266 Douglas Drive For Sale

266 Douglas Drive in Toronto for sale

CLICK TO UNLOCK

MLS #:
C13781026 Type:
Detached, 2-Storey Approx. SQFT:
3500-5000 Basement:
Finished

4+1

62.25 x 235 ft lot

PROPERTY HISTORY

List Date	List Price	Last Status	Sold Date	Sold Price	Days On Market
0000-00-00	$00000	Ter	N/A	N/A	N/A
0000-00-00	$00000	Ter	N/A	N/A	N/A
0000-00-00	$00000	Sld	Feb 16, 2013	$3,100,000
0000-00-00	$00000	Dft	N/A	N/A	N/A

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.

Date Listed: Monday, September 14, 2026
Listing Brokerage: Sotheby'S International Realty Canada - Disclaimer: The information contained in this listing has not been verified by Sotheby'S International Realty Canada and should be verified by the buyer.
City: Toronto
More 4 bedrooms homes for sale in Toronto
Neighbourhood: Rosedale-Moore Park
Major Intersection: East of Mt Pleasant
Full Address: 266 Douglas Drive, Toronto, M4W 2C1, Canada, ON, Canada
Living Room: W/O To Terrace, O/Looks Park, Gas Fireplace
Kitchen: Stainless Steel Appl, Centre Island, Marble Counter
Family Room: W/O To Patio, B/I Shelves, O/Looks Pool
Amenities:
Taxes: $32,480.28 (2026)

Living22 x 14 ft308 sq ft

Dining17 x 15 ft255 sq ft

Kitchen15 x 14 ft210 sq ft

Breakfast21 x 15 ft315 sq ft

Family22 x 17 ft374 sq ft

Primary19 x 18 ft342 sq ft

2nd Br20 x 14 ft280 sq ft

3rd Br19 x 13 ft247 sq ft

4th Br14 x 13 ft182 sq ft

Laundry10 x 5 ft50 sq ft

Rec22 x 21 ft462 sq ft

5th Br12 x 12 ft144 sq ft

Utility13 x 9 ft117 sq ft

Recently sold comparables in Rosedale-Moore Park

Sold 79 days ago.

1111 Hemlock Point Side Road N

Medora, Muskoka Lakes #X13525752

4 BED 4 BATH

$10,000,000

Similar homes for sale

Listed 9 days ago.

4 Jean Street

Rosedale-Moore Park, Toronto #C13815542

4 BED 2 BATH

$1,399,000

Estimate (Sep 22) $1,529,722

Listed 68 days ago.

12 Dale Avenue

Guildwood, Toronto #E13606340

4 BED 5 BATH

$1,499,000

Estimate (Jul 26) $1,546,041

Listed 57 days ago.

20 Torrens Avenue

Broadview North, Toronto #E13638278

4+1 BED 3 BATH

$1,599,000

Estimate (Aug 05) $1,660,411

Listed 3 days ago.

6 Jean Street

Rosedale-Moore Park, Toronto #C13836076

4 BED 2 BATH

$1,999,000

Estimate (Sep 28) $2,100,386

Listed 6 days ago.

112 Southvale Drive

Leaside, Toronto #C13830522

4+1 BED 3 BATH

$2,195,000

Estimate (Sep 25) $2,172,524

Listed 2 days ago.

61 Hanna Road

Leaside, Toronto #C13838276

4 BED 4 BATH

$2,199,000

Estimate (Sep 29) $2,254,512

Listed 79 days ago.

128 Floyd Avenue

Broadview North, Toronto #E13560172

4+1 BED 6 BATH

$2,199,000

Estimate (Jul 14) $2,254,693

Listed 8 days ago.

5 Jean Street

Rosedale-Moore Park, Toronto #C13820574

4 BED 4 BATH

$2,395,000

Estimate (Sep 23) $2,463,968

Listed 8 days ago.

335 St Clair Avenue E

Rosedale-Moore Park, Toronto #C13818940

4+1 BED 4 BATH

$2,588,000

Estimate (Sep 23) $2,608,049

Listed 153 days ago.

44 Standish Avenue

Rosedale-Moore Park, Toronto #C13069976

4+1 BED 5 BATH

$2,998,000

Estimate (May 01) $3,151,224

Schedule a private showing of this property with an experienced member of our team.

9:30

10:00

10:30

11:00

11:30

12:00

12:30

1:00

1:30

2:00

2:30

3:00

3:30

4:00

4:30

5:00

5:30

I agree to be contacted by By Jesse and Joe Realtor Group via call, email, and text. To opt-out, you can reply 'stop' at any time or click the unsubscribe link in the emails. Message and data rates may apply. Terms of Use & Privacy Policy

SCHEDULE

266 Douglas Drive in Toronto for sale