135 Madison Avenue

135 Madison Avenue
135 Madison Avenue
135 Madison Avenue
+47
6
 bed
5
 bath
2
 parking
3500 - 5000
 sqft
Detached
$3,995,000
For Sale
20 days
 on site
$3,995,000
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Size
-
Lot size
4199 sqft
Street frontage
-
Possession
Flexible
Price per sqft
$799 - $1,141
Taxes
$18,814.47 (2025)
Parking Type
-
Style
3-Storey
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Description
This grand dame home sits on the iconic Madison Avenue in the prime Annex. Circa 1905, 135 Madison Avenue is just under 4,000 square feet above grade and filled with original character including 4 fireplaces, original trim, wainscotting, crown moulding, and stained glass windows. The well proportioned house features 9.5' ceilings on the main floor, a large formal living room, dining room, an oversized kitchen with a butlers pantry, and a beautiful main floor family room that leads out to the lush garden. On the second floor you will find a generous primary bedroom with a sitting area, fireplace and a three piece ensuite. There are an additional 2 large bedrooms on the second floor as well as 2 full washrooms, a dedicated laundry room, and a large sunny deck. The third floor would make a fabulous primary suite and currently includes a large living room, kitchen, two additional bedrooms and a large deck with skyline and treetop views. The basement is partially finished with 7 foot ceilings and features a separate entrance. This home has been used as single family for many years but has potential for many layouts and possibilities including converting the property back into multiple units. Two car private drive parking and garden suite potential. The Annex speaks for its self with easy TTC, fabulous shops, restaurants, parks and schools. Floor plans attached to listing.
Broker: BOSLEY REAL ESTATE LTD.
MLS®#: C12447205
Property details
Parking:
2
Parking type:
-
Property type:
Detached
Heating type:
Water
Style:
3-Storey
MLS Size:
3500-5000 sqft
Lot front:
33 Ft
Lot depth:
126 Ft
Listed on:
Oct 6, 2025
Show all details
Rooms
LevelNameSizeFeatures
Main
Bedroom
14.3 x 7.7 ft
Main
Kitchen
12.7 x 24.7 ft
Third
Bedroom
13.0 x 8.4 ft
Show all
Instant estimate:
orto view instant estimate
$11,769
lower than listed price
i
High
$4,150,014
Mid
$3,983,231
Low
$3,753,227
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About 135 Madison Avenue

135 Madison Avenue is a Toronto detached house for sale. It was listed at $3995000 in October 2025 and has 6 beds and 5 bathrooms. 135 Madison Avenue resides in the Toronto Annex neighbourhood, and nearby areas include Yorkville, Casa Loma, Seaton Village and Summerhill.

There are a lot of great restaurants around 135 Madison Ave, Toronto. If you can't start your day without caffeine fear not, your nearby choices include Booster Juice. For those that love cooking, Gaby's Groceries is only a 3 minute walk.

Transit riders take note, 135 Madison Ave, Toronto is nearby to the closest public transit Bus Stop (Spadina Rd at Bernard Ave) with route Davenport. Residents of 135 Madison Ave also have decent access to Gardiner Expressway, which is within a few minutes drive using Yonge St ramps.