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21 Fifeshire Road

21 Fifeshire Road

Toronto C12, ON

  • 6 bed
  • 8 bath
  • approx. 5000 + sqft
  • Detached
  • 93 days on market
$7,500,000

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.

Listing Details

Taxes (2025)
$23,377
Listed
June 5, 2026

Price History

Property

Style
2-Storey
Construction
Stucco (Plaster)
Roof
Shingles
Foundation
Concrete
Interior
Auto Garage Door Remote, Central Vacuum, ERV/HRV, Sauna, Steam Room, Water Heater
Lot Size
121.89 x 178.36 Feet

Parking

Garage
Built-In
Covered Spaces
2
Total Parking
14

Utilities

Sewer
Sewer
Heat Source
Gas

Location & Legal

Cross Street
Bayview Ave and York Mills Rd
Parcel Number
100980646
Possession
Other
Occupancy
Owner

Included

Inclusions
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

Schools

Elementary

  • St Andrew's Middle School0.3 km

    Public · Toronto DSB · 370 students

    Grade 6 math: 69% met the provincial standard

  • Owen Public School0.6 km

    Public · Toronto DSB · 415 students

    Grade 3 reading: 56% met the provincial standard

  • Harrison Public School1 km

    Public · Toronto DSB · 95 students

    Grade 3 reading: 82% met the provincial standard

Secondary

  • York Mills Collegiate Institute1.3 km

    Public · Toronto DSB · 1295 students

    Grade 10 literacy: 96% met the provincial standard

  • École secondaire Étienne-Brûlé1.5 km

    French public · CS Viamonde · 225 students

    Grade 10 literacy: 98% met the provincial standard

  • Cardinal Carter Academy for the Arts2 km

    Catholic · Toronto CDSB · 665 students

    Grade 10 literacy: 97% met the provincial standard

Straight-line distance. Nearby schools are not necessarily the assigned schools — confirm catchment with the school board. Scores are EQAO provincial test results for 2024-2025.

Community

Postal area M2L

Population
11,274
Private dwellings
4,181
Median age
46.4
Average household size
2.8
Median household income
$133,000

Source: Statistics Canada, 2021 Census of Population, catalogue 98-401-X2021013. Adapted from Statistics Canada. This does not constitute an endorsement by Statistics Canada of this product.

Local market

Residential Freehold in Toronto C12 · last 12 months

Median sold price
$2,175,000
Homes sold
256
Median days on market
29
Sale-to-list price
94.6%

Based on 256 recorded sales of residential freehold properties in Toronto C12 over the last 12 months.

Rooms

2-piece, 2 × 5-piece, 6-piece, 2 × 4-piece, 2 × 4-piece

Second

  • Bedroom 221'5" x 13'3"
  • Bedroom 316'1" x 12'11"
  • Bedroom 410'10" x 10'4"
  • Bedroom 514' x 10'10"
  • Primary Bedroom

Main

  • Dining Room14'9" x 12'11"
  • Family Room24'8" x 14'8"
  • Foyer31'6" x 11'7"
  • Kitchen14'8" x 13'3"
  • Living Room31'6" x 12'11"
  • Office21'4" x 17'6"

Lower

  • Bedroom14'3" x 12'9"
  • Recreation37'3" x 12'6"

Listed by

RE/MAX REALTRON BARRY COHEN HOMES INC.

Walk Score

48

Walk

60

Transit

35

Bike

Scores by Walk Score®

Mortgage Calculator

$1,500,000

Estimated Monthly Payment

$36,845

Land transfer tax

Estimated land transfer tax$173,975

Ontario land transfer tax only. An estimate — not legal or financial advice. Municipal land transfer tax applies in Toronto and is not included.

Investment Analysis

No recent nearby lease data. Enter a rent to see the numbers.

Mortgage: $36,845/mo (20% down, 5.5%)

Taxes: $1,948/mo · Insurance: $1,875/mo

Estimates only. Consult a financial advisor.

R

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