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Detached for sale at 21 Astley Avenue, Toronto C09 - 5 bedroom, 6 bathroom - Photo 1 of 47
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Detached for sale at 21 Astley Avenue, Toronto C09 - 5 bedroom, 6 bathroom - Photo 47 of 47
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Active

$4,595,000

21 Astley Ave

Toronto C09, ON M4W 3B3

21 Astley Ave, Toronto C09Listed at $4,595,000. 5 bedroom, 6 bathroom 3-Storey Detached. MLS® C13660308.

New this week
5Beds
6Baths
3500-5000sqft
Detached
3-Storey
6Parking
$23,564.12Taxes/yr · 2026

What's this home worth?

Get a free estimate for 21 Astley Ave

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 TypeDetached
Style3-Storey
CommunityRosedale-Moore Park
Rooms9+3
Kitchens1
Washrooms6
Square Feet3500-5000 sqft
Lot Dimensions42.67 × 205 ft
Fronting OnEast
Dir/Cross StGlen and Douglas
Garage TypeBuilt-In
Garage Parking Spaces2
DrivePrivate Double
Parking Drive Spaces4
Total Parking Spaces6
ExteriorBrick Veneer
RoofAsphalt Shingle
FoundationUnknown
BasementFinished
Fireplace FeaturesYes
Heating TypeForced Air
Heating SourceGas
A/CCentral Air
SewersSewer
Taxes (2026)$23,564.12
HSTIncluded In
Listed Date8/11/2026
Days on Market7 days
PossessionTBD
Same-day showings available
5.0Rated 5 stars on Google ReviewsWhatsApp Us About This Listing

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Home Value
Estimate

Listing Courtesy of: ROYAL LEPAGE REAL ESTATE SERVICES OXLEY REAL ESTATE

MLS® #C13660308

TRREBMLS®

The listing data is provided under copyright by the Toronto Regional Real Estate Board (TRREB). The listing data is deemed reliable but is not guaranteed accurate by TRREB. The trademarks REALTOR®, REALTORS®, and the REALTOR® logo are controlled by The Canadian Real Estate Association (CREA) and identify real estate professionals who are members of CREA. The trademarks MLS®, Multiple Listing Service® and the associated logos are owned by CREA and identify the quality of services provided by real estate professionals who are members of CREA. Used under license.

© 2026 Toronto Regional Real Estate Board. All rights reserved.

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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).

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.

TTC subway & streetcar networkWorld-class dining & entertainmentUniversity of Toronto & major hospitals nearbyWaterfront trails & ravine parks
Walkability: Highly walkable — many neighbourhoods score 80+ on Walk Score
View full Toronto neighbourhood guide →