266 Douglas Drive, Toronto

266 Douglas Drive
266 Douglas Drive
266 Douglas Drive
+20
4+1
 bed
6
 bath
6
 parking
3500 - 5000
 sqft
Detached
$10,995,000
Instant Estimate Not Available
For Sale
10 hours
 on site
$10,995,000
Instant Estimate Not Available
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Size
-
Lot size
14628 sqft
Street frontage
-
Possession
Other
Price per sqft
$2,199 - $3,141
Taxes
$32,480.28 (2026)
Parking Type
-
Style
2-Storey
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Description
One of North Rosedale's most admired and coveted estate residences, originally built in 1921, has undergone a complete transformation and expansion under the meticulous care of Karen Kayne Design. Directly facing the lawns and lush mature trees of Chorley Park, this magnificent residence sits on an extraordinary 62 by 235-foot lot spanning a full one-third of an acre. A large covered front verandah offers a peaceful vantage point to enjoy the surrounding green landscape. Inside, approximately 5,825 sq ft of total living space (across all levels) gracefully combines classic architecture with a warm atmosphere of refinement. Top-tier finishes abound. The chef's kitchen has a La Cornue range at its centre, along with 2 Sub Zero fridges and 2 Miele dishwashers. Formal and casual dining can be enjoyed both indoors and out. The ultra-private and exceptionally deep back garden (with magnificent trees, hedges and plantings) serves as a remarkable outdoor oasis, carefully crafted for both quiet relaxation and formal entertaining. Square-cut Hampton limestone terraces and stone patios frame a heated inground concrete pool, complete with an integrated hot tub and two dedicated change rooms. An intimate covered dining terrace overlooks the pool. Stellar construction standards are evident throughout, highlighted by exceptional windows and doors. Winters are managed easily thanks to 2 fireplaces and the attached heated garage (with custom built-ins) for 2 tandem cars, paired with a heated concrete driveway accommodating four additional vehicles. In-floor heating in every room. Coveted public and Catholic schools are within easy walking distance, as is top rated K-12 Branksome Hall for girls. Daily errands and gourmet provisions are a short walk away to Summerhill Market. Step onto the Beltline Trail to jog or walk the dog through scenic nature trails, taking you straight down to the vibrant Saturday farmers' market at Evergreen Brick Works.
Broker: SOTHEBY'S INTERNATIONAL REALTY CANADA
MLS®#: C13781026
Property details
Parking:
6
Parking type:
-
Property type:
Detached
Heating type:
Forced Air
Style:
2-Storey
MLS Size:
3500-5000 sqft
Lot front:
62 Ft
Lot depth:
235 Ft
Listed on:
Sep 14, 2026
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Instant estimate:
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About 266 Douglas Drive

266 Douglas Drive is a Toronto detached house for sale. 266 Douglas Drive has an asking price of $10995000, and has been on the market since September 2026. This 3500-5000 sqft detached house has 4+1 beds and 6 bathrooms. 266 Douglas Drive resides in the Toronto Rosedale neighbourhood, and nearby areas include Moore Park, Bennington Heights, Playter Estates and Davisville Village.

For those that love cooking, Summerhill Food Market is a 3-minute walk.

For those residents of 266 Douglas Dr, Toronto without a car, you can get around quite easily. The closest transit stop is a Bus Stop (Douglas Dr at Douglas Dr - Chorley Park) and is only steps away connecting you to Toronto's public transit service. It also has route Sherbourne, and route Rosedale nearby. Access to Don Valley Parkway from 266 Douglas Dr is within a few minutes drive, making it easy for those driving to get into and out of the city