21 Astley Avenue, Toronto

21 Astley Avenue
21 Astley Avenue
21 Astley Avenue
+44
4+1
 bed
6
 bath
6
 parking
3500 - 5000
 sqft
Detached
$4,595,000
For Sale
2 hours
 on site
$4,595,000
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Size
-
Lot size
8747 sqft
Street frontage
-
Possession
Flexible
Price per sqft
$919 - $1,313
Taxes
$23,564.12 (2026)
Parking Type
-
Style
3-Storey
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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.
Broker: ROYAL LEPAGE REAL ESTATE SERVICES OXLEY REAL ESTATE
MLS®#: C13660308
Property details
Parking:
6
Parking type:
-
Property type:
Detached
Heating type:
Forced Air
Style:
3-Storey
MLS Size:
3500-5000 sqft
Lot front:
42 Ft
Lot depth:
205 Ft
Listed on:
Aug 11, 2026
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Instant estimate:
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$144,080
lower than listed price
i
High
$4,637,285
Mid
$4,450,920
Low
$4,193,909
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About 21 Astley Avenue

21 Astley Avenue is a Toronto detached house for sale. It has been listed at $4595000 since August 2026. This 3500-5000 sqft detached house has 4+1 beds and 6 bathrooms. 21 Astley Avenue resides in the Toronto Rosedale neighbourhood, and nearby areas include Bennington Heights, Moore Park, Playter Estates and Davisville Village.

For those that love cooking, Summerhill Food Market is a 5-minute walk.

For those residents of 21 Astley Ave, Toronto without a car, you can get around rather easily. The closest transit stop is a Bus Stop (Douglas Dr at Douglas Dr - Chorley Park) and is not far connecting you to Toronto's public transit service. It also has route Sherbourne, and route Rosedale nearby. If you need to get on the highway often from 21 Astley Ave, Don Valley Parkway and Don Mills Rd has both on and off ramps and is within a few minutes drive.