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Detached for sale at 135 Madison Avenue, Toronto C02 - 6 bedroom, 5 bathroom - Photo 1 of 42
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Inactive

$3,650,000

135 Madison Ave

Toronto C02, ON M5R 2S3

135 Madison Ave, Toronto C02 — Listed at $3,650,000. 6 bedroom, 5 bathroom 3-Storey Detached. MLS® C12952628.

6Beds
5Baths
3500-5000sqft
Detached
3-Storey
2Parking
$18,814.47Taxes/yr · 2025
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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!

Property Details

Property TypeDetached
Style3-Storey
CommunityAnnex
Approximate Age100+
Rooms12+1
Kitchens3
Washrooms5
Square Feet3500-5000 sqft
Lot Dimensions33.33 × 126 ft
Fronting OnEast
Dir/Cross StSpadina & Bernard
Garage TypeNone
DrivePrivate
Parking Drive Spaces2
Total Parking Spaces2
ExteriorBrick
RoofAsphalt Rolled, Shingles, Slate
FoundationBrick
BasementPartially Finished
Heating TypeWater
Heating SourceGas
A/CWindow Unit(s)
SewersSewer
Taxes (2025)$18,814.47
HSTNot Subject to HST
Listed Date4/2/2026
Days on Market224 days
Possession90/TBD

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Listing Courtesy of: BOSLEY REAL ESTATE LTD.

MLS® #C12952628

TRREBMLS®

The listing data is provided under copyright by the Toronto Regional Real Estate Board (TRREB). The listing data is deemed reliable but is not guaranteed accurate by TRREB. The trademarks REALTOR®, REALTORS®, and the REALTOR® logo are controlled by The Canadian Real Estate Association (CREA) and identify real estate professionals who are members of CREA. The trademarks MLS®, Multiple Listing Service® and the associated logos are owned by CREA and identify the quality of services provided by real estate professionals who are members of CREA. Used under license.

© 2026 Toronto Regional Real Estate Board. All rights reserved.

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HouseIndex Take: 135 Madison Avenue

This detached (3-Storey) is located in the Annex neighbourhood of Toronto.

The home offers 6 bedrooms, 5 bathrooms.

Features include a partially finished basement, 2 parking spaces.

Additional details: lot dimensions of 33.33 × 126 feet.

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This property is no longer available. Explore comparable Detached listings currently on the market, priced within 5% of this home.

About Toronto Real Estate

This Detached is located in the Annex community in Toronto. Toronto is Canada's largest city and the economic hub of the Greater Toronto Area. With world-class transit, diverse neighbourhoods from the Annex to Scarborough, and proximity to major employers in the Financial District, it remains the most sought-after real estate market in Ontario. Buyers benefit from extensive GO Transit and TTC subway connectivity. Detached homes in Toronto are in high demand among families seeking space, privacy, and long-term equity growth.

TTC subway & streetcar networkWorld-class dining & entertainmentUniversity of Toronto & major hospitals nearbyWaterfront trails & ravine parks
Walkability: Highly walkable — many neighbourhoods score 80+ on Walk Score
View full Toronto neighbourhood guide →