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21 Astley Ave
Toronto C09, ON M4W 3B3
21 Astley Ave, Toronto C09 — Listed at $4,595,000. 5 bedroom, 6 bathroom 3-Storey Detached. MLS® C13660308.
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Description
Welcome to a truly rare offering in one of Toronto's most coveted neighbourhoods. 21 Astley is set on an extraordinary 205-ft-deep ravine lot in North Rosedale, defined by exceptional tableland, mature trees, remarkable privacy & long, uninterrupted 4-season green views stretching deep into the ravine beyond. Almost impossible to recreate, this rare Unrated heritage property offers exceptional flexibility. Enjoy as is, renovate & reimagine, or explore the potential for a new custom residence. Opportunity may exist to sever & build 2 custom homes; the possibilities are endless. The gracious, generously scaled home ft. oversized principal rooms filled w/natural light. Formal living & dining rooms are ideal for entertaining, while the custom kitchen & expansive family room overlook the ravine, w/a rear wall of glass & wood-burning fireplace connecting the home to its remarkable setting. Upstairs, the primary suite ft. a pvt balcony o/looking the gardens & ravine, wood-burning fireplace, walk-in closet & 6-pc ensuite. Two addtl bedrooms ft. ensuite baths, while the 3rd floor offers an office, 4th bedroom & bath. The lower level provides a rec room, bedroom, gym, sauna, bath & direct access to the integrated double garage. Outside is where the property becomes truly exceptional. An expansive pvt yard, flagstone patio, mature landscaping & extraordinary tableland lead to a magnificent natural ravine backdrop, creating a sense of space, privacy & permanence rarely found in the city. Complete w/private drive & integrated 2-car garage, this exceptional property is steps to Chorley Park, the ravine system, Summerhill Market & leading schools incl. Branksome Hall. More than a remarkable home, this is an extraordinary piece of land offering country-like privacy, spectacular 4-season views & limitless potential in one of Toronto's best neighbourhoods.
Property Details
Property Insights
Listing Courtesy of: ROYAL LEPAGE REAL ESTATE SERVICES OXLEY REAL ESTATE
MLS® #C13660308


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HouseIndex Take: 21 Astley Avenue
This detached (3-Storey) is located in the Rosedale-Moore Park neighbourhood of Toronto.
The home offers 5+1 bedrooms, 6 bathrooms.
Features include a finished basement, 6 parking spaces including a 2-car garage, a fireplace.
Additional details: lot dimensions of 42.67 × 205 feet.
Listed at $4,595,000 CAD with annual property taxes of $23,564.12 (2026).
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About Toronto Real Estate
This Detached is located in the Rosedale-Moore Park community in Toronto. Toronto is Canada's largest city and the economic hub of the Greater Toronto Area. With world-class transit, diverse neighbourhoods from the Annex to Scarborough, and proximity to major employers in the Financial District, it remains the most sought-after real estate market in Ontario. Buyers benefit from extensive GO Transit and TTC subway connectivity. Detached homes in Toronto are in high demand among families seeking space, privacy, and long-term equity growth.