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!
For sale
C$5,995,000
38 Fifeshire Rd, Toronto, ON M2L 2G6
5beds
5baths
Single Family Residence
Built in ----
0.47 Acres Lot
$-- Zestimate®
C$--/sqft
C$-- HOA
What's special
- 92 days
- on Zillow |
- 14 |
- 1 |
Zillow last checked: 7 hours ago
Listing updated: May 28, 2025 at 06:56am
Listed by:
HARVEY KALLES REAL ESTATE LTD.
Source: TRREB,MLS®#: C12123657
Originating MLS®#: Toronto Regional Real Estate Board

Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 5
- Bathrooms: 5
Heating
- Forced Air, Gas
Cooling
- Central Air
Features
- None
- Basement: Finished with Walk-Out
- Has fireplace: Yes
Interior area
- Living area range: 3000-3500 null
Video & virtual tour
Property
Parking
- Total spaces: 12
- Parking features: Circular Driveway
- Has garage: Yes
Features
- Stories: 2
- Has private pool: Yes
- Pool features: In Ground
Lot
- Size: 0.47 Acres
- Features: Irregular Lot
Construction
Type & style
- Home type: SingleFamily
- Property subtype: Single Family Residence
Materials
- Brick
- Foundation: Concrete
- Roof: Asphalt Shingle
Utilities & green energy
- Sewer: Sewer
Community & HOA
Location
- Region: Toronto
Financial & listing details
- Annual tax amount: C$15,099
- Date on market: 5/5/2025
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