Forgot password Extend Verify Contact

21 Fifeshire Road
St. Andrew-Windfields Toronto M2L 2G4

$6,995,000
Residential Freehold beds: 5+1 baths: 8.0

Main Photo: 21 Fifeshire Road, Toronto
Photo 1: 21 Fifeshire Road, Toronto
Photo 2: 21 Fifeshire Road, Toronto
Photo 3: 21 Fifeshire Road, Toronto
Photo 4: 21 Fifeshire Road, Toronto
Photo 5: 21 Fifeshire Road, Toronto
Photo 6: 21 Fifeshire Road, Toronto
Photo 7: 21 Fifeshire Road, Toronto
Photo 8: 21 Fifeshire Road, Toronto
Photo 9: 21 Fifeshire Road, Toronto
Photo 10: 21 Fifeshire Road, Toronto
Photo 11: 21 Fifeshire Road, Toronto
Photo 12: 21 Fifeshire Road, Toronto
Photo 13: 21 Fifeshire Road, Toronto
Photo 14: 21 Fifeshire Road, Toronto
Photo 15: 21 Fifeshire Road, Toronto
Photo 16: 21 Fifeshire Road, Toronto
Photo 17: 21 Fifeshire Road, Toronto
Photo 18: 21 Fifeshire Road, Toronto
Photo 19: 21 Fifeshire Road, Toronto
Photo 20: 21 Fifeshire Road, Toronto
Photo 21: 21 Fifeshire Road, Toronto
Photo 22: 21 Fifeshire Road, Toronto
Photo 23: 21 Fifeshire Road, Toronto
Photo 24: 21 Fifeshire Road, Toronto
Photo 25: 21 Fifeshire Road, Toronto
Photo 26: 21 Fifeshire Road, Toronto
Photo 27: 21 Fifeshire Road, Toronto
Photo 28: 21 Fifeshire Road, Toronto
Photo 29: 21 Fifeshire Road, Toronto
Photo 30: 21 Fifeshire Road, Toronto
Photo 31: 21 Fifeshire Road, Toronto
Photo 32: 21 Fifeshire Road, Toronto
Photo 33: 21 Fifeshire Road, Toronto
Photo 34: 21 Fifeshire Road, Toronto
Photo 35: 21 Fifeshire Road, Toronto
Photo 36: 21 Fifeshire Road, Toronto
Photo 37: 21 Fifeshire Road, Toronto
Photo 38: 21 Fifeshire Road, Toronto
Photo 39: 21 Fifeshire Road, Toronto
Photo 40: 21 Fifeshire Road, Toronto
Status:
Active
Prop. Type:
Residential Freehold
MLS® Num:
C13797004
Bedrooms:
5+1
Bathrooms:
8
Bespoke Residence Set On A Stunning 121' Wide Manicured Lot Which Stands Among The Finest In Prestigious Estates On The Much Sought After St. Andrew-Windfields Neighborhood. Encompassing Approximately 8,300 Square Feet Of Curated Living Space With Ideal Entertainment Flow, The Residence Is Defined By Imported Marble, Rich Hardwood, Tailored Lighting, And Refined Designer Detailing Throughout. Beyond A Tree-Lined Circular Drive, The Stately 6+1 Bedroom, 9 Bathroom Home Reveals A Grand Foyer Of Striking Elegance, Where A Soaring Cathedral Ceiling With Skylight Bathes The Interiors In Natural Light, Accentuating A Sweeping Natural Stone Staircase With Custom Brass And Wrought Iron Railings. Gracious Formal Living And Dining Rooms, Alongside A Distinguished Library Adorned In Brazilian Redwood, And A Custom Chef's Kitchen, Anchor The Main Level With Timeless Sophistication. A Charming Breakfast Area And Expansive Family Room Seamlessly Extend To The Rear Garden Oasis, Creating An Effortless Setting For Both Intimate Gatherings And Entertaining. The Primary Retreat Is A Sanctuary Unto Itself, Featuring A Tranquil Sitting Area With A Custom Fireplace, His And Hers Walk-In Closets, And Accompanying His-And-Hers Ensuites. Five Additional Bedrooms Complete The Second Level. The Lower Level Offers An Exceptional Extension Of Living Space, Including A Nanny Suite, Oversized Recreation Room, Full Bar, Exercise Room With Ensuite Sauna, Cedar Closet, And A Walk-Up To The Gardens, With Ample Opportunity For Further Customization. Outdoors, The Estate Impresses With A 20' X 40' Pool, Multiple Lounging And Entertaining Areas, An Expansive Stone Terrace, And A Serene Koi Pond, All Enveloped By Lush Landscaping To Ensure Ultimate Privacy. A Rare And Distinguished Offering In One Of The City's Most Coveted Enclaves.
