135 Madison Avenue

135 Madison Avenue
135 Madison Avenue
135 Madison Avenue
+34
6
 bed
5
 bath
2
 parking
3500 - 5000
 sqft
Detached
$3,650,000
For Sale
24 days
 on site
$3,650,000
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Size
-
Lot size
4199 sqft
Street frontage
-
Possession
Flexible
Price per sqft
$730 - $1,043
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, wainscoting, 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 3 large bedrooms on the second floor as well as 3 full washrooms, a dedicated laundry room, kitchen, and a large sunny deck. The third floor would make a fabulous primary suite and currently includes a spacious living room, kitchen, two additional bedrooms, one full washroom, and a large deck with skyline and treetop views. The basement is partially finished with 7 foot ceilings and features a separate side door entrance. This home flows nicely as single family, which it has been used as for many years, but has potential for other 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. Offers anytime. Great opportunity for those looking for a co-ownership property!
Broker: BOSLEY REAL ESTATE LTD.
MLS®#: C12952628
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:
Apr 2, 2026
Show all details
Rooms
LevelNameSizeFeatures
Third
Bedroom
13.0 x 8.4 ft
Main
Kitchen
12.7 x 24.7 ft
Second
Laundry
7.3 x 7.7 ft
Show all
Instant estimate:
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$493,800
lower than listed price
i
High
$3,288,354
Mid
$3,156,200
Low
$2,973,951
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About 135 Madison Avenue

135 Madison Avenue is a Toronto detached house for sale. It has been listed at $3650000 since April 2026. This 3500-5000 sqft detached house has 6 beds and 5 bathrooms. 135 Madison Avenue, Toronto is situated in Annex, with nearby neighbourhoods in 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 groceries there is Bespoke Craft Foods-Madison which is a 3-minute walk.

If you are reliant on transit, don't fear, 135 Madison Ave, Toronto has a public transit Bus Stop (Spadina Rd at Bernard Ave) a short walk. It also has route Davenport close by. For drivers, the closest highway is Gardiner Expressway and is within a few minutes drive from 135 Madison Ave, making it easier to get into and out of the city using on and off ramps on Yonge St.