Proudly Canadian
Detached for sale at 21 Fifeshire Road, Toronto C12 - 6 bedroom, 8 bathroom - Photo 1 of 40
Detached for sale at 21 Fifeshire Road, Toronto C12 - 6 bedroom, 8 bathroom - Photo 2 of 40
Detached for sale at 21 Fifeshire Road, Toronto C12 - 6 bedroom, 8 bathroom - Photo 3 of 40
Detached for sale at 21 Fifeshire Road, Toronto C12 - 6 bedroom, 8 bathroom - Photo 4 of 40
Detached for sale at 21 Fifeshire Road, Toronto C12 - 6 bedroom, 8 bathroom - Photo 5 of 40
Detached for sale at 21 Fifeshire Road, Toronto C12 - 6 bedroom, 8 bathroom - Photo 6 of 40
Detached for sale at 21 Fifeshire Road, Toronto C12 - 6 bedroom, 8 bathroom - Photo 7 of 40
Detached for sale at 21 Fifeshire Road, Toronto C12 - 6 bedroom, 8 bathroom - Photo 8 of 40
Detached for sale at 21 Fifeshire Road, Toronto C12 - 6 bedroom, 8 bathroom - Photo 9 of 40
Detached for sale at 21 Fifeshire Road, Toronto C12 - 6 bedroom, 8 bathroom - Photo 10 of 40
Detached for sale at 21 Fifeshire Road, Toronto C12 - 6 bedroom, 8 bathroom - Photo 11 of 40
Detached for sale at 21 Fifeshire Road, Toronto C12 - 6 bedroom, 8 bathroom - Photo 12 of 40
Detached for sale at 21 Fifeshire Road, Toronto C12 - 6 bedroom, 8 bathroom - Photo 13 of 40
Detached for sale at 21 Fifeshire Road, Toronto C12 - 6 bedroom, 8 bathroom - Photo 14 of 40
Detached for sale at 21 Fifeshire Road, Toronto C12 - 6 bedroom, 8 bathroom - Photo 15 of 40
Detached for sale at 21 Fifeshire Road, Toronto C12 - 6 bedroom, 8 bathroom - Photo 16 of 40
Detached for sale at 21 Fifeshire Road, Toronto C12 - 6 bedroom, 8 bathroom - Photo 17 of 40
Detached for sale at 21 Fifeshire Road, Toronto C12 - 6 bedroom, 8 bathroom - Photo 18 of 40
Detached for sale at 21 Fifeshire Road, Toronto C12 - 6 bedroom, 8 bathroom - Photo 19 of 40
Detached for sale at 21 Fifeshire Road, Toronto C12 - 6 bedroom, 8 bathroom - Photo 20 of 40
Detached for sale at 21 Fifeshire Road, Toronto C12 - 6 bedroom, 8 bathroom - Photo 21 of 40
Detached for sale at 21 Fifeshire Road, Toronto C12 - 6 bedroom, 8 bathroom - Photo 22 of 40
Detached for sale at 21 Fifeshire Road, Toronto C12 - 6 bedroom, 8 bathroom - Photo 23 of 40
Detached for sale at 21 Fifeshire Road, Toronto C12 - 6 bedroom, 8 bathroom - Photo 24 of 40
Detached for sale at 21 Fifeshire Road, Toronto C12 - 6 bedroom, 8 bathroom - Photo 25 of 40
Detached for sale at 21 Fifeshire Road, Toronto C12 - 6 bedroom, 8 bathroom - Photo 26 of 40
Detached for sale at 21 Fifeshire Road, Toronto C12 - 6 bedroom, 8 bathroom - Photo 27 of 40
Detached for sale at 21 Fifeshire Road, Toronto C12 - 6 bedroom, 8 bathroom - Photo 28 of 40
Detached for sale at 21 Fifeshire Road, Toronto C12 - 6 bedroom, 8 bathroom - Photo 29 of 40
Detached for sale at 21 Fifeshire Road, Toronto C12 - 6 bedroom, 8 bathroom - Photo 30 of 40
Detached for sale at 21 Fifeshire Road, Toronto C12 - 6 bedroom, 8 bathroom - Photo 31 of 40
Detached for sale at 21 Fifeshire Road, Toronto C12 - 6 bedroom, 8 bathroom - Photo 32 of 40
Detached for sale at 21 Fifeshire Road, Toronto C12 - 6 bedroom, 8 bathroom - Photo 33 of 40
Detached for sale at 21 Fifeshire Road, Toronto C12 - 6 bedroom, 8 bathroom - Photo 34 of 40
Detached for sale at 21 Fifeshire Road, Toronto C12 - 6 bedroom, 8 bathroom - Photo 35 of 40
Detached for sale at 21 Fifeshire Road, Toronto C12 - 6 bedroom, 8 bathroom - Photo 36 of 40
Detached for sale at 21 Fifeshire Road, Toronto C12 - 6 bedroom, 8 bathroom - Photo 37 of 40
Detached for sale at 21 Fifeshire Road, Toronto C12 - 6 bedroom, 8 bathroom - Photo 38 of 40
Detached for sale at 21 Fifeshire Road, Toronto C12 - 6 bedroom, 8 bathroom - Photo 39 of 40
Detached for sale at 21 Fifeshire Road, Toronto C12 - 6 bedroom, 8 bathroom - Photo 40 of 40
1 / 4037 locked
View on map
Active
NEW