Property Type:
Residential Freehold
Property Sub Type:
Detached
Home Style:
2-Storey
Total Approx Floor Area:
5000 +
Lot Depth:
178'4"
Lot Frontage:
121'11"
Direction Faces:
North
Bedrooms:
5+1
Bathrooms:
8.0
Water supply:
Municipal
Kitchens:
1
Bedrooms Above Grade:
5
Bedrooms Below Grade:
1
Kitchens Above Grade:
1
Rooms Above Grade:
12
Rooms Below Grade:
3
Heating type:
Forced Air
Heating Fuel:
Gas
Fireplaces:
4
Foundation:
Concrete
Roof:
Shingles
Basement:
Walk-Up, Finished
Fireplace/Stove:
Yes
Garage:
Built-In
Garage Spaces:
2.0
Parking Features:
Circular Drive
Parking Spaces:
12
Total Parking Spaces:
14.0
Family Room:
Yes
Possession Details:
TBD
Lot Irregularities:
East Depth 165.21'
Pool:
Inground
Link:
No
HST Applicable To Sale Price:
Included In
Taxes:
$23,377 / 2025
Assessment:
$- / -
Toronto
Toronto C12
St. Andrew-Windfields
Golf, Hospital, Library, Park, School
Auto Garage Door Remote, Central Vacuum, ERV/HRV, Sauna, Steam Room, Water Heater
Paul Bocuse 4-Burner Gas Range Plus Griddle And Double Oven, Hood Fan, Sub-Zero Fridge, Sub-Zero Freezer, KitchenAid Dishwasher, Panasonic Speed Oven, LG Washer/Dryer, All Elfs, and Window Covs
Stucco (Plaster)
Floor
Type
Size
Other
Main
Foyer
9'6" × 7'5"
Marble Floor, Double Closet, Crown Moulding
Main
Living Room
10'10" × 9'6"
Hardwood Floor, Picture Window, Overlooks Frontyard
Second
Bedroom 5
6'3" × 3'3"
Double Closet, Hardwood Floor, Combined w/Sitting
Main
Kitchen
7'11" × 4'4"
Breakfast Area, Centre Island, Marble Floor
Main
Dining Room
10'10" × 4'5"
Bay Window, Crown Moulding, Overlooks Living
Lower
Bedroom
10'5" × 6'10"
3 Pc Ensuite, Pot Lights, Closet
Main
Family Room
11'4" × 7'11"
W/O To Terrace, Skylight, Fireplace
Second
Bedroom 3
10'10" × 4'9"
Closet, Overlooks Backyard, Hardwood Floor
Second
Bedroom 2
10'5" × 4'4"
Hardwood Floor, Double Closet, Overlooks Frontyard
Lower
Recreation
13'11" × 9'9"
Wet Bar, Fireplace, Above Grade Window
Second
Bedroom 4
4'3" × 3'3"
Hardwood Floor, Overlooks Garden, Double Closet
Second
Primary Bedroom
12'7" × 7'4"
5 Pc Ensuite, Walk-In Closet(s), Combined w/Sitting
Main
Office
7'9" × 6'5"
Fireplace, Overlooks Frontyard, Hardwood Floor
Special Designation:
Unknown
Sewers:
Sewer
Air Conditioning:
Central Air
Central Vacuum:
Yes
Seller Property Info Statement:
No
Laundry Level:
Main Level
Date Listed:
Sep 17, 2026
Original Price:
Previous Price:
  • Photo 1: 21 Fifeshire Road, Toronto
    Photo 1 of 40
