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21 Astley Avenue

Rosedale-Moore Park / Toronto C09, ON M4W 3B3

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

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

StatusSold
Property TypeSingle Family Home
Listing TypeSale
Interior Size3,500 sq ft
Bedrooms5
Bathrooms6
Postal CodeM4W 3B3
Last UpdatedOct 7, 2026 · 9:06 p.m.

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Features & Amenities

  • View
  • Fireplace
  • Air Conditioning
  • Basement

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TRREB MLS® Attribution

MLS® C13660308

Listed by ROYAL LEPAGE REAL ESTATE SERVICES OXLEY REAL ESTATE

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®C13660308
TypeSingle Family Home
CityToronto C09

Team Filipe · RE/MAX · (647) 210-6070

Listed By

ROYAL LEPAGE REAL ESTATE SERVICES OXLEY REAL ESTATE