trreb/IMG-C13781026_52b6d6fc-c1cb-4973-86e7-6174d2351388-l.jpg
5 days on Market

266 Douglas Dr, Toronto, Ontario M4W 2C1

Detached
4 + 1
6
~3500-5000 sqft
$10,995,000
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Detached
4 + 1
6
~3500-5000 sqft

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Highlights

Property Estimate

Days on market5 days

Estimated valueNot available

Price/Sqft$2,670/sqft

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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.


Property Details

Style2-Storey
ViewPark/Greenbelt, Garden, Panoramic
Age of property100+
SqFt~3500-5000 SqFt
Lot Size14,628 SqFt(235 x 62.25)
Parking Spaces6
MLS ®NumberC13781026
Community NameRosedale
Data SourceTRREB
Listing bySOTHEBY'S INTERNATIONAL REALTY CANADA

Features

Heating: Forced Air
Cooling: Central Air
Fireplace
Basement: Finished

Main Floor

Living

6.76 x 4.24

W/O To Terrace / O/Looks Park / Gas Fireplace

Dining

5.03 x 4.72

W/O To Terrace / O/Looks Park / Bay Window

Kitchen

4.72 x 4.19

Stainless Steel Appl / Centre Island / Marble Counter

Breakfast

6.45 x 4.5

W/O To Patio / Wet Bar / O/Looks Pool


Features

Lot size: 14,628 SqFt
Pool: Inground

Parking

Garage spaces 2

Garage type Attached

Other parking spaces 4

Total parking spaces 6


Property History

Sep 14, 2026
ListedActive
$10,995,000
5 days on market
history photo preview23
Listing by trreb®
Property listed by SOTHEBY'S INTERNATIONAL REALTY CANADA, Brokerage
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Market Data - Rosedale

Geo Zone Map ThumbnailRosedale

Balanced Market

View Market Data

Detached house - for the past 30 days

Buyer's market Seller's market

Avg. Days on Market

Past 30 days

56 days

Compared to

2025

41 days

2024

53 days

2023

0 day

New Listings

Past 30 days

6 listings

Compared to

2025

6 listings

2024

3 listings

2023

2 listings

Units sold

Past 30 days

7 units

Compared to

2025

3 units

2024

2 units

2023

0 unit

Median Sold Price

Past 30 days

$4,140,000

Compared to

2025

$7,200,000

2024

$6,247,500


Population and Demographics

Overview

Total population 13240
Average household income $365,993

Age (%)

0 to 19
14%
20 to 34
23%
35 to 49
18%
50 to 64
21%
65 and plus
23%

Household composition (%)

Single family
48%
Single person
45%
Multi person
7%
Multi family
0%

Mother tongue (%)

English
77%
Others
4%
Mandarin
3%
Spanish
3%
French
3%
Iranian Persian
2%
Yue (Cantonese)
2%
Russian
1%
Tagalog (Pilipino, Filipino)
1%

House tenancy (%)

Owners
51%
Renters
49%

What’s nearby?Essentials within 5 km

Local Logic

Transportation Scores

Estimated Budget