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Detached for sale at 21 Bearwood Drive, Toronto W08 - 4 bedroom, 5 bathroom - Photo 1 of 22
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$2,929,999

21 Bearwood Dr

Toronto W08, ON M9A 4G5

21 Bearwood Dr, Toronto W08Listed at $2,929,999. 4 bedroom, 5 bathroom 2-Storey Detached. MLS® W13770162.

Possession · seller's timeline

Flexible

4Beds
5Baths
2000-2500sqft
Detached
2-Storey
8Parking
$11,348.53Taxes/yr · 2026

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Description

Where timeless elegance meets modern luxury, this exceptional residence is set on a coveted cul-de-sac just steps from James Gardens. Renovated in 2016, the home features extensive custom millwork, marble and porcelain finishes, oak hardwood floors, and a premium Jenn Air kitchen. It offers 4 bedrooms, 4.5 bathrooms, an open-concept family room with fireplace, and an oak paneled study/home office. The true pièce de résistance is the spectacular multi-tier backyard oasis. Walk out from the upper level to an expansive entertainment deck with a structural canopy and Jacuzzi retreat overlooking manicured grounds. The fully finished walkout basement features a custom wet Bar, entertainment lounge, workout area, spacious laundry room, and direct access to the tranquil backyard and outdoor BBQ area, creating a seamless two-level setting for entertaining. Located in the prestigious Edenbridge-Humber Valley neighborhood, close to mature Parkland, top Schools, Humber River trails, Transit, and Golf clubs, this home offers privacy, elegance, and immediate enjoyment, with excellent long-term potential.

Property Details

Property TypeDetached
Style2-Storey
CommunityEdenbridge-Humber Valley
Rooms9+4
Kitchens1
Washrooms5
Square Feet2000-2500 sqft
Lot Dimensions42.7 × 100 ft
Fronting OnSouth
Dir/Cross StEdenbridge Drive
Garage TypeAttached
Garage Parking Spaces2
Parking Drive Spaces6
Total Parking Spaces8
ExteriorStone, Stucco (Plaster)
RoofAsphalt Shingle
FoundationUnknown
BasementFinished with Walk-Out
Fireplace FeaturesYes
Heating TypeForced Air
Heating SourceGas
A/CCentral Air
SewersSewer
Taxes (2026)$11,348.53
HSTIncluded In
Listed Date9/11/2026
Days on Market9 days
PossessionFlexible

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Listing Courtesy of: HOMELIFE LANDMARK REALTY INC.

MLS® #W13770162

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 Bearwood Drive

This detached (2-Storey) is located in the Edenbridge-Humber Valley neighbourhood of Toronto.

The home offers 4 bedrooms, 5 bathrooms.

Features include a finished with walk-out basement, 8 parking spaces including a 2-car garage, a fireplace.

Additional details: lot dimensions of 42.7 × 100 feet.

Listed at $2,929,999 CAD with annual property taxes of $11,348.53 (2026).

About Toronto Real Estate

This Detached is located in the Edenbridge-Humber Valley 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 →