$6,995,000

21 Fifeshire Rd

Toronto C12, ON M2L 2G4

21 Fifeshire Rd, Toronto C12Listed at $6,995,000. 6 bedroom, 8 bathroom 2-Storey Detached. MLS® C13797004.

Just listed — 2 days ago
6Beds
8Baths
5000 +sqft
Detached
2-Storey
14Parking
$23,377Taxes/yr · 2025

What's this home worth?

Get a free estimate for 21 Fifeshire Rd

Description

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 Details

Property TypeDetached
Style2-Storey
CommunitySt. Andrew-Windfields
Rooms12+3
Kitchens1
Washrooms8
Square Feet5000 + sqft
Lot Dimensions121.89 × 178.36 ft
Fronting OnNorth
Dir/Cross StBayview Ave and York Mills Rd
Garage TypeBuilt-In
Garage Parking Spaces2
DriveCircular Drive
Parking Drive Spaces12
Total Parking Spaces14
ExteriorStucco (Plaster)
RoofShingles
FoundationConcrete
BasementWalk-Up, Finished
Fireplace FeaturesYes
Heating TypeForced Air
Heating SourceGas
A/CCentral Air
SewersSewer
PoolInground
Taxes (2025)$23,377
HSTIncluded In
Listed Date9/17/2026
Days on Market2 days
PossessionTBD
Same-day showings available
5.0Rated 5 stars on Google ReviewsWhatsApp Us About This Listing

Property Insights

Home Value
Estimate

Listing Courtesy of: RE/MAX REALTRON BARRY COHEN HOMES INC.

MLS® #C13797004

TRREBMLS®

The listing data is provided under copyright by the Toronto Regional Real Estate Board (TRREB). The listing data is deemed reliable but is not guaranteed accurate by TRREB. The trademarks REALTOR®, REALTORS®, and the REALTOR® logo are controlled by The Canadian Real Estate Association (CREA) and identify real estate professionals who are members of CREA. The trademarks MLS®, Multiple Listing Service® and the associated logos are owned by CREA and identify the quality of services provided by real estate professionals who are members of CREA. Used under license.

© 2026 Toronto Regional Real Estate Board. All rights reserved.

Thinking about living in Toronto?

Explore the neighbourhood guide for Toronto — market trends, popular areas, buyer tips, and more.

HouseIndex Take: 21 Fifeshire Road

This detached (2-Storey) is located in the St. Andrew-Windfields neighbourhood of Toronto.

The home offers 6+1 bedrooms, 8 bathrooms.

Features include a walk-up, finished basement, 14 parking spaces including a 2-car garage, a fireplace.

Additional details: lot dimensions of 121.89 × 178.36 feet.

Listed at $6,995,000 CAD with annual property taxes of $23,377 (2025).

About Toronto Real Estate

This Detached is located in the St. Andrew-Windfields community in Toronto. Toronto is Canada's largest city and the economic hub of the Greater Toronto Area. With world-class transit, diverse neighbourhoods from the Annex to Scarborough, and proximity to major employers in the Financial District, it remains the most sought-after real estate market in Ontario. Buyers benefit from extensive GO Transit and TTC subway connectivity. Detached homes in Toronto are in high demand among families seeking space, privacy, and long-term equity growth.

TTC subway & streetcar networkWorld-class dining & entertainmentUniversity of Toronto & major hospitals nearbyWaterfront trails & ravine parks
Walkability: Highly walkable — many neighbourhoods score 80+ on Walk Score
View full Toronto neighbourhood guide →