  • Photo 2: 21 Fifeshire Road, Toronto
    Photo 2 of 40
  • Photo 3: 21 Fifeshire Road, Toronto
    Photo 3 of 40
  • Photo 4: 21 Fifeshire Road, Toronto
    Photo 4 of 40
  • Photo 5: 21 Fifeshire Road, Toronto
    Photo 5 of 40
  • Photo 6: 21 Fifeshire Road, Toronto
    Photo 6 of 40
  • Photo 7: 21 Fifeshire Road, Toronto
    Photo 7 of 40
  • Photo 8: 21 Fifeshire Road, Toronto
    Photo 8 of 40
  • Photo 9: 21 Fifeshire Road, Toronto
    Photo 9 of 40
  • Photo 10: 21 Fifeshire Road, Toronto
    Photo 10 of 40
  • Photo 11: 21 Fifeshire Road, Toronto
    Photo 11 of 40
  • Photo 12: 21 Fifeshire Road, Toronto
    Photo 12 of 40
  • Photo 13: 21 Fifeshire Road, Toronto
    Photo 13 of 40
  • Photo 14: 21 Fifeshire Road, Toronto
    Photo 14 of 40
  • Photo 15: 21 Fifeshire Road, Toronto
    Photo 15 of 40
  • Photo 16: 21 Fifeshire Road, Toronto
    Photo 16 of 40
  • Photo 17: 21 Fifeshire Road, Toronto
    Photo 17 of 40
  • Photo 18: 21 Fifeshire Road, Toronto
    Photo 18 of 40
  • Photo 19: 21 Fifeshire Road, Toronto
    Photo 19 of 40
  • Photo 20: 21 Fifeshire Road, Toronto
    Photo 20 of 40
  • Photo 21: 21 Fifeshire Road, Toronto
    Photo 21 of 40
  • Photo 22: 21 Fifeshire Road, Toronto
    Photo 22 of 40
  • Photo 23: 21 Fifeshire Road, Toronto
    Photo 23 of 40
  • Photo 24: 21 Fifeshire Road, Toronto
    Photo 24 of 40
  • Photo 25: 21 Fifeshire Road, Toronto
    Photo 25 of 40
  • Photo 26: 21 Fifeshire Road, Toronto
    Photo 26 of 40
  • Photo 27: 21 Fifeshire Road, Toronto
    Photo 27 of 40
  • Photo 28: 21 Fifeshire Road, Toronto
    Photo 28 of 40
  • Photo 29: 21 Fifeshire Road, Toronto
    Photo 29 of 40
  • Photo 30: 21 Fifeshire Road, Toronto
    Photo 30 of 40
  • Photo 31: 21 Fifeshire Road, Toronto
    Photo 31 of 40
  • Photo 32: 21 Fifeshire Road, Toronto
    Photo 32 of 40
  • Photo 33: 21 Fifeshire Road, Toronto
    Photo 33 of 40
  • Photo 34: 21 Fifeshire Road, Toronto
    Photo 34 of 40
  • Photo 35: 21 Fifeshire Road, Toronto
    Photo 35 of 40
  • Photo 36: 21 Fifeshire Road, Toronto
    Photo 36 of 40
  • Photo 37: 21 Fifeshire Road, Toronto
    Photo 37 of 40
  • Photo 38: 21 Fifeshire Road, Toronto
    Photo 38 of 40
  • Photo 39: 21 Fifeshire Road, Toronto
    Photo 39 of 40
  • Photo 40: 21 Fifeshire Road, Toronto
    Photo 40 of 40
Listed by RE/MAX REALTRON BARRY COHEN HOMES INC.
Data was last updated September 21, 2026 at 06:16 PM (UTC)
powered by myRealPage.com