







































38 Fifeshire Road
St. Andrew-Windfields, Toronto
$4,549,999
A rare legacy estate awaits! Seize the opportunity to build your dream home on one of Toronto's most prestigious streets. Nestled in the heart of the coveted Bayview and York Mills enclave, 38 Fifeshire Road presents an exceptional offering to create a bespoke masterpiece in one of the city's most distinguished neighbourhoods. 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.
No extras listed.
Visit this home
Pick a time that works for you.
No upcoming open houses.
Got questions?
Contact Sell with Strategy.


| Type | Detached |
| Style | 2-Storey |
| Approx. Age | Not available |
| Size | 3000-3500 sq. ft. |
| Property Tax | $15,100 |
| Lot Size | 117.88 ft x 199.45 ft |
| mls© Number | C13784786 |
| Listed By | HARVEY KALLES REAL ESTATE LTD. |
Listing History
- No recent sale history for this listing.
- No recent lease history for this listing.
Schools
Could you afford this home?
What the bank counts
This home's actual carrying costs, payment stress-tested at 6%
- Mortgage, tested at 6%
- $23,289
- Property tax
- $1,258
- Heat allowance
- $150
- Housing costs
- $24,697 / mo
Lenders cap these at 39% of gross income — that sets the number.
Income needed
$760,000
gross annual household income
- Payment at 4%
- $19,147 / mo
- Cash down
- $910,000
Assumes no other monthly debts · 25-yr amortization
Full affordability checkInvestment Analysis
Estimated rent, cap rate and monthly cash flow for this property
Values and trends
Nearby listings
Comparable sales
- No similar listings found.

































































































































































































































































































































































































































































































































































































































































































































































































































































