Listed for:Listed May 4, 2026
$17,490,000

27 South Drive

Toronto (Rosedale-Moore Park), ON M4W 1R2

Detached House For Sale
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Sale & Price History for 27 South Drive, Toronto, Rosedale-Moore Park

No listing history available

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About 27 South Drive, Toronto, Rosedale-Moore Park

Summarized Description

  • Located in prestigious South Rosedale neighbourhood.
  • Immaculately restored Edwardian home with contemporary upgrades.
  • Elevator access across four meticulously designed levels.
  • Open concept chefs kitchen with custom pantry.
  • Climate-controlled wine cellar for 370 bottles.
  • Backyard oasis featuring a stunning pool and cabana.
  • Close to top-rated schools, dining, and parks.
  • Perfect blend of luxury, comfort, and serenity.

A prestigious home in the coveted neighbourhood of prime South Rosedale on a 50 X 296 ft lot. An immaculately refined restoration & contemporary renovation & expansion of this Edwardian home was masterfully executed under the direction of Architect Ray Murakami, Designer Ann Johnston, Landscape Architect Mark Hartley & was featured in OBJEKT Design Magazine. This beautiful masterpiece exemplifies a rare blend of luxury, comfort, & serenity spread across four meticulously designed levels with elevator overlooking a ravine oasis setting. A spectacular main floor layout with a breathtaking grande open concept chefs kitchen/family room with custom butlers/coffee pantry. A gorgeous study with fireplace, custom pocket doors, equipped with wet bar opens to a formal dining room with climate-controlled glass enclosed wine cellar for 370 bottles. Five Bedrooms, Nine Baths, and 6-car parking, a massage room, infra-red & rock combo sauna/steam, home gym & cold plunge bath, sound system & home theatre. A backyard oasis with a stunning pool, heated stone terraces & driveway, a luxurious all season cabana with a bar & louvre system pergola with breathtaking views & privacy of ravine, perfect for entertaining & peaceful solitude. Steps away from top-rated schools, TTC, Yonge St, gourmet dining, and lush parks. This is more than just a home -it's a haven and lifestyle where luxury meets comfort in one of the most desirable areas of the city on one of the most coveted streets. Drawings Available regarding 2 car garage.

Key Facts & Features

Property Costs

Annual Property Tax Amount
$45,260
Land Transfer Tax Fee
$992,350

Basement Type
Finished with Walk-Out, Separate Entrance

Interior Features

Laundry Level
Lower Level
Interior Extras
Other
Fireplace/Stove
Yes
Elevator
Yes

Exterior Features

Pool
Inground
Property Features
Park, Public Transit, Ravine, School, Wooded/Treed

Building

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

Construction

Exterior Finish
Brick
Roof
Not Applicable
Foundation Details
Not Applicable
Special Designation
Heritage

Lot

Lot Front
50.00 ft
Lot Depth
296.00 ft
Lot Size
50.00 x 296.00 Feet
Lot Size Code
50.00 x 296.00 Feet

Inclusions

Inclusions
See Schedule for Inclusions.

Exclusions

Exclusions
See Schedule for Exclusions.

Parking & Garages

Garage Type
Detached
Garage Spaces
0
Parking Spaces
6
Total Garage And Parking Spaces
6

Heating & Cooling

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

Bedrooms
5 + 1
Washrooms
8
Kitchens
2
Family / bonus room
Yes

Room sizes

  • Living Room6.02 x 4.41
    Main level, Hardwood Floor, Fireplace, Wet Bar
  • Dining Room5.13 x 4.26
    Main level, Hardwood Floor, Pocket Doors, Bay Window
  • Kitchen5.48 x 4.87
    Main level, Hardwood Floor, Breakfast Bar, W/O To Patio
  • Family Room5.48 x 4.87
    Main level, Hardwood Floor, Fireplace, Open Concept
  • Primary Bedroom7.26 x 5.80
    Second level, Walk-In Closet(s), 5 Pc Ensuite, W/O To Terrace
  • Bedroom 24.85 x 4.02
    Second level, Bay Window, Walk-In Closet(s), 3 Pc Ensuite
  • Bedroom 34.98 x 4.15
    Second level, Bay Window, Walk-In Closet(s), 3 Pc Ensuite
  • Bedroom 44.61 x 4.54
    Third level, Vaulted Ceiling(s), Walk-In Closet(s), 3 Pc Ensuite
  • Family Room5.60 x 3.07
    Third level, Hardwood Floor, B/I Shelves, W/O To Terrace
  • Exercise Room—
    Basement level, Mirrored Walls, Built-in Speakers, Soaking Tub
  • Recreation—
    Basement level, Window, Built-in Speakers, B/I Shelves
  • Bedroom 5—
    Basement level, Window, Double Closet, 3 Pc Ensuite
  • Mud Room—
    Main level
  • Media Room—
    Basement level
  • Laundry—
    Basement level

Washrooms

  • 5-piece
  • 4-piece
  • 3-piece
  • 2-piece

Area
Toronto C09
Municipality
Toronto
Neighbourhood
Rosedale-Moore Park
Main cross streets
Crescent and South
Directions
Crescent and South

MLS® number
C13078070
Data source
Toronto Regional Real Estate Board
Listed on
2026-05-04
Updated on
2026-05-05
Days on market
169 days
Possession type
90+ days
Co-op commission
2.5%
Seller
Listed by
HARVEY KALLES REAL ESTATE LTD.

Home Market Value

Current home valuation for 27 South Drive, Toronto, Rosedale-Moore Park, Toronto, ON. Listed for $17,490,000

HOMEH Estimate

?

$13,866,806

Estimated Sales Range

?

$8,320,084 - $19,413,528

HOMEH Estimate for 27 South Drive, Toronto, Rosedale-Moore Park

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

$13,866,806Low confidence
Based on 4 comparable properties
+ $3,623,194 (26%) above our estimate
See the full analysisFree Every recent nearby sale behind this number

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Mortgage Payment Calculator

Compare up to 4 down payment scenarios

$
Toronto, ON
Minimum Down Payment Required:20.0%

20% required for homes $1.5M or more

Minimum down payment

$3,498,000

Scenario 1 Scenario 2 Scenario 3 Scenario 4
−Down payment
%
$
%
$
%
$
%
$
+CMHC insurance
$0$0$0$0
=Total mortgage
$13,992,000$13,117,500$12,243,000$11,368,500
Amortization
Mortgage rate
%
%
%
%
Payment frequency
=Mortgage payment
$68,316monthly$64,046monthly$59,776monthly$55,507monthly
Are you a first time home buyer?

Land Transfer Tax

Provincial

$423,725

Municipal (Toronto)

$568,625

Total Land Transfer Tax

$992,350

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