All Photos · 87
St. Andrew-Windfields · M2L 2G6
$5,195,000
MLS® #C12818298
5
Bedrooms (4+1)
5
Bathrooms
3000-3500
Sq Ft
About This Property
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!
General Information
Building & Mechanicals
Basement
Parking & Garage
Lot & Land
Interior Features
Features
Pool
Taxes
Rooms
| Room | Level | Dimensions |
|---|---|---|
| Living Room | Main | 22' 1" × 14' 11" |
| Dining Room | Main | 14' 10" × 13' 1" |
| Kitchen | Main | 17' 5" × 13' 3" |
| Family Room | Main | 18' 3" × 12' 8" |
| Office | Main | 9' 11" × 11' |
| Primary Bedroom | Second | 19' 2" × 14' 11" |
| Bedroom 2 | Second | 12' 4" × 15' |
| Bedroom 3 | Second | 11' 11" × 14' 1" |
| Bedroom 4 | Second | 13' × 11' 5" |
| Recreation | Lower | 24' 9" × 14' 5" |
| Bedroom | Lower | 9' 10" × 11' 10" |
Mortgage Calculator
Estimated monthly payment
$25,521
Down payment: $1,039,000 · Loan: $4,156,000
Estimate only. Actual rates and payments vary by lender.
Virtual Tour
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Listing courtesy of:
HARVEY KALLES REAL ESTATE LTD.
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.
The information provided is for personal, non-commercial use and may not be used for any purpose other than identifying prospective properties consumers may be interested in purchasing. Last updated: Feb 25, 2026.
Measurements, dimensions, and other property details are provided by the listing brokerage and have not been independently verified. Information is deemed reliable but is not guaranteed and should be confirmed by the buyer and their representative.