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183 Madison Avenue

Semi-Detached / Toronto / Active

183 Madison Avenue photo 3
183 Madison Avenue photo 4

Detached freehold with private drive, built-in garage, and deep treed lot - features that are increasingly difficult to find at this price point.

Property notes

What to know before a showing.

For SaleSemi-DetachedTorontoListed Apr 9, 2026

Rare Annex value on one of Toronto's most desirable streets. Detached freehold with private drive, built-in garage, and deep treed lot - features that are increasingly difficult to find at this price point. Thoughtfully updated with a renovated kitchen, spacious principal rooms, multiple walk-outs, and flexible living space across all levels. The lower level offers additional living, guest, or work-from-home space with direct access to the backyard. Move in and enjoy today, or personalize over time to create your ideal Annex home. Steps to Yorkville, U of T, transit, parks, restaurants, and some of the city's best schools. An exceptional opportunity to secure a detached home on prestigious Madison Avenue at an attractive price point. Some photos have been virtually staged.

School context

School boards and nearby schools.

Nearby schools are distance-based context, not a guarantee of attendance eligibility. Confirm assignment with the official board locator.

Board coverage TDSB + TCDSB

Official board service-area match for this coordinate.

Hillcrest Community School exterior or official school image

TDSB / Elementary / Grades JK-6 / 1.0 km

44 Hilton Ave, Toronto, M5R3E6

G3 read 97%G3 math 92%G6 read 91%G6 math 61%

EQAO/source year 2024-2025. Dataset records: 784 (579 TDSB, 205 TCDSB). TDSB locator / TCDSB locator

Recent nearby sales

Closed comparables to read against this listing.

125 Madison Avenue 301 Closed $1,750/mo

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125 Madison Avenue 301

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1 bed1 bathList $1,795/moListed May 16, 2025Close Jun 1, 202512 DOM$45 under list (2.5%)
125 Madison Avenue 102 Closed $1,550/mo

For Lease

125 Madison Avenue 102

Multiplex / Annex

1 bathList $1,550/moListed Feb 16, 2026Close May 1, 202667 DOM

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