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Listing data is provided under license from the Toronto Regional Real Estate Board (TRREB). TRREB assumes no responsibility for the accuracy of the information contained herein. Data is updated periodically and may not reflect the most current market activity. Not intended to solicit buyers or sellers currently under contract. MLS®, REALTOR®, and the associated logos are certification marks owned by the Canadian Real Estate Association (CREA) and identify real estate professionals who are members of CREA.

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MLS# C12952628Annex, Toronto · M5R 2S3
For SaleDetached

135 Madison Avenue

$3,650,000
6 Bed5 Bath7d on market
MLS# C12952628Annex, Toronto · M5R 2S3
For SaleDetached

135 Madison Avenue

$3,650,000

7 days on market

Bedrooms
6 Bed
Bathrooms
5 Bath
Size (MLS Range)
3500-5000 sq ft
Parking
2 None
Virtual Tour

Listing History — This Unit

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Apr 02, 2026(7d ago)
For Sale

$3,650,000

3500-5000 sqft·7 DOM
BOSLEY REAL ESTATE LTD.·MLS# C12952628
Current
Oct 06, 2025(6mo ago)
For Sale

$3,995,000

4,000 sqft3500-5000 sqft·179 DOM
BOSLEY REAL ESTATE LTD.·MLS# C12447205
View →
Jan 01, 2024Terminated
$000,000

(Sign-in required)

About This Listing

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

MLS NumberC12952628
Property TypeDetached
Style3-Storey
Listing TypeFor Sale
StatusActive
Bedrooms6 Bed
Bathrooms5
Size3500-5000 sq ft
Parking Spaces2
Parking TypeNone
Property Tax$18,814.47/yr
Days on Market7
Listed2026-04-02
CommunityAnnex
MunicipalityToronto
Cross StreetSpadina & Bernard

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Listing provided by BOSLEY REAL ESTATE LTD.

Based on information from the Toronto Regional Real Estate Board (TRREB). All information deemed reliable but not guaranteed and should be independently verified. The accuracy of information is not guaranteed, has not been verified, and does not constitute professional advice.

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MLS®, REALTOR®, and the associated logos are certification marks owned by the Canadian Real Estate Association (CREA) and identify real estate professionals who are members of CREA.

This listing content is not intended to solicit properties already listed for sale or individuals who are currently under contract with a brokerage.

Data last updated: April 8, 2026 at 03:41 a.m.