Listed for:Listed Sep 14, 2026
$10,995,000

266 Douglas Drive

Toronto (Rosedale-Moore Park), ON M4W 2C1

Detached House For Sale
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Sale & Price History for 266 Douglas Drive, Toronto, Rosedale-Moore Park

No listing history available

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About 266 Douglas Drive, Toronto, Rosedale-Moore Park

Summarized Description

  • Completely transformed estate residence in North Rosedale.
  • Spacious 5,825 sq ft living space with classic architecture.
  • Chef's kitchen features La Cornue range and Sub Zero fridges.
  • Heated inground pool with integrated hot tub and terraces.
  • Private garden oasis designed for relaxation and entertaining.
  • Convenient access to top-rated schools and local markets.
  • In-floor heating and two fireplaces for winter comfort.
  • Exceptional construction standards with premium finishes.

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.

Key Facts & Features

Property Costs

Annual Property Tax Amount
$32,480
Land Transfer Tax Fee
$602,650

Rental Items

Rental Equipment
NONE
Under Contract
None

Basement Type
Finished

Interior Features

Laundry Level
Upper Level
Interior Extras
Carpet Free, Generator - Partial
View
Park/Greenbelt, Garden, Panoramic
Security Features
Alarm System
Fireplace/Stove
Yes
Fireplace Features
Wood, Natural Gas, Family Room, Living Room
Elevator
No

Exterior Features

Exterior Extras
Lighting, Seasonal Living, Privacy, Landscape Lighting, Lawn Sprinkler System, Hot Tub, Patio, Landscaped, Porch
Pool
Inground
Property Features
Park, Place Of Worship, Public Transit, Ravine, Rec./Commun.Centre, School
Other Structures
Gazebo, Shed

Building

Building Type
Detached
Building Style
2-Storey
Approx Age
100+

Construction

Exterior Finish
Brick, Stucco (Plaster)
Roof
Asphalt Shingle
Foundation Details
Poured Concrete, Slab
Special Designation
Heritage

Lot

Lot Front
62.25 ft
Lot Depth
235.00 ft
Lot Size
62.25 x 235.00 Feet (Irregular)
Lot Shape
Rectangular
Lot Size Code
62.25 x 235.00 Feet (Irregular)

Inclusions

Inclusions
See Schedule B

Exclusions

Exclusions
See Schedule B

Parking & Garages

Garage Type
Attached
Garage Spaces
2
Parking Spaces
4
Total Garage And Parking Spaces
6

Heating & Cooling

Heat Source
Gas
Heat Type
Forced Air
Air Conditioning
Central Air
Water
Municipal
Sewers
Sewer

Bedrooms
4 + 1
Washrooms
6
Kitchens
1
Family / bonus room
Yes

Room sizes

  • Foyer—
    Main level, Marble Floor
  • Foyer—
    Main level, Marble Floor, B/I Shelves
  • Foyer—
    Main level, Marble Floor, Formal Rm, Plaster Ceiling
  • Room—
    Lower level
  • Bedroom 44.14 x 4.06
    Second level, B/I Closet, Hardwood Floor, 3 Pc Ensuite
  • Bedroom 53.76 x 3.63
    Lower level, 3 Pc Bath, Heated Floor, Window
  • Recreation6.58 x 6.32
    Lower level, Heated Floor, Wet Bar, Window
  • Laundry3.02 x 1.63
    Second level, Quartz Counter, Tile Floor, B/I Shelves
  • Breakfast6.45 x 4.50
    Main level, W/O To Patio, Wet Bar, Overlooks Pool
  • Utility Room—
    Lower level, Concrete Floor, Window, LED Lighting
  • Family Room6.68 x 5.13
    Main level, W/O To Patio, B/I Shelves, Overlooks Pool
  • Bedroom 26.05 x 4.17
    Second level, B/I Closet, Overlooks Park, 4 Pc Ensuite
  • Living Room6.76 x 4.24
    Main level, W/O To Terrace, Overlooks Park, Gas Fireplace
  • Kitchen4.72 x 4.19
    Main level, Stainless Steel Appl, Centre Island, Marble Counter
  • Bedroom 35.66 x 4.11
    Second level, B/I Closet, Overlooks Park, 3 Pc Ensuite
  • Primary Bedroom5.74 x 5.59
    Second level, W/O To Balcony, His and Hers Closets, 5 Pc Ensuite
  • Dining Room5.03 x 4.72
    Main level, W/O To Terrace, Overlooks Park, Bay Window

Washrooms

  • 2-piece, Main
  • 3-piece, Second
  • 4-piece, Second
  • 5-piece, Second
  • 3-piece, Lower

Area
Toronto C09
Municipality
Toronto
Neighbourhood
Rosedale-Moore Park
Main cross streets
East of Mt Pleasant
Zoning
Residential
Directions
Directly Facing Chorley Park

MLS® number
C13781026
Data source
Toronto Regional Real Estate Board
Listed on
2026-09-14
Updated on
2026-10-07
Days on market
33 days
Possession type
Other
Co-op commission
2.5% + HST
Seller
Listed by
SOTHEBY'S INTERNATIONAL REALTY CANADA

Home Market Value

Current home valuation for 266 Douglas Drive, Toronto, Rosedale-Moore Park, Toronto, ON. Listed for $10,995,000

HOMEH Estimate

?

$10,600,000

Estimated Sales Range

?

$6,360,000 - $14,840,000

HOMEH Estimate for 266 Douglas Drive, Toronto, Rosedale-Moore Park

Calculated with a real agent's CMA method — 45+ years of experience, codified. Not an AI guess.

$10,600,000Low confidence
Based on 7 comparable properties
+ $395,000 (4%) above our estimate
See the full analysisFree Every recent nearby sale behind this number

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Mortgage Payment Calculator

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Toronto, ON
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20% required for homes $1.5M or more

Minimum down payment

$2,199,000

Scenario 1 Scenario 2 Scenario 3 Scenario 4
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%
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%
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%
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+CMHC insurance
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=Total mortgage
$8,796,000$8,246,250$7,696,500$7,146,750
Amortization
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Payment frequency
=Mortgage payment
$42,947monthly$40,262monthly$37,578monthly$34,894monthly
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Land Transfer Tax

Provincial

$261,350

Municipal (Toronto)

$341,300

Total Land Transfer Tax

$602,650

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