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135 Madison Avenue

Annex / Toronto C02, ON M5R 2S3

Sold
6 Beds
5 Baths
3,500 Sq Ft
Single Family Home
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About This Property

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

StatusSold
Property TypeSingle Family Home
Listing TypeSale
Interior Size3,500 sq ft
Bedrooms6
Bathrooms5
Postal CodeM5R 2S3
Last UpdatedOct 8, 2026 · 5:54 a.m.

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Features & Amenities

  • View
  • Fireplace
  • Air Conditioning
  • Basement

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TRREB MLS® Attribution

MLS® C13804132

Listed by ROYAL LEPAGE REAL ESTATE SERVICES LTD.

The trademarks MLS®, Multiple Listing Service® and the associated logos are owned by The Canadian Real Estate Association (CREA) and identify the quality of services provided by real estate professionals who are members of CREA. The trademarks REALTOR®, REALTORS® and the REALTOR® logo are controlled by CREA and identify real estate professionals who are members of CREA. Listing data provided by the Toronto Regional Real Estate Board (TRREB). The information contained herein is from sources believed to be reliable but is not guaranteed. Information deemed reliable but not guaranteed accurate by TRREB or Team Filipe / RE/MAX.

MLS®C13804132
TypeSingle Family Home
CityToronto C02

Team Filipe · RE/MAX · (647) 210-6070

Listed By

ROYAL LEPAGE REAL ESTATE SERVICES LTD.