$4,995,000
FOR SALE

Detached 2-Storey

Bedrooms: 5Bathrooms: 5Lot: 117.88 x 199.45 ft
2025 Taxes: $15,099.75

38 Fifeshire Rd
Toronto, ON M2L 2G6 | St. Andrew-Windfields

Nestled on one of Toronto's most coveted streets, 38 Fifeshire Road offers an unparalleled opportunity to craft a bespoke masterpiece in the heart of the illustrious Bayview and York Mills enclave. Spanning nearly 1/2 an acre, this expansive ravine lot is a canvas of serenity and prestige, framed by lush greenery, mature trees, and the tranquil beauty of its natural surroundings.With exceptional frontage, depth, and breathtaking ravine vistas, this property is a dream for visionary architects and discerning homeowners. The existing residence, boasting nearly 5,000 square feet of well-appointed living space, provides a foundation of grandeur, yet the true allure lies in the lands potential. Imagine a custom-designed estate with sweeping outdoor terraces, infinity pools, or private gardens all tailored to your unique vision of luxury. Located just moments from Toronto's finest offerings, including Bayview Villages upscale shopping, elite private and public schools, gourmet dining, exclusive clubs, and seamless access to Highway 401 & DVP, this address marries tranquility with connectivity.38 Fifeshire Road is not merely a home its a legacy in the making, a rare chance to define timeless elegance on one of Toronto's most iconic streets. Seize this moment to build your dream. A rare legacy estate awaits!
Extras
None
Share
Listed By HARVEY KALLES REAL ESTATE LTD.
Data Provided By Toronto Regional Real Estate Board
MLS® Listing Number C13109790
Last Updated May 11, 2026
Property Summary
Property Type Detached

More like this:
PIN 100980639
Legal Description PARCEL 487 - 1 SECTION M866 LOT 487 , PLAN 66M866, S/T EASE OVER PT 6,66R1602 AS IN A196238 SUBJECT TO A77396, TORONTO
Possession Date 30-60 TBA
Taxes (2025) $15,099.75
Directions/Cross Streets Bayview/York Mills
Neighbourhood St. Andrew-Windfields
Area Toronto
Price History

Interested in obtaining the full price history for this property?
Contact us!Contact us! Our real estate professionals would be happy to provide a complete listing history with historical sold prices and dates.

Detailed Information
Fronting On West
Special Designations Unknown
Bedrooms 5
Bathrooms 5
Lot 117.88 x 199.45 ft
Exterior Brick
Air Conditioning Central Air
Family Room Y
Fireplace/Stove Y
Pool Inground
Basement Finished with Walk-Out
Garage Type Built-In
Garage/Park Spaces Y
Parking Spaces 10
Heat Source Gas
Heat Type Forced Air
Sewers Sewer

The information contained on this site is based in whole or in part on information that is provided under copyright by the Toronto Regional Real Estate Board (TRREB) or by members of The Canadian Real Estate Association (CREA), who are responsible for its accuracy. TRREB and CREA reproduce and distribute this information as a service for their members and assume no responsibility for its accuracy. All information displayed is believed to be accurate but is not guaranteed and should be independently verified. No warranties or representations of any kind are made with respect to the accuracy of such information.
The information provided herein must only be used by consumers that have a bona fide interest in the purchase, sale, or lease of real estate and may not be used for any commercial purpose or any other purpose.

FREE ESTIMATES ARE COMING

Reserve Your Spot To Be Notified
or

Coming soon to select cities
in North America

(We'll never share your details)