266 Douglas Dr, Toronto, Ontario, M4W 2C1





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.
Home Details
List Date
2026-09-14
Style
2-Storey
Type
Detached
Status
Active
Year Built
100+
Features
Bedrooms
4+1
Bathrooms
6
Heating
Forced Air
Cooling
-
Parking
6 Spaces
Appliances & Equipment
Inclusions
See Schedule B
Exterior
Construction
Brick
Water & Sewer
Municipal
Lot Size
62.25 x 235 Feet
Garage
Attached
Taxes
$32K (2026)
Listing Brokerage
Brokerage Name
SOTHEBY'S INTERNATIONAL REALTY CANADA

RealtHer Group
Real Estate Brokers
RE/MAX Metropolis
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