$3,650,000
20 days on market
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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!
135 Madison Avenue
Closest publicly funded schools within 5 km, ranked by EQAO standardized test scores
Top 50% of Ontario elementary schools
R = Reading · W = Writing · M = Math · arrows show 3-year change
Top 50% of Ontario elementary schools
Top 25% of Ontario elementary schools
EQAO score is the average of available reading, writing & math results, 0–100 · Source: Ontario Ministry of Education
Nearest rapid transit and bus stops
171 within a 10-min walk · 904 within 20 min · click a card to see the closest ones
Listing provided by BOSLEY REAL ESTATE LTD.
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Data last updated: April 21, 2026 at 09:42 p.m.
R = Reading · W = Writing · M = Math · arrows show 3-year change
R = Reading · W = Writing · M = Math · arrows show 3-year change
Arrows show 3-year change
Arrows show 3-year change
Source: TTC GTFS · straight-line distances · routes shown are short names
© OpenStreetMap contributors · counts are amenities tagged in OSM within walking distance