor-Borden Farmers' Market, Toronto 0.61 km
  • Bielnino Shopping Mall, Toronto 0.71 km
  • Whole Foods Market, Toronto 0.73 km
  • Yorkville Village, Toronto 0.73 km
  • The Food Depot, Toronto 0.76 km
  • Price War, Toronto 0.8 km
  • Bloor Street West and Spadina Avenue and Spadina Road, Toronto 0.24 km
  • St George Street and Bloor Street West, Toronto 0.3 km
  • Bloor Street West and Bedford Road, Toronto 0.47 km
Last Updated : 5 Hours ago
2756 Old Leslie Street, Toronto, ON
Last Updated : 5 Hours ago
25 Priya Lane, Toronto, ON
$550000.0
  • 2 Bd
  • 2 Ba
  • 1200-1399 sq-ft
Last Updated : 5 Hours ago
1808 St. Clair Avenue W, Toronto, ON
Last Updated : 5 Hours ago
5 Shady Golfway N/A, Toronto, ON
Last Updated : 6 Hours ago
1101 Steeles Avenue W, Toronto, ON
Last Updated : 6 Hours ago
3212 Danforth Avenue, Toronto, ON
Last Updated : 7 Hours ago
4 Park Vista N/A, Toronto, ON
Last Updated : 16 Hours ago
121 Mcmahon Drive, Toronto, ON
Last Updated : 17 Hours ago
2020 Bathurst Street, Toronto, ON
Last Updated : 17 Hours ago
36 Zorra Street, Toronto, ON
Last Updated : 19 Hours ago
705 King Street W, Toronto, ON
$529900.0
  • 2 +1 Bd
  • 1 Ba
  • 800-899 sq-ft
Last Updated : 19 Hours ago
170 Sumach Street, Toronto, ON
Last Updated : 19 Hours ago
75 Dalhousie Street, Toronto, ON
Last Updated : 19 Hours ago
2433 Dufferin Street, Toronto, ON
Last Updated :196 Days ago
1 Yorkville Avenue, Toronto, ON
$759800.0
  • 1 Bd
  • 1 Ba
  • 2500-3000 sq-ft
Last Updated :183 Days ago
51 Chicora Avenue, Toronto, ON
$1995000.0
  • 3 Ba
  • 2500-3000 sq-ft
Last Updated :204 Days ago
55 Scollard Street, Toronto, ON
$1250000.0
  • 2 Ba
  • 2500-3000 sq-ft
Last Updated :245 Days ago
10 Webster Avenue, Toronto, ON
$4888000.0
  • 3 Ba
  • 2500-3000 sq-ft
Last Updated :206 Days ago
121 Davenport Road, Toronto, ON
$3680000.0
  • 1 Bd
  • 4 Ba
  • 2500-3000 sq-ft
Last Updated :262 Days ago
170 Avenue Road, Toronto, ON
$579000.0
  • 1 Ba
  • 2500-3000 sq-ft
Last Updated :209 Days ago
500 Dupont Street, Toronto, ON
$750000.0
  • 2 Ba
  • 2500-3000 sq-ft
Last Updated :171 Days ago
16 Boswell Avenue, Toronto, ON
$1799000.0
  • 1 Bd
  • 2 Ba
  • 2500-3000 sq-ft
Last Updated :204 Days ago
42 Berryman Street, Toronto, ON
$3500000.0
  • 1 Bd
  • 4 Ba
  • 2500-3000 sq-ft
Last Updated :169 Days ago
500 Dupont Street, Toronto, ON
$788000.0
  • 2 Ba
  • 2500-3000 sq-ft
Last Updated :254 Days ago
34 Tranby Avenue, Toronto, ON
$5999000.0
  • 5 Ba
  • 2500-3000 sq-ft
Last Updated :229 Days ago
253 Albany Avenue, Toronto, ON
$2095000.0
  • 4 Ba
  • 2500-3000 sq-ft
Last Updated :216 Days ago
500 Dupont Street, Toronto, ON
$650000.0
  • 2 Ba
  • 2500-3000 sq-ft
Last Updated :255 Days ago
55A Avenue Road, Toronto, ON
$1799888.0
  • 3 Ba
  • 2500-3000 sq-ft
Last Updated :211 Days ago
33 Webster Avenue, Toronto, ON
$3795000.0
  • 5 Ba
  • 2500-3000 sq-ft
Recently Viewed

Buildings in Annex

1 Yorkville Ave

1 Yorkville Ave

Annex, Toronto
  • 7 For Sale
  • 3 For Rent
View Building Details
181 Davenport Rd

181 Davenport Rd

Annex, Toronto
  • 1 For Sale
  • 0 For Rent
View Building Details
346 Davenport Rd

346 Davenport Rd

Annex, Toronto
  • 1 For Sale
  • 1 For Rent
View Building Details
473 Dupont St

473 Dupont St

Annex, Toronto
  • 1 For Sale
  • 0 For Rent
View Building Details
500 Dupont St

500 Dupont St

Annex, Toronto
  • 0 For Sale
  • 3 For Rent
View Building Details
128 Hazelton Ave

128 Hazelton Ave

Annex, Toronto
  • 1 For Sale
  • 0 For Rent
View Building Details

FAQs: 37 Madison Avenue, Toronto

  • Q:What is the Area Size of the 37 Madison Avenue In Sq.Ft and it's MLS No.?

    A: The project covers an area of approximately 5000 + sq. ft and is strategically located in Toronto. The MLS No of this project is C12259630 and the Project is located in ON, Canada
  • Q: Does this Project 37 Madison Avenue available for Sale ?

    A: The project 37 Madison Avenue is readily available for Sale and can be purchased at competitive prices today. You can schedule a tour or request a call back for knowing further.
  • Q: How far is this property from my workplace?

    A:You can calculate your travel time and see how this property is far from your Office, your spouse's workplace or your kid's school. You just need to tell us which places you commute to frequently and Square Yards will tell you how far they are from this property.
  • Q:What are the Key Features 37 Madison Avenue is Offering?

    A:Square Yards is giving a Cashback of $24,944 if you buy this property from us, however there are several key features offered by the 37 Madison Avenue. You get 1+ Beds with 4 Bath, central air conditioning, parking space and garage along with a heating system, basement, gas fuel system and balcony.
  • Q:How many Parking Space available in this 37 Madison Avenue?

    A: 37 Madison Avenue in Toronto offers a total of 8 parking spaces for residents.
  • Q:How many Beds & Baths available in 37 Madison Avenue, Toronto?

    A: 37 Madison Avenue, Toronto comes with 1+ Beds for maximum convenience and space. There are 4 baths available as well for when you have guests over or if you have a large family!
  • Q:How many Apartments and Condos are available for Sale in Toronto, On?

    A:Toronto, ON is one of the biggest real estate markets in Canada. There are several options available here pertaining to condos and apartments alike. There are approximately apartments and condos available currently for your perusal.
Related to your search
Nearby Postal Codes of Toronto

Tell us a Little about yourself!