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New1 / 50
$3,100,000
135 Madison Avenue • Toronto, ONNew
Courtesy of ROYAL LEPAGE REAL ESTATE SERVICES LTD.
6
Bedrooms
5
Bathrooms
3500-5000
Square feet
1
Parking

About this home

A rare opportunity to own a grand detached residence of exceptional scale and character in the heart of the Annex. Built circa 1905, this handsome red-brick Victorian with Queen Anne influences offers approx. 4,000 sq. ft. above grade on an extraordinary 33.33 x 126 ft lot, with 6 bedrooms, 5 bathrooms, private drive and professionally landscaped outdoor spaces. Historic architecture and remarkable versatility come together beautifully, with soaring ceilings, stained and leaded glass, magnificent original woodwork, ornate archways, pocket doors and 4 fireplaces complemented by thoughtful updates for modern family life. At its heart is an exceptional chef's kitchen with an oversized island, Legacy AGA range, abundant storage, dedicated baking and coffee stations and adjoining scullery. A relaxed family room with a washroom opens directly to the mature garden, while gracious formal living and dining rooms and a dedicated office provide exceptional space for daily life and entertaining. Upstairs are generous bedrooms, multiple ensuites, an exceptional primary suite, a large second-floor laundry room with a folding table, and a huge private deck. The entire third floor, with its own living room, kitchenette, 2 bedrooms, full bath and treetop terrace, offers extraordinary flexibility for extended family, in-laws, a nanny, teenagers or guests while remaining naturally connected to the home. Move in and enjoy it as it is, or carry this remarkable century home into its next chapter. An exceptional Annex property offering rare scale, lot, parking, architecture and adaptability. Close to U of T, hospitals, excellent public and private schools, Bloor, Yorkville, parks, shops, restaurants and multiple subway stations.

Property details

Property type
Detached
Style
2 1/2 Storey
Total rooms
12
Lot size
33.33 × 126 ft
Property taxes
$18,814 (2025)
Occupancy
Flexible, Longer Close Preferred
Days on market
2
Status
Active
MLS®

Property history

Recently sold nearby

Listing data last updated: Sep 18, 2026, 3:30 p.m. EDT via TRREB IDX.

First listed: Sep 18, 2026, 3:30 p.m. EDT.